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CAS 10169-34-3

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mitomycin D

Description:
Mitomycin D is an antitumor antibiotic derived from the bacterium Streptomyces caespitosus. It is classified as a bioreductive alkylating agent, which means it can undergo reduction in hypoxic conditions, leading to the formation of reactive species that can bind to DNA and inhibit cell division. This property makes it particularly effective against certain types of cancer. Mitomycin D exhibits a complex structure, characterized by a quinone moiety that plays a crucial role in its reactivity. The compound is known for its ability to intercalate into DNA, causing cross-linking and ultimately leading to apoptosis in rapidly dividing cells. It is typically administered in a clinical setting for the treatment of various malignancies, including bladder cancer and certain types of solid tumors. However, its use is associated with potential side effects, including myelosuppression and gastrointestinal toxicity. As with many chemotherapeutic agents, careful monitoring and dosage adjustments are essential to mitigate adverse effects while maximizing therapeutic efficacy.
Formula:C15H18N4O5
InChI:InChI=1/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23)13-7(18(13)2)3-19(15)10(8)11(5)20/h6-7,13,23H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-,18?/m1/s1
InChI key:InChIKey=JHIATKDBEBOOCO-HSBXUTMMSA-N
SMILES:O[C@]12N(C3=C([C@@H]1COC(N)=O)C(=O)C(N)=C(C)C3=O)C[C@]4([C@@]2(N4C)[H])[H]
Synonyms:
  • (1aS,8R,8aR,8bS)-6-Amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-hydroxy-1,5-dimethylazirino[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, 1,1a,2,8,8a,8b-hexahydro-6-amino-1,5-dimethyl-8a-hydroxy-8-(hydroxymethyl)-, 8-carbamate
  • Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione, 6-amino-1,1a,2,8,8a,8b-hexahydro-8aα-hydroxy-8-(hydroxymethyl)-1,5-dimethyl-, 8-carbamate
  • Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione, 6-amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-hydroxy-1,5-dimethyl-, (1aS,8R,8aR,8bS)-
  • Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione, 6-amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-hydroxy-1,5-dimethyl-, [1aS-(1aα,8α,8aα,8bα)]-
  • Brn 4720574
  • Carbamic acid, 8-ester with 6-amino-1,1a,2,8,8a,8b-hexahydro-8a-hydroxy-8-(hydroxymethyl)-1,5-dimethylazirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione
  • [(1aS,8S,8aR,8bS)-6-amino-8a-hydroxy-1,5-dimethyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate
  • [(8S,8aR)-6-amino-8a-hydroxy-1,5-dimethyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate
  • Mitomycin D
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  • Mitomycin D
    Biosynth
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    Mitomycin D

    CAS:
    <p>Mitomycin D is an antibiotic and chemotherapeutic agent known for its ability to inhibit DNA synthesis, making it a potent antitumor agent. It is derived from the bacterium *Streptomyces caespitosus*. Mitomycin D functions as a DNA crosslinking agent by alkylating the DNA strands, which interferes with DNA replication and transcription. This mechanism leads to the cessation of cellular division and ultimately induces apoptosis in rapidly dividing cells.</p>
    Formula:C15H18N4O5
    Purity:Min. 95%
    Molecular weight:334.33 g/mol

    Ref: 3D-AM26020

    1mg
    1,860.00€