Substance

ID:190

Names and Identifiers
Synonyms
MitomycinMMCMitamycin7-Amino-9&alpha-methoxymitosane
Brand Name
AmetycineMito-CMitomycin CMitomycinum CMitomycyna C [Polish]MitozytrexMitomycin (TN)Mitomycin-CMitomycinumMytozytrexMitocin-CMuamycinMutamycinMytomycinAmetycinMit-C
IUPAC Traditional name
mitomycin-C
IUPAC name
[(4S,6S,7R,8S)-11-amino-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.0^{2,7}.0^{4,6}]trideca-1(9),11-dien-8-yl]methyl carbamate
Registration numbers
CAS Number
PubChem CID
PubChem SID
Properties
Physical Property
Hydrophobicity(logP)
-1.6
Solubility
Soluble (8430 mg/L)
Molecule Details
Drug Groups
approved
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]
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.
Pharmacology
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). The guanine and cytosine content correlates with the degree of mitomycin-induced cross-linking. At high concentrations of the drug, cellular RNA and protein synthesis are also suppressed. Mitomycin has been shown in vitro to inhibit B cell, T cell, and macrophage proliferation and impair antigen presentation, as well as the secretion of interferon gamma, TNFa, and IL-2.
Toxicity
Oral, mouse: LD50 = 23 mg/kg; Oral, rat: LD50 = 30 mg/kg. Symptoms of overdose include nausea and vomiting.
Affected Organisms
Humans and other mammals
Biotransformation
Primarily hepatic, some in various other tissues.
Absorption
Erratic.
Half Life
8-48 min
Elimination
Approximately 10% of a dose of mitomycin is excreted unchanged in the urine.
External Links
Molecular Spectra
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References
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