Vitamin K2 - PharmPure™, USP , CAS No.863-61-6

CAS: 863-61-6 Cat. No.: GMP1527687 Molecular Weight: 444.65

GRADE & PURITY PharmPure™, USP

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Specifications & Purity

PharmPure™, USP

Biochemical and Physiological Mechanisms

Menadione (MK-4) is one of the nine forms of vitamin K2 and is widely found in extrahepatic tissues. MK-4 has a variety of metabolic and anti-tumor activities.

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

PharmPure™, USP

Names and Identifiers

• Canonical Smiles: CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C
• IUPAC Name: 2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]naphthalene-1,4-dione
• InChIKey: DKHGMERMDICWDU-GHDNBGIDSA-N
• 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/b23-14+,24-16+,25-20+
• Isomeric SMILES: CC1=C(C(=O)C2=CC=CC=C2C1=O)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C
• WGK Germany: 3
• RTECS: QL9279500
• Alternate CAS: 11032-49-8
• Molecular Weight: 444.65
• Reaxy-Rn: 2340566
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2340566&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Quinone and hydroquinone lipids
        • Level5 Vitamin K compounds
          • Level6 Menaquinones

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Quinone and hydroquinone lipids
• Intermediate Tree Nodes: Vitamin K compounds
• Direct Parent: Menaquinones
• Alternative Parents: Diterpenoids Naphthoquinones Quinones Aryl ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Menaquinone - Diterpenoid - Naphthoquinone - Naphthalene - Aryl ketone - Quinone - Benzenoid - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as menaquinones. These are vitamin K2 compounds consisting of a naphtho-1,4-quinone ring system, which is substituted at the 2-position by an isoprenyl side-chain, and usually, at the 3-position by a methyl group.
• External Descriptors: menaquinone

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in diethyl ether, chloroform, and hexane. Insoluble in water.
• Sensitivity: Light sensitive
• Refractive Index: 1.54
• Boil Point(°C): 570.6° C
• Melt Point(°C): 227.73°C
• Molecular Weight: 444.600 g/mol
• XLogP3: 8.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 444.303 Da
• Monoisotopic Mass: 444.303 Da
• Topological Polar Surface Area: 34.100 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 855.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 3
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 1

References

1. Jiafeng Wang, Longhui Shao, Xiaoyu Wu, Chun Liu, Su Ni, Ting Dai, Hongwei Liu, Hongbin Zhao.  (2023)  Electrospun sandwich mesh structures loaded with naringenin and vitamin K2 polycaprolactone/gelatin nanofibers synergistically promote bone regeneration.  Materials Today Bio,      [PMID:37766894] [10.1016/j.mtbio.2023.100794]