Details of the Drug

General Information of Drug (ID: DMG0PXI)

Drug Name
Dihydrolanosterol
Synonyms
Dihydrolanosterin; Dihydrolanosterol; Lanost-8-en-3-ol; Lanost-8-en-3-ol #; Lanost-8-en-3-ol, (3.beta.)-; Lanost-8-en-3.beta.-ol; Lanost-8-en-3beta-ol; Lanostenol; Lanosterol, dihydro-; MBZYKEVPFYHDOH-BQNIITSRSA-N; SCHEMBL288306; (3beta)-Lanost-8-en-3-ol; 24,25-Dihydrolanosterol; 24-dihydrolanosterol; 3beta-Hydroxylanost-8-ene; 5alpha-Lanost-8-en-3 beta-ol; 5alpha-Lanost-8-en-3beta-ol; 79-62-9; 9H273A8B2X; CHEBI:28113; CHEMBL4213010; DTXSID101000181; UNII-9H273A8B2X
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 428.7
Logarithm of the Partition Coefficient (xlogp) 9.4
Rotatable Bond Count (rotbonds) 5
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 1
Chemical Identifiers
Formula
C30H52O
IUPAC Name
(3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
Canonical SMILES
CC(C)CCCC(C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C
InChI
MBZYKEVPFYHDOH-BQNIITSRSA-N
InChIKey
1S/C30H52O/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/h20-22,25-26,31H,9-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1
Cross-matching ID
PubChem CID
440560
ChEBI ID
CHEBI:28113
CAS Number
79-62-9
INTEDE ID
DR2224

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 monooxygenase 51A (cyp51A) DEVSF75 CP51A_ASPFU Substrate [1], [2]
Cytochrome P450 51B1 (cyp51) DEZNP5G B2HH81_MYCMM Substrate [3]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGCR) OTRT3F3U HMDH_HUMAN Gene/Protein Processing [4]
Lanosterol 14-alpha demethylase (CYP51A1) OTAYHG9C CP51A_HUMAN Regulation of Drug Effects [5]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 The fungal CYP51s: their functions, structures, related drug resistance, and inhibitors. Front Microbiol. 2019 Apr 24;10:691.
2 Lung colonization by Aspergillus fumigatus is controlled by ZNF77. Nat Commun. 2018 Sep 20;9(1):3835.
3 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.
4 Effectors of rapid homeostatic responses of endoplasmic reticulum cholesterol and 3-hydroxy-3-methylglutaryl-CoA reductase. J Biol Chem. 2008 Jan 18;283(3):1445-55.
5 Targeting C4-demethylating genes in the cholesterol pathway sensitizes cancer cells to EGF receptor inhibitors via increased EGF receptor degradation. Cancer Discov. 2013 Jan;3(1):96-111. doi: 10.1158/2159-8290.CD-12-0031. Epub 2012 Nov 2.