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95271

Vitamin K₁

Name: Vitamin K1
Brand: SIGMA

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₃₁H₄₆O₂

CAS Number:

84-80-0

Molecular Weight:

450.70

UNSPSC Code:

12352205

NACRES:

NA.79

PubChem Substance ID:

57653664

EC Number:

201-564-2

Beilstein/REAXYS Number:

2568816

MDL number:

MFCD00214063

eCl@ss:

34058015

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Properties

biological source

synthetic

Quality Level

200

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

Description

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>Nutritional strategies for musculoskeletal health: 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>Role in coagulation and bone health: 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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Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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The metabolic functions and mechanism of action of vitamin K.

L Uotila

Scandinavian journal of clinical and laboratory investigation. Supplementum, 201, 109-117 (1990-01-01)

Vitamin K functions in animal cells as the cofactor of the enzyme vitamin K-dependent carboxylase which catalyzes the post-translational formation of gamma-carboxyglutamyl (Gla) residues in specific vitamin K-dependent proteins. These proteins include four blood coagulation factors (prothrombin and Factors VII

Phylloquinone (vitamin K1): occurrence, biosynthesis and functions

Basset J G, et al.

Mini-Reviews in Medicinal Chemistry, 17(12), 1028-1038 (2017)

Vitamin K and gamma-carboxyglutamate biosynthesis.

R E Olson et al.

Vitamins and hormones, 35, 59-108 (1977-01-01)

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Global Trade Item Number

SKU	GTIN
95271-1G	04061833315798
95271-250MG	04061833315804