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Merck

95271

Vitamin K1

BioXtra, ≥99.0% (sum of isomers, HPLC), mixture of isomers

Sinónimos:

2-Methyl-3-phytyl-1,4-naphthoquinone, 3-Phytylmenadione, Phylloquinone, Vitamin K1(20)

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Fórmula empírica (notación de Hill):
C31H46O2
Número CAS:
Peso molecular:
450.70
UNSPSC Code:
12352205
NACRES:
NA.79
PubChem Substance ID:
EC Number:
201-564-2
Beilstein/REAXYS Number:
2568816
MDL number:
eCl@ss:
34058015
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biological source

synthetic

Quality Level

product line

BioXtra

assay

≥99.0% (sum of isomers, HPLC)

form

viscous liquid

impurities

≤20% cis-isomer

ign. residue

≤0.1% (as SO4)

color

light green-yellow to dark green-yellow, light yellow to dark yellow

refractive index

n20/D 1.527 (lit.)

mp

−20 °C (lit.)

density

0.984 g/mL at 25 °C (lit.)

cation traces

Al: ≤5 mg/kg, Ba: ≤5 mg/kg, Bi: ≤5 mg/kg, Ca: ≤10 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤100 mg/kg, Li: ≤5 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, Mo: ≤5 mg/kg, Na: ≤10 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Sr: ≤5 mg/kg, Zn: ≤5 mg/kg

storage temp.

2-8°C

SMILES string

O=C(C1=CC=CC=C21)C(C)=C(C/C=C(CCC[C@@H](CCC[C@H](C)CCCC(C)C)C)\C)C2=O

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

InChI key

MBWXNTAXLNYFJB-NKFFZRIASA-N

General description

Vitamin K1, also known as phylloquinone, consists of naphthalenoid and phytyl groups. Phylloquinone is present abundantly in photosynthetic plants and is a major dietary source. It is a fat-soluble vitamin.

Application

<ul>
<li><strong>Nutritional strategies for musculoskeletal health:</strong> Nutritional strategies, including Vitamin K1, optimize musculoskeletal health for fall and fracture prevention beyond traditional nutrients like calcium and vitamin D (Webster et al., 2023 doi:10.1016/j.bonr.2023.101684).</li>
<li><strong>Role in coagulation and bone health:</strong> A comprehensive review highlights Vitamin K1′s role in reducing cardiovascular risks and details its biochemical interactions affecting coagulation and bone health (Zhao et al., 2024 doi:10.1017/jns.2023.106).</li>
</ul>

Biochem/physiol Actions

Vitamin K1 plays a role as a cofactor in the synthesis of γ- carboxy glutamate (Gla), formation of coagulation factors II (prothrombin), VII, IX and X.
Vitamin K1 (Phylloquinone) is a lipid soluble polycyclic aromatic ketone used as a cofactor in the formation of coagulation factors II (prothrombin), VII, IX and X; anticoagulant factors protein C and S and as a cell signaling factor.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Review: Vitamin K and γ-carboxyglutamate biosynthesis; Metabolic functions and mechanism of action


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Clase de almacenamiento

10 - Combustible liquids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves



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Vitamin K-containing dietary supplements: comparison of synthetic vitamin K1 and natto-derived menaquinone-7
Schurgers L J, et al.
Blood, 109(8), 3279-3283 (2006)
Metabolism of vitamin K1 (phylloquinone) in man.
Barkhan P and Shearer M J
Proceedings of the Royal Society of Medicine, 70(2), 93-93 (1977)
Waldemar Seel et al.
Scientific reports, 10(1), 330-330 (2020-01-17)
Carotenoids are associated with several important biological functions as antenna pigments in photosynthesis or protectives against oxidative stress. Occasionally they were also discussed as part of the cold adaptation mechanism of bacteria. For two Staphylococcus xylosus strains we demonstrated an