Drug/Small Molecule:
phytonadione

2D structure

Overview

Generic Names: 2', 3'-trans-Vitamin K1; 2-Methyl-3-phythyl-1,4-naphthochinon; 3-Phytylmenadione; Antihemorrhagic vitamin; Phyllochinon; Phylloquinone; Phythyl-menadion (GERMAN); Phytomenadione; Phytylmenadione; Vitamin K; Vitamin K1; alpha-Phylloquinone
Trade Names: Aqua-Mephytin; AquaMEPHYTON; Combinal K1; K-Ject; Kativ N; Kephton; Kinadion; Konakion; Mephyton; Mono-Kay; Monodion; Synthex P
PharmGKB Accession Id: PA450961

Description

Phytonadione is often called vitamin K1. 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. Phylloquinone is also an antidote for coumatetralyl. Vitamin K is needed for the posttranslational modification of certain proteins, mostly required for blood coagulation. (source: Drug Bank)

Indication

For the treatment of haemorrhagic conditions in infants, antidote for coumarin anticoagulants in hypoprothrombinaemia (source: Drug Bank)

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Vitamin K is an essential cofactor for the gamma-carboxylase enzymes which catalyze the posttranslational gamma-carboxylation of glutamic acid residues in inactive hepatic precursors of coagulation factors II, VII, IX and X. Gamma-carboxylation converts these inactive precursors into active coagulation factors which are secreted by hepatocytes into the blood. Supplementing with Phytonadione results in a relief of vitamin K deficiency symptoms which include easy bruisability, epistaxis, gastrointestinal bleeding, menorrhagia and hematuria. (source: Drug Bank)

Pharmacology

Phytonadione is a vitamin, indicated in the treatment of coagulation disorders which are due to faulty formation of factors II, VII, IX and X when caused by vitamin K deficiency or interference with vitamin K activity. Phytonadione aqueous colloidal solution of vitamin K1 for parenteral injection, possesses the same type and degree of activity as does naturally-occurring vitamin K, which is necessary for the production via the liver of active prothrombin (factor II), proconvertin (factor VII), plasma thromboplastin component (factor IX), and Stuart factor (factor X). (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Absorption

Oral phytonadione is adequately absorbed from the gastrointestinal tract only if bile salts are present. After absorption, phytonadione is initially concentrated in the liver, but the concentration declines rapidly. Very little vitamin K accumulates in tissues. (source: Drug Bank)

Toxicity

The intravenous LD<sub>50</sub> of phytonadione in the mouse is 41.5 and 52 mL/kg for the 0.2% and 1% concentrations, respectively. (source: Drug Bank)

Isomeric SMILES Code:

CC1=C(C(=O)C2=CC=CC=C2C1=O)C/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Has annotations
NQO1
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  • PD
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Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
BGLAP Uncurated Annotation (source: Drug Bank)
GGCX Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Curated Information

The following diseases are in curated knowledge about this drug.

  Disease Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
Urinary Calculi
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  • PD
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  •   
Publications

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB01022
ChEBI ID:
18067
KEGG Compound ID:
C02059
KEGG Drug ID:
D00148
PubChem Compound ID:
4812
PubChem Substance ID:
5148

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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