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genipin 1-gentiobioside

Description

genipin 1-gentiobioside: from Gardenia fructus (zhi-zi) [MeSH]

Genipin 1-beta-gentiobioside : no description available [CHeBI]

Cross-References

ID SourceID
PubMed CID3082301
CHEMBL ID504969
CHEBI ID80829
MeSH IDM0164219

Synonyms (39)

Synonym
cyclopenta(c)pyran-4-carboxylic acid, 1-((6-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, (1r-(1alpha,4aalpha,7aalpha))-
genipin 1-gentiobioside
unii-0ni5399rdz
0ni5399rdz ,
gbgb
29307-60-6
C16965
genipin 1-beta-gentiobioside
genipin gentiobioside
CHEMBL504969
chebi:80829 ,
methyl (1s,4as,7as)-7-(hydroxymethyl)-1-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
S3270
AC-34358
genipin 1-.beta.-gentiobioside
genipin 1-o-gentiobioside
cyclopenta(c)pyran-4-carboxylic acid, 1-((6-o-.beta.-d-glucopyranosyl-.beta.-d-glucopyranosyl)oxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, (1s,4as,7as)-
genipin 1-o-.beta.-d-gentiobioside
genipin 1-.beta.-d-gentiobioside
CS-0018599
genipin 1-|a-d-gentiobioside
HY-N2094
DTXSID50183554
genipin-gentiobioside
NCGC00347524-02
AKOS032946013
genipin-1-b-d-gentiobioside
Q27149871
F17696
genipin 1-o-beta-d-gentiobioside
mfcd12031626
genipin 1-b-gentiobioside
genipin 1-b-d-gentiobioside
genipin 1-beta-d-gentiobioside
MS-30068
genipin 1-gentiobioside; genipin 1--gentiobioside; genipin gentiobioside
genipin 1--d-gentiobioside
methyl (1s,4as,7as)-7-(hydroxymethyl)-1-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-((((2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)methyl)tetrahydro-2h-pyran-2-yl)oxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
A924149

Drug Classes (1)

ClassDescription
terpene glycosideA terpenoid in which one or more hydroxy functions are glycosylated.

Bioassays (7)

Assay IDTitleYearJournalArticle
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
ISSN: 2472-5560
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
ISSN: 1521-0111
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
ISSN: 1521-0111
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID399060Immunosuppressive activity against human peripheral blood T cells assessed as inhibition of PMA and anti-CD28 monoclonal antibody-costimulated IL2 secretion at 100 ug/ml by ELISA2005Journal of natural products, Nov, Volume: 68, Issue:11
ISSN: 0163-3864
Immunosuppressive iridoids from the fruits of Gardenia jasminoides.
AID725307Inhibition of nitric oxide production in lipopolysaccharide-activated mouse RAW264.7 cells by Griess reaction based method2013Bioorganic & medicinal chemistry letters, Feb-15, Volume: 23, Issue:4
ISSN: 1464-3405
Chemical constituents from the fruit of Gardenia jasminoides and their inhibitory effects on nitric oxide production.

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (14.29)18.7374
1990's0 (0.00)18.2507
2000's1 (14.29)29.6817
2010's3 (42.86)24.3611
2020's2 (28.57)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
cornin iridoidterpene glycoside00low000000
thymol-beta-d-glucopyranosideterpene glycoside00low000000
geniposideterpene glycoside00low000000
pentaacetyl geniposideterpene glycoside00low000000
patrinosideterpene glycoside00low000000
ibuprofen acyl glucuronideterpene glycoside00low000000
agnusidebenzoate ester;
beta-D-glucoside;
cyclopentapyran;
iridoid monoterpenoid;
monosaccharide derivative;
phenols;
terpene glycoside
anti-inflammatory agent;
cyclooxygenase 2 inhibitor;
plant metabolite;
pro-angiogenic agent
00low000000
geniposidic acidterpene glycoside00low000000
harpagosideterpene glycoside00low000000
geranyl glucosideterpene glycoside00low000000
tetronasinterpene glycoside00low000000
sambutoxinterpene glycoside00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
geniposideterpene glycoside2005201315.0medium000110
genipiniridoid monoterpenoidanti-inflammatory agent;
antioxidant;
apoptosis inhibitor;
cross-linking reagent;
hepatotoxic agent;
uncoupling protein inhibitor
2013201311.0low000010
gardenia yellowdiester;
disaccharide derivative;
diterpenoid
antioxidant;
food colouring;
histological dye;
plant metabolite
2013201311.0low000010
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
glucose, (beta-d)-isomerD-glucopyranoseepitope;
mouse metabolite
1988201025.0medium010100
geniposideterpene glycoside1988201025.0medium010100
geniposidic acidterpene glycoside1988198836.0low010000
iridoids1988201025.0medium010100
likviritonbeta-D-glucoside;
flavanone glycoside;
monohydroxyflavanone;
monosaccharide derivative
anti-inflammatory agent;
anticoronaviral agent;
plant metabolite
2010201014.0low000100
glycosides1988198836.0low010000
gardenosidebeta-D-glucoside;
cyclopentapyran;
enoate ester;
methyl ester;
monosaccharide derivative;
tertiary alcohol
metabolite1988198836.0medium010000
peoniflorin2010201014.0low000100
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Congenital Zika Syndrome0202020204.0high000010
Disease Models, Animal0202020204.0high000010
Zika Virus Infection0202020204.0high000010

Bioavailability (1)

ArticleYear
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology, , Volume: 96, Issue:5
2019