ginsenoside Rc (CHEBI:77154)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:77154 - ginsenoside Rc

Take structure to advanced search

ChEBI ID	CHEBI:77154
ChEBI Name	ginsenoside Rc
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-arabinofuranosyl-(1→6)-β-D-glucopyranoside respectively, and in which a double bond has been introduced at the 24-25 position.
Last Modified	25 March 2024
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]5O[C@@H](CO)[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)22-68-45-41(65)36(60)28(21-56)69-45)24-11-16-52(7)33(24)25(57)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)35(59)27(20-55)71-48)74-46-42(66)38(62)34(58)26(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	JDCPEKQWFDWQLI-LUQKBWBOSA-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. 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 Rc (CHEBI:77154) has parent hydride dammarane (CHEBI:36488)
	ginsenoside Rc (CHEBI:77154) has role hypoglycemic agent (CHEBI:35526)
	ginsenoside Rc (CHEBI:77154) has role plant metabolite (CHEBI:76924)
	ginsenoside Rc (CHEBI:77154) is a 12β-hydroxy steroid (CHEBI:36847)
	ginsenoside Rc (CHEBI:77154) is a disaccharide derivative (CHEBI:63353)
	ginsenoside Rc (CHEBI:77154) is a ginsenoside (CHEBI:74978)
	ginsenoside Rc (CHEBI:77154) is a tetracyclic triterpenoid (CHEBI:26893)
	ginsenoside Rc (CHEBI:77154) is a β-D-glucoside (CHEBI:22798)

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

Synonyms	Source
NSC 310104	ChemIDplus
Panaxoside RC	ChemIDplus

UniProt Name	Source
(20S)-ginsenoside Rc	UniProt

Manual Xrefs	Databases
CPD-15452	MetaCyc
WO2006001654	Patent
HMDB0034995	HMDB

Registry Numbers	Sources
Beilstein:1677618	Beilstein
Reaxys:6888731	Reaxys
CAS:11021-14-0	ChemIDplus

Citations