CHEBI:66521 - stachsterol

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ChEBI Name stachsterol
ChEBI ID CHEBI:66521
Definition A cholestanoid that is cholest-4-ene substituted by hydroxy groups at positions 20 and 25 and an oxo group at position 3. Isolated from Stachyurus himalaicus, it exhibits cytotoxic activity against human Hela cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H44O3
Net Charge 0
Average Mass 416.63650
Monoisotopic Mass 416.32905
InChI InChI=1S/C27H44O3/c1-24(2,29)13-6-14-27(5,30)23-10-9-21-20-8-7-18-17-19(28)11-15-25(18,3)22(20)12-16-26(21,23)4/h17,20-23,29-30H,6-16H2,1-5H3/t20-,21-,22-,23-,25-,26-,27-/m0/s1
InChIKey GEYCTESILRJHOA-RBNQBTAKSA-N
SMILES [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@@](C)(O)CCCC(C)(C)O
Metabolite of Species Details
Stachyurus himalaicus (NCBI:txid167472) See: PubMed
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 stachsterol (CHEBI:66521) has role antineoplastic agent (CHEBI:35610)
stachsterol (CHEBI:66521) has role metabolite (CHEBI:25212)
stachsterol (CHEBI:66521) is a 20-hydroxy steroid (CHEBI:36854)
stachsterol (CHEBI:66521) is a 25-hydroxy steroid (CHEBI:36864)
stachsterol (CHEBI:66521) is a 3-oxo-Δ4 steroid (CHEBI:47909)
stachsterol (CHEBI:66521) is a cholestanoid (CHEBI:50401)
IUPAC Name
20,25-dihydroxycholest-4-en-3-one
Synonym Source
(20S)-20,25-dihydroxy-4-cholecten-3-one ChEBI
Registry Number Type Source
11024383 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17851408 PubMed citation Europe PMC
Last Modified
04 May 2017