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CHEBI:16521 - lanosterol

ChEBI IDCHEBI:16521
ChEBI Namelanosterol
Stars
DefinitionA tetracyclic triterpenoid that is lanosta-8,24-diene substituted by a β-hydroxy group at the 3β position. It is the compound from which all steroids are derived.
Secondary ChEBI IDsCHEBI:6374, CHEBI:14500, CHEBI:25011, CHEBI:43584
Last Modified9 September 2021
DownloadsMolfile
FormulaC30H50O
Net Charge0
Average Mass426.729
Monoisotopic Mass426.38617
SMILES[H][C@@]12CCC3=C(CC[C@@]4(C)[C@@]3(C)CC[C@]4([H])[C@H](C)CCC=C(C)C)[C@@]1(C)CC[C@H](O)C2(C)C
InChIInChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1
InChIKeyCAHGCLMLTWQZNJ-BQNIITSRSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Roles Classification
Biological Roles:
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
lanosterol (CHEBI:16521) has parent hydride lanostane (CHEBI:20265)
lanosterol (CHEBI:16521) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
lanosterol (CHEBI:16521) has role bacterial metabolite (CHEBI:76969)
lanosterol (CHEBI:16521) has role human metabolite (CHEBI:77746)
lanosterol (CHEBI:16521) has role mouse metabolite (CHEBI:75771)
lanosterol (CHEBI:16521) has role plant metabolite (CHEBI:76924)
lanosterol (CHEBI:16521) is a 14α-methyl steroid (CHEBI:138029)
lanosterol (CHEBI:16521) is a 3β-sterol (CHEBI:35348)
lanosterol (CHEBI:16521) is a tetracyclic triterpenoid (CHEBI:26893)
Incoming Relation(s)
14-demethyllanosterol (CHEBI:18364) has functional parent lanosterol (CHEBI:16521)
24,25-dihydrolanosterol (CHEBI:28113) has functional parent lanosterol (CHEBI:16521)
26-hydroxylanosterol (CHEBI:178023) has functional parent lanosterol (CHEBI:16521)
26-oxolanosterol (CHEBI:178024) has functional parent lanosterol (CHEBI:16521)
3β-hydroxy-lanosta-8, 24-dien-26-oate (CHEBI:178025) has functional parent lanosterol (CHEBI:16521)
lanosteryl ester (CHEBI:52394) has functional parent lanosterol (CHEBI:16521)
pneumocysterol (CHEBI:138589) has functional parent lanosterol (CHEBI:16521)
IUPAC Name 
lanosta-8,24-dien-3β-ol
Synonyms  Source
(3β,5α)-4,4,14-trimethylcholesta-8,24-dien-3-olChemIDplus
(3β)-lanosta-8,24-dien-3-olChemIDplus
4,4',14alpha-Trimethyl-5alpha-cholesta-8,24-dien-3beta-olKEGG COMPOUND
LanosterinHMDB
LanosterolKEGG COMPOUND
LANOSTEROLPDBeChem
UniProt Name  Source
lanosterolUniProt
Manual XrefsDatabases
C00003657KNApSAcK
C01724KEGG COMPOUND
DB03696DrugBank
HMDB0001251HMDB
LANPDBeChem
LanosterolWikipedia
LANOSTEROLMetaCyc
LMST01010017LIPID MAPS
Registry NumbersSources
Reaxys:2226449Reaxys
CAS:79-63-0KEGG COMPOUND
CAS:79-63-0ChemIDplus
Citations