CHEBI:16521 - lanosterol

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ChEBI Name lanosterol
ChEBI ID CHEBI:16521
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43584, CHEBI:14500, CHEBI:6374, CHEBI:25011
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Formula C30H50O
Net Charge 0
Average Mass 426.729
Monoisotopic Mass 426.38617
InChI InChI=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
InChIKey CAHGCLMLTWQZNJ-BQNIITSRSA-N
SMILES [H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): 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.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
(3β)-lanosta-8,24-dien-3-ol ChemIDplus
(3β,5α)-4,4,14-trimethylcholesta-8,24-dien-3-ol ChemIDplus
4,4',14alpha-Trimethyl-5alpha-cholesta-8,24-dien-3beta-ol KEGG COMPOUND
Lanosterin HMDB
Lanosterol KEGG COMPOUND
LANOSTEROL PDBeChem
lanosterol UniProt
Manual Xrefs Databases
C00003657 KNApSAcK
C01724 KEGG COMPOUND
DB03696 DrugBank
HMDB0001251 HMDB
LAN PDBeChem
Lanosterol Wikipedia
LANOSTEROL MetaCyc
LMST01010017 LIPID MAPS
View more database links
Registry Numbers Types Sources
2226449 Reaxys Registry Number Reaxys
79-63-0 CAS Registry Number KEGG COMPOUND
79-63-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14660793 PubMed citation Europe PMC
16445886 PubMed citation Europe PMC
21818119 PubMed citation Europe PMC
21838962 PubMed citation Europe PMC
22824432 PubMed citation Europe PMC
22933236 PubMed citation Europe PMC
22988818 PubMed citation Europe PMC
24525128 PubMed citation Europe PMC
26069216 PubMed citation Europe PMC
26200341 PubMed citation Europe PMC
Last Modified
09 September 2021