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CHEBI:67991 - (20S)-ginsenoside Rg3

ChEBI IDCHEBI:67991
ChEBI Name(20S)-ginsenoside Rg3
Stars
ASCII Name(20S)-ginsenoside Rg3
DefinitionA 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.
Last Modified8 May 2014
DownloadsMolfile
FormulaC42H72O13
Net Charge0
Average Mass785.025
Monoisotopic Mass784.49729
SMILES[H][C@]12C[C@@H](O)[C@]3([H])[C@@]([H])([C@@](C)(O)CCC=C(C)C)CC[C@@]3(C)[C@]1(C)CC[C@@]1([H])C(C)(C)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC[C@]21C
InChIInChI=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
InChIKeyRWXIFXNRCLMQCD-JBVRGBGGSA-N
Species of MetaboliteComponentSourceComments
Panax japonicus var. major (ncbitaxon:45211) root (BTO:0001188) PubMed (21417387) Ethanolic extract of dried and pulverized roots
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
(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 Relation(s)
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  Source
(20S)-propanaxadiolChemIDplus
dammar-24-ene-12β,20-diol, 3-β-((2-O-β-D-glucopyranosyl-β-D-glucopyransoyl)oxy)-ChemIDplus
20S-propanaxadiolChemIDplus
ginsenoside Rg3ChemIDplus
ginsenoside Rg3ChEBI
UniProt Name  Source
(20S)-ginsenoside Rg3UniProt
Manual XrefsDatabases
HMDB0039546HMDB
CPD-12102MetaCyc
Registry NumbersSources
Reaxys:5720812Reaxys
CAS:14197-60-5ChemIDplus
Citations