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> Main
CHEBI:16521 - lanosterol
Main
ChEBI Ontology
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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
Supplier Information
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Read full article at Wikipedia
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
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