Becatecarin

• CAT Number: I004104
• CAS Number: 119673-08-4
• Molecular Formula: C33H34Cl2N4O7
• Molecular Weight: 669.56
• Purity: ≥95%
• Synonyms: BMS-181176; BMS 181176; BMS181176; BMY-27557; BMY27557; BMY 27557; XL119; XL 119; XL-119; Becatecarin.;1,11-dichloro-6-(2-(diethylamino)ethyl)-12-((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxytetrahydro-2H-pyran-2-yl)-12,13-dihydro-5H-in
• Target: Topoisomerase
• Solubility: Soluble in DMSO, not in water
• Storage: -20°C
• IUPAC Name: 5,21-dichloro-13-[2-(diethylamino)ethyl]-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17(22),18,20-nonaene-12,14-dione
• InChI: InChI=1S/C33H34Cl2N4O7/c1-4-37(5-2)12-13-38-31(43)22-20-15-8-6-10-17(34)24(15)36-25(20)27-21(23(22)32(38)44)16-9-7-11-18(35)26(16)39(27)33-29(42)28(41)30(45-3)19(14-40)46-33/h6-11,19,28-30,33,36,40-42H,4-5,12-14H2,1-3H3/t19-,28-,29-,30-,33-/m1/s1
• InChIKey: JSKFWUPVIZYJMR-UDOAKELVSA-N
• SMILES: CCN(CC)CCN1C(=O)C2=C3C4=C(C(=CC=C4)Cl)NC3=C5C(=C2C1=O)C6=C(N5[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)OC)O)O)C(=CC=C6)Cl

Becatecarin (CAT: I004104) is a synthetic diethylaminoethyl analogue of the indolocarbazole glycoside antineoplastic antibiotic rebeccamycin. This compound functions by intercalating into DNA and stabilizing the DNA-topoisomerase I complex, which disrupts the topoisomerase I-catalyzed DNA breakage-reunion reaction. This interference leads to DNA strand cleavage, replication stress, and the initiation of apoptosis in cancer cells. Becatecarin is primarily explored in oncology research, where its mechanism provides valuable insights into topoisomerase I inhibitors’ therapeutic potential. It holds promise for treating various malignancies, particularly those reliant on rapidly proliferating cells, and aids in advancing cancer drug discovery.