CHEBI:28604 - isofucosterol

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ChEBI Name isofucosterol
ChEBI ID CHEBI:28604
Definition A 3β-sterol consisting of stigmastan-3β-ol with double bonds at positions 5 and 24(28). The double bond at postion 24(28) adopts a Z-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10541, CHEBI:6016, CHEBI:24895
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Formula C29H48O
Net Charge 0
Average Mass 412.702
Monoisotopic Mass 412.37052
InChI InChI=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
InChIKey OSELKOCHBMDKEJ-WGMIZEQOSA-N
SMILES [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC\C(=C\C)C(C)C
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Sargassum thunbergii (NCBI:txid127542) See: PubMed
Xestospongia testudinaria (NCBI:txid178554) See: DOI
Gynostemma pentaphyllum (NCBI:txid182084) See: PubMed
Gracilaria foliifera (NCBI:txid191042) See: Alarif, Walied M.; Ayyad, Seif-Eldin. N. and Al-Lihaibi, Sultan S. Acyclic diterpenoid from the red alga Gracilaria foliifera. Rev. latinoam. quím [online]. 2010, vol.38, n.1, pp.52-57. ISSN 0370-5943.
Equisetum arvense (NCBI:txid3258) Found in cell suspension culture (BTO:0000221). See: PubMed
Euphorbia peplus (NCBI:txid38846) See: DOI
Solanaceae (NCBI:txid4070) Found in seed (BTO:0001226). See: PubMed
Bombyx mori (NCBI:txid7091) See: DOI
Apis mellifera (NCBI:txid7460) See: DOI
Roles Classification
Biological Role(s): animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isofucosterol (CHEBI:28604) has parent hydride stigmastane (CHEBI:26773)
isofucosterol (CHEBI:28604) has role algal metabolite (CHEBI:84735)
isofucosterol (CHEBI:28604) has role animal metabolite (CHEBI:75767)
isofucosterol (CHEBI:28604) has role marine metabolite (CHEBI:76507)
isofucosterol (CHEBI:28604) has role plant metabolite (CHEBI:76924)
isofucosterol (CHEBI:28604) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
isofucosterol (CHEBI:28604) is a 3β-sterol (CHEBI:35348)
isofucosterol (CHEBI:28604) is a phytosterols (CHEBI:26125)
IUPAC Name
(24Z)-stigmasta-5,24(28)-dien-3β-ol
Synonyms Sources
(24Z)-24-ethylcholesta-5,24(28)-dien-3β-ol ChemIDplus
(24Z)-ethylidenecholesterol ChemIDplus
(3β)-stigmasta-5,24(28)-dien-3-ol ChemIDplus
(3β,24Z)-stigmasta-5,24(28)-dien-3-ol ChemIDplus
(Z)-24-ethylcholesta-5,24(28)-dien-3β-ol ChemIDplus
(Z)-24-ethylidenecholesterol HMDB
(Z)-stigmasta-5,24(28)-dien-3β-ol ChemIDplus
24Z-ethylidene-cholest-5-en-3β-ol LIPID MAPS
28-isofucosterol ChemIDplus
Δ5-avenasterol KEGG COMPOUND
delta5-avenasterol KEGG COMPOUND
isofucosterol LIPID MAPS
Manual Xrefs Databases
C00003656 KNApSAcK
C08821 KEGG COMPOUND
CPD-4127 MetaCyc
FDB012493 FooDB
HMDB0002374 HMDB
Isofucosterol Wikipedia
LMST01040145 LIPID MAPS
View more database links
Registry Numbers Types Sources
18472-36-1 CAS Registry Number ChemIDplus
481-14-1 CAS Registry Number ChemIDplus
481-14-1 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
1186438 PubMed citation Europe PMC
16481154 PubMed citation Europe PMC
17123816 PubMed citation Europe PMC
24684169 PubMed citation Europe PMC
2775538 PubMed citation Europe PMC
5343809 PubMed citation Europe PMC
7595097 PubMed citation Europe PMC
Last Modified
24 November 2020