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

General Information of Drug (ID: DR1000)
Drug Name
Malathion
Synonyms
Malafor; Malagran; Malakill; Malamar; Malamar 50; Malaphos; Malasol; Malaspray; Malathion E50; Malathon; Malation; Malatol; Malatox; Maldison; Malmed; Malphos; Mercaptothion; Mercaptotion; Moscarda; Oleophosphothion; Ortho Malathion; Carbethoxy malathion; Carbetovur; Carbetox; Carbofos; Carbophos; Cimexan; Cythion; Emmatos extra; Ethiolacar; Extermathion; Forthion; Fosfothion; Fosfotion; Fyfanon; Hilthion; Karbofos; Kypfos; Malacide; Phosphothion; Prioderm; Sadofos; Sadophos; Siptox I; Sumitox; Taskil; malathion; 121-75-5; Chemathion; Etiol; Ovide
Indication Pediculosis [ICD11: 1G00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 330.4 Topological Polar Surface Area 128
Heavy Atom Count 19 Rotatable Bond Count 11
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
4004
PubChem SID
9700 ; 72491 ; 5635026 ; 7847600 ; 8152511 ; 10505736 ; 11341657 ; 11361840 ; 11364699 ; 11367261 ; 11369823 ; 11371904 ; 11374164 ; 11377987 ; 11484812 ; 11487242 ; 11489044 ; 11490629 ; 11492468 ; 11495609 ; 11533337 ; 14895285 ; 17389839 ; 24862222 ; 24896587 ; 24897403 ; 24899302 ; 26680255 ; 26753130 ; 26753131 ; 29223115 ; 46505287 ; 47885548 ; 47959913 ; 48413955 ; 48415164 ; 48421591 ; 48423623 ; 48425254 ; 48425934 ; 49854841 ; 50105655 ; 50105656 ; 50105657 ; 53790330 ; 56312213 ; 56314278 ; 56369337 ; 57322090 ; 57649475
ChEBI ID
ChEBI:6651
CAS Number
121-75-5
TTD Drug ID
D0K3LW
Formula
C10H19O6PS2
Canonical SMILES
CCOC(=O)CC(C(=O)OCC)SP(=S)(OC)OC
InChI
1S/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(18,13-3)14-4/h8H,5-7H2,1-4H3
InChIKey
JXSJBGJIGXNWCI-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
Dimethyldithiophosphate DM006464
12959
Other reaction - Desulfonization 1 [2]
Malaoxon DM006460
15415
Other reaction - Desulfonization 1 [2]
Malathion monocarboxylic acid DM006461
3032927
Hydrolysis - Hydrolysis 1 [2]
Dimethylthiophosphate DM006463
3539116
Oxidation - Oxidationn 2 [2]
Malathion diacid DM006462
14481
Hydrolysis - Hydrolysis 2 [2]
Malathion monocarboxylic acid DM006461
3032927
Hydrolysis - Hydrolysis 2 [2]
Malathion diacid DM006462
14481
Hydrolysis - Hydrolysis 3 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006943 Malathion Malaoxon Other reaction - Desulfonization CYP1A2 ... [2]
MR006947 Malathion Malathion monocarboxylic acid Hydrolysis - Hydrolysis CES1 [2]
MR006948 Malathion Dimethyldithiophosphate Other reaction - Desulfonization CYP1A2 ... [2]
MR006944 Malaoxon Malathion monocarboxylic acid Hydrolysis - Hydrolysis CES1 [2]
MR006946 Malaoxon Dimethylthiophosphate Oxidation - Oxidationn Unclear [2]
MR006945 Malathion monocarboxylic acid Malathion diacid Hydrolysis - Hydrolysis CES1 [2]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Carboxylesterase 1 (CES1) DME0054 Homo sapiens
EST1_HUMAN
3.1.1.1
[2]
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[2]
References
1 Malathion was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Malathion bioactivation in the human liver: the contribution of different cytochrome p450 isoforms. Drug Metab Dispos. 2005 Mar;33(3):295-302.

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