Phylloquinone

Phylloquinone
Identifiers
CAS number 84-80-0 Y
PubChem 4812
ChemSpider 4447652 Y
UNII A034SE7857 Y
DrugBank DB01022
ChEBI CHEBI:18067 Y
ChEMBL CHEMBL1550 Y
Jmol-3D images Image 1
Properties
Molecular formula C31H46O2
Molar mass 450.7 g mol−1
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Phylloquinone is a polycyclic aromatic ketone, based on 2-methyl-1,4-naphthoquinone, with a 3-phytyl substituent.

It is a fat-soluble vitamin that is stable to air and moisture but decomposes in sunlight. It is found naturally in a wide variety of green plants.

Contents

Terminology

It is often called vitamin K1[1] or phytonadione. Sometimes a distinction is made with phylloquinone considered natural and phytonadione considered synthetic.[2]

A stereoisomer of phylloquinone is called vitamin k1 (note the difference in capitalization).

Biochemistry

Phylloquinone is an electron acceptor during photosynthesis, forming part of the electron transport chain of Photosystem I.

Its best-known function in animals is as a cofactor in the formation of coagulation factors II (prothrombin), VII, IX, and X by the liver. It is also required for the formation of anticoagulant factors protein C and S. It is commonly used to treat warfarin toxicity, and as an antidote for coumatetralyl.

Vitamin K is also required for bone protein formation.

See also

References