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:

plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

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

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
NSC 308878	ChemIDplus
Ginsenoside C	ChemIDplus

UniProt Name	Source
(20S)-ginsenoside Rb2	UniProt

Manual Xrefs	Databases
CPD-15451	MetaCyc
WO2006001654	Patent
HMDB0034996	HMDB

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

Citations