Menaquinone 9
Basic information
- CAS
523-39-7- Standard SMILES
CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(C)C(=O)c2ccccc2C1=O- InChIKey
WCRXHNIUHQUASO-UVZVDVBNSA-N- Molecular formula
- C56H80O2
- Average molar mass
- 785.2 g/mol
- Monoisotopic mass
- 784.61583179
Overview
Menaquinone-9 is a menaquinone whose side-chain contains 9 isoprene units in an all-trans-configuration. It has a role as an Escherichia coli metabolite.
Names & identifiers
- Preferred name
- Menaquinone 9
- IUPAC
- 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-nonaenyl]naphthalene-1,4-dione
- English name
- Menlaquinone 9
- Molecular formula
- C56H80O2
- Molecular weight
- 785.23
Names & synonyms
Menaquinone 9Menaquinone-9523-39-72-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-nonaenyl]naphthalene-1,4-dioneZ3YR8XD3W8CHEBI:44147DTXSID0013175871,4-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)-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-nonaenyl)naphthalene-1,4-dioneRefChem:156479DTXCID201747394MK-9
Show more names
MK 9Vitamin MK 9Vitamin K2(45)Menlaquinone 9Vitamin K2 MK-9Vitamin MK-9 D7Vitamin K2 ImpurityVITAMIN K2(45) 98.0%~102.0%
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-dioneMK9Menaquinone MK 92-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]-1,4-dihydronaphthalene-1,4-dione2-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-DIONEVitamin K2 (MK-9)UNII-Z3YR8XD3W8VITAMIN K2-9
Properties
Computed structural properties
- XLogP
- 18.2
- Topological polar surface area
- 34.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 26
- Heavy atoms
- 58
- Formal charge
- 0
- Complexity
- 1,630
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Quinones and hydroquinones [PR02] -> Vitamin K [PR0203]
Physicochemical properties
- Melting point
- 60 · 60-61 °C
- Boiling point
- 807.6 · 807.6±65.0 °C(Predicted)
- Density
- 0.949 · 0.949
- storage temp.
- -20 °C · Amber Vial, -20°C Freezer
- solubility
- Benzene (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
- color
- Light Yellow to Yellow
- Stability
- Light Sensitive, Temperature Sensitive
- InChIKey
- WCRXHNIUHQUASO-UVZVDVBNSA-N
- SMILES
- C1(=O)C2=C(C=CC=C2)C(=O)C(C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/C)\C)=C1C
- FDA UNII
- 3 YR8XD3W8 · Z3YR8XD3W8
- Symbol(GHS)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- Hazard statements
- H351
- Precautionary statements
- P201-P202-P280-P308+P313-P405-P501
Chemistry & industry
Applications
DescriptionMenaquinone 9 (MK-9) is a vitamin K2 analog that has been found in various bacteria, including E. coli. MK-9 is UV-sensitive and binds to soluble nitrate reductase, a component of the bacterial electron transport chain. In vivo, MK-9 increases plasma prothrombin concentration in vitamin K-deficient rats.
UsesMenaquinones 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.
UsesVitamin (prothrombogenic).
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Menaquinone-9 is a menaquinone whose side-chain contains 9 isoprene units in an all-trans-configuration. It has a role as an Escherichia coli metabolite.
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…