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CHEBI:66175 - 23,24-dimethylcholest-16(17)-E-en-3β,5α,6β,20(S)-tetrol

ChEBI IDCHEBI:66175
ChEBI Name23,24-dimethylcholest-16(17)-E-en-3β,5α,6β,20(S)-tetrol
Stars
ASCII Name23,24-dimethylcholest-16(17)-E-en-3beta,5alpha,6beta,20(S)-tetrol
DefinitionA 3β-hydroxy steroid consisting of 23,24-dimethylcholest-16-ene substituted by hydroxy groups at positions 3, 5, 6 and 20 (the 3β,5α,6β,20S stereoisomer). Isolated from the soft coral Sarcophyton trocheliophorum, it exhibits cytotoxic activity against human cancer cells.
Last Modified27 November 2013
DownloadsMolfile
FormulaC29H50O4
Net Charge0
Average Mass462.715
Monoisotopic Mass462.37091
SMILES[H][C@@]12C[C@@H](O)[C@@]3(O)C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)C([C@@](C)(O)CC(C)C(C)C(C)C)=CC[C@@]21[H]
InChIInChI=1S/C29H50O4/c1-17(2)19(4)18(3)15-28(7,32)24-9-8-22-21-14-25(31)29(33)16-20(30)10-13-27(29,6)23(21)11-12-26(22,24)5/h9,17-23,25,30-33H,8,10-16H2,1-7H3/t18?,19?,20-,21-,22-,23-,25+,26-,27+,28-,29-/m0/s1
InChIKeyFSVRNTKWAJDYID-RVFKALSBSA-N
Species of MetaboliteComponentSourceComments
Sarcophyton trocheliophorum (ncbitaxon:205097) - PubMed (10923847)
Roles Classification
Biological Role:
coral metabolite  Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
23,24-dimethylcholest-16(17)-E-en-3β,5α,6β,20(S)-tetrol (CHEBI:66175) has role antineoplastic agent (CHEBI:35610)
23,24-dimethylcholest-16(17)-E-en-3β,5α,6β,20(S)-tetrol (CHEBI:66175) has role coral metabolite (CHEBI:76498)
23,24-dimethylcholest-16(17)-E-en-3β,5α,6β,20(S)-tetrol (CHEBI:66175) is a 20-hydroxy steroid (CHEBI:36854)
23,24-dimethylcholest-16(17)-E-en-3β,5α,6β,20(S)-tetrol (CHEBI:66175) is a 3β-hydroxy steroid (CHEBI:36836)
23,24-dimethylcholest-16(17)-E-en-3β,5α,6β,20(S)-tetrol (CHEBI:66175) is a 5α-hydroxy steroid (CHEBI:38194)
23,24-dimethylcholest-16(17)-E-en-3β,5α,6β,20(S)-tetrol (CHEBI:66175) is a 6β-hydroxy steroid (CHEBI:36851)
IUPAC Name 
(3β,5α,6β,24ξ)-23-methylergost-16-ene-3,5,6,20-tetrol
Synonym  Source
Sarcophyton polyhydroxysterolChEBI
Citations