2-(10-hydroxydecyl)-5-(13C,2H3)methoxy-6-methoxy-3-methylcyclohexa-2,5-diene-1,4-dione

• ChemBase ID: 171509
• Molecular Formular: C19H30O5
• Molecular Mass: 339.43115484
• Monoisotopic Mass: 339.2126789
• SMILES: C1(=C(C(=O)C(=C(C1=O)CCCCCCCCCCO)C)O[13CH3])OC
• Canonical SMILES: OCCCCCCCCCCC1=C(C)C(=O)C(=C(C1=O)OC)O[13CH3]
• InChI: InChI=1S/C19H30O5/c1-14-15(12-10-8-6-4-5-7-9-11-13-20)17(22)19(24-3)18(23-2)16(14)21/h20H,4-13H2,1-3H3/i2+1
• InChIKey: JGPMMRGNQUBGND-VQEHIDDOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(10-hydroxydecyl)-5-(^1^3C,^2H₃)methoxy-6-methoxy-3-methylcyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: 2-(10-hydroxydecyl)-5-(^1^3C,^2H₃)methoxy-6-methoxy-3-methylcyclohexa-2,5-diene-1,4-dione
• Synonyms: 2-(10-Hydroxydecyl)-6-methoxy-5-(methoxy-13C,d3)-3-methyl-2,5-cyclohexadiene-1,4-dione; 2,3-Dimethoxy-6-(10-hydroxydecyl)-5-methyl-1,4-benzoquinone-13C,d3; Avan-13C,d3; CV 2619-13C,d3; Daruma-13C,d3; Idebenone-13C,d3; Mnesis-13C,d3; Idebenone-13C,d3

Database IDs

• PubChem SID: 164227419
• PubChem CID: 46781938

CALCULATED PROPERTIES

• Acid pKa: 16.843943
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.5679936
• LogD (pH = 7.4): 3.5679936
• Log P: 3.5679936
• Molar Refractivity: 96.5179 cm^3
• Polarizability: 36.67194 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I170052

Ubiquinone derivative with protective effects against cerebral ischemia. Nootropic.

REFERENCES

• Barkworth, M.F., et al.: Arzneim.-Forsch., 35, 1704 (1985)
• Kobayashi, T., et al.: J. Pharmacobio-Dyn., 8, 448 (1985)
• Zs-Nagy, I., et al.: Arch. Gerontol. Geriatr., 11, 177 (1985)