M0440
丝裂霉素 C 来源于头状链霉菌
meets USP testing specifications
别名:
Mitomycin
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关于此项目
经验公式（希尔记法）:
C15H18N4O5
化学文摘社编号:
分子量:
334.33
UNSPSC Code:
12352203
NACRES:
NA.76
PubChem Substance ID:
EC Number:
200-008-6
Beilstein/REAXYS Number:
7231816
MDL number:
biological source
Streptomyces caespitosus
Quality Segment
color
blue-violet
solubility
H2O: 40 mg/mL, clear to very slightly hazy, colorless, H2O: soluble
antibiotic activity spectrum
Gram-negative bacteria, Gram-positive bacteria
mode of action
DNA synthesis | interferes
storage temp.
2-8°C
SMILES string
[H][C@]12CN3C4=C([C@@H](COC(N)=O)[C@@]3(OC)[C@@]1([H])N2)C(=O)C(N)=C(C)C4=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
InChI key
NWIBSHFKIJFRCO-WUDYKRTCSA-N
General description
Chemical structure: aziridine
Application
Mitomycin C is produced by a strain of actinomyces, Streptomyces caespitosus. It contains three anticancer moieties, quinine, urethane, and aziridine groups. It is used to generate mitotically inactive feeder cells in cell culture systems, such as the mitotically inactive fibroblasts used in embryonic stem cell systems.
Biochem/physiol Actions
作用机制：该产物是专门针对鸟嘌呤核苷序列5′-CpG-3′的烷基化剂。它通过与DNA共价反应，在DNA互补链之间形成交联来抑制DNA合成。 这种相互作用可防止DNA互补链分离，从而抑制DNA复制。
抗菌谱：丝裂霉素C具有很强的抗肿瘤活性，尤其是对艾氏腹水瘤细胞，对革兰氏阳性和革兰氏阴性细菌具有很强的杀菌作用。
抗菌谱：丝裂霉素C具有很强的抗肿瘤活性，尤其是对艾氏腹水瘤细胞，对革兰氏阳性和革兰氏阴性细菌具有很强的杀菌作用。
Preparation Note
Mitomycin C is soluble in water at .5 mg/mL, with a pH of 6.0-7.5. It undergoes rapid degradation in acidic solutions with pH<6, and is mostly likely to retain activity in solutions with a pH between 6-9.
Disclaimer
Stock solutions should be filter sterilized and stored at 2-8 °C in the dark. Solutions at pH 6-9 can be stored at 0-5 °C for up to a week, but if a precipitate forms, a fresh solution should be prepared - the precipitated solution has been proven toxic to cells.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Oral - Carc. 2
存储类别
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges