1a-methyl-7a-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1aH,2H,7H,7aH-naphtho[2,3-b]oxirene-2,7-dione

• ChemBase ID: 172645
• Molecular Formular: C31H40O3
• Molecular Mass: 460.6475
• Monoisotopic Mass: 460.29774514
• SMILES: c1ccc2c(c1)C(=O)C1(C(C2=O)(O1)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/CC12OC2(C)C(=O)c2c(C1=O)cccc2)/C)/CC/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C31H40O3/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-31-29(33)27-19-8-7-18-26(27)28(32)30(31,6)34-31/h7-8,12,14,16,18-20H,9-11,13,15,17,21H2,1-6H3/b23-14+,24-16+,25-20+
• InChIKey: TUZHANAISKEZFG-GHDNBGIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1a-methyl-7a-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1aH,2H,7H,7aH-naphtho[2,3-b]oxirene-2,7-dione
• IUPAC Traditional name: 1a-methyl-7a-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]naphtho[2,3-b]oxirene-2,7-dione
• Synonyms: 1a,7a-Dihydro-1a-methyl-7a-[(2E,6E,10E)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraen-1-yl]-naphth[2,3-b]oxirene-2,7-dione; (E,E,E)-1a,7a-Dihydro-1a-methyl-7a-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)naphth[2,3-b]oxirene-2,7-dione; Menaquinone 4 Epoxide; Menatetrenone 2,3-Epoxide; Menatetrenone Epoxide; Menaquinone 4 2,3-Epoxide

Database IDs

• CAS Number: 72908-86-2
• PubChem SID: 164228555
• PubChem CID: 10434409

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 8.00591
• LogD (pH = 7.4): 8.00591
• Log P: 8.00591
• Molar Refractivity: 144.2385 cm^3
• Polarizability: 54.78249 Å^3
• Polar Surface Area: 46.67 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M218650

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 2,3-Epoxi

REFERENCES

• Vermeer, C., et al.: Biochem. J., 266, 625 (1990)
• Shearer, M., et al.: Blood Rev., 6, 92 (1990)
• Uematsu, T., et al.: J. Pharm. Sci., 85, 1012 (1990)