CHEBI:77152 - ginsenoside Rb2

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ChEBI Name ginsenoside Rb2
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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Supplier Information
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Formula C53H90O22
Net Charge 0
Average Mass 1079.26850
Monoisotopic Mass 1078.59237
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
SMILES CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@@]21C
Roles Classification
Biological Role(s): 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.
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
Application(s): hypoglycemic agent
A drug which lowers the blood glucose level.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 β-D-glucoside (CHEBI:22798)
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)
(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 Sources
(20S)-ginsenoside Rb2 UniProt
Ginsenoside C ChemIDplus
NSC 308878 ChemIDplus
Manual Xrefs Databases
CPD-15451 MetaCyc
HMDB0034996 HMDB
WO2006001654 Patent
View more database links
Registry Numbers Types Sources
11021-13-9 CAS Registry Number ChemIDplus
4901741 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21811908 PubMed citation Europe PMC
21811928 PubMed citation Europe PMC
22031031 PubMed citation Europe PMC
22534302 PubMed citation Europe PMC
22717707 PubMed citation Europe PMC
23271644 PubMed citation Europe PMC
23670791 PubMed citation Europe PMC
23717160 PubMed citation Europe PMC
24369998 PubMed citation Europe PMC
8798715 PubMed citation Europe PMC
Last Modified
22 January 2019