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CHEBI:76238 - protopanaxadiol

ChEBI IDCHEBI:76238
ChEBI Nameprotopanaxadiol
Stars
DefinitionA tetracyclic triterpenoid sapogenin (isolated from ginseng) that is dammarane which is substituted by hydroxy groups at the 3β, 12β and 20 positions and in which a double bond has been introduced at the 24-25 position.
Last Modified5 November 2019
SubmitterSteve
DownloadsMolfile
FormulaC30H52O3
Net Charge0
Average Mass460.743
Monoisotopic Mass460.39165
SMILES[H][C@]12C[C@@H](O)[C@@]3([H])[C@@](C)(CC[C@]3([H])C(C)(O)CCC=C(C)C)[C@]1(C)CC[C@@]1([H])C(C)(C)[C@@H](O)CC[C@]21C
InChIInChI=1S/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24-,25-,27-,28+,29+,30?/m0/s1
InChIKeyPYXFVCFISTUSOO-BKYULYPYSA-N
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
protopanaxadiol (CHEBI:76238) has parent hydride dammarane (CHEBI:36488)
protopanaxadiol (CHEBI:76238) has role antineoplastic agent (CHEBI:35610)
protopanaxadiol (CHEBI:76238) has role metabolite (CHEBI:25212)
protopanaxadiol (CHEBI:76238) is a 12β-hydroxy steroid (CHEBI:36847)
protopanaxadiol (CHEBI:76238) is a 3β-hydroxy steroid (CHEBI:36836)
protopanaxadiol (CHEBI:76238) is a 3β-hydroxy-4,4-dimethylsteroid (CHEBI:143563)
protopanaxadiol (CHEBI:76238) is a sapogenin (CHEBI:26606)
protopanaxadiol (CHEBI:76238) is a tetracyclic triterpenoid (CHEBI:26893)
Incoming Relation(s)
(20R)-protopanaxadiol (CHEBI:76237) is a protopanaxadiol (CHEBI:76238)
(20S)-protopanaxadiol (CHEBI:75950) is a protopanaxadiol (CHEBI:76238)
IUPAC Name 
(3β,12β,20ξ)-dammar-24-ene-3,12,20-triol
Registry NumbersSources
Reaxys:21704051Reaxys
Citations