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CAS 68247-85-8

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Peplomycin

Description:
Peplomycin is an antitumor antibiotic derived from the fermentation of the bacterium Streptomyces verticillus. It belongs to the class of compounds known as bleomycin analogs and is primarily used in cancer therapy, particularly for treating certain types of tumors, including testicular cancer and lymphomas. The compound exhibits a unique mechanism of action, which involves the induction of DNA strand breaks through the formation of free radicals, ultimately leading to cell death. Peplomycin is characterized by its relatively low toxicity compared to other chemotherapeutic agents, making it a valuable option in combination therapies. Its structure features a glycopeptide moiety, which contributes to its biological activity. Additionally, Peplomycin is administered via injection, and its pharmacokinetics can vary based on the formulation and patient factors. As with many chemotherapeutic agents, monitoring for potential side effects, such as pulmonary toxicity and skin reactions, is essential during treatment. Overall, Peplomycin represents an important tool in the oncologist's arsenal against specific malignancies.
Formula:C61H88N18O21S2
InChI:InChI=1S/C61H88N18O21S2/c1-24-39(76-52(79-50(24)64)31(16-37(63)83)71-17-30(62)51(65)89)56(93)78-41(47(32-18-67-23-72-32)98-60-49(45(87)43(85)35(19-80)97-60)99-59-46(88)48(100-61(66)95)44(86)36(20-81)96-59)57(94)73-27(4)42(84)25(2)53(90)77-40(28(5)82)55(92)70-15-12-38-74-34(22-101-38)58-75-33(21-102-58)54(91)69-14-9-13-68-26(3)29-10-7-6-8-11-29/h6-8,10-11,18,21-23,25-28,30-31,35-36,40-49,59-60,68,71,80-82,84-88H,9,12-17,19-20,62H2,1-5H3,(H2,63,83)(H2,65,89)(H2,66,95)(H,67,72)(H,69,91)(H,70,92)(H,73,94)(H,77,90)(H,78,93)(H2,64,76,79)/t25-,26-,27+,28+,30-,31-,35-,36+,40-,41-,42-,43+,44+,45-,46-,47-,48-,49-,59+,60-/m0/s1
InChI key:InChIKey=QIMGFXOHTOXMQP-GFAGFCTOSA-N
SMILES:[C@H]([C@H](NC(=O)C1=NC([C@@H](NC[C@@H](C(N)=O)N)CC(N)=O)=NC(N)=C1C)C(N[C@@H]([C@H]([C@@H](C(N[C@H](C(NCCC2=NC(=CS2)C3=NC(C(NCCCN[C@@H](C)C4=CC=CC=C4)=O)=CS3)=O)[C@@H](C)O)=O)C)O)C)=O)(O[C@H]5[C@@H](O[C@@H]6[C@@H](O)[C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O6)[C@@H](O)[C@H](O)[C@H](CO)O5)C7=CN=CN7
Synonyms:
  • (2R,3S,4S,5R,6R)-2-{[(2R,3S,4S,5S,6S)-2-[2-{[(6-amino-2-{3-amino-1-[(2,3-diamino-3-oxopropyl)amino]-3-oxopropyl}-5-methylpyrimidin-4-yl)carbonyl]amino}-3-{[3-hydroxy-5-({3-hydroxy-1-oxo-1-[(2-{4-[(3-{[(1S)-1-phenylethyl]amino}propyl)carbamoyl]-2,4'-bi-1,3-thiazol-2'-yl}ethyl)amino]butan-2-yl}amino)-4-methyl-5-oxopentan-2-yl]amino}-1-(1H-imidazol-5-yl)-3-oxopropoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl carbamate (non-preferred name)
  • 269-484-0
  • Bleomycinamide, N<sup>1</sup>-[3-[[(1S)-1-phenylethyl]amino]propyl]-
  • N1-[3-[[(S)-a-Methylbenzyl]amino]propyl]bleomycinamide
  • N<sup>1</sup>-[3-[[(1S)-1-Phenylethyl]amino]propyl]bleomycinamide
  • Pepleomycin
  • Peplomycin
  • Bleomycin PEP
  • N1-[3-[[(1S)-1-Phenylethyl]amino]propyl]bleomycinamide
  • Bleomycinamide, N1-[3-[[(1S)-1-phenylethyl]amino]propyl]-
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