methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(10S)-10-acetamido-3,4-dimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.02,7]hexadeca-1(16),2(7),3,5,11,14-hexaen-5-yl]oxy}oxane-2-carboxylate

• ChemBase ID: 165817
• Molecular Formular: C34H39NO14S
• Molecular Mass: 717.73676
• Monoisotopic Mass: 717.20912593
• SMILES: c1(=O)cc2c(ccc1SC)c1c(CC[C@@H]2NC(=O)C)cc(c(c1OC)OC)O[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@H]1O[C@H](Oc2cc3CC[C@@H](c4c(c3c(c2OC)OC)ccc(c(=O)c4)SC)NC(=O)C)[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C34H39NO14S/c1-15(36)35-22-11-9-19-13-24(27(42-5)28(43-6)26(19)20-10-12-25(50-8)23(40)14-21(20)22)48-34-32(47-18(4)39)30(46-17(3)38)29(45-16(2)37)31(49-34)33(41)44-7/h10,12-14,22,29-32,34H,9,11H2,1-8H3,(H,35,36)/t22-,29+,30+,31+,32-,34-/m0/s1
• InChIKey: IRRYQXHQELBFIE-PEKHPVOQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(10S)-10-acetamido-3,4-dimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.0^2,^7]hexadeca-1(16),2(7),3,5,11,14-hexaen-5-yl]oxy}oxane-2-carboxylate
• IUPAC Traditional name: methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(10S)-10-acetamido-3,4-dimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.0^2,^7]hexadeca-1(16),2(7),3,5,11,14-hexaen-5-yl]oxy}oxane-2-carboxylate
• Synonyms: (7S)-7-(Acetylamino)-5,6,7,9-tetrahydro-1,2-dimethoxy-10-(methylthio)-9-oxobenzo[a]heptalen-3-yl 2,3,4-Tri-O-acetyl-β-D-glucopyranosiduronic Acid Methyl Ester; 3-Demethyl Thiocolchicine 2-O-(2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester)

Database IDs

• CAS Number: 250662-47-6
• PubChem SID: 162259950
• PubChem CID: 71315409

CALCULATED PROPERTIES

• Acid pKa: 14.860909
• H Acceptors: 10
• H Donor: 1
• LogD (pH = 5.5): 1.6252662
• LogD (pH = 7.4): 1.6252674
• Log P: 1.6252674
• Molar Refractivity: 177.1555 cm^3
• Polarizability: 69.45206 Å^3
• Polar Surface Area: 188.29 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - D231305

Protected metabolite of Thiocolchicoside (TCC).