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20831-76-9,MFCD00075700
Catalog No.:AA002JKN

20831-76-9 | Gentiopicroside

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1mg
99%
in stock  
$6.00   $4.00
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5mg
99%
in stock  
$8.00   $6.00
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10mg
99%
in stock  
$11.00   $8.00
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25mg
99%
in stock  
$17.00   $12.00
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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:
AA002JKN
Chemical Name:
Gentiopicroside
CAS Number:
20831-76-9
Molecular Formula:
C16H20O9
Molecular Weight:
356.3246
MDL Number:
MFCD00075700
SMILES:
C=C[C@H]1[C@@H](OC=C2C1=CCOC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
Properties
Computed Properties
 
Complexity:
598  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
4  
XLogP3:
-1.2  

Downstream Synthesis Route
20831-76-9    100-16-3   
6-glucopyranosyloxy-4-(2-hydroxy-ethylidene)-5-vinyl-5,6-dihydro-4<i>H</i>-pyran-3-carboxylicacid-<i>N</i>'-(4-nitro-phenyl)-hydrazide 

[1]ChemischeBerichte,1936,vol.69,p.771,779

[1]Phytochemistry,1984,vol.23,p.908-909

[2]ChemicalandPharmaceuticalBulletin,1999,vol.47,p.1338-1340

[1]ChemicalandPharmaceuticalBulletin,1986,vol.34,p.2375-2379

[1]ChemicalandPharmaceuticalBulletin,1989,vol.37,p.2435-2437

2'-O-p-coumaroylgentiopicroside 
  20831-76-9 

[1]ChemicalandPharmaceuticalBulletin,1999,vol.47,p.1338-1340

Literature

Title: Gentiopicroside attenuates morphine rewarding effect through downregulation of GluN2B receptors in nucleus accumbens.

Journal: CNS neuroscience & therapeutics 20120801

Title: Isolation of gentiopicroside from Gentianae Radix and its pharmacokinetics on liver ischemia/reperfusion rats.

Journal: Journal of ethnopharmacology 20120601

Title: [Transdermal behavior of effective constituents in xuanbi gel plaster].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120501

Title: [Chemical constituents of Aconitum tanguticum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120501

Title: Inhibitory effects of secoiridoids from the roots of Gentiana straminea on stimulus-induced superoxide generation, phosphorylation and translocation of cytosolic compounds to plasma membrane in human neutrophils.

Journal: Phytotherapy research : PTR 20120201

Title: Potent Antifungal Activity of Pure Compounds from Traditional Chinese Medicine Extracts against Six Oral Candida Species and the Synergy with Fluconazole against Azole-Resistant Candida albicans.

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

Title: Development and validation of a LC-ESI-MS/MS method for the determination of swertiamarin in rat plasma and its application in pharmacokinetics.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110601

Title: Effect of Feining on bleomycin-induced pulmonary injuries in rats.

Journal: Journal of ethnopharmacology 20110412

Title: Introgression of Swertia mussotii gene into Bupleurum scorzonerifolium via somatic hybridization.

Journal: BMC plant biology 20110101

Title: Anti-apoptotic activity of gentiopicroside in D-galactosamine/lipopolysaccharide-induced murine fulminant hepatic failure.

Journal: Chemico-biological interactions 20101006

Title: [Preparation of gentiopicroside from the extract of Swertia mussotii Franch by preparative high performance liquid chromatography].

Journal: Se pu = Chinese journal of chromatography 20100901

Title: Sensitive determination of gentiopicroside in medicine and bio-fluids using luminol-myoglobin chemiluminescence combined with flow injection technique.

Journal: Luminescence : the journal of biological and chemical luminescence 20100101

Title: Changes of gentiopicroside synthesis during somatic embryogenesis in Gentiana macrophylla.

Journal: Planta medica 20091201

Title: Gentiopicrin-producing endophytic fungus isolated from Gentiana macrophylla.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20090801

Title: [Determination of six active components in three species of genus Swertia by HPLC multiwavelength with detection].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090601

Title: Antimicrobial activity of Gentiana lutea L. extracts.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20090101

Title: Fagraldehyde, a secoiridoid isolated from Fagraea fragrans.

Journal: Journal of natural products 20081201

Title: [Studies on glycosides from Gentiana veitchiorum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20081101

Title: [Chemical constituents from herbs of Swertia delavayi].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080801

Title: Down-regulation of NR2B receptors partially contributes to analgesic effects of Gentiopicroside in persistent inflammatory pain.

Journal: Neuropharmacology 20080601

Title: [Determination of iridoids and triterpenes in herb of Swertia pseudochinesis by RP-HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20071201

Title: [Preparative separation of gentiopicrin from Radix Gentianae by high-speed counter-current chromatography with macroporous resin].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20071201

Title: [Enrichment process of gentiopicroside from the leaves of Gentiana macropylla with macroporous resin].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20071201

Title: [Investigation on explovitage of Gentiana straminea].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20071001

Title: [Preparative separation of gentiopicrin from Gentiana scabra bunge by high speed counter current chromatography].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20070701

Title: Biotransformation of gentiopicroside by asexual mycelia of Cordyceps sinensis.

Journal: Bioorganic & medicinal chemistry letters 20070601

Title: [Determination of three glycosides from herbs of Swertia punicea by RP-HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070601

Title: [Content of gentiopicroside and loganic acid in Radix gentianae and their fingerprints].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20070501

Title: Ethnobotanical remarks on Central and Southern Italy.

Journal: Journal of ethnobiology and ethnomedicine 20070101

Title: [Simultaneous determination of six main constituents in Swertia of Qinghai Province and Sichuan Province by HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061201

Title: [Determination of ginsenoside rd in human plasma by LC/MS/MS].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060901

Title: [Inhibition of extracts from 17 Chinese herbs on periodontal pathogenic microbes].

Journal: Shanghai kou qiang yi xue = Shanghai journal of stomatology 20060801

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Effects of gentiopicroside, sweroside and swertiamarine, secoiridoids from gentian (Gentiana lutea ssp. symphyandra), on cultured chicken embryonic fibroblasts.

Journal: Planta medica 20060301

Title: [Determination gentiopicrin in biyanqingdu granulae by SPE-HPLC].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20050601

Title: [HPLC fingerprinting of total glycosides of Swertia franchetiana].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20050501

Title: Simultaneous determination of some active ingredients in anti-viral preparations of traditional Chinese medicine by micellar electrokinetic chromatography.

Journal: Biomedical chromatography : BMC 20041101

Title: [Content determination of loganic acid and gentiopicroside in Tebitan herbal medicines Gentiana macrophylla and G. straminea by HPLC].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20041101

Title: Separation and determination of gentiopicroside and swertiamarin in Tibetan medicines by micellar electrokinetic electrophoresis.

Journal: Biomedical chromatography : BMC 20040101

Title: Deng Y, et al. In vitro inhibition and induction of human liver cytochrome P450 enzymes by gentiopicroside: potent effect on CYP2A6. Drug Metab Pharmacokinet. 2013;28(4):339-44. Epub 2013 Feb 19.

Title: Yang Y, et al. Protective effect of gentiopicroside from Gentiana macrophylla Pall. in ethanol-induced gastric mucosal injury in mice. Phytother Res. 2018 Feb;32(2):259-266.

Title: Chen F, et al. Gentiopicroside inhibits RANKL-induced osteoclastogenesis by regulating NF-κB and JNK signaling pathways. Biomed Pharmacother. 2018 Apr;100:142-146.

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