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

General Information of Drug (ID: DR1650)
Drug Name
Z-4828
Synonyms
ASTA Z 4828; Ixoten; Trifosfamide; Trilofosfamida; Trilophosphamide; Triphosphamide; Trisfosfamide; Trofosfamid; Trofosfamida [Spanish]; Trofosfamide; Trofosfamide (INN); Trofosfamide [INN]; Trofosfamido [INN-Spanish]; Trofosfamidum; Trofosfamidum [INN-Latin]; Trophosphamide; Z 4828; Z-4828; 22089-22-1; A-4828; BRN 0532530; CCRIS 4442; EINECS 244-770-8; MLS002704177; N,N,3-Tris(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide; NSC 109723
Indication Histiocytic sarcoma [ICD11: 2B31] Phase 2 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 323.6 Topological Polar Surface Area 32.8
Heavy Atom Count 17 Rotatable Bond Count 7
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
65702
ChEBI ID
CHEBI:135381
CAS Number
22089-22-1
TTD Drug ID
D0Y1UC
Formula
C9H18Cl3N2O2P
Canonical SMILES
ClCCN(CCCl)P1(=O)OCCCN1CCCl
InChI
1S/C9H18Cl3N2O2P/c10-2-6-13-5-1-9-16-17(13,15)14(7-3-11)8-4-12/h1-9H2
InChIKey
UMKFEPPTGMDVMI-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
Ifosfamide DM005690
3690
Oxidation - N-dealkylation 1 [2]
L-cyclophosphamide DM005691
9554282
Oxidation - N-dealkylation 1 [2]
L-ifosfamide DM005689
9588020
Oxidation - Aliphatic hydroxylation 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006071 Z-4828 L-ifosfamide Oxidation - Aliphatic hydroxylation CYP3A4 ... [2]
MR006072 Z-4828 Ifosfamide Oxidation - N-dealkylation CYP3A4 ... [2]
MR006073 Z-4828 L-cyclophosphamide Oxidation - N-dealkylation CYP3A4 ... [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2A6 (CYP2A6) DME0005 Homo sapiens
CP2A6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[3]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
References
1 ClinicalTrials.gov (NCT00204568) Trofosfamide Versus Adriamycin in Elderly Patients With Soft Tissue Sarcoma (STS).
2 Metabolism and transport of oxazaphosphorines and the clinical implications Drug Metab Rev. 2005;37(4):611-703. doi: 10.1080/03602530500364023.
3 Investigation of the major human hepatic cytochrome P450 involved in 4-hydroxylation and N-dechloroethylation of trofosfamide. Cancer Chemother Pharmacol. 1999;44(4):327-34.

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