Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

19697

Sigma-Aldrich

Vitamin K1 2,3-epoxide

≥98.0% (HPLC)

Synonym(s):

(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-Epoxy-2,3-dihydro-2-methyl-3-phytyl-1,4-naphthoquinone, 2,3-Epoxyphylloquinone, Phylloquinone oxide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C31H46O3
CAS Number:
25486-55-9
Molecular Weight:
466.70
EC Number:
247-022-9
UNSPSC Code:
12352205
PubChem Substance ID:
329751934
NACRES:
NA.28

Quality Level

100

Assay

≥98.0% (HPLC)

form

(Liquid or Viscous Liquid)

color

colorless to green-yellow
 colorless to green
 colorless to yellow

storage temp.

−20°C

SMILES string

O=C1C2(C/C=C(C)/CCCC(C)CCCC(C)CCCC(C)C)C(O2)(C)C(C3=CC=CC=C31)=O

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/b25-20+

InChI key

KUTXFBIHPWIDJQ-LKUDQCMESA-N

Related Categories

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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Hereditary combined deficiency of the vitamin K-dependent clotting factors
Napolitano M, et al.
Orphanet Journal of Rare Diseases, 5(1), 21-21 (2010)
Metabolism of vitamin K1 (phylloquinone) in man
Barkhan P and Shearer MJ
Proceedings of the Royal Society of Medicine (1977)
K Hirauchi et al.
Journal of chromatography, 430(1), 21-29 (1988-08-19)
A highly sensitive method for measuring endogenous vitamin K1, menaquinone-4 (which is one of the K2 vitamins) and vitamin K1 2,3-epoxide in human plasma was developed, based on high-performance liquid chromatography with coulometric reduction and fluorimetric detection, following extraction from
Changes in the urinary metabolites of phylloquinone (vitamin K1) in man following therapeutic anticoagulation with warfarin.
A McBurney et al.
Biochemical pharmacology, 27(3), 273-278 (1978-02-01)
D Trenk et al.
Journal of clinical pharmacology, 30(8), 737-742 (1990-08-01)
It seems that cephalosporins bearing a N-methyl-thio-tetrazole or a methyl-thiadiazole moiety in their molecule can cause hypoprothombinemia in patients via inhibition of the metabolism of vitamin K1 if they are in addition in a vitamin K1-deficient state. The authors therefore
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service