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CHEBI:77147 - (20S)-ginsenoside Rh2

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:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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.
Applications:
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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