ginsenoside Rb2 (CHEBI:77152)

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CHEBI:77152 - ginsenoside Rb2

ChEBI ID	CHEBI:77152
ChEBI Name	ginsenoside Rb2
Stars
Definition	A ginsenoside found in Panax ginseng that is dammarane which is substituted by hydroxy groups at the 3β, 12β and 20 pro-S positions, in which the hydroxy groups at positions 3 and 20 have been converted to the corresponding β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside and α-L-arabinopyranosyl-(1→6)-β-D-glucopyranoside respectively, and in which a double bond has been introduced at the 24-25 position.
Last Modified	22 January 2019
Submitter	KAX
Downloads	Molfile

Formula	C53H90O22
Net Charge	0
Average Mass	1079.281
Monoisotopic Mass	1078.59237
SMILES	[H][C@]12C[C@@H](O)[C@]3([H])[C@@]([H])([C@](C)(CCC=C(C)C)O[C@@H]4O[C@H](CO[C@@H]5OC[C@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)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/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-69-45-41(65)34(58)26(57)21-68-45)24-11-16-52(7)33(24)25(56)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)36(60)28(20-55)71-48)74-46-42(66)38(62)35(59)27(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26-,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50-,51+,52+,53-/m0/s1
InChIKey	NODILNFGTFIURN-GZPRDHCNSA-N

Roles Classification

Biological Roles:

antiviral agent A substance that destroys or inhibits replication of viruses.

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.

Application:

hypoglycemic agent A drug which lowers the blood glucose level.

ChEBI Ontology

Outgoing Relation(s)
	ginsenoside Rb2 (CHEBI:77152) has parent hydride dammarane (CHEBI:36488)
	ginsenoside Rb2 (CHEBI:77152) has role antiviral agent (CHEBI:22587)
	ginsenoside Rb2 (CHEBI:77152) has role hypoglycemic agent (CHEBI:35526)
	ginsenoside Rb2 (CHEBI:77152) has role plant metabolite (CHEBI:76924)
	ginsenoside Rb2 (CHEBI:77152) is a 12β-hydroxy steroid (CHEBI:36847)
	ginsenoside Rb2 (CHEBI:77152) is a disaccharide derivative (CHEBI:63353)
	ginsenoside Rb2 (CHEBI:77152) is a ginsenoside (CHEBI:74978)
	ginsenoside Rb2 (CHEBI:77152) is a tetracyclic triterpenoid (CHEBI:26893)
	ginsenoside Rb2 (CHEBI:77152) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
(3β,12β)-20-{[6-O-(α-L-arabinopyranosyl)-β-D-glucopyranosyl]oxy}-12-hydroxydammar-24-en-3-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside

Synonyms	Source
Ginsenoside C	ChemIDplus
NSC 308878	ChemIDplus

UniProt Name	Source
(20S)-ginsenoside Rb2	UniProt

Manual Xrefs	Databases
CPD-15451	MetaCyc
HMDB0034996	HMDB
WO2006001654	Patent

Registry Numbers	Sources
Reaxys:4901741	Reaxys
CAS:11021-13-9	ChemIDplus

Citations