tetrabutylazanium 4-[(1E,6E)-7-[4-hydroxy-3-(2H3)methoxyphenyl]-3,5-dioxohepta-1,6-dien-1-yl]-2-(2H3)methoxyphenyl sulfate

• ChemBase ID: 165052
• Molecular Formular: C37H55NO9S
• Molecular Mass: 689.8989
• Monoisotopic Mass: 689.35975335
• SMILES: c1(c(ccc(c1)/C=C/C(=O)CC(=O)/C=C/c1ccc(c(c1)OC)O)OS(=O)(=O)[O-])OC.[N+](CCCC)(CCCC)(CCCC)CCCC
• Canonical SMILES: COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)OC)O)ccc1OS(=O)(=O)[O-].CCCC[N+](CCCC)(CCCC)CCCC
• InChI: InChI=1S/C21H20O9S.C16H36N/c1-28-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(21(12-15)29-2)30-31(25,26)27;1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4/h3-12,24H,13H2,1-2H3,(H,25,26,27);5-16H2,1-4H3/q;+1/p-1/b7-3+,8-4+
• InChIKey: HTMKAOXPAZHLMP-UQXJJJGTSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrabutylazanium 4-[(1E,6E)-7-[4-hydroxy-3-(^2H₃)methoxyphenyl]-3,5-dioxohepta-1,6-dien-1-yl]-2-(^2H₃)methoxyphenyl sulfate
• IUPAC Traditional name: tetrabutylammonium 4-[(1E,6E)-7-[4-hydroxy-3-(^2H₃)methoxyphenyl]-3,5-dioxohepta-1,6-dien-1-yl]-2-(^2H₃)methoxyphenyl sulfate
• Synonyms: (1E,6E)-1-(4-Hydroxy-3-methoxyphenyl)-7-[3-methoxy-4-(sulfooxy)phenyl]-1,6-heptadiene-3,5-dione-d6 Tetrabutylammonium Salt; Curcumin Sulfate-d6 Tetrabutylammonium Salt

Database IDs

• PubChem SID: 162259185
• PubChem CID: 71315016

CALCULATED PROPERTIES

• Acid pKa: -2.2000763
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 1.272736
• LogD (pH = 7.4): 1.2665993
• Log P: 3.6492112
• Molar Refractivity: 112.6807 cm^3
• Polarizability: 43.548615 Å^3
• Polar Surface Area: 139.26 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C838522

Labelled analogue of Curcumin Sulfate, a metabolite of Curcumin (C838510) in hepatic tissue and portal blood.

REFERENCES

• Sharma, O., et al.: Biochem. Pharmacol., 25, 1811 (1976)
• Colletti, L., et al.: J. Clin. Invest., 85, 1936 (1976)
• Sharma, R., et al.: Clin. Cancer Res., 7, 1894 (1976)