CAS 26909-37-5

Decarbamoylmitomycin C

Description:

Decarbamoylmitomycin C is a synthetic derivative of mitomycin C, a potent antitumor antibiotic originally derived from the bacterium Streptomyces. This compound is characterized by its ability to intercalate into DNA, leading to cross-linking and subsequent inhibition of DNA synthesis, which is a critical mechanism in its anticancer activity. Decarbamoylmitomycin C exhibits a unique structure that lacks the carbamoyl group present in mitomycin C, which may influence its pharmacological properties and efficacy. It is typically used in research settings to study its biological effects and potential therapeutic applications. The compound is known for its cytotoxic properties, making it a subject of interest in cancer treatment research. Additionally, like many other mitomycin derivatives, it may exhibit varying solubility and stability profiles, which can affect its bioavailability and therapeutic use. Safety and handling precautions are essential due to its potential toxicity and the need for careful management in laboratory environments.

Formula: C₁₄H₁₇N₃O₄

InChI: InChI=1/C14H17N3O4/c1-5-9(15)12(20)8-6(4-18)14(21-2)13-7(16-13)3-17(14)10(8)11(5)19/h6-7,13,16,18H,3-4,15H2,1-2H3/t6-,7-,13-,14+/m1/s1

InChI key: InChIKey=OUADMZZEIRSDSG-NKFUZKMXSA-N

SMILES: O(C)[C@]12N(C3=C([C@H]1CO)C(=O)C(N)=C(C)C3=O)C[C@]4([C@@]2(N4)[H])[H]

Synonyms:

• (1aR,8S,8aS,8bR)-6-Amino-8-(hydroxymethyl)-8a-methoxy-5-methyl-1,1a,2,8,8a,8b-hexahydroazireno[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione
• (1aS,8S,8aR,8bS)-6-Amino-1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a-methoxy-5-methylazirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione
• Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione, 6-amino-1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a-methoxy-5-methyl-, (1aS,8S,8aR,8bS)-
• azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione, 6-amino-1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a-methoxy-5-methyl-, (1aR,8S,8aS,8bR)-
• Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione, 6-amino-1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a-methoxy-5-methyl-, [1aS-(1aα,8β,8aα,8bα)]-
• Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione, 6-amino-1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a-methoxy-5-methyl-
• Decarbamoylmitomycin C

10-Decarbamoyl Mitomycin C

CAS: 26909-37-5

Formula: C₁₄H₁₇N₃O₄

Molecular weight: 291.31

Ref: 4Z-M-8410

Decarbamoylmitomycin C

CAS: 26909-37-5

Decarbamoylmitomycin C, an analog of Mitomycin C (MC), functions as a DNA alkylating agent. It is capable of activating chromatin relaxation by the ataxia-telangiectasia and Rad3-related protein (ATR) in a p53-independent manner.

Formula: C₁₄H₁₇N₃O₄

Color and Shape: Solid

Molecular weight: 291.302

Ref: TM-T206609