2-methyl-3-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 172640
• Molecular Formular: C56H80O2
• Molecular Mass: 785.2332
• Monoisotopic Mass: 784.6158318
• 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(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C)\C
• Canonical SMILES: C/C(=C\CC/C(=C/CC/C(=C/CC/C(=C/CC1=C(C)C(=O)c2c(C1=O)cccc2)/C)/C)/C)/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C
• InChI: InChI=1S/C56H80O2/c1-42(2)22-14-23-43(3)24-15-25-44(4)26-16-27-45(5)28-17-29-46(6)30-18-31-47(7)32-19-33-48(8)34-20-35-49(9)36-21-37-50(10)40-41-52-51(11)55(57)53-38-12-13-39-54(53)56(52)58/h12-13,22,24,26,28,30,32,34,36,38-40H,14-21,23,25,27,29,31,33,35,37,41H2,1-11H3/b43-24+,44-26+,45-28+,46-30+,47-32+,48-34+,49-36+,50-40+
• InChIKey: WCRXHNIUHQUASO-UVZVDVBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-3-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: 2-methyl-3-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]naphthalene-1,4-dione
• Synonyms: 2-Methyl-3-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaen-1-yl]-1,4-naphthalenedione; Vitamin K2(45) (6CI); MK9; Menaquinone MK 9; Vitamin MK 9; Menaquinone 9

Database IDs

• CAS Number: 523-39-7
• PubChem SID: 164228550
• PubChem CID: 6289935

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 16.778278
• LogD (pH = 7.4): 16.778278
• Log P: 16.778278
• Molar Refractivity: 264.5198 cm^3
• Polarizability: 99.655876 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Benzene; Ethyl Acetate
• Apperance: Light Yellow to Yellow Solid
• Melting Point: 58-60°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer

DETAILS

Toronto Research Chemicals - M218610

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 9 is a form

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)