CHEBI:155905 - crinosterol

ChEBI IDCHEBI:155905
ChEBI Namecrinosterol
Stars
DefinitionA 3β-sterol that is campesterol in which position 22 has been dehydrogenated to introduce a double bond. It is a phytosterol found in marine algae, mussels, crinoids, mites and plants.
Last Modified17 January 2023
Submittermwilliams
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-/m1/s1
InChIKeyOILXMJHPFNGGTO-SDMVIZLASA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Phaeocystis pouchetii (ncbitaxon:33659) Whole Organism (NCIT:C13413) MetaboLights (MTBLS758) Strain: Phaeocystis pouchetii str. AJ01
Mytilidae (ncbitaxon:6547) - PubMed (25429428)
Brassica campestris (ncbitaxon:145471) seed (BTO:0001226) PubMed (25276975)
Cosmoglyphus hughesi (ncbitaxon:223505) - PubMed (17456445)
Comatula (ncbitaxon:1320698) - PubMed (6030051)
Aureoumbra lagunensis (ncbitaxon:44058) - PubMed (11397449)
Cryptomonas sp. (ncbitaxon:3031) - DOI (10.1016/0031-9422(83)83028-3)
Isochrysis galbana (ncbitaxon:37099) - DOI (10.1016/0031-9422(83)83028-3)
Brassica juncea (ncbitaxon:3707) seed (BTO:0001226) DOI (10.1016/S0031-9422(00)86991-5)
Roles Classification
Biological Roles:
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.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Application:
biomarker  A substance used as an indicator of a biological state.
ChEBI Ontology
Outgoing Relation(s)
crinosterol (CHEBI:155905) has functional parent campesterol (CHEBI:28623)
crinosterol (CHEBI:155905) has role algal metabolite (CHEBI:84735)
crinosterol (CHEBI:155905) has role animal metabolite (CHEBI:75767)
crinosterol (CHEBI:155905) has role biomarker (CHEBI:59163)
crinosterol (CHEBI:155905) has role marine metabolite (CHEBI:76507)
crinosterol (CHEBI:155905) has role plant metabolite (CHEBI:76924)
crinosterol (CHEBI:155905) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
crinosterol (CHEBI:155905) is a 3β-sterol (CHEBI:35348)
crinosterol (CHEBI:155905) is a ergostanoid (CHEBI:50403)
crinosterol (CHEBI:155905) is a phytosterols (CHEBI:26125)
IUPAC Name 
(22E,24S)-ergosta-5,22-dien-3β-ol
Synonyms  Source
24-epibrassicasterolLIPID MAPS
campesta-5,22E-dien-3β-olLIPID MAPS
pincasterolLIPID MAPS
(24S)-24-methyl-cholesta-5,22(E)-dien-3β-olChEBI
22-dehydrocampesterolChEBI
trans-22-dehydrocampesterolChEBI
Manual XrefsDatabases
LMST01030114LIPID MAPS
CPD-8135MetaCyc
FDB030745FooDB
EpibrassicasterolWikipedia
Citations