1,7-bis[4-hydroxy-3-(2H3)methoxyphenyl]heptane-3,5-dione

• ChemBase ID: 178332
• Molecular Formular: C21H24O6
• Molecular Mass: 372.41166
• Monoisotopic Mass: 372.15728849
• SMILES: c1(c(ccc(c1)CCC(=O)CC(=O)CCc1ccc(c(c1)OC)O)O)OC
• Canonical SMILES: COc1cc(CCC(=O)CC(=O)CCc2ccc(c(c2)OC)O)ccc1O
• InChI: InChI=1S/C21H24O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,24-25H,3-4,7-8,13H2,1-2H3
• InChIKey: LBTVHXHERHESKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,7-bis[4-hydroxy-3-(^2H₃)methoxyphenyl]heptane-3,5-dione
• IUPAC Traditional name: 1,7-bis[4-hydroxy-3-(^2H₃)methoxyphenyl]heptane-3,5-dione
• Synonyms: 1,7-Bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione-d6; HZIV 81-2-d6; NSC 687845-d6; Sabiwhite-d6; Tetrahydrodiferuloylmethane-d6; Tetrahydro Curcumin-d6

Database IDs

• PubChem SID: 164234242
• PubChem CID: 71752447

CALCULATED PROPERTIES

• Acid pKa: 9.307544
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.9634101
• LogD (pH = 7.4): 3.958138
• Log P: 3.9634776
• Molar Refractivity: 101.624 cm^3
• Polarizability: 39.22073 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T293387

Labelled analogue of Tetrahydro Curcumin, a major metabolite of Curcumin (C838500) that has been shown to have protective effects against diabetes and vascular dysfunction via alleviation of oxidative stress.

REFERENCES

• Namareoung, S. et al.: Naun.-Schmied. Arch. Pharmacol.,383, 519 (2011)
• Kartileksan, K. et al.: J. Func. Foods, 2, 134 (2011)