CAS 523-39-7

Menaquinone 9

Description:

Menaquinone 9, commonly known as MK-9, is a form of vitamin K2, which is part of the larger family of compounds known as menaquinones. It is characterized by its long isoprenoid side chain, which consists of nine repeating units, contributing to its lipid-soluble nature. MK-9 plays a crucial role in various biological processes, particularly in the synthesis of proteins involved in blood coagulation and bone metabolism. It is synthesized by certain bacteria and can be found in fermented foods, particularly natto, as well as in animal products. Menaquinone 9 is known for its antioxidant properties and potential health benefits, including supporting cardiovascular health and bone density. Its chemical structure includes a naphthoquinone ring, which is essential for its biological activity. MK-9 is generally recognized as safe when consumed in appropriate amounts, but excessive intake may lead to adverse effects. As with other forms of vitamin K, it is important for individuals on anticoagulant therapy to monitor their intake of menaquinones to avoid potential interactions.

Formula: C₅₆H₈₀O₂

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+

InChI key: InChIKey=WCRXHNIUHQUASO-UVZVDVBNSA-N

SMILES: O=C1C=2C(C(=O)C(C)=C1C/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)=CC=CC2

Synonyms:

• (all-E)-2-Methyl-3-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-1,4-naphthalenedione
• 1,4-Naphthalenedione, 2-methyl-3-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-, (all-E)-
• 1,4-Naphthalenedione, 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, 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-hexatriacontanonaenyl]-
• 1,4-Naphthoquinone, 2-methyl-3-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-
• 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
• 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
• MK₉
• Menaquinone 9
• Menaquinone MK 9
• Menlaquinone 9
• Mk 9
• Vitamin K2-9
• Vitamin K₂₍₄₅₎
• Vitamin MK 9

Menaquinone 9

CAS: 523-39-7

Formula: C₅₆H₈₀O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 785.2332

Ref: IN-DA006UTB

Menaquinone 9

CAS: 523-39-7

MK-9, a UV-sensitive vitamin K2 analog in bacteria like E. coli, binds to nitrate reductase in their electron transport chain.

Formula: C₅₆H₈₀O₂

Color and Shape: Solid

Molecular weight: 785.254

Ref: TM-T36203

Menaquinone 9

CAS: 523-39-7

Formula: C₅₆H₈₀O₂

Molecular weight: 785.25

Ref: 4Z-V-056014

Menaquinone 9

CAS: 523-39-7

Molecular weight: 785.23

Ref: 7W-GV1906

Menaquinone 9

Controlled Product

CAS: 523-39-7

Stability Light Sensitive, Temperature Sensitive
Applications 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 of vitamin K2 which acts as a prothrombogenic agent and is also a functional electron transfer component in nitrate reductase.
References Hugenholtz, P., et al.: J. Bacteriol., 180, 4765 (1998), Ginet, N., et al.: Biochemistry, 40, 1812 (2001), Cape, J., et al.: J. Biol. Chem., 280, 34654 (2005),

Formula: C₅₅H₇₈O₂

Color and Shape: Light Yellow To Yellow

Molecular weight: 771.21

Ref: TR-M218610

Menaquinone 9

CAS: 523-39-7

Menaquinone 9 is a vitamin K2 product, which is a naturally occurring compound found in fermented foods and certain animal products. It is a member of the menaquinone group, distinguished by the number of isoprene units in its side chain. Menaquinone 9 is synthesized by certain bacteria in the gut and absorbed through the intestines. Its primary mode of action involves serving as a cofactor for the enzyme gamma-glutamyl carboxylase, which is crucial for the post-translational modification of specific proteins required for calcium binding.

Formula: C₅₆H₈₀O₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 785.23 g/mol

Ref: 3D-FM25058

Menaquinone 9-d7 (~90%)

Controlled Product

CAS: 523-39-7

Applications Menaquinone 9-d7 is the labeled analogue of Menaquinone 9 (M218610), which 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 of vitamin K2 which acts as a prothrombogenic agent and is also a functional electron transfer component in nitrate reductase.
References Hugenholtz, P., et al.: J. Bacteriol., 180, 4765 (1998); Ginet, N., et al.: Biochemistry, 40, 1812 (2001); Cape, J., et al.: J. Biol. Chem., 280, 34654 (2005)

Formula: C₅₆H₇₃D₇O₂

Purity: ~90%

Color and Shape: Neat

Molecular weight: 792.28

Ref: TR-M218612

Menaquinone 9

CAS: 523-39-7

Formula: C₅₆H₈₀O₂

Molecular weight: 785.25

Ref: ST-EA-CP-M124011