2-[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl]-3-(2H3)methyl-1,4-dihydro(2H4)naphthalene-1,4-dione

• ChemBase ID: 172638
• Molecular Formular: C46H64O2
• Molecular Mass: 648.99916
• Monoisotopic Mass: 648.49063129
• SMILES: c1ccc2c(c1)C(=O)C(=C(C2=O)C)C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C
• Canonical SMILES: C/C(=C\CC/C(=C/CC/C(=C/CC1=C(C)C(=O)c2c(C1=O)cccc2)/C)/C)/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C
• InChI: InChI=1S/C46H64O2/c1-34(2)18-12-19-35(3)20-13-21-36(4)22-14-23-37(5)24-15-25-38(6)26-16-27-39(7)28-17-29-40(8)32-33-42-41(9)45(47)43-30-10-11-31-44(43)46(42)48/h10-11,18,20,22,24,26,28,30-32H,12-17,19,21,23,25,27,29,33H2,1-9H3/b35-20+,36-22+,37-24+,38-26+,39-28+,40-32+
• InChIKey: RAKQPZMEYJZGPI-LJWNYQGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl]-3-(^2H₃)methyl-1,4-dihydro(^2H₄)naphthalene-1,4-dione
• IUPAC Traditional name: 2-[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl]-3-(^2H₃)methyl(^2H₄)naphthalene-1,4-dione
• Synonyms: Vitamin K2(35)-d7; Menaquinone K7-d7; Vitamin MK 7-d7; Menaquinone 7-d7; (all-E)-2-(3,7,11,15,19,23,27-Heptamethyl-2,6,10,14,18,22,26-octacosaheptaenyl)-3-methyl-1,4-naphthalenedione-d7

Database IDs

• CAS Number: 1233937-31-9
• PubChem SID: 164228548
• PubChem CID: 71749950

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 13.45885
• LogD (pH = 7.4): 13.45885
• Log P: 13.45885
• Molar Refractivity: 216.9146 cm^3
• Polarizability: 81.66948 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M218602

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 7-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)