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CHEBI:77147 - (20S)-ginsenoside Rh2

Default Structure
ChEBI IDCHEBI:77147
ChEBI Name(20S)-ginsenoside Rh2
Stars
ASCII Name(20S)-ginsenoside Rh2
DefinitionA 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.
Last Modified10 February 2014
SubmitterKAX
DownloadsMolfile
FormulaC36H62O8
Net Charge0
Average Mass622.884
Monoisotopic Mass622.44447
SMILES[H][C@]12C[C@@H](O)[C@]3([H])[C@@]([H])([C@@](C)(O)CCC=C(C)C)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)CC[C@]21C
InChIInChI=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
InChIKeyCKUVNOCSBYYHIS-IRFFNABBSA-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.
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.
Applications:
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
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.
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.
ChEBI Ontology
Outgoing Relation(s)
(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 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)
(20S)-ginsenoside Rh2 (CHEBI:77147) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
(3β,12β)-12,20-dihydroxydammar-24-en-3-yl β-D-glucopyranoside
Synonym  Source
3β-(β-D-glucopyranosyloxy)dammar-24-ene-3β,20β-diolSUBMITTER
UniProt Name  Source
(20S)-ginsenoside Rh2UniProt
Manual XrefsDatabases
CPD-12104MetaCyc
Registry NumbersSources
Reaxys:4895638Reaxys
CAS:78214-33-2ChemIDplus
Citations