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

General Information of Drug (ID: DR1663)
Drug Name
Urethane
Synonyms
Uretan; Uretan etylowy; Uretano [DCIT]; Urethan; Urethanum; Urethanum [INN-Latin]; Aethylcarbamat; Aethylcarbamat [German]; Aethylurethan; Aethylurethan [German]; Carbamic acid ethyl ester; Carbamic acid, ethyl ester; Carbamidsaeure-aethylester; ETHYL CARBAMATE; Estane 5703; Ethyl urethan; Ethyl urethane; Ethylcarbamate; Ethylester kyseliny karbaminove; Ethylurethan; Ethylurethane; Leucethane; Leucothane; O-Ethyl urethane; O-Ethylurethane; Pracarbamin; Pracarbamine; U-Compound; ethyl aminoformate; urethane; 51-79-6; NSC 746
Indication Lung cancer [ICD11: 2C25] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 89.09 Topological Polar Surface Area 52.3
Heavy Atom Count 6 Rotatable Bond Count 2
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
5641
ChEBI ID
CHEBI:17967
CAS Number
51-79-6
Formula
C3H7NO2
Canonical SMILES
CCOC(=O)N
InChI
1S/C3H7NO2/c1-2-6-3(4)5/h2H2,1H3,(H2,4,5)
InChIKey
JOYRKODLDBILNP-UHFFFAOYSA-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
CO2 DM000908
280
Unclear 1 [2]
N-hydroxyurethane DM005826
11510
Oxidation - Hydrolyzationn 1 [4]
Vinyl carbamate DM005827
27492
Unclear 1 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006225 Urethane Carbon dioxide Unclear CYP2E1 [2]
MR006226 Urethane N-hydroxyurethane Oxidation - Hydrolyzationn Unclear [4]
MR006227 Urethane Vinyl carbamate Unclear CYP2E1 [5]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2E1 (CYP2E1) DME0013 Homo sapiens
CP2E1_HUMAN
1.14.14.1
[2]
Cytosolic phospholipase A2 (PLA2G4A) DME0225 Homo sapiens
PA24A_HUMAN
3.1.1.4
[3]
References
1 National Center for Advancing Translational Science-Inxight: drug (3IN71E75Z5)
2 Cytochrome P450 2E1 (CYP2E1) is the principal enzyme responsible for urethane metabolism: comparative studies using CYP2E1-null and wild-type mice
3 Phospholipase A2 pathway association with macrophage-mediated polycarbonate-urethane biodegradation. Biomaterials. 2005 Jun;26(18):3881-9.
4 THE MATABOLISM OF URETHANE AND RELATED COMPOUNDS
5 Detection of 1,N6-ethenodeoxyadenosine and 3,N4-ethenodeoxycytidine by immunoaffinity/32P-postlabelling in liver and lung DNA of mice treated with ethyl carbamate (urethane) or its metabolites

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