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

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ChEBI Name 23,24-dimethylcholest-16(17)-E-en-3β,5α,6β,20(S)-tetrol
ChEBI ID CHEBI:66175
ChEBI ASCII Name 23,24-dimethylcholest-16(17)-E-en-3beta,5alpha,6beta,20(S)-tetrol
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C29H50O4
Net Charge 0
Average Mass 462.70490
Monoisotopic Mass 462.37091
InChI InChI=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
InChIKey FSVRNTKWAJDYID-RVFKALSBSA-N
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(=CC[C@@]21[H])[C@@](C)(O)CC(C)C(C)C(C)C
Metabolite of Species Details
Sarcophyton trocheliophorum (NCBI:txid205097) See: PubMed
Roles Classification
Biological Role(s): coral metabolite
Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 polyhydroxysterol ChEBI
Citation Waiting for Citations Type Source
10923847 PubMed citation Europe PMC
Last Modified
27 November 2013