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

General Information of Drug (ID: DR5074)
Drug Name
Mitomycin
Synonyms
Mitomycin C; mitomycin C; 1950/7/7; Mutamycin; Ametycine; Mitocin-C; Ametycin; Mitomycin-C; Mytozytrex; Mitomycinum; Mytomycin; Mitozytrex; Mitomycinum C; Mitocin C; Mitomycins; Mitamycin; MMC; Mitosol; Mitomycyna C; 7-Amino-9alpha-methoxymitosane; NSC-26980; Mitomycyna C [Polish]; Mito-C; Mit-C; Mitomycin (TN); Mitomycinum [INN-Latin]; Mitomycine [INN-French]; Mitomicina [INN-Spanish]; NCI-C04706; RCRA waste number U010; NSC26980; NSC 26980; Mitomycine; CCRIS 414; UNII-50SG953SK6; HSDB 3239; C15H18N4O5; EINECS 200-008-6; Mitomycin C,; Ametycin; Mitomicina; Muamycin; Mitomycin C from Streptomyces caespitosus; Mitomycin C (JP15); Mitomycin C, Streptomyces caespitosus; Muamycin (TN); Mitomycin (USP/INN); Mitomycin [USAN:INN:BAN]; Mitomycin C, Streptomyces caespitosus, Carrier-Free
Indication Breast cancer [ICD11: 2C60-2C6Y] Approved [1]
Gastrointestinal cancer [ICD11: ICD11: 2C11] Approved [2]
Solid tumour/cancer [ICD11: ICD11: 2A00-2F9Z] Approved [3]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 334.33 Topological Polar Surface Area 147
Heavy Atom Count 24 Rotatable Bond Count 4
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
5746
ChEBI ID
CHEBI:27504
CAS Number
50-07-7
TTD Drug ID
D0Y0GH
Formula
C15H18N4O5
Canonical SMILES
CC1=C(C(=O)C2=C(C1=O)N3C[C@H]4[C@@H]([C@@]3([C@@H]2COC(=O)N)OC)N4)N
InChI
InChI=1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-/m1/s1
InChIKey
NWIBSHFKIJFRCO-WUDYKRTCSA-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
Mitomycin metabolite IVa DM017127 N. A. Unclear - Unclear 1 [9]
Mitomycin metabolite Va DM017128 N. A. Unclear - Unclear 1 [9]
Mitomycin metabolite VI DM017129 N. A. Hydrolysis - Hydrolysis 1 [9]
Mitomycin metabolite VII DM017130 N. A. Hydrolysis - Hydrolysis 1 [9]
Mitomycin metabolite VIII DM017131 N. A. Unclear - Unclear 1 [9]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008140 Mitomycin Mitomycin metabolite IVa Unclear - Unclear Unclear [9]
MR008141 Mitomycin Mitomycin metabolite Va Unclear - Unclear Unclear [9]
MR008142 Mitomycin Mitomycin metabolite VI Hydrolysis - Hydrolysis Unclear [9]
MR008143 Mitomycin Mitomycin metabolite VII Hydrolysis - Hydrolysis Unclear [9]
MR008144 Mitomycin Mitomycin metabolite VIII Unclear - Unclear Unclear [9]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2B4 (CYP2B4) DMEN885 Oryctolagus cuniculus
CP2B4_RABIT
1.14.14.1
[4]
NADPH-cytochrome P450 reductase (CPR) DME0076 Homo sapiens
NCPR_HUMAN
1.6.2.4
[5]
Quinone reductase 1 (NQO1) DME0097 Homo sapiens
NQO1_HUMAN
1.6.5.2
[6]
Quinone reductase 1 (NQO1) DME0097 Homo sapiens
NQO1_HUMAN
1.6.5.2
[7]
Xanthine dehydrogenase/oxidase (XDH) DME0070 Homo sapiens
XDH_HUMAN
1.17.1.4
[8]
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: 7089).
2 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: 7089).
3 Natural products as sources of new drugs over the last 25 years. J Nat Prod. 2007 Mar;70(3):461-77.
4 Evaluation of bioreductive activation of anticancer drugs idarubicin and mitomycin C by NADH-cytochrome b5 reductase and cytochrome P450 2B4
5 Activation of mitomycin C by NADPH:cytochrome P-450 reductase
6 Natural and synthetic quinones and their reduction by the quinone reductase enzyme NQO1: from synthetic organic chemistry to compounds with anticancer potential
7 DT-diaphorase in activation and detoxification of quinones. Bioreductive activation of mitomycin C
8 Enhancement of xanthine dehydrogenase mediated mitomycin C metabolism by dicumarol
9 Reductive metabolism and alkylating activity of mitomycin C induced by rat liver microsomes

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