(20S)-ginsenoside Rg3 (CHEBI:67991)

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CHEBI:67991 - (20S)-ginsenoside Rg3

ChEBI ID	CHEBI:67991
ChEBI Name	(20S)-ginsenoside Rg3
Stars
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.
Last Modified	8 May 2014
Downloads	Molfile

Formula	C42H72O13
Net Charge	0
Average Mass	785.025
Monoisotopic Mass	784.49729
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
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

Species of Metabolite	Component	Source	Comments
Panax japonicus var. major (ncbitaxon:45211)	root (BTO:0001188)	PubMed (21417387)	Ethanolic extract of dried and pulverized roots

Roles Classification

Biological Roles:

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.

Applications:

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.

antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

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)
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)-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

UniProt Name	Source
(20S)-ginsenoside Rg3	UniProt

Manual Xrefs	Databases
CPD-12102	MetaCyc
HMDB0039546	HMDB

Registry Numbers	Sources
Reaxys:5720812	Reaxys
CAS:14197-60-5	ChemIDplus

Citations