CHEBI:67991 - (20S)-ginsenoside Rg3

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ChEBI Name (20S)-ginsenoside Rg3
ChEBI ID CHEBI:67991
ChEBI ASCII Name (20S)-ginsenoside Rg3
Definition A ginsenoside found in Panax ginseng and Panax japonicus var. major that is dammarane which is substituted by hydroxy groups at the 3β, 12β and 20 pro-S positions, in which the hydroxy group at position 3 has been converted to the corresponding β-D-glucopyranosyl-β-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C42H72O13
Net Charge 0
Average Mass 785.01330
Monoisotopic Mass 784.49729
InChI InChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42-/m0/s1
InChIKey RWXIFXNRCLMQCD-JBVRGBGGSA-N
SMILES [H][C@@]1(CC[C@]2(C)[C@]1([H])[C@H](O)C[C@]1([H])[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@]3([H])CC[C@@]21C)[C@@](C)(O)CCC=C(C)C
Metabolite of Species Details
Panax japonicus var. major (NCBI:txid45211) Found in root (BTO:0001188). Ethanolic extract of dried and pulverized roots See: PubMed
Roles Classification
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
angiogenesis modulating agent
An agent that modulates the physiologic angiogenesis process. This is accomplished by endogenous angiogenic proteins and a variety of other chemicals and pharmaceutical agents.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (20S)-ginsenoside Rg3 (CHEBI:67991) has functional parent (20S)-protopanaxadiol (CHEBI:75950)
(20S)-ginsenoside Rg3 (CHEBI:67991) has parent hydride dammarane (CHEBI:36488)
(20S)-ginsenoside Rg3 (CHEBI:67991) has role angiogenesis modulating agent (CHEBI:50926)
(20S)-ginsenoside Rg3 (CHEBI:67991) has role antineoplastic agent (CHEBI:35610)
(20S)-ginsenoside Rg3 (CHEBI:67991) has role apoptosis inducer (CHEBI:68495)
(20S)-ginsenoside Rg3 (CHEBI:67991) has role plant metabolite (CHEBI:76924)
(20S)-ginsenoside Rg3 (CHEBI:67991) is a ginsenoside (CHEBI:74978)
(20S)-ginsenoside Rg3 (CHEBI:67991) is a glycoside (CHEBI:24400)
(20S)-ginsenoside Rg3 (CHEBI:67991) is a tetracyclic triterpenoid (CHEBI:26893)
Incoming ginsenoside Rd (CHEBI:67988) has functional parent (20S)-ginsenoside Rg3 (CHEBI:67991)
IUPAC Name
(3β,12β)-12,20-dihydroxydammar-24-en-3-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside
Synonyms Sources
(20S)-ginsenoside Rg3 UniProt
(20S)-propanaxadiol ChemIDplus
20S-propanaxadiol ChemIDplus
dammar-24-ene-12β,20-diol, 3-β-((2-O-β-D-glucopyranosyl-β-D-glucopyransoyl)oxy)- ChemIDplus
ginsenoside Rg3 ChEBI
ginsenoside Rg3 ChemIDplus
Manual Xrefs Databases
CPD-12102 MetaCyc
HMDB0039546 HMDB
View more database links
Registry Numbers Types Sources
14197-60-5 CAS Registry Number ChemIDplus
5720812 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
08 May 2014