57817-89-7,MFCD12910460
Catalog No.:AA00IKHD

57817-89-7 | Stevioside

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25mg
95%
in stock  
$6.00   $4.00
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50mg
95%
in stock  
$7.00   $5.00
- +
5g
95%
in stock  
$12.00   $8.00
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10g
95%
in stock  
$14.00   $10.00
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100g
≥ 98% (HPLC)
in stock  
$129.00   $91.00
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250g
≥ 98% (HPLC)
in stock  
$209.00   $147.00
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500g
95%
in stock  
$237.00   $166.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00IKHD
Chemical Name:
Stevioside
CAS Number:
57817-89-7
Molecular Formula:
C38H60O18
Molecular Weight:
804.8722
MDL Number:
MFCD12910460
SMILES:
OC[C@H]1O[C@@H](O[C@@]23CC[C@@H]4[C@@](C2)(CC3=C)CC[C@H]2[C@@]4(C)CCC[C@@]2(C)C(=O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
FEMA Number:
4763
Properties
Computed Properties
 
Complexity:
1450  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
21  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
56  
Hydrogen Bond Acceptor Count:
18  
Hydrogen Bond Donor Count:
11  
Isotope Atom Count:
0  
Rotatable Bond Count:
10  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-1.2  

Upstream Synthesis Route

[1]Patent:WO2014/193888,2014,A1,.Locationinpatent:Page/Pagecolumn56

[2]Patent:WO2016/43926,2016,A1,.Locationinpatent:Page/Pagecolumn56

[3]Patent:WO2016/120486,2016,A1,.Locationinpatent:Paragraph00196

[1]Tetrahedron,1980,vol.36,p.2641-2648

[1]Tetrahedron,1980,vol.36,p.2641-2648

[1]Tetrahedron,1980,vol.36,p.2641-2648

[1]Patent:WO2016/43926,2016,A1,

Downstream Synthesis Route

[1]Lin,Zhaomin;Guo,Yanxia;Gao,Yanhui;Wang,Shuqi;Wang,Xiaoning;Xie,Zhiyu;Niu,Huanmin;Chang,Wenqiang;Liu,Lei;Yuan,Huiqing;Lou,Hongxiang[JournalofMedicinalChemistry,2015,vol.58,#9,p.3944-3956]

[2]Locationinpatent:schemeortableShi,Lian-Yong;Wu,Jia-Qiang;Zhang,Da-Yong;Wu,Yang-Chang;Hua,Wei-Yi;Wu,Xiao-Ming[Synthesis,2011,#23,p.3807-3814]

[3]Nagy,Viktória;Ozsvár,Dániel;Szakonyi,Zsolt;Zupkó,István[InternationalJournalofMolecularSciences,2020,vol.21,#1]

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[5]Isaza,Laura;Murillo,Jilmar.A.;Olivo,HoracioF.;Pineda,Tatiana;Quinones,Winston;Robledo,SaraM.;Torres,Fernando;echeverri,Fernando;escobar,GustavoA.[EuropeanJournalofOrganicChemistry,2021,vol.2021,#23,p.3386-3397]

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[9]Ibrahim,MohamedA.;Rodenburg,DouglasL.;Alves,Kamilla;Fronczek,FrankR.;McChesney,JamesD.;Wu,Chongming;Nettles,BrianJ.;Venkataraman,SyleshK.;Jaksch,Frank[JournalofNaturalProducts,2014,vol.77,#5,p.1231-1235]

[10]Lin,Shwu-Jiuan;Su,Ta-Chi;Chu,Chin-Nan;Chang,Yi-Chih;Yang,Li-Ming;Kuo,Yu-Cheng;Huang,Tsurng-Juhn[JournalofNaturalProducts,2016,vol.79,#12,p.3057-3064]

[11]CurrentPatentAssignee:CHINAPHARMACEUTICALUNIVERSITY-CN103819484,2017,BLocationinpatent:Page/Pagecolumn15

[12]Kobayashi,Shoji;Shibukawa,Keisuke;Hamada,Yoshiki;Kuruma,Takuma;Kawabata,Asako;Masuyama,Araki[JournalofOrganicChemistry,2018,vol.83,#3,p.1606-1613]

[13]Wan,Hui-da;Ni,Yao;Zhang,Hong-jian;Li,Dan;Wang,Da-wei[JournalofInclusionPhenomenaandMacrocyclicChemistry,2019,vol.93,#3-4,p.193-201]

[14]CurrentPatentAssignee:KOTOBUKIFUDOSAN(KABUSHIKIKAISHA)LTD-EP4082540,2022,A1Locationinpatent:Page/Pagecolumn9;10

[15]CurrentPatentAssignee:KOTOBUKIFUDOSAN(KABUSHIKIKAISHA)LTD-EP4082540,2022,A1Locationinpatent:Page/Pagecolumn9;10

[16]Bai,Dorottya;Schelz,Zsuzsanna;Erdős,Dóra;Kis,AnnaK.;Nagy,Viktória;Zupkó,István;Balogh,GyörgyT.;Szakonyi,Zsolt[InternationalJournalofMolecularSciences,2023,vol.24,#2]

[17]CurrentPatentAssignee:KOTOBUKIFUDOSAN(KABUSHIKIKAISHA)LTD-EP4082540,2022,A1Locationinpatent:Page/Pagecolumn9;10

[1]Chemistryandbiodiversity,2013,vol.10,p.177-188

[2]BioorganicandMedicinalChemistryLetters,1997,vol.7,p.2485-2490

[3]EuropeanJournalofMedicinalChemistry,2016,vol.115,p.26-40

[4]JournalofChemicalCrystallography,2009,vol.39,p.108-111

[5]JournalofChemicalCrystallography,2011,vol.41,p.519-522

[6]JournalofNaturalProducts,2002,vol.65,p.273-277

[7]LifeSciences,2005,vol.77,p.2127-2140

[8]JournaloftheAmericanChemicalSociety,2007,vol.129,p.12453-12460

[9]Patent:EP1757282,2007,A1.Locationinpatent:Page/Pagecolumn10

[10]PlantaMedica,2008,vol.74,p.816-821

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[13]LifeSciences,2014,vol.116,p.31-36

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[15]Patent:CN108456240,2018,A.Locationinpatent:Paragraph0063-0065

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[1]Khattab,SherineN.;Massoud,MonaI.;Jad,YahyaEl-Sayed;Bekhit,AdnanA.;El-Faham,Ayman[FoodChemistry,2015,vol.173,p.979-985]

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[4]Locationinpatent:experimentalpartHellfritsch,Caroline;Brockhoff,Anne;Staehler,Frauke;Meyerhof,Wolfgang;Hofmann,Thomas[JournalofAgriculturalandFoodChemistry,2012,vol.60,#27,p.6782-6793]

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[7]Sharipova;Garifullin;Andreeva;Strobykina,I.Yu.;Kataev[RussianJournalofGeneralChemistry,2016,vol.86,#8,p.1871-1880][Zh.Obshch.Khim.,2016,vol.86,#8,p.1334-1344,11]Sharipova;Garifullin;Andreeva;Strobykina,I.Yu.;Kataev[ChemistryofNaturalCompounds,2016,vol.52,#5,p.870-873][Khim.Prir.Soedin.,2016,#5,p.742-745]

[8]CurrentPatentAssignee:COCA-COLACO-WO2019/147617,2019,A1Locationinpatent:Page/Pagecolumn99;111-112;121-122

[9]Cao,Xueting;Jiang,Xukai;Xiao,Min;Xu,Li;Yan,Zhenxin;Yang,Shida;Yang,Xiao[FrontiersinMicrobiology,2021,vol.12]

[10]CurrentPatentAssignee:PYO,SangHyun-WO2022/220521,2022,A1Locationinpatent:Paragraph127-128

[1]Patent:WO2014/193888,2014,A1.Locationinpatent:Page/Pagecolumn9;46-47;52-53

[2]Patent:WO2016/43926,2016,A1.Locationinpatent:Page/Pagecolumn47

Literature

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Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20171101

Title: Stevia-derived compounds attenuate the toxic effects of ectopic lipid accumulation in the liver of obese mice: a transcriptomic and metabolomic study.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20150301

Title: 'Extraction and safety of stevioside'; response to the article 'Stevia rebaudiana Bertoni, source of a high potency natural sweetener: a comprehensive review on the biochemical, nutritional and functional aspects'.

Journal: Food chemistry 20121201

Title: Stevioside suppressed inflammatory cytokine secretion by downregulation of NF-κB and MAPK signaling pathways in LPS-stimulated RAW264.7 cells.

Journal: Inflammation 20121001

Title: Evaluation of dietary stevioside supplementation on anti-human serum albumin immunoglobulin G, Alpha-1-glycoprotein, body weight and thyroid hormones in broiler chickens.

Journal: Journal of animal physiology and animal nutrition 20120801

Title: Synthesis and sensory evaluation of ent-kaurane diterpene glycosides.

Journal: Molecules (Basel, Switzerland) 20120726

Title: Mass production of rubusoside using a novel stevioside-specific β-glucosidase from Aspergillus aculeatus.

Journal: Journal of agricultural and food chemistry 20120620

Title: Stevioside enhances apoptosis induced by serum deprivation in PC12 cells.

Journal: Toxicology mechanisms and methods 20120501

Title: Synthetic study on the relationship between structure and sweet taste properties of steviol glycosides.

Journal: Molecules (Basel, Switzerland) 20120405

Title: Stevioside enhances satellite cell activation by inhibiting of NF-κB signaling pathway in regenerating muscle after cardiotoxin-induced injury.

Journal: Journal of agricultural and food chemistry 20120321

Title: Stevioside ameliorates high-fat diet-induced insulin resistance and adipose tissue inflammation by downregulating the NF-κB pathway.

Journal: Biochemical and biophysical research communications 20120127

Title: Steviol glycosides from Stevia: biosynthesis pathway review and their application in foods and medicine.

Journal: Critical reviews in food science and nutrition 20120101

Title: Simultaneous determination of steviol and steviol glycosides by liquid chromatography-mass spectrometry.

Journal: Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20120101

Title: Stevioside induced ROS-mediated apoptosis through mitochondrial pathway in human breast cancer cell line MCF-7.

Journal: Nutrition and cancer 20120101

Title: Structures of the novel α-glucosyl linked diterpene glycosides from Stevia rebaudiana.

Journal: Carbohydrate research 20110927

Title: Long-term feeding effects of stevioside sweetener on some toxicological parameters of growing male rats.

Journal: Journal of applied toxicology : JAT 20110701

Title: The food additives inulin and stevioside counteract oxidative stress.

Journal: International journal of food sciences and nutrition 20110501

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Journal: Molecules (Basel, Switzerland) 20110428

Title: Employing ultra high pressure liquid chromatography as the second dimension in a comprehensive two-dimensional system for analysis of Stevia rebaudiana extracts.

Journal: Journal of chromatography. A 20110415

Title: Hypoglycaemic action of stevioside and а barley and brewer's yeast based preparation in the experimental model on mice.

Journal: Bosnian journal of basic medical sciences 20110201

Title: Development of antidiabetic nanomedicine from stevioside.

Journal: Journal of biomedical nanotechnology 20110201

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Journal: Archiv der Pharmazie 20110101

Title: [Sugar of substitute stevioside in chewing gum: comparative double blind controllable study].

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Title: [Identification and biotransformation properties of a bacterium that converts stevioside into rubusoside].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20110101

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Title: [Identification, culture optimization and biotransformation of a stevioside-degrading bacterium].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20100701

Title: Stevia and saccharin preferences in rats and mice.

Journal: Chemical senses 20100601

Title: Antiamnesic effect of stevioside in scopolamine-treated rats.

Journal: Indian journal of pharmacology 20100601

Title: Disposition of isosteviol in the rat isolated perfused liver.

Journal: Clinical and experimental pharmacology & physiology 20100501

Title: Stevioside inhibits atherosclerosis by improving insulin signaling and antioxidant defense in obese insulin-resistant mice.

Journal: International journal of obesity (2005) 20100301

Title: Evaluation of steviol and its glycosides in Stevia rebaudiana leaves and commercial sweetener by ultra-high-performance liquid chromatography-mass spectrometry.

Journal: Journal of chromatography. A 20100226

Title: The complexes of drugs with carbohydrate-containing plant metabolites as pharmacologically promising agents.

Journal: Mini reviews in medicinal chemistry 20091001

Title: Simple and efficient enzymatic transglycosylation of stevioside by beta-cyclodextrin glucanotransferase from Bacillus firmus.

Journal: Biotechnology letters 20090901

Title: Stevioside and related compounds: therapeutic benefits beyond sweetness.

Journal: Pharmacology & therapeutics 20090601

Title: Stimulatory effect of stevioside on peripheral mu opioid receptors in animals.

Journal: Neuroscience letters 20090417

Title: Cancer preventive agents. Part 8: Chemopreventive effects of stevioside and related compounds.

Journal: Bioorganic & medicinal chemistry 20090115

Title: Stevioside and related compounds: therapeutic benefits beyond sweetness.

Journal: Pharmacology & therapeutics 20090101

Title: An efficient microwave-assisted extraction process of stevioside and rebaudioside-A from Stevia rebaudiana (Bertoni).

Journal: Phytochemical analysis : PCA 20090101

Title: Evaluation of supplementary stevia (Stevia rebaudiana, bertoni) leaves and stevioside in broiler diets: effects on feed intake, nutrient metabolism, blood parameters and growth performance.

Journal: Journal of animal physiology and animal nutrition 20081201

Title: Rebaudioside A directly stimulates insulin secretion from pancreatic beta cells: a glucose-dependent action via inhibition of ATP-sensitive K-channels.

Journal: Diabetes, obesity & metabolism 20081101

Title: Photostability of rebaudioside A and stevioside in beverages.

Journal: Journal of agricultural and food chemistry 20080924

Title: Validated high-performance thin-layer chromatography method for steviol glycosides in Stevia rebaudiana.

Journal: Journal of pharmaceutical and biomedical analysis 20080805

Title: Microbial hydrolysis of steviol glycosides.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080701

Title: Pharmacokinetics of rebaudioside A and stevioside after single oral doses in healthy men.

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Title: A critical review of the genetic toxicity of steviol and steviol glycosides.

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Title: Comparative toxicokinetics and metabolism of rebaudioside A, stevioside, and steviol in rats.

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Title: Apparent lack of pharmacological effect of steviol glycosides used as sweeteners in humans. A pilot study of repeated exposures in some normotensive and hypotensive individuals and in Type 1 and Type 2 diabetics.

Journal: Regulatory toxicology and pharmacology : RTP 20080601

Title: Immune up regulatory response of a non-caloric natural sweetener, stevioside.

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Title: Specific immunomodulatory and secretory activities of stevioside and steviol in intestinal cells.

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Journal: Phytochemistry 20080501

Title: A natural plant-derived dihydroisosteviol prevents cholera toxin-induced intestinal fluid secretion.

Journal: The Journal of pharmacology and experimental therapeutics 20080201

Title: The reduction of arterial tension produced by stevioside is dependent on nitric oxide synthase activity when the endothelium is intact.

Journal: Journal of smooth muscle research = Nihon Heikatsukin Gakkai kikanshi 20080201

Title: Effect of stevioside and sodium salt of monoketocholic acid on glycemia in normoglycemic and diabetic rats.

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Title: Re: Analysis of genotoxic potentiality of stevioside by comet assay.

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Journal: Planta medica 20071201

Title: Comparison of two different solvents employed for pressurised fluid extraction of stevioside from Stevia rebaudiana: methanol versus water.

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Title: Enzymatic modification of stevioside by cell-free extract of Gibberella fujikuroi.

Journal: Journal of biotechnology 20070801

Title: Stevioside improves pancreatic beta-cell function during glucotoxicity via regulation of acetyl-CoA carboxylase.

Journal: American journal of physiology. Endocrinology and metabolism 20070601

Title: Anaphylaxis by stevioside in infants with atopic eczema.

Journal: Allergy 20070501

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Journal: Molecular and cellular biochemistry 20061201

Title: Stevioside counteracts the glyburide-induced desensitization of the pancreatic beta-cell function in mice: studies in vitro.

Journal: Metabolism: clinical and experimental 20061201

Title: Transformation of steviol-16alpha,17-epoxide by Streptomyces griseus and Cunninghamella bainieri.

Journal: Journal of natural products 20061001

Title: Investigation of the antihypertensive effect of oral crude stevioside in patients with mild essential hypertension.

Journal: Phytotherapy research : PTR 20060901

Title: Comparative effects of Stevia rebaudiana leaves and stevioside on glycaemia and hepatic gluconeogenesis.

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Title: Identification of steviol glucuronide in human urine.

Journal: Journal of agricultural and food chemistry 20060405

Title: Stevioside does not cause increased basal insulin secretion or beta-cell desensitization as does the sulphonylurea, glibenclamide: studies in vitro.

Journal: Life sciences 20060306

Title: Stevioside counteracts the alpha-cell hypersecretion caused by long-term palmitate exposure.

Journal: American journal of physiology. Endocrinology and metabolism 20060301

Title: Anti-Inflammatory and Immunomodulatory Activities of Stevioside and Its Metabolite Steviol on THP-1 Cells.

Journal: Journal of agricultural and food chemistry 20060208

Title: Inhibitory effects of hot water extract of the Stevia stem on the contractile response of the smooth muscle of the guinea pig ileum.

Journal: Bioscience, biotechnology, and biochemistry 20060201

Title: [Combined enzymatic modification of stevioside and rebaudioside A].

Journal: Prikladnaia biokhimiia i mikrobiologiia 20060101

Title: Effect of rat pretreatment with aqueous solutions of stevioside and bile acids on the action of certain cardioactive drugs.

Journal: European journal of drug metabolism and pharmacokinetics 20060101

Title: Daily intake assessment of saccharin, stevioside, D-sorbitol and aspartame from various processed foods in Korea.

Journal: Food additives and contaminants 20051101

Title: Increase of insulin sensitivity by stevioside in fructose-rich chow-fed rats.

Journal: Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20051001

Title: Preventive effects of a soy-based diet supplemented with stevioside on the development of the metabolic syndrome and type 2 diabetes in Zucker diabetic fatty rats.

Journal: Metabolism: clinical and experimental 20050901

Title: Interactions of stevioside and steviol with renal organic anion transporters in S2 cells and mouse renal cortical slices.

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Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20050601

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Journal: The Journal of pharmacology and experimental therapeutics 20050501

Title: Functional genomics uncovers three glucosyltransferases involved in the synthesis of the major sweet glucosides of Stevia rebaudiana.

Journal: The Plant journal : for cell and molecular biology 20050101

Title: Stevioside is a novel stimulator of pharmacon clathration with glycosides.

Journal: Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections 20050101

Title: Study on the stevioside analogues of steviolbioside, steviol, and isosteviol 19-alkyl amide dimers: synthesis and cytotoxic and antibacterial activity.

Journal: Chemical & pharmaceutical bulletin 20040901

Title: Steviol quantification at the picomole level by high-performance liquid chromatography.

Journal: Journal of agricultural and food chemistry 20040505

Title: [Simultaneous determination of stevioside, rebaudioside A and glycyrrhizic acid in foods by HPLC].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20040401

Title: Microbial transformation of isosteviol and inhibitory effects on Epstein-Barr virus activation of the transformation products.

Journal: Journal of natural products 20040301

Title: Antihyperglycemic effects of stevioside in type 2 diabetic subjects.

Journal: Metabolism: clinical and experimental 20040101

Title: Effects of stevioside on glucose transport activity in insulin-sensitive and insulin-resistant rat skeletal muscle.

Journal: Metabolism: clinical and experimental 20040101

Title: Sensitive high-performance liquid chromatography/mass spectrometry method for determination of steviol in rat plasma.

Journal: Rapid communications in mass spectrometry : RCM 20040101

Title: [Transglycosylation of stevioside by cyclodextrin glucanotransferases of various group of microorganisms].

Journal: Prikladnaia biokhimiia i mikrobiologiia 20040101

Title: Glucose concentration in the blood of intact and alloxan-treated mice after pretreatment with commercial preparations of Stevia rebaudiana (Bertoni).

Journal: European journal of drug metabolism and pharmacokinetics 20040101

Title: Metabolism of stevioside in pigs and intestinal absorption characteristics of stevioside, rebaudioside A and steviol.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20031101

Title: Stevioside.

Journal: Phytochemistry 20031101

Title: Efficacy and tolerability of oral stevioside in patients with mild essential hypertension: a two-year, randomized, placebo-controlled study.

Journal: Clinical therapeutics 20031101

Title: Metabolism of stevioside and rebaudioside A from Stevia rebaudiana extracts by human microflora.

Journal: Journal of agricultural and food chemistry 20031022

Title: Effect of stevioside and steviol on the developing broiler embryos.

Journal: Journal of agricultural and food chemistry 20030813

Title: In vitro metabolism of the glycosidic sweeteners, stevia mixture and enzymatically modified stevia in human intestinal microflora.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20030301

Title: Antihyperglycemic and blood pressure-reducing effects of stevioside in the diabetic Goto-Kakizaki rat.

Journal: Metabolism: clinical and experimental 20030301

Title: Metabolism of stevioside by chickens.

Journal: Journal of agricultural and food chemistry 20030212

Title: Mechanism of the antihypertensive effect of stevioside in anesthetized dogs.

Journal: Pharmacology 20030101

Title: Inhibitory effect of stevioside on tumor promotion by 12-O-tetradecanoylphorbol-13-acetate in two-stage carcinogenesis in mouse skin.

Journal: Biological & pharmaceutical bulletin 20021101

Title: Without sugar, would the holidays be as sweet? Exploring ethnobotanical alternatives to sucrose.

Journal: Alternative therapies in health and medicine 20020101

Title: Stevioside induces antihyperglycaemic, insulinotropic and glucagonostatic effects in vivo: studies in the diabetic Goto-Kakizaki (GK) rats.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20020101

Title: Antihypertensive effect of stevioside in different strains of hypertensive rats.

Journal: Zhonghua yi xue za zhi = Chinese medical journal; Free China ed 20020101

Title: The influence of mouthrinses with antimicrobial solutions on the inhibition of dental plaque and on the levels of mutans streptococci in children.

Journal: Pesquisa odontologica brasileira = Brazilian oral research 20020101

Title: Inhibitory effect of stevioside on calcium influx to produce antihypertension.

Journal: Planta medica 20011201

Title: Analysis of sweet diterpene glycosides from Stevia rebaudiana: improved HPLC method.

Journal: Journal of agricultural and food chemistry 20011001

Title: [Study of physiological and toxic effects of a sweetening agent stevioside (review of the literature)].

Journal: Voprosy pitaniia 20010101

Title: Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.

Journal: Journal of natural products 19910101

Title: Khare N, et al. Stevioside mediated chemosensitization studies and cytotoxicity assay on breast cancer cell lines MDA-MB-231 and SKBR3. Saudi J Biol Sci. 2019 Nov;26(7):1596-1601.

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Tags:57817-89-7 Molecular Formula|57817-89-7 MDL|57817-89-7 SMILES|57817-89-7 Stevioside
Catalog No.: AA00IKHD
57817-89-7,MFCD12910460
57817-89-7 | Stevioside
Pack Size: 25mg
Purity: 95%
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Purity: 95%
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Purity: 95%
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Purity: 95%
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Purity: ≥ 98% (HPLC)
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Pack Size: 250g
Purity: ≥ 98% (HPLC)
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Pack Size: 500g
Purity: 95%
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Technical Information
Catalog Number: AA00IKHD
Chemical Name: Stevioside
CAS Number: 57817-89-7
Molecular Formula: C38H60O18
Molecular Weight: 804.8722
MDL Number: MFCD12910460
SMILES: OC[C@H]1O[C@@H](O[C@@]23CC[C@@H]4[C@@](C2)(CC3=C)CC[C@H]2[C@@]4(C)CCC[C@@]2(C)C(=O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
FEMA Number: 4763
Properties
Complexity: 1450  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 21  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 56  
Hydrogen Bond Acceptor Count: 18  
Hydrogen Bond Donor Count: 11  
Isotope Atom Count: 0  
Rotatable Bond Count: 10  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -1.2  
Upstream Synthesis Route
133-89-1    64849-39-4    57817-89-7 

[1]Patent:WO2014/193888,2014,A1,.Locationinpatent:Page/Pagecolumn56

[2]Patent:WO2016/43926,2016,A1,.Locationinpatent:Page/Pagecolumn56

[3]Patent:WO2016/120486,2016,A1,.Locationinpatent:Paragraph00196

40878-59-9    57817-89-7 

[1]Tetrahedron,1980,vol.36,p.2641-2648

572-09-8    57817-89-7 

[1]Tetrahedron,1980,vol.36,p.2641-2648

66335-80-6    66537-21-1    57817-89-7 

[1]Tetrahedron,1980,vol.36,p.2641-2648

57-50-1    57817-89-7 

[1]Patent:WO2016/43926,2016,A1,

Downstream Synthesis Route
57817-89-7    471-80-7 

[1]Lin,Zhaomin;Guo,Yanxia;Gao,Yanhui;Wang,Shuqi;Wang,Xiaoning;Xie,Zhiyu;Niu,Huanmin;Chang,Wenqiang;Liu,Lei;Yuan,Huiqing;Lou,Hongxiang[JournalofMedicinalChemistry,2015,vol.58,#9,p.3944-3956]

[2]Locationinpatent:schemeortableShi,Lian-Yong;Wu,Jia-Qiang;Zhang,Da-Yong;Wu,Yang-Chang;Hua,Wei-Yi;Wu,Xiao-Ming[Synthesis,2011,#23,p.3807-3814]

[3]Nagy,Viktória;Ozsvár,Dániel;Szakonyi,Zsolt;Zupkó,István[InternationalJournalofMolecularSciences,2020,vol.21,#1]

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[5]Isaza,Laura;Murillo,Jilmar.A.;Olivo,HoracioF.;Pineda,Tatiana;Quinones,Winston;Robledo,SaraM.;Torres,Fernando;echeverri,Fernando;escobar,GustavoA.[EuropeanJournalofOrganicChemistry,2021,vol.2021,#23,p.3386-3397]

[6]Ogawa,Tomoya;Nozaki,Michio;Matsui,Masanao[Tetrahedron,1980,vol.36,p.2641-2648]

[7]CurrentPatentAssignee:TAN-EP1757282,2007,A1Locationinpatent:Page/Pagecolumn10

[8]Locationinpatent:experimentalpartTakasaki,Midori;Konoshima,Takao;Kozuka,Mutsuo;Tokuda,Harukuni;Takayasu,Junko;Nishino,Hoyoku;Miyakoshi,Masazumi;Mizutani,Kenji;Lee,Kuo-Hsiung[BioorganicandMedicinalChemistry,2009,vol.17,#2,p.600-605]

[9]Ibrahim,MohamedA.;Rodenburg,DouglasL.;Alves,Kamilla;Fronczek,FrankR.;McChesney,JamesD.;Wu,Chongming;Nettles,BrianJ.;Venkataraman,SyleshK.;Jaksch,Frank[JournalofNaturalProducts,2014,vol.77,#5,p.1231-1235]

[10]Lin,Shwu-Jiuan;Su,Ta-Chi;Chu,Chin-Nan;Chang,Yi-Chih;Yang,Li-Ming;Kuo,Yu-Cheng;Huang,Tsurng-Juhn[JournalofNaturalProducts,2016,vol.79,#12,p.3057-3064]

[11]CurrentPatentAssignee:CHINAPHARMACEUTICALUNIVERSITY-CN103819484,2017,BLocationinpatent:Page/Pagecolumn15

[12]Kobayashi,Shoji;Shibukawa,Keisuke;Hamada,Yoshiki;Kuruma,Takuma;Kawabata,Asako;Masuyama,Araki[JournalofOrganicChemistry,2018,vol.83,#3,p.1606-1613]

[13]Wan,Hui-da;Ni,Yao;Zhang,Hong-jian;Li,Dan;Wang,Da-wei[JournalofInclusionPhenomenaandMacrocyclicChemistry,2019,vol.93,#3-4,p.193-201]

[14]CurrentPatentAssignee:KOTOBUKIFUDOSAN(KABUSHIKIKAISHA)LTD-EP4082540,2022,A1Locationinpatent:Page/Pagecolumn9;10

[15]CurrentPatentAssignee:KOTOBUKIFUDOSAN(KABUSHIKIKAISHA)LTD-EP4082540,2022,A1Locationinpatent:Page/Pagecolumn9;10

[16]Bai,Dorottya;Schelz,Zsuzsanna;Erdős,Dóra;Kis,AnnaK.;Nagy,Viktória;Zupkó,István;Balogh,GyörgyT.;Szakonyi,Zsolt[InternationalJournalofMolecularSciences,2023,vol.24,#2]

[17]CurrentPatentAssignee:KOTOBUKIFUDOSAN(KABUSHIKIKAISHA)LTD-EP4082540,2022,A1Locationinpatent:Page/Pagecolumn9;10

57817-89-7    27975-19-5 

[1]Chemistryandbiodiversity,2013,vol.10,p.177-188

[2]BioorganicandMedicinalChemistryLetters,1997,vol.7,p.2485-2490

[3]EuropeanJournalofMedicinalChemistry,2016,vol.115,p.26-40

[4]JournalofChemicalCrystallography,2009,vol.39,p.108-111

[5]JournalofChemicalCrystallography,2011,vol.41,p.519-522

[6]JournalofNaturalProducts,2002,vol.65,p.273-277

[7]LifeSciences,2005,vol.77,p.2127-2140

[8]JournaloftheAmericanChemicalSociety,2007,vol.129,p.12453-12460

[9]Patent:EP1757282,2007,A1.Locationinpatent:Page/Pagecolumn10

[10]PlantaMedica,2008,vol.74,p.816-821

[11]BioorganicandMedicinalChemistry,2009,vol.17,p.1464-1473

[12]EuropeanJournalofMedicinalChemistry,2013,vol.65,p.70-82

[13]LifeSciences,2014,vol.116,p.31-36

[14]FoodChemistry,2016,vol.190,p.270-275

[15]Patent:CN108456240,2018,A.Locationinpatent:Paragraph0063-0065

[16]JournalofAgriculturalandFoodChemistry,2020,vol.68,p.4624-4631

57817-89-7    41093-60-1 

[1]Khattab,SherineN.;Massoud,MonaI.;Jad,YahyaEl-Sayed;Bekhit,AdnanA.;El-Faham,Ayman[FoodChemistry,2015,vol.173,p.979-985]

[2]Locationinpatent:schemeortableSharipova;Strobykina,I.Yu.;Kataev;Lodochnikova;Gubaidullin[RussianJournalofGeneralChemistry,2009,vol.79,#12,p.2695-2697]

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[4]Locationinpatent:experimentalpartHellfritsch,Caroline;Brockhoff,Anne;Staehler,Frauke;Meyerhof,Wolfgang;Hofmann,Thomas[JournalofAgriculturalandFoodChemistry,2012,vol.60,#27,p.6782-6793]

[5]Bartholomees,Uria;Struyf,Tom;Lauwers,Olivier;Ceunen,Stijn;Geuns,JanM.C.[FoodChemistry,2016,vol.190,p.270-275]

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[7]Sharipova;Garifullin;Andreeva;Strobykina,I.Yu.;Kataev[RussianJournalofGeneralChemistry,2016,vol.86,#8,p.1871-1880][Zh.Obshch.Khim.,2016,vol.86,#8,p.1334-1344,11]Sharipova;Garifullin;Andreeva;Strobykina,I.Yu.;Kataev[ChemistryofNaturalCompounds,2016,vol.52,#5,p.870-873][Khim.Prir.Soedin.,2016,#5,p.742-745]

[8]CurrentPatentAssignee:COCA-COLACO-WO2019/147617,2019,A1Locationinpatent:Page/Pagecolumn99;111-112;121-122

[9]Cao,Xueting;Jiang,Xukai;Xiao,Min;Xu,Li;Yan,Zhenxin;Yang,Shida;Yang,Xiao[FrontiersinMicrobiology,2021,vol.12]

[10]CurrentPatentAssignee:PYO,SangHyun-WO2022/220521,2022,A1Locationinpatent:Paragraph127-128

133-89-1    57817-89-7    58543-16-1 

[1]Patent:WO2014/193888,2014,A1.Locationinpatent:Page/Pagecolumn9;46-47;52-53

[2]Patent:WO2016/43926,2016,A1.Locationinpatent:Page/Pagecolumn47

Literature fold

Title: Steviol, an aglycone of steviol glycoside sweeteners, interacts with the pregnane X (PXR) and aryl hydrocarbon (AHR) receptors in detoxification regulation.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20171101

Title: Stevia-derived compounds attenuate the toxic effects of ectopic lipid accumulation in the liver of obese mice: a transcriptomic and metabolomic study.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20150301

Title: 'Extraction and safety of stevioside'; response to the article 'Stevia rebaudiana Bertoni, source of a high potency natural sweetener: a comprehensive review on the biochemical, nutritional and functional aspects'.

Journal: Food chemistry20121201

Title: Stevioside suppressed inflammatory cytokine secretion by downregulation of NF-κB and MAPK signaling pathways in LPS-stimulated RAW264.7 cells.

Journal: Inflammation20121001

Title: Evaluation of dietary stevioside supplementation on anti-human serum albumin immunoglobulin G, Alpha-1-glycoprotein, body weight and thyroid hormones in broiler chickens.

Journal: Journal of animal physiology and animal nutrition20120801

Title: Synthesis and sensory evaluation of ent-kaurane diterpene glycosides.

Journal: Molecules (Basel, Switzerland)20120726

Title: Mass production of rubusoside using a novel stevioside-specific β-glucosidase from Aspergillus aculeatus.

Journal: Journal of agricultural and food chemistry20120620

Title: Stevioside enhances apoptosis induced by serum deprivation in PC12 cells.

Journal: Toxicology mechanisms and methods20120501

Title: Synthetic study on the relationship between structure and sweet taste properties of steviol glycosides.

Journal: Molecules (Basel, Switzerland)20120405

Title: Stevioside enhances satellite cell activation by inhibiting of NF-κB signaling pathway in regenerating muscle after cardiotoxin-induced injury.

Journal: Journal of agricultural and food chemistry20120321

Title: Stevioside ameliorates high-fat diet-induced insulin resistance and adipose tissue inflammation by downregulating the NF-κB pathway.

Journal: Biochemical and biophysical research communications20120127

Title: Steviol glycosides from Stevia: biosynthesis pathway review and their application in foods and medicine.

Journal: Critical reviews in food science and nutrition20120101

Title: Simultaneous determination of steviol and steviol glycosides by liquid chromatography-mass spectrometry.

Journal: Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment20120101

Title: Stevioside induced ROS-mediated apoptosis through mitochondrial pathway in human breast cancer cell line MCF-7.

Journal: Nutrition and cancer20120101

Title: Structures of the novel α-glucosyl linked diterpene glycosides from Stevia rebaudiana.

Journal: Carbohydrate research20110927

Title: Long-term feeding effects of stevioside sweetener on some toxicological parameters of growing male rats.

Journal: Journal of applied toxicology : JAT20110701

Title: The food additives inulin and stevioside counteract oxidative stress.

Journal: International journal of food sciences and nutrition20110501

Title: Diterpene glycosides from Stevia rebaudiana.

Journal: Molecules (Basel, Switzerland)20110428

Title: Employing ultra high pressure liquid chromatography as the second dimension in a comprehensive two-dimensional system for analysis of Stevia rebaudiana extracts.

Journal: Journal of chromatography. A20110415

Title: Hypoglycaemic action of stevioside and а barley and brewer's yeast based preparation in the experimental model on mice.

Journal: Bosnian journal of basic medical sciences20110201

Title: Development of antidiabetic nanomedicine from stevioside.

Journal: Journal of biomedical nanotechnology20110201

Title: Stevioside and related compounds - molecules of pharmaceutical promise: a critical overview.

Journal: Archiv der Pharmazie20110101

Title: [Sugar of substitute stevioside in chewing gum: comparative double blind controllable study].

Journal: Stomatologiia20110101

Title: [Identification and biotransformation properties of a bacterium that converts stevioside into rubusoside].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica20110101

Title: Downstream processing of stevioside and its potential applications.

Journal: Biotechnology advances20110101

Title: [Identification, culture optimization and biotransformation of a stevioside-degrading bacterium].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica20100701

Title: Stevia and saccharin preferences in rats and mice.

Journal: Chemical senses20100601

Title: Antiamnesic effect of stevioside in scopolamine-treated rats.

Journal: Indian journal of pharmacology20100601

Title: Disposition of isosteviol in the rat isolated perfused liver.

Journal: Clinical and experimental pharmacology & physiology20100501

Title: Stevioside inhibits atherosclerosis by improving insulin signaling and antioxidant defense in obese insulin-resistant mice.

Journal: International journal of obesity (2005)20100301

Title: Evaluation of steviol and its glycosides in Stevia rebaudiana leaves and commercial sweetener by ultra-high-performance liquid chromatography-mass spectrometry.

Journal: Journal of chromatography. A20100226

Title: The complexes of drugs with carbohydrate-containing plant metabolites as pharmacologically promising agents.

Journal: Mini reviews in medicinal chemistry20091001

Title: Simple and efficient enzymatic transglycosylation of stevioside by beta-cyclodextrin glucanotransferase from Bacillus firmus.

Journal: Biotechnology letters20090901

Title: Stevioside and related compounds: therapeutic benefits beyond sweetness.

Journal: Pharmacology & therapeutics20090601

Title: Stimulatory effect of stevioside on peripheral mu opioid receptors in animals.

Journal: Neuroscience letters20090417

Title: Cancer preventive agents. Part 8: Chemopreventive effects of stevioside and related compounds.

Journal: Bioorganic & medicinal chemistry20090115

Title: Stevioside and related compounds: therapeutic benefits beyond sweetness.

Journal: Pharmacology & therapeutics20090101

Title: An efficient microwave-assisted extraction process of stevioside and rebaudioside-A from Stevia rebaudiana (Bertoni).

Journal: Phytochemical analysis : PCA20090101

Title: Evaluation of supplementary stevia (Stevia rebaudiana, bertoni) leaves and stevioside in broiler diets: effects on feed intake, nutrient metabolism, blood parameters and growth performance.

Journal: Journal of animal physiology and animal nutrition20081201

Title: Rebaudioside A directly stimulates insulin secretion from pancreatic beta cells: a glucose-dependent action via inhibition of ATP-sensitive K-channels.

Journal: Diabetes, obesity & metabolism20081101

Title: Photostability of rebaudioside A and stevioside in beverages.

Journal: Journal of agricultural and food chemistry20080924

Title: Validated high-performance thin-layer chromatography method for steviol glycosides in Stevia rebaudiana.

Journal: Journal of pharmaceutical and biomedical analysis20080805

Title: Microbial hydrolysis of steviol glycosides.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20080701

Title: Pharmacokinetics of rebaudioside A and stevioside after single oral doses in healthy men.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20080701

Title: A critical review of the genetic toxicity of steviol and steviol glycosides.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20080701

Title: Comparative toxicokinetics and metabolism of rebaudioside A, stevioside, and steviol in rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20080701

Title: Apparent lack of pharmacological effect of steviol glycosides used as sweeteners in humans. A pilot study of repeated exposures in some normotensive and hypotensive individuals and in Type 1 and Type 2 diabetics.

Journal: Regulatory toxicology and pharmacology : RTP20080601

Title: Immune up regulatory response of a non-caloric natural sweetener, stevioside.

Journal: Chemico-biological interactions20080528

Title: Specific immunomodulatory and secretory activities of stevioside and steviol in intestinal cells.

Journal: Journal of agricultural and food chemistry20080528

Title: Plant growth regulation activity of steviol and derivatives.

Journal: Phytochemistry20080501

Title: A natural plant-derived dihydroisosteviol prevents cholera toxin-induced intestinal fluid secretion.

Journal: The Journal of pharmacology and experimental therapeutics20080201

Title: The reduction of arterial tension produced by stevioside is dependent on nitric oxide synthase activity when the endothelium is intact.

Journal: Journal of smooth muscle research = Nihon Heikatsukin Gakkai kikanshi20080201

Title: Effect of stevioside and sodium salt of monoketocholic acid on glycemia in normoglycemic and diabetic rats.

Journal: European journal of drug metabolism and pharmacokinetics20080101

Title: Comments to the paper by Nunes et al. (2007), Analysis of genotoxic potentiality of stevioside by comet assay, Food and Chemical Toxicology 45 (2007) 662-666.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20071201

Title: Re: Analysis of genotoxic potentiality of stevioside by comet assay.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20071201

Title: Novel ent-Beyeran-19-oic acids from biotransformations of isosteviol metabolites by Mortierella isabellina.

Journal: Planta medica20071201

Title: Comparison of two different solvents employed for pressurised fluid extraction of stevioside from Stevia rebaudiana: methanol versus water.

Journal: Analytical and bioanalytical chemistry20070801

Title: Enzymatic modification of stevioside by cell-free extract of Gibberella fujikuroi.

Journal: Journal of biotechnology20070801

Title: Stevioside improves pancreatic beta-cell function during glucotoxicity via regulation of acetyl-CoA carboxylase.

Journal: American journal of physiology. Endocrinology and metabolism20070601

Title: Anaphylaxis by stevioside in infants with atopic eczema.

Journal: Allergy20070501

Title: Analysis of genotoxic potentiality of stevioside by comet assay.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20070401

Title: Metabolism of stevioside by healthy subjects.

Journal: Experimental biology and medicine (Maywood, N.J.)20070101

Title: Monitoring stevioside in soju by high-performance liquid chromatography and liquid chromatography/mass spectrometry.

Journal: Journal of AOAC International20070101

Title: To the nature of the effect of glycosidic clathration of pharmacons.

Journal: Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections20070101

Title: Biological effects of stevioside on the survival of Escherichia coli strains and plasmid DNA.

Journal: Molecular and cellular biochemistry20061201

Title: Stevioside counteracts the glyburide-induced desensitization of the pancreatic beta-cell function in mice: studies in vitro.

Journal: Metabolism: clinical and experimental20061201

Title: Transformation of steviol-16alpha,17-epoxide by Streptomyces griseus and Cunninghamella bainieri.

Journal: Journal of natural products20061001

Title: Investigation of the antihypertensive effect of oral crude stevioside in patients with mild essential hypertension.

Journal: Phytotherapy research : PTR20060901

Title: Comparative effects of Stevia rebaudiana leaves and stevioside on glycaemia and hepatic gluconeogenesis.

Journal: Planta medica20060601

Title: Identification of steviol glucuronide in human urine.

Journal: Journal of agricultural and food chemistry20060405

Title: Stevioside does not cause increased basal insulin secretion or beta-cell desensitization as does the sulphonylurea, glibenclamide: studies in vitro.

Journal: Life sciences20060306

Title: Stevioside counteracts the alpha-cell hypersecretion caused by long-term palmitate exposure.

Journal: American journal of physiology. Endocrinology and metabolism20060301

Title: Anti-Inflammatory and Immunomodulatory Activities of Stevioside and Its Metabolite Steviol on THP-1 Cells.

Journal: Journal of agricultural and food chemistry20060208

Title: Inhibitory effects of hot water extract of the Stevia stem on the contractile response of the smooth muscle of the guinea pig ileum.

Journal: Bioscience, biotechnology, and biochemistry20060201

Title: [Combined enzymatic modification of stevioside and rebaudioside A].

Journal: Prikladnaia biokhimiia i mikrobiologiia20060101

Title: Effect of rat pretreatment with aqueous solutions of stevioside and bile acids on the action of certain cardioactive drugs.

Journal: European journal of drug metabolism and pharmacokinetics20060101

Title: Daily intake assessment of saccharin, stevioside, D-sorbitol and aspartame from various processed foods in Korea.

Journal: Food additives and contaminants20051101

Title: Increase of insulin sensitivity by stevioside in fructose-rich chow-fed rats.

Journal: Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme20051001

Title: Preventive effects of a soy-based diet supplemented with stevioside on the development of the metabolic syndrome and type 2 diabetes in Zucker diabetic fatty rats.

Journal: Metabolism: clinical and experimental20050901

Title: Interactions of stevioside and steviol with renal organic anion transporters in S2 cells and mouse renal cortical slices.

Journal: Pharmaceutical research20050601

Title: [Analysis of nine kinds of sweeteners in foods by LC/MS].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan20050601

Title: Transport of the natural sweetener stevioside and its aglycone steviol by human organic anion transporter (hOAT1; SLC22A6) and hOAT3 (SLC22A8).

Journal: The Journal of pharmacology and experimental therapeutics20050501

Title: Functional genomics uncovers three glucosyltransferases involved in the synthesis of the major sweet glucosides of Stevia rebaudiana.

Journal: The Plant journal : for cell and molecular biology20050101

Title: Stevioside is a novel stimulator of pharmacon clathration with glycosides.

Journal: Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections20050101

Title: Study on the stevioside analogues of steviolbioside, steviol, and isosteviol 19-alkyl amide dimers: synthesis and cytotoxic and antibacterial activity.

Journal: Chemical & pharmaceutical bulletin20040901

Title: Steviol quantification at the picomole level by high-performance liquid chromatography.

Journal: Journal of agricultural and food chemistry20040505

Title: [Simultaneous determination of stevioside, rebaudioside A and glycyrrhizic acid in foods by HPLC].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan20040401

Title: Microbial transformation of isosteviol and inhibitory effects on Epstein-Barr virus activation of the transformation products.

Journal: Journal of natural products20040301

Title: Antihyperglycemic effects of stevioside in type 2 diabetic subjects.

Journal: Metabolism: clinical and experimental20040101

Title: Effects of stevioside on glucose transport activity in insulin-sensitive and insulin-resistant rat skeletal muscle.

Journal: Metabolism: clinical and experimental20040101

Title: Sensitive high-performance liquid chromatography/mass spectrometry method for determination of steviol in rat plasma.

Journal: Rapid communications in mass spectrometry : RCM20040101

Title: [Transglycosylation of stevioside by cyclodextrin glucanotransferases of various group of microorganisms].

Journal: Prikladnaia biokhimiia i mikrobiologiia20040101

Title: Glucose concentration in the blood of intact and alloxan-treated mice after pretreatment with commercial preparations of Stevia rebaudiana (Bertoni).

Journal: European journal of drug metabolism and pharmacokinetics20040101

Title: Metabolism of stevioside in pigs and intestinal absorption characteristics of stevioside, rebaudioside A and steviol.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20031101

Title: Stevioside.

Journal: Phytochemistry20031101

Title: Efficacy and tolerability of oral stevioside in patients with mild essential hypertension: a two-year, randomized, placebo-controlled study.

Journal: Clinical therapeutics20031101

Title: Metabolism of stevioside and rebaudioside A from Stevia rebaudiana extracts by human microflora.

Journal: Journal of agricultural and food chemistry20031022

Title: Effect of stevioside and steviol on the developing broiler embryos.

Journal: Journal of agricultural and food chemistry20030813

Title: In vitro metabolism of the glycosidic sweeteners, stevia mixture and enzymatically modified stevia in human intestinal microflora.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20030301

Title: Antihyperglycemic and blood pressure-reducing effects of stevioside in the diabetic Goto-Kakizaki rat.

Journal: Metabolism: clinical and experimental20030301

Title: Metabolism of stevioside by chickens.

Journal: Journal of agricultural and food chemistry20030212

Title: Mechanism of the antihypertensive effect of stevioside in anesthetized dogs.

Journal: Pharmacology20030101

Title: Inhibitory effect of stevioside on tumor promotion by 12-O-tetradecanoylphorbol-13-acetate in two-stage carcinogenesis in mouse skin.

Journal: Biological & pharmaceutical bulletin20021101

Title: Without sugar, would the holidays be as sweet? Exploring ethnobotanical alternatives to sucrose.

Journal: Alternative therapies in health and medicine20020101

Title: Stevioside induces antihyperglycaemic, insulinotropic and glucagonostatic effects in vivo: studies in the diabetic Goto-Kakizaki (GK) rats.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology20020101

Title: Antihypertensive effect of stevioside in different strains of hypertensive rats.

Journal: Zhonghua yi xue za zhi = Chinese medical journal; Free China ed20020101

Title: The influence of mouthrinses with antimicrobial solutions on the inhibition of dental plaque and on the levels of mutans streptococci in children.

Journal: Pesquisa odontologica brasileira = Brazilian oral research20020101

Title: Inhibitory effect of stevioside on calcium influx to produce antihypertension.

Journal: Planta medica20011201

Title: Analysis of sweet diterpene glycosides from Stevia rebaudiana: improved HPLC method.

Journal: Journal of agricultural and food chemistry20011001

Title: [Study of physiological and toxic effects of a sweetening agent stevioside (review of the literature)].

Journal: Voprosy pitaniia20010101

Title: Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.

Journal: Journal of natural products19910101

Title: Khare N, et al. Stevioside mediated chemosensitization studies and cytotoxicity assay on breast cancer cell lines MDA-MB-231 and SKBR3. Saudi J Biol Sci. 2019 Nov;26(7):1596-1601.

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