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

General Information of Drug (ID: DR1580)
Drug Name
Thiopental
Synonyms
Thiomebumal; Thionembutal; Thiopental [BAN]; Thiopentobarbital; Thiopentobarbitone; Thiopentobarbituric acid; Thiopentone; Thiothal; Tiopentale; Tiopentale [Italian]; Trapanal; thiopental; (+-)-Thiopental; (+/-)-THIOPENTAL; Intraval; Penthiobarbital; Pentothiobarbital; 2-Thio-5-ethyl-5-sec-pentylbarbituric acid; 4,6(1H,5H)-Pyrimidinedione, 5-ethyldihydro-5-(1-methylbutyl)-2-thioxo-; 5-Ethyl-5-(1-methylbutyl)-2-thiobarbituric acid; 76-75-5; BRN 0209361; C11H18N2O2S; CHEBI:102166; CHEMBL441; EINECS 200-984-3
Indication Anaesthesia [ICD11: 8E22] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 242.34 Topological Polar Surface Area 90.3
Heavy Atom Count 16 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
3000715
PubChem SID
9724 ; 607917 ; 4785343 ; 6467449 ; 7980775 ; 10036288 ; 10535341 ; 11336168 ; 11361407 ; 11364686 ; 11367248 ; 11369810 ; 11372900 ; 11374149 ; 11377973 ; 11462379 ; 11485951 ; 11489814 ; 11491596 ; 11492390 ; 11495600 ; 14847511 ; 24899925 ; 24899928 ; 29215503 ; 34666697 ; 46504621 ; 47662379 ; 48259334 ; 48259335 ; 48416612 ; 49874351 ; 50521000 ; 57410125 ; 57654650 ; 81065587 ; 85307774 ; 85787415 ; 92714660 ; 103165674 ; 103954037 ; 104226110 ; 111610413 ; 117425383 ; 126623959 ; 126670641 ; 128221740 ; 134337950 ; 134971833 ; 135651257
ChEBI ID
CHEBI:102166
CAS Number
76-75-5
TTD Drug ID
D00MYT
Formula
C11H18N2O2S
Canonical SMILES
CCCC(C)C1(C(=O)NC(=S)NC1=O)CC
InChI
1S/C11H18N2O2S/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)
InChIKey
IUJDSEJGGMCXSG-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
5 ethyl-5 (1' methyl-3' carboxy-propyl) 2 thiobarbituric acid DM004611 N. A. Unclear 1 [3]
5 ethyl-5 (1' methyl-3' hydroxy-butyl) 2 thiobarbituric acid DM004610 N. A. Unclear 1 [3]
Pentobarbital DM004609
4737
Other reaction - Desulfurization 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004954 Thiopental Pentobarbital Other reaction - Desulfurization Unclear [4]
MR004955 Thiopental 5 ethyl-5 (1' methyl-3' hydroxy-butyl) 2 thiobarbituric acid Unclear Unclear [3]
MR004956 Thiopental 5 ethyl-5 (1' methyl-3' carboxy-propyl) 2 thiobarbituric acid Unclear Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
References
1 Thiopental was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Lerman J. (2014). Neonatal Anesthesia. Springer.
3 [Use of thiopental in man. Determination of this drug and its metabolites in plasma and urine by liquid phase chromatography and mass spectrometry]
4 Pharmacodynamics and pharmacokinetics of thiopental

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