Rx00167 - Mitomycin-C


Name:
Mitomycin-C
Rx ID:
Rx00167
Validation Level:
Phenomic Similarity:
0.388
Reference ID:
DB00305
Primary Indications:
Malignant neoplasm of lip; malignant neoplasm of oral cavity; malignant neoplasm of pharynx; malignant neoplasm of digestive organs; malignant neoplasm of peritoneum; malignant neoplasm of female breast; malignant neoplasm of urinary bladder; ab externo glaucoma
Orphan Indications:
No annotated orphan indications.
Rare Indications:
Refractory glaucoma
Common Indications:
Disseminated adenocarcinoma of the pancreas; disseminated adenocarcinoma of the stomach
Drug Interactions:
Trastuzumab; Vinblastine; Vincristine Vindesine;
Food Interactions:
No annotated food interactions in DrugBank.

Interactive 3D Model

Interactive Drug Target Network

Interactive Bipartite Drug Repurposing Graph

Rx00167
Primary Indication
Secondary Indication

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Disease prevalence from Electronic Health Records

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Disease A Disease B A∩B A∩¬B B∩¬A Odds-Ratio P-Value Adjusted P-Value
ab externo glaucoma refractory glaucoma 20289 20289 20289 198.872 0 0.0
malignant neoplasm of female breast refractory glaucoma 807 16792 20289 9.558 0 0.0
malignant neoplasm of urinary bladder refractory glaucoma 127 3208 20289 7.873 8.05E-67 2.58e-63
malignant neoplasm of pharynx refractory glaucoma 17 361 20289 9.365 1.81E-11 5.8e-08

Chemical, Pharmacological and Biological Annotations


ATC Code:
L01DC03
Brand:
Mitozytrex
Categories:
Nucleic Acid Synthesis Inhibitors; Antibiotics, Antineoplastic; Alkylating Agents; Cross-Linking Reagents
ChEBI ID:
27504
PubChem ID:
5746
KEGG Drug ID:
D00208
SMILE:
CO[C@]12[C@H]3N[C@H]3CN1C1=C([C@H]2COC(N)=O)C(=O)C(N)=C(C)C1=O
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
Classification:
Kingdom:
Organic Compounds
Superclass:
Heterocyclic Compounds
Class:
Indoles and Derivatives
Subclass:
Indolequinones
Indication:
For treatment of malignant neoplasm of lip, oral cavity, pharynx, digestive organs, peritoneum, female breast, and urinary bladder. Also used as an adjunct to ab externo glaucoma surgery.
Pharmacodynamics:
Mitomycin is one of the older chemotherapy drugs, which has been around and in use for decades. It is an antibiotic which has been shown to have antitumor activity. Mitomycin selectively inhibits the synthesis of deoxyribonucleic acid (DNA)...
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Description:
An antineoplastic antibiotic produced by Streptomyces caespitosus. It is one of the bi- or tri-functional alkylating agents causing cross-linking of DNA and inhibition of DNA synthesis. [PubChem]
Mechanism:
Mitomycin is activated in vivo to a bifunctional and trifunctional alkylating agent. Binding to DNA leads to cross-linking and inhibition of DNA synthesis and function. Mitomycin is cell cycle phase-nonspecific.

Adsorption, Distribution, Metabolism, Excretion and Toxicity


Human Intestinal Absorption:
+
Blood Brain Barrier:
-
Caco-2 permeable:
-
P-glycoprotein substrate:
Substrate
P-glycoprotein inhibitor I:
Non-inhibitor
P-glycoprotein inhibitor II:
Non-inhibitor
Renal organic cation transporter:
Non-inhibitor
CYP450 2C9 substrate:
Non-inhibitor
CYP450 2D6 substrate:
Non-inhibitor
CYP450 2C19 substrate:
Non-inhibitor
CYP450 inhibitory promiscuity:
High CYP Inhibitory Promiscuity
Ames test:
AMES toxic
Carcinogenicity:
Non-carcinogens
Biodegradation:
Not ready biodegradable
Rat acute toxicity:
4.0153 LD50, mol/kg
hERG inhibition (predictor I):
Weak inhibitor
hERG inhibition (predictor II):
Non-inhibitor

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Dudley Laboratory
Department of Genetics and Genomic Sciences
Icahn Institute for Genomics and Multiscale Biology
Icahn School of Medicine at Mount Sinai
One Gustave L. Levy Place, Box 1498
Manhattan, New York City, NY
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