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CAS 11006-33-0

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phleomycin from streptomyces verticillus

Description:
Phleomycin is an antitumor antibiotic derived from the bacterium Streptomyces verticillus. It is characterized by its ability to induce DNA strand breaks, which contributes to its efficacy in cancer treatment. Phleomycin is a glycopeptide, consisting of a complex structure that includes a peptide backbone and a sugar moiety, which enhances its solubility and biological activity. The compound exhibits a broad spectrum of activity against various types of tumors, particularly germ cell tumors and lymphomas. Its mechanism of action involves binding to DNA and generating free radicals, leading to oxidative damage. Phleomycin is typically administered via injection and is known for its potential side effects, including pulmonary toxicity and skin reactions. Due to its unique properties, it is often used in combination with other chemotherapeutic agents to enhance therapeutic outcomes. The CAS number 11006-33-0 uniquely identifies phleomycin in chemical databases, facilitating research and clinical applications.
Formula:C55H86N20O21S2
InChI:InChI=1/C51H75N17O21S2/c1-16-29(65-41(68-38(16)54)21(8-27(53)72)60-9-20(52)39(55)78)44(82)67-31(34(22-10-58-15-61-22)88-49-50(5,36(76)33(74)25(11-69)87-49)89-47-37(77)51(85,48(57)84)35(75)26(12-70)86-47)45(83)62-18(3)32(73)17(2)42(80)66-30(19(4)71)43(81)59-7-6-28-63-24(14-90-28)46-64-23(13-91-46)40(56)79/h10,13,15,17-18,20-21,24-26,30-37,47,49,60,69-70,73-77,85H,6-9,11-12,14,52H2,1-5H3,(H2,53,72)(H2,55,78)(H2,56,79)(H2,57,84)(H,58,61)(H,59,81)(H,62,83)(H,66,80)(H,67,82)(H2,54,65,68)/t17?,18?,20?,21?,24?,25-,26?,30?,31?,32?,33+,34?,35-,36-,37-,47-,49-,50-,51+/m0/s1
InChI key:QRBLKGHRWFGINE-UGWAGOLRSA-N
SMILES:CC1=C(N=C(N=C1N)C(CC(=O)N)NCC(C(=O)N)N)C(=O)NC(C(C2=CN=CN2)O[C@H]3[C@@]([C@H]([C@@H]([C@@H](O3)CO)O)O)(C)O[C@H]4[C@@H]([C@]([C@H](C(O4)CO)O)(C(=O)N)O)O)C(=O)NC(C)C(C(C)C(=O)NC(C(=O)C)C(=O)NCCC5=NC(CS5)C6=NC(=CS6)C(=O)N)O
Synonyms:
  • 2'-{5-acetyl-15-(6-amino-2-{3-amino-1-[(2,3-diamino-3-oxopropyl)amino]-3-oxopropyl}-5-methylpyrimidin-4-yl)-13-[{[(2R,3S,4S,5S,6S)-3-{[(2S,3R,4R,5S)-4-carbamoyl-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)-3-methyltetrahydro-2H-pyran-2-yl]oxy}(1H-imidazol-5-yl)methyl]-9-hydroxy-8,10-dimethyl-4,7,12,15-tetraoxo-3,6,11,14-tetraazapentadec-1-yl}-4',5'-dihydro-2,4'-bi-1,3-thiazole-4-carboxamide (non-preferred name)
  • Phleomycin
  • Phleomycin Streptomyces verticillus
  • phleomycin from streptomyces*verticillus
  • PHLEOMYCIN USP/EP/BP
  • phleomycincomplex
  • ZEOCIN(TM)
  • CL990-cin
  • PHLEOMYCIN FROM STREPOMYCES VERTICILLUS,
  • nsc616586
  • hleoMycin froM streptoMyces verticillus
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