Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2470)
Drug Name
Lanosterol
Synonyms
Botalan base; Botalan base 138; CAHGCLMLTWQZNJ-BQNIITSRSA-N; Lanosta-8,24-dien-3-beta-ol; Lanosta-8,24-dien-3-ol; Lanosta-8,24-dien-3-ol, (3beta)-; Lanosta-8,24-dien-3.beta.-ol; Lanosta-8,24-dien-3beta-ol; Lanosta-8,24-dienol; Lanostadien-3-beta-ol; Lanosterin; Lanster; lanosterol; (3beta)-lanosta-8,24-dien-3-ol; 1J05Z83K3M; 4,4',14alpha-Trimethyl-5alpha-cholesta-8,24-dien-3beta-ol; 79-63-0; CHEBI:16521; EINECS 201-214-9; Lanosta-8,24-dien-3-ol, (3.beta.)-; MFCD00021108; NSC 60677; NSC60677; UNII-1J05Z83K3M
Indication Alzheimer disease [ICD11: 8A20] Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 426.7 Topological Polar Surface Area 20.2
Heavy Atom Count 31 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Cross-matching ID
PubChem CID
246983
PubChem SID
2905 ; 4861 ; 108662 ; 4266378 ; 7888607 ; 8138329 ; 8143526 ; 9395181 ; 12158930 ; 15302777 ; 24896283 ; 24896417 ; 25651433 ; 26757817 ; 30045540 ; 57309786 ; 57400449 ; 79349088 ; 87565551 ; 87623957 ; 92298600 ; 103514947 ; 104491139 ; 126523909 ; 127287164 ; 127287165 ; 127287166 ; 134368260 ; 135651499 ; 137237308 ; 140346043 ; 162094640 ; 163667483 ; 164811548 ; 166211000 ; 179293068 ; 198956768 ; 226512170 ; 241225868 ; 249929901 ; 252402925 ; 252450022
ChEBI ID
CHEBI:16521
CAS Number
79-63-0
TTD Drug ID
D0P4PQ
Formula
C30H50O
Canonical SMILES
CC(CCC=C(C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C
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
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
4-4-dimethylcholestatrienol DM004948
15137988
Oxidation - Dealkylation 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005364 Lanosterol 4-4-dimethylcholestatrienol Oxidation - Dealkylation CYP51B1 [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 51B1 (cyp51) DME1235 Mycobacterium tuberculosis
B2HH81_MYCMM
1.14.14.154
[2]
Cytochrome P450 monooxygenase 51A (cyp51A) DME1664 Aspergillus fumigatus
CP51A_ASPFU
1.14.14.154
[3] , [4]
References
1 Lanosterol disrupts the aggregation of amyloid-beta peptides. ACS Chem Neurosci. 2019 Sep 18;10(9):4051-4060.
2 Function, essentiality, and expression of cytochrome P450 enzymes and their cognate redox partners in Mycobacterium tuberculosis: are they drug targets? Appl Microbiol Biotechnol. 2019 May;103(9):3597-3614.
3 The fungal CYP51s: their functions, structures, related drug resistance, and inhibitors. Front Microbiol. 2019 Apr 24;10:691.
4 Lung colonization by Aspergillus fumigatus is controlled by ZNF77. Nat Commun. 2018 Sep 20;9(1):3835.

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