methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-({1-[(3,4-dimethoxyphenyl)methyl]-7-methoxyisoquinolin-6-yl}oxy)oxane-2-carboxylate

• ChemBase ID: 165799
• Molecular Formular: C32H35NO13
• Molecular Mass: 641.6192
• Monoisotopic Mass: 641.21084019
• SMILES: c1(cc2c(cc1OC)c(ncc2)Cc1ccc(c(c1)OC)OC)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)OC)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2cc3ccnc(c3cc2OC)Cc2ccc(c(c2)OC)OC)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C32H35NO13/c1-16(34)42-27-28(43-17(2)35)30(44-18(3)36)32(46-29(27)31(37)41-7)45-26-14-20-10-11-33-22(21(20)15-25(26)40-6)12-19-8-9-23(38-4)24(13-19)39-5/h8-11,13-15,27-30,32H,12H2,1-7H3/t27-,28-,29-,30+,32+/m0/s1
• InChIKey: ZWGPYACNADIBPB-SIKAAIQYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-({1-[(3,4-dimethoxyphenyl)methyl]-7-methoxyisoquinolin-6-yl}oxy)oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-({1-[(3,4-dimethoxyphenyl)methyl]-7-methoxyisoquinolin-6-yl}oxy)oxane-2-carboxylate
• Synonyms: 6-Demethyl Papaverine 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester

Database IDs

• PubChem SID: 162259932
• PubChem CID: 71315397

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): 1.9871103
• LogD (pH = 7.4): 2.4443882
• Log P: 2.4556577
• Molar Refractivity: 155.2706 cm^3
• Polarizability: 63.627235 Å^3
• Polar Surface Area: 164.24 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - D231205

A protected metabolite of Papaverine (P190500).

REFERENCES

• Belpaire, F.M., et al.: Xenobiotica, 8, 297 (1978)