EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:3168 - brassicasterol

Default Structure
ChEBI IDCHEBI:3168
ChEBI Namebrassicasterol
Stars
DefinitionAn 3β-sterol that is (22E)-ergosta-5,22-diene substituted by a hydroxy group at position 3β. It is a phytosterol found in marine algae, fish, and rapeseed oil.
Last Modified17 January 2023
DownloadsMolfile
FormulaC28H46O
Net Charge0
Average Mass398.675
Monoisotopic Mass398.35487
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)/C=C/[C@H](C)C(C)C
InChIInChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-9,18-20,22-26,29H,10-17H2,1-6H3/b8-7+/t19-,20+,22-,23-,24+,25-,26-,27-,28+/m0/s1
InChIKeyOILXMJHPFNGGTO-ZAUYPBDWSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Chloromorum sp. toxicum (ncbitaxon:299907) - PubMed (18620714)
Homo sapiens (ncbitaxon:9606) blood serum (BTO:0000133) PubMed (15489546)
Salmo salar (ncbitaxon:8030) - PubMed (29397797)
Schisandra chinensis (ncbitaxon:50507) fruit (BTO:0000486) PubMed (30853340)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
sterol biosynthesis inhibitor  Any compound that inhibits the biosynthesis of any sterol.
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.
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
EC 1.3.1.72 (Delta(24)-sterol reductase) inhibitor  An EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of Δ24-sterol reductase (EC 1.3.1.72).
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application:
biomarker  A substance used as an indicator of a biological state.
ChEBI Ontology
Outgoing Relation(s)
brassicasterol (CHEBI:3168) has role algal metabolite (CHEBI:84735)
brassicasterol (CHEBI:3168) has role animal metabolite (CHEBI:75767)
brassicasterol (CHEBI:3168) has role biomarker (CHEBI:59163)
brassicasterol (CHEBI:3168) has role EC 1.3.1.72 (Δ24-sterol reductase) inhibitor (CHEBI:78728)
brassicasterol (CHEBI:3168) has role human metabolite (CHEBI:77746)
brassicasterol (CHEBI:3168) has role marine metabolite (CHEBI:76507)
brassicasterol (CHEBI:3168) has role plant metabolite (CHEBI:76924)
brassicasterol (CHEBI:3168) has role sterol biosynthesis inhibitor (CHEBI:83317)
brassicasterol (CHEBI:3168) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
brassicasterol (CHEBI:3168) is a 3β-sterol (CHEBI:35348)
brassicasterol (CHEBI:3168) is a ergostanoid (CHEBI:50403)
brassicasterol (CHEBI:3168) is a phytosterols (CHEBI:26125)
Incoming Relation(s)
brassicasterol 3-β-D-glucoside (CHEBI:145041) has functional parent brassicasterol (CHEBI:3168)
IUPAC Name 
(22E)-ergosta-5,22-dien-3β-ol
Synonyms  Source
(22E,24R)-24-methylcholesta-5,22-dien-3β-olChEBI
24(R)-methylcholesta-5,22E-dien-3β-olHMDB
24-methyl cholest-5,22-dien-3β-olChEBI
(3β,22E)-ergosta-5,22-dien-3-olChEBI
brassicasterinNIST Chemistry WebBook
ergosta-5,22E-dien-3β-olHMDB
UniProt Name  Source
brassicasterolUniProt
Manual XrefsDatabases
BrassicasterolWikipedia
C00003646KNApSAcK
C08813KEGG COMPOUND
CPD-4161MetaCyc
FDB012496FooDB
HMDB0011181HMDB
LMST01030098LIPID MAPS
Registry NumbersSources
CAS:474-67-9ChemIDplus
CAS:474-67-9NIST Chemistry WebBook
CAS:474-67-9KEGG COMPOUND
Citations