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14259-46-2,MFCD00017316
Catalog No.:AA00IKJ8

14259-46-2 | Narirutin

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1mg
98%
in stock  
$23.00   $16.00
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5mg
98%
in stock  
$56.00   $39.00
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10mg
98%
in stock  
$83.00   $58.00
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25mg
98%
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$139.00   $97.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00IKJ8
Chemical Name:
Narirutin
CAS Number:
14259-46-2
Molecular Formula:
C27H32O14
Molecular Weight:
580.5346
MDL Number:
MFCD00017316
SMILES:
Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
FEMA Number:
2769
Properties
Computed Properties
 
Complexity:
884  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
11  
Heavy Atom Count:
41  
Hydrogen Bond Acceptor Count:
14  
Hydrogen Bond Donor Count:
8  
Rotatable Bond Count:
6  
XLogP3:
-1.1  

Downstream Synthesis Route

[1]Borzova,Nataliya;Gudzenko,Olena;Varbanets,Lyudmila[AppliedBiochemistryandBiotechnology,2022,vol.194,#10,p.4915-4929]

Literature

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Journal: Food chemistry 20121201

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Narirutin fraction from citrus peels attenuates LPS-stimulated inflammatory response through inhibition of NF-κB and MAPKs activation.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20121001

Title: Grapefruit (Citrus paradisi Macfad) phytochemicals composition is modulated by household processing techniques.

Journal: Journal of food science 20120901

Title: Simultaneous UPLC analysis of three major flavonoids in granule decoctions of Fructus aurantii-type formulae.

Journal: Die Pharmazie 20120701

Title: α-L-rhamnosidase of Aspergillus terreus immobilized on ferromagnetic supports.

Journal: Applied microbiology and biotechnology 20120201

Title: Towards modernization of the formulation of the traditional uighur medicine herbal preparation abnormal savda munziq.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Flavonoids Isolated from Korea Citrus aurantium L. Induce G2/M Phase Arrest and Apoptosis in Human Gastric Cancer AGS Cells.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Ethnopharmacokinetic- and activity-guided isolation of a new antidepressive compound from fructus aurantii found in the traditional chinese medicine chaihu-shugan-san: a new approach and its application.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Citrus flavanone naringenin enhances melanogenesis through the activation of Wnt/β-catenin signalling in mouse melanoma cells.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20111115

Title: Protective effect of methanol extract from citrus press cakes prepared by far-infrared radiation drying on H(2)O(2)-mediated oxidative damage in Vero cells.

Journal: Nutrition research and practice 20111001

Title: Proline betaine and its biotransformation products in fasting urine samples are potential biomarkers of habitual citrus fruit consumption.

Journal: The British journal of nutrition 20110901

Title: Optimization of flavanones extraction by modulating differential solvent densities and centrifuge temperatures.

Journal: Talanta 20110715

Title: Influence of rootstock and cultivar on bioactive compounds in citrus peels.

Journal: Journal of the science of food and agriculture 20110701

Title: Role of the cultivar in choosing Clementine fruits with a high level of health-promoting compounds.

Journal: Journal of agricultural and food chemistry 20110525

Title: Analysis of bioactive compounds in seven citrus cultivars.

Journal: Food science and technology international = Ciencia y tecnologia de los alimentos internacional 20110201

Title: Administration of chinpi, a component of the herbal medicine ninjin-youei-to, reverses age-induced demyelination.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: Bioactive phenolics and antioxidant propensity of flavedo extracts of Mauritian citrus fruits: potential prophylactic ingredients for functional foods application.

Journal: Toxicology 20101128

Title: Depressant effects of Clinopodium mexicanum Benth. Govaerts (Lamiaceae) on the central nervous system.

Journal: Journal of ethnopharmacology 20100706

Title: Effect of added citrus fibre and spice essential oils on quality characteristics and shelf-life of mortadella.

Journal: Meat science 20100701

Title: Absorption, conjugation and excretion of the flavanones, naringenin and hesperetin from alpha-rhamnosidase-treated orange juice in human subjects.

Journal: The British journal of nutrition 20100601

Title: Polymethoxylated flavones, flavanone glycosides, carotenoids, and antioxidants in different cultivation types of tangerines ( Citrus reticulata Blanco cv. Sainampueng) from Northern Thailand.

Journal: Journal of agricultural and food chemistry 20100526

Title: Application of an efficient strategy based on MAE, HPLC-DAD-MS/MS and HSCCC for the rapid extraction, identification, separation and purification of flavonoids from Fructus Aurantii Immaturus.

Journal: Biomedical chromatography : BMC 20100301

Title: Production of hesperetin glycosides by Xanthomonas campestris and cyclodextrin glucanotransferase and their anti-allergic activities.

Journal: Nutrients 20100201

Title: Reliability of bond dissociation enthalpy calculated by the PM6 method and experimental TEAC values in antiradical QSAR of flavonoids.

Journal: Bioorganic & medicinal chemistry 20100101

Title: [Flavonoids--bioactive compounds in fruits juice].

Journal: Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi 20100101

Title: Phenolic contribution of South African herbal teas to a healthy diet.

Journal: Natural product communications 20090501

Title: Absorption, metabolism and excretion of flavanones from single portions of orange fruit and juice and effects of anthropometric variables and contraceptive pill use on flavanone excretion.

Journal: The British journal of nutrition 20090301

Title: Liquid chromatographic determination of narirutin and hesperidin in Zhi Ke (Citrus aurantium L.) in the form of the raw herb and of the dried aqueous extract.

Journal: Journal of AOAC International 20090101

Title: Quasi-MSn identification of flavanone 7-glycoside isomers in Da Chengqi Tang by high performance liquid chromatography-tandem mass spectrometry.

Journal: Chinese medicine 20090101

Title: Lemon Polyphenols Suppress Diet-induced Obesity by Up-Regulation of mRNA Levels of the Enzymes Involved in beta-Oxidation in Mouse White Adipose Tissue.

Journal: Journal of clinical biochemistry and nutrition 20081101

Title: Comparative evaluation of 12 immature citrus fruit extracts for the inhibition of cytochrome P450 isoform activities.

Journal: Biological & pharmaceutical bulletin 20080501

Title: Influence of postharvest hot water treatment on nutritional and functional properties of kumquat (Fortunella japonica Lour. Swingle Cv. Ovale) fruit.

Journal: Journal of agricultural and food chemistry 20080123

Title: Minerals, phenolic compounds, and antioxidant capacity of citrus peel extract by hot water.

Journal: Journal of food science 20080101

Title: Flavonoid glycosides and limonoids from Citrus molasses.

Journal: Journal of natural medicines 20080101

Title: Narirutin inhibits airway inflammation in an allergic mouse model.

Journal: Clinical and experimental pharmacology & physiology 20070801

Title: Flavanone plasma pharmacokinetics from blood orange juice in human subjects.

Journal: The British journal of nutrition 20070701

Title: Origin identification on the commercial samples of Aurantii Fructus.

Journal: Journal of separation science 20070601

Title: Determination of diastereomerization barrier of some flavanones by high-performance liquid chromatography methods.

Journal: Journal of chromatography. A 20061117

Title: Identification of O-diglycosyl flavanones in Fructus aurantii by liquid chromatography with electrospray ionization and collision-induced dissociation mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20061011

Title: An HPLC/MS method for identifying major constituents in the hypocholesterolemic extracts of Chinese medicine formula 'Xue-Fu-Zhu-Yu decoction'.

Journal: Biomedical chromatography : BMC 20060801

Title: Stereoisomeric separation of flavanones and flavanone-7-O-glycosides by capillary electrophoresis and determination of interconversion barriers.

Journal: Analytical chemistry 20060515

Title: Influence of cation adduction on the separation characteristics of flavonoid diglycoside isomers using dual gate-ion mobility-quadrupole ion trap mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20060301

Title: Antihypertensive effect of sweetie fruit in patients with stage I hypertension.

Journal: American journal of hypertension 20051001

Title: HPLC separation of hesperidin and the C-2 epimer in commercial hesperidin samples and herbal medicines.

Journal: Chirality 20050801

Title: Analysis of flavanone-7-O-glycosides in citrus juices by short-end capillary electrochromatography.

Journal: Journal of chromatography. A 20050715

Title: Bioactive compounds of grapefruit (Citrus paradisi Cv. Rio Red) respond differently to postharvest irradiation, storage, and freeze drying.

Journal: Journal of agricultural and food chemistry 20050518

Title: Isolation and purification of closely related citrus limonoid glucosides by flash chromatography.

Journal: Phytochemical analysis : PCA 20050101

Title: [Historical and pharmalogical study of Citrus hassaku.].

Journal: Yakushigaku zasshi 20050101

Title: Antiradical and anti-H2O2 properties of polyphenolic compounds from an aqueous peppermint extract.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20050101

Title: Screening flavonoid metabolites of naringin and narirutin in urine after human consumption of grapefruit juice by LC-MS and LC-MS/MS.

Journal: The Analyst 20041201

Title: Separation of flavanone-7-O-glycoside diastereomers and analysis in citrus juices by multidimensional liquid chromatography coupled with mass spectrometry.

Journal: Journal of agricultural and food chemistry 20040825

Title: Phenolic metabolites from honeybush tea (Cyclopia subternata).

Journal: Journal of agricultural and food chemistry 20040825

Title: Changes in the levels of polymethoxyflavones and flavanones as part of the defense mechanism of Citrus sinensis (cv. Valencia Late) fruits against Phytophthora citrophthora.

Journal: Journal of agricultural and food chemistry 20040407

Title: High-performance liquid chromatography methods for the analysis of adrenergic amines and flavanones in Citrus aurantium L. var. amara.

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Title: [History and therapeutic evaluation of Citrus hassaku HORT. Tanaka].

Journal: Yakushigaku zasshi 20040101

Title: Chiral HPLC separation and CD spectra of the C-2 diastereomers of naringin in grapefruit during maturation.

Journal: Chirality 20031001

Title: Chiral separation of diastereomeric flavanone-7-O-glycosides in citrus by capillary electrophoresis.

Journal: Electrophoresis 20030801

Title: Bioavailability in humans of the flavanones hesperidin and narirutin after the ingestion of two doses of orange juice.

Journal: European journal of clinical nutrition 20030201

Title: Analysis of antioxidative phenolic compounds in artichoke (Cynara scolymus L.).

Journal: Journal of agricultural and food chemistry 20030129

Title: Antiallergic effect of flavonoid glycosides obtained from Mentha piperita L.

Journal: Biological & pharmaceutical bulletin 20020201

Title: Chiral separation of six diastereomeric flavanone-7-O-glycosides by capillary electrophoresis and analysis of lemon juice.

Journal: Journal of chromatography. A 20010803

Title: Flavanone glycosides from Citrus junos and their anti-influenza virus activity.

Journal: Planta medica 20010801

Title: Sahu PK, et al. Structure-based Discovery of Narirutin as a Shikimate Kinase Inhibitor with Anti-tubercular Potency.Curr Comput Aided Drug Des. 2019 Oct 25.

Title: Funaguchi N, et al. Narirutin inhibits airway inflammation in an allergic mouse model.Clin Exp Pharmacol Physiol. 2007 Aug;34(8):766-70.

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Tags:14259-46-2 Molecular Formula|14259-46-2 MDL|14259-46-2 SMILES|14259-46-2 Narirutin