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CHEBI:66521 - stachsterol

ChEBI IDCHEBI:66521
ChEBI Namestachsterol
Stars
DefinitionA 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.
Last Modified4 May 2017
DownloadsMolfile
FormulaC27H44O3
Net Charge0
Average Mass416.646
Monoisotopic Mass416.32905
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
InChIInChI=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
InChIKeyGEYCTESILRJHOA-RBNQBTAKSA-N
Species of MetaboliteComponentSourceComments
Stachyurus himalaicus (ncbitaxon:167472) - PubMed (17851408)
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)
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-oneChEBI
Registry NumbersSources
Reaxys:11024383Reaxys
Citations