Details of the Drug

General Information of Drug (ID: DMR3J6S)

Drug Name

Cholesterol

Synonyms

cholesterol; 57-88-5; Cholesterin; Cholest-5-en-3beta-ol; Cholesteryl alcohol; Cholestrin; Dusoran; Cordulan; Dusoline; Cholesterine; Hydrocerin; Cholestrol; Kathro; Dythol; Lanol; Super hartolan; Provitamin D; Cholesterol base H; Lidinite; Nimco cholesterol base H; Lidinit; Wool alcohols B. P.; (-)-Cholesterol; Tegolan (VAN); Cholest-5-en-3-beta-ol; 5:6-Cholesten-3beta-ol; Tegolan; 3beta-Hydroxycholest-5-ene; 5-Cholesten-3beta-ol; Cholest-5-en-3-ol (3beta)-; 3-beta-Hydroxycholest-5-ene; (3beta)-cholest-5-en-3-ol; CCRIS 2834; Dastar; HSDB 7

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 1

Molecular Weight (mw)

386.7

Logarithm of the Partition Coefficient (xlogp)

8.7

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

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: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
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: 57-88-5
UNII: 97C5T2UQ7J
DrugBank ID: DB04540
TTD ID: D02DLW
VARIDT ID: DR00036

Drug-Molecule Activity Atlas (DMA)^NEW

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Drug ADMET Endpoint Profile (DAE)^NEW

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Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Cholinephosphate cytidylyltransferase (PCYT1B)	TTUAIKM	PCY1B_HUMAN	Activator	[2]

Drug Transporter (DTP)

DTP Name	DTP ID	UniProt ID	MOA	REF
ATP-binding cassette sub-family A member 12 (ABCA12)	DT7LDG0	ABCAC_HUMAN	Substrate	[3]
Niemann-Pick C1-like protein 1 (SLC65A2)	DT1UMXN	NPCL1_HUMAN	Substrate	[4]
ATP-binding cassette sub-family G member 1 (ABCG1)	DTLYEPH	ABCG1_HUMAN	Substrate	[5]
ATP-binding cassette sub-family A member 5 (ABCA5)	DT195NK	ABCA5_HUMAN	Substrate	[6]
ATP-binding cassette sub-family A member 2 (ABCA2)	DTJ4NEG	ABCA2_HUMAN	Substrate	[7]
ATP-binding cassette sub-family A member 1 (ABCA1)	DT61TWI	ABCA1_HUMAN	Substrate	[8]
Breast cancer resistance protein (ABCG2)	DTI7UX6	ABCG2_HUMAN	Substrate	[9]
P-glycoprotein 1 (ABCB1)	DTUGYRD	MDR1_HUMAN	Substrate	[10]

Molecular Interaction Atlas (MIA)

MIA Detail

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References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2718).
2	Regulation of CTP: phosphocholine cytidylyltransferase activity by the physical properties of lipid membranes: an important role for stored curvature strain energy. Biochemistry. 2001 Sep 4;40(35):10522-31.
3	ABCA12 regulates ABCA1-dependent cholesterol efflux from macrophages and the development of atherosclerosis. Cell Metab. 2013 Aug 6;18(2):225-38.
4	Niemann-Pick C1 Like 1 protein is critical for intestinal cholesterol absorption. Science. 2004 Feb 20;303(5661):1201-4.
5	Role of HDL, ABCA1, and ABCG1 transporters in cholesterol efflux and immune responses. Arterioscler Thromb Vasc Biol. 2010 Feb;30(2):139-43.
6	Mutations in the cholesterol transporter gene ABCA5 are associated with excessive hair overgrowth. PLoS Genet. 2014 May 15;10(5):e1004333.
7	The ATP-binding cassette transporter-2 (ABCA2) regulates cholesterol homeostasis and low-density lipoprotein receptor metabolism in N2a neuroblastoma cells. Biochim Biophys Acta. 2011 Dec;1811(12):1152-64.
8	ABCA1 redistributes membrane cholesterol independent of apolipoprotein interactions. J Lipid Res. 2003 Jul;44(7):1373-80.
9	Sterol transport by the human breast cancer resistance protein (ABCG2) expressed in Lactococcus lactis. J Biol Chem. 2003 Jun 6;278(23):20645-51.
10	Cholesterol interaction with the daunorubicin binding site of P-glycoprotein. Biochem Biophys Res Commun. 2000 Oct 5;276(3):909-16.