2-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-3-methyl-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 172634
• Molecular Formular: C41H56O2
• Molecular Mass: 580.88214
• Monoisotopic Mass: 580.42803103
• 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(/CCC=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(/CCC=C(C)C)\C)\C
• InChI: InChI=1S/C41H56O2/c1-30(2)16-11-17-31(3)18-12-19-32(4)20-13-21-33(5)22-14-23-34(6)24-15-25-35(7)28-29-37-36(8)40(42)38-26-9-10-27-39(38)41(37)43/h9-10,16,18,20,22,24,26-28H,11-15,17,19,21,23,25,29H2,1-8H3/b31-18+,32-20+,33-22+,34-24+,35-28+
• InChIKey: PFRQBZFETXBLTP-RCIYGOBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-3-methyl-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: vitamin K2
• Synonyms: (all-E)-2-(3,7,11,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaenyl)-3-methyl-1,4-naphthalenedione; Farnoquinone; MK6; Vitamin K2; Vitamin K2(30); Vitamin MK6; Menaquinone 6

Database IDs

• CAS Number: 84-81-1
• PubChem SID: 164228544
• PubChem CID: 5283547

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 11.799136
• LogD (pH = 7.4): 11.799136
• Log P: 11.799136
• Molar Refractivity: 193.112 cm^3
• Polarizability: 72.64277 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M218590

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-6 were the

REFERENCES

• Kiesel, B., et al.: Biodegradation, 19, 435 (2008)
• Suhara, Y., et al.: Bioorg. Med. Chem., 16, 3108 (2008)
• Gast, G., et al.: Nut., Metab., Cardiovas., Diseases, 19, 504 (2008)
• Carlone G.M., et al.: J. Gen. Microbiol., 129, 3385 (2008)