N-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.02,7]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}acetamide

• ChemBase ID: 164892
• Molecular Formular: C22H25NO6
• Molecular Mass: 399.437
• Monoisotopic Mass: 399.16818753
• SMILES: c1c(c(c(c2c1CCC(c1c2ccc(c(=O)c1)OC)NC(=O)C)OC)OC)OC
• Canonical SMILES: COc1c(OC)cc2c(c1OC)c1ccc(c(=O)cc1C(CC2)NC(=O)C)OC
• InChI: InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)
• InChIKey: IAKHMKGGTNLKSZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^2,^7]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl}acetamide; N-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^2,^7]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl}acetamide
• IUPAC Traditional name: colchicine; N-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^2,^7]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl}acetamide
• Synonyms: N-[5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]acetamide; (+/-)-Colchicine; (R/S)-Colchicine; N-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl}acetamide

Database IDs

• CAS Number: 209810-38-8
• MDL Number: MFCD00001179
• PubChem SID: 162259026
• PubChem CID: 2833

CALCULATED PROPERTIES

• Acid pKa: 15.057998
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.4619873
• LogD (pH = 7.4): 1.4619886
• Log P: 1.4619886
• Molar Refractivity: 111.3756 cm^3
• Polarizability: 41.70993 Å^3
• Polar Surface Area: 83.09 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 155 - 157°C
• Hydrophobicity(logP): 1.127

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - C639995

Racemic Colchicine.