Basic information Safety Supplier Related

(2,3-epoxyphytyl)menaquinone

Basic information Safety Supplier Related

(2,3-epoxyphytyl)menaquinone Basic information

Product Name:
(2,3-epoxyphytyl)menaquinone
Synonyms:
  • (2,3-epoxyphytyl)menaquinone
  • 1a,7a-Dihydro-1a-methyl-7a-(3,7,11,15-tetramethyl-2-hexadecenyl)naphth[2,3-b]oxirene-2,7-dione
  • 2,3-Epoxyphylloquinone
  • Vitamin K 2,3-epoxide
  • Vitamin K1 epoxide
  • 1,4-Naphthoquinone,2,3-epoxy-2,3-dihydro-2-methyl-3-phytyl-2,3-epoxyphylloquinone
  • 2,3-Epoxy-2,3-dihydro-2-methyl-3-phytyl-1,4-naphthoquinone
  • 1a,7a-Dihydro-1a-methyl-7a-(3,7,11,15-tetramethyl-2-hexadecen-1-yl)-naphth[2,3-b]oxirene-2,7-dione
CAS:
25486-55-9
MF:
C31H46O3
MW:
466.7
EINECS:
247-022-9
Product Categories:
  • Vitamins and derivatives
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Various Metabolites and Impurities
Mol File:
25486-55-9.mol
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(2,3-epoxyphytyl)menaquinone Chemical Properties

storage temp. 
-20°C
solubility 
Chloroform (Sparingly), Ethyl Acetate (Slightly)
Boiling point:
561.1±50.0 °C(Predicted)
Density 
1.019±0.06 g/cm3(Predicted)
form 
Oil
color 
Colourless to Pale Yellow
InChI
InChI=1S/C31H46O3/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-31-29(33)27-19-8-7-18-26(27)28(32)30(31,6)34-31/h7-8,18-20,22-24H,9-17,21H2,1-6H3
InChIKey
KUTXFBIHPWIDJQ-UHFFFAOYSA-N
SMILES
O1C2(CC=C(C)CCCC(C)CCCC(C)CCCC(C)C)C(=O)C3=C(C(=O)C12C)C=CC=C3
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(2,3-epoxyphytyl)menaquinone Usage And Synthesis

Description

Vitamin K is a dietary nutrient essential for the normal biosynthesis of factors that are required for blood clotting. It has also been shown to inhibit cell growth. Vitamin K1 2,3-epoxide is the inactive metabolite of vitamin K1. During clotting, vitamin K1 is converted to this epoxide form and then rapidly reduced back to the vitamin by a microsomal epoxide reductase. This is referred to as the vitamin K epoxide cycle. Certain anticoagulants target clotting factor synthesis by inhibiting the recycling of vitamin K1 from the inactive epoxide.

Chemical Properties

Clear Colourless to Pale Yellow Oil

Uses

A metabolite of Vitamin K1 (V676080).

Biochem/physiol Actions

Vitamin K1 2,3-epoxide is a vitamin K derivative. It is a fat soluble vitamin produced by plants. Vitamin K is essential for blood coagulation. Vitamin K is rarely deficient in a human diet since it is continually recycled in our cells. Vitamin K 2,3-epoxide acts as a substrate for vitamin K 2,3-epoxide reductase (VKOR) complex. Elevated levels of serum vitamin K epoxide in patients is associated with familial multiple coagulation factor deficiency.

References

[1] IA CHOONARA. The relationship between inhibition of vitamin K1 2,3-epoxide reductase and reduction of clotting factor activity with warfarin.[J]. British journal of clinical pharmacology, 1988, 25 1: 1-7. DOI: 10.1111/j.1365-2125.1988.tb03274.x

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