Details of the Drug

General Information of Drug (ID: DMMJOZD)

Drug Name
ANW-32821
Synonyms
Cholest-5-en-3-beta-ol; Cholesterol; Cholest-5-en-3-ol (3beta)-; Cholest-5-en-3beta-ol; Cholesterin; Cholesterine; Cholesterol base H; Cholesteryl alcohol; Cholestrin; Cholestrol; Cordulan; Dastar; Dusoline; Dusoran; Dythol; Hydrocerin; Kathro; Lidinit; Lidinite; Nimco cholesterol base H; Provitamin D; Super hartolan; Tegolan; Tegolan (VAN); Wool alcohols B. P.; cholesterol; (-)-Cholesterol; (3beta)-cholest-5-en-3-ol; 3-beta-Hydroxycholest-5-ene; 3beta-Hydroxycholest-5-ene; 5-Cholesten-3beta-ol; 57-88-5; 5:6-Cholesten-3beta-ol; CCRIS 2834; Lanol
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 386.664
Logarithm of the Partition Coefficient (xlogp) 8.7
Rotatable Bond Count (rotbonds) 5
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 1
Chemical Identifiers
Formula
C27H46O
IUPAC Name
(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Canonical SMILES
CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
InChI
InChI=InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChIKey
HVYWMOMLDIMFJA-DPAQBDIFSA-N
Cross-matching ID
PubChem CID
5997
ChEBI ID
CHEMBL112570
CAS Number
17528-72-2
INTEDE ID
DR2314
Drug-Molecule Activity Atlas (DMA)NEW Click to Jump to the Detailed DMA Information of This Drug
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cholesterol desmolase (CYP11A1) DE98XPV CP11A_HUMAN Substrate [1]
Vitamin D(3) 25-hydroxylase (CYP27A1) DEBS639 CP27A_HUMAN Substrate [1]
Cholesterol 24-hydroxylase (CYP46A1) DEKP5HX CP46A_HUMAN Substrate [1]
Cytochrome P450 142A2 (cyp142) DEPUK4S CP142_MYCS2 Substrate [2]
Cytochrome P450 125A3 (cyp125) DE6ZDK4 CP125_MYCS2 Substrate [2]
Cytochrome P450 142A1 (cyp142) DEMQ20F CP142_MYCTU Substrate [3]
Cytochrome P450 125A1 (cyp125) DELIXR8 CP125_MYCTU Substrate [3]
Cytochrome P450 7A1 (CYP7A1) DEDZRQ1 CP7A1_HUMAN Substrate [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
7-dehydrocholesterol reductase (DHCR7) OTLILBUI DHCR7_HUMAN Regulation of Drug Effects [4]
ATP-binding cassette sub-family G member 5 (ABCG5) OT1OMY93 ABCG5_HUMAN Regulation of Drug Effects [5]
ATP-binding cassette sub-family G member 8 (ABCG8) OTIJ76XW ABCG8_HUMAN Regulation of Drug Effects [5]
Broad substrate specificity ATP-binding cassette transporter ABCG2 (ABCG2) OTW8V2V1 ABCG2_HUMAN Gene/Protein Processing [6]
C-C motif chemokine 1 (CCL1) OT23NON8 CCL1_HUMAN Gene/Protein Processing [7]
C-C motif chemokine 4 (CCL4) OT6B8P25 CCL4_HUMAN Gene/Protein Processing [7]
C-type lectin domain family 4 member E (CLEC4E) OT7P8ICY CLC4E_HUMAN Drug Response [7]
C-type lectin domain family 5 member A (CLEC5A) OT19WV30 CLC5A_HUMAN Gene/Protein Processing [7]
Caveolin-3 (CAV3) OTWSFDB4 CAV3_HUMAN Regulation of Drug Effects [8]
Dendritic cell-specific transmembrane protein (DCSTAMP) OTFKRP2H DCSTP_HUMAN Gene/Protein Processing [7]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Cholesterol-metabolizing cytochromes P450. Drug Metab Dispos. 2006 Apr;34(4):513-20.
2 Cholesterol ester oxidation by mycobacterial cytochrome P450. J Biol Chem. 2014 Oct 31;289(44):30417-25.
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 Development and characterization of a hypomorphic Smith-Lemli-Opitz syndrome mouse model and efficacy of simvastatin therapy. Hum Mol Genet. 2006 Mar 15;15(6):839-51. doi: 10.1093/hmg/ddl003. Epub 2006 Jan 30.
5 Relevance of hereditary defects in lipid transport proteins for the pathogenesis of cholesterol gallstone disease. Scand J Gastroenterol Suppl. 2004;(241):60-9. doi: 10.1080/00855920410011022.
6 Functional characterization of rainbow trout (Oncorhynchus mykiss) Abcg2a (Bcrp) transporter. Comp Biochem Physiol C Toxicol Pharmacol. 2016 Dec;190:15-23. doi: 10.1016/j.cbpc.2016.07.005. Epub 2016 Jul 27.
7 Human Mincle Binds to Cholesterol Crystals and Triggers Innate Immune Responses. J Biol Chem. 2015 Oct 16;290(42):25322-32. doi: 10.1074/jbc.M115.645234. Epub 2015 Aug 20.
8 High levels of caveolar cholesterol inhibit progesterone-induced genomic actions in human and guinea pig gallbladder muscle. Am J Physiol Gastrointest Liver Physiol. 2009 Apr;296(4):G948-54. doi: 10.1152/ajpgi.90699.2008. Epub 2009 Feb 12.