Colchiceine

CAS: 477-27-0

Ref. 3D-FC20539

Product Information

• Name: Colchiceine
• Synonyms: N-[(7S)-5,6,7,9-Tetrahydro-10-hydroxy-1,2,3,-trimethoxy-9-oxobenzo[a]heptalen-7-yl]acetamideO10-DemethylcolchicineNSC 33411, 10-O-Demethylcolchicine, 7-Acetamido-10-hydroxy-1,2,3-trimethoxy-6,7-dihydrobenzo(a)heptalen-9(5H)-one, Acetamide, N-(5,6,7,9-tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo(a)heptalen-7-yl)-, (S)- (9CI), Acetamide, N-(5,6,7,9-tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-, Acetamide, N-[(7S)-5,6,7,9-tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-, Benzo(a)heptalen-10(5H)-one, 7-acetamido-6,7-dihydro-9-hydroxy-1,2,3-trimethoxy-, Benzo(a)heptalen-9(5H)-one, 7-acetamido-6,7-dihydro-10-hydroxy-1,2,3-trimethoxy-, Benzo[a]heptalene, acetamide deriv., Brn 2824078, Colchiceine (VAN) (8CI), N-(10-hydroxy-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide, N-Acetyl trimethylcolchicinic acid, N-[(7S)-10-hydroxy-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide, N-[(7S)-5,6,7,9-Tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo[a]heptalen-7-yl]acetamide, Nsc 123396, Nsc 33411, O(sup 10)-Demethylcolchicine, O-Demethylcolchicine, O10-Demethylcolchicine, O¹⁰-Demethylcolchicine

Description

Colchiceine is a stable complex of colchicine with hydrochloric acid. It is an analog of colchicine, and has been shown to inhibit the synthesis of collagen in human serum. Colchiceine inhibits the enzyme amino transferase that catalyzes the conversion of amino acids to proteins, which causes the immune system to produce antibodies against the tumor cells. Colchiceine also induces apoptosis by binding to DNA in cancer cells. The anti-infective properties of colchiceine are related to its ability to inhibit protein synthesis in bacteria and act as a cytotoxic agent on human leukemia HL-60 cells.

• Brand: Biosynth

Chemical properties

• Molecular weight: 385.41 g/mol
• Formula: C₂₁H₂₃NO₆
• Purity: Min. 95 Area-%
• Color/Form: Powder
• InChI: InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(26-2)20(27-3)21(28-4)19(12)13-6-8-16(24)17(25)10-14(13)15/h6,8-10,15H,5,7H2,1-4H3,(H,22,23)(H,24,25)/t15-/m0/s1
• InChI key: InChIKey=PRGILOMAMBLWNG-HNNXBMFYSA-N
• SMILES: COc1cc2c(c(OC)c1OC)-c1ccc(O)c(=O)cc1[C@@H](NC(C)=O)CC2