2-methyl-3-[(2Z,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 179544
• Molecular Formular: C31H46O2
• Molecular Mass: 450.69574
• Monoisotopic Mass: 450.34978071
• SMILES: c1ccc2c(c1)C(=O)C(=C(C2=O)C)C/C=C(\CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)/C
• Canonical SMILES: C[C@H](CCC[C@@H](CCCC(C)C)C)CCC/C(=C\CC1=C(C)C(=O)c2c(C1=O)cccc2)/C
• InChI: InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20-/t23-,24-/m1/s1
• InChIKey: MBWXNTAXLNYFJB-ODDKJFTJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-3-[(2Z,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: 2-methyl-3-[(2Z,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]naphthalene-1,4-dione
• Synonyms: 2-Methyl-3-[(2Z,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-yl]-1,4-naphthalenedione; [R-[R*,R*-(Z)]]-2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione; cis-Phylloquinone; cis-Vitamin K1

Database IDs

• CAS Number: 16033-41-3
• PubChem SID: 164235454
• PubChem CID: 9846607

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 9.696445
• LogD (pH = 7.4): 9.696445
• Log P: 9.696445
• Molar Refractivity: 142.9568 cm^3
• Polarizability: 55.337467 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - V676070

The cis-isomer of Vitamin K1.

REFERENCES

• Ronden, R., et al.: Biochim Biophys Acta, 1379, 16 (1998)
• Cook, K., et al.: Food Chem., 67, 79 (1998)
• Begley, G., et al.: J. Biol. Chem., 275, 36245 (1998)