2-methyl-3-[(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 172642
• Molecular Formular: C66H96O2
• Molecular Mass: 921.46724
• Monoisotopic Mass: 920.74103231
• 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(/CC/C=C(/CC/C=C(/CCC=C(C)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/CC/C(=C/CC1=C(C)C(=O)c2c(C1=O)cccc2)/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
• InChI: InChI=1S/C66H96O2/c1-50(2)26-16-27-51(3)28-17-29-52(4)30-18-31-53(5)32-19-33-54(6)34-20-35-55(7)36-21-37-56(8)38-22-39-57(9)40-23-41-58(10)42-24-43-59(11)44-25-45-60(12)48-49-62-61(13)65(67)63-46-14-15-47-64(63)66(62)68/h14-15,26,28,30,32,34,36,38,40,42,44,46-48H,16-25,27,29,31,33,35,37,39,41,43,45,49H2,1-13H3/b51-28+,52-30+,53-32+,54-34+,55-36+,56-38+,57-40+,58-42+,59-44+,60-48+
• InChIKey: YYDMANIEKFAEJC-RYZSZPJESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-3-[(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: 2-methyl-3-[(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]naphthalene-1,4-dione
• Synonyms: 2-Methyl-3-[(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyl-2,6,10,14,18,22,26,30,34,38,42-tetratetracontaundecaen-1-yl]-1,4-naphthalenedione; MK 11; Vitamin MK 11; Menaquinone 11

Database IDs

• CAS Number: 19228-10-5
• PubChem SID: 164228552
• PubChem CID: 6442190

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 20.097708
• LogD (pH = 7.4): 20.097708
• Log P: 20.097708
• Molar Refractivity: 312.125 cm^3
• Polarizability: 117.66626 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 32
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M218620

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. In various cancer resea

REFERENCES

• Hiraishi, A., et al.: App. Microbiol. Biotechnol., 57, 248 (2001)
• Parker, P., et al.: J. Food Sci., 68, 2325 (2001)
• Tang, J., et al.: J. Biosci. Bioeng., 104, 321 (2001)
• Sakagami, H., et al.: Anticancer Rsch., 28, 151 (2001)