CHEBI:77147 - (20S)-ginsenoside Rh2

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ChEBI Name (20S)-ginsenoside Rh2
ChEBI ID CHEBI:77147
ChEBI ASCII Name (20S)-ginsenoside Rh2
Definition A ginsenoside found in Panax species 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-glucopyranoside, 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
Download Molfile XML SDF
Formula C36H62O8
Net Charge 0
Average Mass 622.87270
Monoisotopic Mass 622.44447
InChI InChI=1S/C36H62O8/c1-20(2)10-9-14-36(8,42)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(32(3,4)24(33)12-17-34(25,35)6)44-31-30(41)29(40)28(39)23(19-37)43-31/h10,21-31,37-42H,9,11-19H2,1-8H3/t21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31-,33-,34+,35+,36-/m0/s1
InChIKey CKUVNOCSBYYHIS-IRFFNABBSA-N
SMILES CC(C)=CCC[C@](C)(O)[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(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.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
bone density conservation agent
An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (20S)-ginsenoside Rh2 (CHEBI:77147) has parent hydride dammarane (CHEBI:36488)
(20S)-ginsenoside Rh2 (CHEBI:77147) has role antineoplastic agent (CHEBI:35610)
(20S)-ginsenoside Rh2 (CHEBI:77147) has role apoptosis inducer (CHEBI:68495)
(20S)-ginsenoside Rh2 (CHEBI:77147) has role bone density conservation agent (CHEBI:50646)
(20S)-ginsenoside Rh2 (CHEBI:77147) has role cardioprotective agent (CHEBI:77307)
(20S)-ginsenoside Rh2 (CHEBI:77147) has role hepatoprotective agent (CHEBI:62868)
(20S)-ginsenoside Rh2 (CHEBI:77147) has role plant metabolite (CHEBI:76924)
(20S)-ginsenoside Rh2 (CHEBI:77147) is a β-D-glucoside (CHEBI:22798)
(20S)-ginsenoside Rh2 (CHEBI:77147) is a 12β-hydroxy steroid (CHEBI:36847)
(20S)-ginsenoside Rh2 (CHEBI:77147) is a 20-hydroxy steroid (CHEBI:36854)
(20S)-ginsenoside Rh2 (CHEBI:77147) is a ginsenoside (CHEBI:74978)
(20S)-ginsenoside Rh2 (CHEBI:77147) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name
(3β,12β)-12,20-dihydroxydammar-24-en-3-yl β-D-glucopyranoside
Synonyms Sources
(20S)-ginsenoside Rh2 UniProt
3β-(β-D-glucopyranosyloxy)dammar-24-ene-3β,20β-diol SUBMITTER
Manual Xref Database
CPD-12104 MetaCyc
View more database links
Registry Numbers Types Sources
4895638 Reaxys Registry Number Reaxys
78214-33-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16204963 PubMed citation Europe PMC
17268094 PubMed citation SUBMITTER
19428246 PubMed citation Europe PMC
22007558 PubMed citation Europe PMC
23125868 PubMed citation Europe PMC
23892274 PubMed citation Europe PMC
Last Modified
10 February 2014