CAS 69866-21-3

Antibiotic CC 1065

Description:

Antibiotic CC 1065, with the CAS number 69866-21-3, is a potent antitumor agent originally derived from the bacterium Streptomyces. It belongs to a class of compounds known as enediyne antibiotics, which are characterized by their unique structural features that include a highly reactive enediyne core. This core is responsible for its mechanism of action, which involves the generation of free radicals that can induce DNA strand breaks, ultimately leading to cell death, particularly in rapidly dividing cancer cells. CC 1065 exhibits remarkable selectivity and potency against various tumor types, making it a subject of interest in cancer research. However, its clinical use has been limited due to toxicity and stability issues. The compound's complex structure and the challenges associated with its synthesis have also hindered its development into a therapeutic agent. Ongoing research aims to explore its derivatives and analogs to enhance efficacy and reduce side effects, highlighting the potential of enediyne antibiotics in oncology.

Formula: C₃₇H₃₃N₇O₈

InChI: InChI=1S/C37H33N7O8/c1-14-12-39-27-22(45)10-23-37(24(14)27)11-15(37)13-44(23)35(49)21-9-18-16-4-6-42(28(16)30(46)32(51-2)25(18)41-21)34(48)20-8-19-17-5-7-43(36(38)50)29(17)31(47)33(52-3)26(19)40-20/h8-10,12,15,39-41,46-47H,4-7,11,13H2,1-3H3,(H2,38,50)/t15-,37+/m1/s1

InChI key: InChIKey=UOWVMDUEMSNCAV-WYENRQIDSA-N

SMILES: C(=O)(N1C=2[C@]3([C@](C3)(C1)[H])C4=C(C(=O)C2)NC=C4C)C5=CC6=C(N5)C(OC)=C(O)C7=C6CCN7C(=O)C8=CC9=C(N8)C(OC)=C(O)C%10=C9CCN%10C(N)=O

Synonyms:

• Cyclopropa[c]benzo[1,2-b:4,3-b′]dipyrrole, benzo[1,2-b:4,3-b′]dipyrrole-3(2H)-carboxamide deriv.
• 7-[[1,6-Dihydro-4-hydroxy-5-methoxy-7-[[(7bR,8aS)-4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa[c]pyrrolo[3,2-e]indol-2(1H)-yl]carbonyl]benzo[1,2-b:4,3-b′]dipyrrol-3(2H)-yl]carbonyl]-1,6-dihydro-4-hydroxy-5-methoxybenzo[1,2-b:4,3-b′]dipyrrole-3(2H)-carboxamide
• Benzo[1,2-b:4,3-b′]dipyrrole-3(2H)-carboxamide, 7-[[1,6-dihydro-4-hydroxy-5-methoxy-7-[(4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa[c]pyrrolo[3,2-e]indol-2(1H)-yl)carbonyl]benzo[1,2-b:4,3-b′]dipyrrol-3(2H)-yl]carbonyl]-1,6-dihydro-4-hydroxy-5-methoxy-, (7bR,8aS)-
• Benzo[1,2-b:4,3-b′]dipyrrole-3(2H)-carboxamide, 7-[[1,6-dihydro-4-hydroxy-5-methoxy-7-[[(7bR,8aS)-4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa[c]pyrrolo[3,2-e]indol-2(1H)-yl]carbonyl]benzo[1,2-b:4,3-b′]dipyrrol-3(2H)-yl]carbonyl]-1,6-dihydro-4-hydroxy-5-methoxy-
• Benzo[1,2-b:4,3-b′]dipyrrole-3(2H)-carboxamide, 7-[[1,6-dihydro-4-hydroxy-5-methoxy-7-[(4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa[c]benzo[1,2-b:4,3-b′]dipyrrol-2(1H)-yl)carbonyl]benzo[1,2-b:4,3-b′]dipyrrol-3(2H)-yl]carbonyl]-1,6-dihydro-4-hydroxy-5-methoxy-, (7bR)-

Rachelmycin

CAS: 69866-21-3

Rachelmycin, a potent antibiotic and antitumor agent from Streptomyces zelensis, binds to DNA's minor groove.

Formula: C₃₇H₃₃N₇O₈

Color and Shape: Solid

Molecular weight: 703.712

Ref: TM-T40810