2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 105059
• Molecular Formular: C31H40O2
• Molecular Mass: 444.6481
• Monoisotopic Mass: 444.30283052
• SMILES: CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CC1=C(C)C(=O)c2c(cccc2)C1=O)/C)/C)/C)C
• Canonical SMILES: C/C(=C\CC/C(=C/CC1=C(C)C(=O)c2c(C1=O)cccc2)/C)/CC/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C31H40O2/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/h7-8,12,14,16,18-20H,9-11,13,15,17,21H2,1-6H3
• InChIKey: DKHGMERMDICWDU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1,4-dihydronaphthalene-1,4-dione; 2-methyl-3-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: menatetrenone; 2-methyl-3-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)naphthalene-1,4-dione
• Synonyms: (E,E,E)-2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthalenedione; 2-Methyl-3-geranylgeranyl-1,4-naphthoquinone; Glakay; Kaytwo; MK4; Menaquinone K4; Vitamin K2(20); Vitamin MK 4; Menaquinone 4(Mixture of cis-trans isomers); Menatetrenone; Menaquinone 4; VITAMIN K2; Vitamin K2; Menaquinone (K2); Vitamin K2; 维生素 K2; 维生素 (K2); 四烯甲萘醌; 甲萘醌 4; 维生素 K2

Database IDs

• CAS Number: 863-61-6; 11032-49-8
• EC Number: 234-264-5
• MDL Number: MFCD00079646
• PubChem SID: 162092283
• PubChem CID: 5282367

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 8.479708
• LogD (pH = 7.4): 8.479708
• Log P: 8.479708
• Molar Refractivity: 145.5068 cm^3
• Polarizability: 54.637512 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Yellow Crystals

Safety Information

• Storage Condition: 0°C, Desiccate
• RTECS: QL9279500; ZA9186666
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Grade: analytical standard
• Packaging: ampule of 100 mg
• Feature: standard type fat soluble vitamin
• Empirical Formula (Hill Notation): C31H40O2

DETAILS

MP Biomedicals - 02158301

(Menatetrenone; Menaquinone 4)

Sigma Aldrich - V9378

Biochem/physiol Actions
Menatetrenone (MK-4) is one of nine forms of vitamin K2 which is ubiquitously present in extrahepatic tissues. MK-4 has a number of metabolic and anti-neoplastic activities.

Toronto Research Chemicals - M218595

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 has four

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)