CHEBI:76238 - protopanaxadiol

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ChEBI Name protopanaxadiol
ChEBI ID CHEBI:76238
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H52O3
Net Charge 0
Average Mass 460.73210
Monoisotopic Mass 460.39165
InChI InChI=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
InChIKey PYXFVCFISTUSOO-BKYULYPYSA-N
SMILES CC(C)=CCCC(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(C)(C)[C@@H]3CC[C@@]21C
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 (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 Number Type Source
21704051 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
23391424 PubMed citation Europe PMC
Last Modified
05 November 2019