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名称

丝裂霉素C

分子类型

未知

别名

自力霉素

英文别名

英文名称

Mitomycin C

货号

M476633-100mg

包装规格

100mg

浓度

≥98%

储存温度

避光,-20°C储存

运输条件

超低温冰袋运输

敏感性

对光敏感；对热敏感；对湿度敏感

产品介绍

丝裂霉素C是全身性化疗化合物，是从头状链霉菌中获得的抗生素。它是鉴定的第一种生物还原性烷基化剂，是3-氨基-5-羟基苯甲酸（AHBA）、D-葡萄糖胺、L-蛋氨酸和氨甲酰基磷酸的衍生物。化学结构：氮丙啶应用头状链霉菌丝裂霉素C已用于处理饲养层，如PMEF（原代小鼠胚胎成纤维细胞）和CD1小鼠胚胎成纤维细胞（MEF），还用于培养人胚胎干细胞（hESC）。它还用于处理BLC（基底样癌）细胞系。 Mitomycin C is a systemic chemotherapy compound and an antibiotic obtained fromStreptomyces caespitosus. It is the first bioreductive alkylating agent to be identified and is a derivative of 3-amino-5-hydroxybenzoic acid (AHBA), D-glucosamine, L-methionine and carbamoyl phosphate.Chemical structure: AziridineMitomycin C fromStreptomyces caespitosushas been used for the treatment of feeder layers such as, PMEF (primary mouse embryonic fibroblasts) and CD1 mouse embryonic fibroblasts (MEFs) for the culture of hESCs (human embryonic stem cells). It has also been used for the treatment of BLC (basal-like cancer) cell line. λmax；216, 359 nm

生化机理

丝裂霉素C会引起DNA双链交联，导致诱变、抑制DNA合成、启动DNA修复事件和激活细胞凋亡。抑制DNA合成的作用归因于丝裂霉素C中存在的氨基醌基。该化合物不影响RNA和蛋白质的合成。在组织培养中，该化合物降低细胞活力，抑制有丝分裂，导致细胞核解体和巨细胞产生。丝裂霉素C具有强大的抗革兰氏阴性和革兰氏阳性菌活性。它包含三个部分，分别为奎宁、氨基甲酸乙酯和氮丙啶。它可用于在细胞培养体系中产生有丝分裂失活的饲养细胞，例如胚胎干细胞体系中使用的有丝分裂失活的成纤维细胞。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。

CAS号

1950-7-7

分子式

C15H18N4O5

分子量

334.33 g/mol

Beilstein号

7231816

MDL号

MFCD00078109

PubChem编号

5746

Isomeric 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

IIUPAC Name

[(4S,6S,7R,8S)-11-amino-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate

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

Smiles

CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)N

关联CAS

1404-00-8

PubChem SID

504750932

溶解性

在水、甲醇或乙醇中微溶，在乙醚中几乎不溶，H2O 中的溶解度 : < 0.1 mg/mL (insoluble)

熔点

64℃

氢键供体数Hydrogen Bond Donor Count

氢键受体数Hydrogen Bond Acceptor Count

可旋转键计数Rotatable Bond Count

精确质量Exact Mass

334.128 Da

单同位素质量Monoisotopic Mass

334.128 Da

拓扑极表面积Topological Polar Surface Area

147.000 Å²

重原子数Heavy Atom Count

形式电荷Formal Charge

复杂度Complexity

757

同位素原子数Isotope Atom Count

共价键合单元计数Covalently-Bonded Unit Count

XLogP3

-0.4

折光率

1.68 (Predicted)

沸点

581.8° C at 760 mmHg (Predicted)

ALogP

-0.4

Class

6.1

Reaxy-Rn

630306

RIDADR

>360° C

Safety

「No Dangerous Attributes」

「No upstream and downstream information yet」

Technical Documents

「No technical documents」

Articles

「No related articles yet」

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