2-(2H3)methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1,4-dihydro(2H4)naphthalene-1,4-dione

• ChemBase ID: 172636
• Molecular Formular: C31H40O2
• Molecular Mass: 444.6481
• Monoisotopic Mass: 444.30283052
• SMILES: c1ccc2c(c1)C(=O)C(=C(C2=O)C)C/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C
• Canonical SMILES: C/C(=C\CC/C(=C/CC1=C(C)C(=O)c2c(C1=O)cccc2)/C)/CC/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C31H40O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,12,14,16,18-20H,9-11,13,15,17,21H2,1-6H3/b23-14+,24-16+,25-20+
• InChIKey: DKHGMERMDICWDU-GHDNBGIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(^2H₃)methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1,4-dihydro(^2H₄)naphthalene-1,4-dione
• IUPAC Traditional name: 2-(^2H₃)methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl](^2H₄)naphthalene-1,4-dione
• Synonyms: (E,E,E)-2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthalenedione-d7; 2-Methyl-3-geranylgeranyl-1,4-naphthoquinone-d7; Glakay-d7; Kaytwo-d7; MK4-d7; Menaquinone K4-d7; Menatetrenone-d7; Vitamin K2(20)-d7; Vitamin MK 4-d7; Menaquinone 4-d7(Mixture of cis-trans isomers)

Database IDs

• PubChem SID: 164228546
• PubChem CID: 70687814

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 8.479708
• LogD (pH = 7.4): 8.479708
• Log P: 8.479708
• Molar Refractivity: 145.5068 cm^3
• Polarizability: 54.66014 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M218597

Menaquinones are isoprenoid quinones of the naphthalene series and belongs to the K2 Vitamin homologs. Menaquinones were originally discovered as the anti-hemorrhagic factor and now encompasses a variety of physiological processes. Menaquinone 4-d7 is the

REFERENCES

• Hugenholtz, P., et al.: J. Bacteriol., 180, 4765 (1998)
• Ginet, N., et al.: Biochemistry, 40, 1812 (1998)
• Cape, J., et al.: J. Biol. Chem., 280, 34654 (1998)