CHEBI:27865 - fucosterol

ChEBI IDCHEBI:27865
ChEBI Namefucosterol
Stars
DefinitionA 3β-sterol consisting of stigmastan-3β-ol with double bonds at positions 5 and 24(28).
Secondary ChEBI IDsCHEBI:5184, CHEBI:24120
Last Modified25 April 2017
DownloadsMolfile
FormulaC29H48O
Net Charge0
Average Mass412.702
Monoisotopic Mass412.37052
SMILES[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)CC/C(=C\C)C(C)C
InChIInChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7+/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1
InChIKeyOSELKOCHBMDKEJ-JUGJNGJRSA-N
Species of MetaboliteComponentSourceComments
Pelvetia siliquosa (ncbitaxon:93837) - PubMed (14560919)
Spatoglossum variabile (WORMS:145390) - DOI (10.1016/S0031-9422(99)00213-7)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
ChEBI Ontology
Outgoing Relation(s)
fucosterol (CHEBI:27865) has parent hydride stigmastane (CHEBI:26773)
fucosterol (CHEBI:27865) has role antioxidant (CHEBI:22586)
fucosterol (CHEBI:27865) has role hepatoprotective agent (CHEBI:62868)
fucosterol (CHEBI:27865) has role metabolite (CHEBI:25212)
fucosterol (CHEBI:27865) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
fucosterol (CHEBI:27865) is a 3β-sterol (CHEBI:35348)
fucosterol (CHEBI:27865) is a C29-steroid (CHEBI:188923)
fucosterol (CHEBI:27865) is a phytosterols (CHEBI:26125)
Incoming Relation(s)
(3β,24R,24'R)-fucosterol epoxide (CHEBI:15577) has functional parent fucosterol (CHEBI:27865)
IUPAC Name 
(24E)-stigmasta-5,24(28)-dien-3β-ol
Synonyms  Source
FucosterolKEGG COMPOUND
(3beta,24E)-stigmasta-5,24(28)-dien-olChEBI
24E-ethylidene-cholest-5-en-3β-olLIPID MAPS
(24E)-24-n-propylidenecholesterolChemIDplus
(3β,24E)-stigmasta-5,24(28)-dien-3-olNIST Chemistry WebBook
(E)-stigmasta-5,24(28)-dien-3β-olNIST Chemistry WebBook
Manual XrefsDatabases
C08817KEGG COMPOUND
LMST01040146LIPID MAPS
C00003653KNApSAcK
Registry NumbersSources
CAS:17605-67-3KEGG COMPOUND
CAS:17605-67-3NIST Chemistry WebBook
CAS:17605-67-3ChemIDplus
Citations