Chemicals and Drugs

Vitamin K 3

A synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo.

Chemical Identity

Chemical Information

Molecular Formula
C11H8O2
Molecular Weight
172.18 g/mol
CAS Registry No.
58-27-5
IUPAC Name
2-methylnaphthalene-1,4-dione
InChIKey
MJVAVZPDRWSRRC-UHFFFAOYSA-N
SMILES
CC1=CC(=O)C2=CC=CC=C2C1=O
MeSH Unique ID
D024483
Source
PubChem CID 4055

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

14 entry terms
  • 2-Methyl-1,4-naphthalenedione
  • 2-Methyl-1,4-naphthoquinone
  • 2-Methylnaphthoquinone
  • Menadione
  • Vitamin K3
  • Menadione Bisulfite
  • Menadione Sodium Bisulfite
  • Menadione Sodium Bisulfite, Trihydrate
  • Vicasol
  • Vikasol
  • Vitamin K3 Sodium Bisulfite
  • Bisulfite, Menadione
  • Bisulfite, Menadione Sodium
  • Sodium Bisulfite, Menadione

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

Indexing Annotation

deficiency: coordinate VITAMIN K 3 (IM) with VITAMIN K DEFICIENCY (IM)

MeSH Record

History Note

2002; use VITAMIN K 1965-2001

MeSH Record

Previous Indexing

  • Vitamin K (1965-2001)

MeSH Hierarchy

Tree Numbers

  1. D02w.455w.426w.559w.847w.638.721w.374w.922w
  2. D02w.455w.849w.291w.523w.500w.922w
  3. D02w.806w.550w.875w
  4. D04w.615w.638.721w.374w.922w

AMA Style

References

  1. National Library of Medicine. Vitamin K 3. Medical Subject Headings (MeSH). 2026. Unique ID D024483. http://id.nlm.nih.gov/mesh/2026/D024483
  2. Vitamin K 3. In: Wikipedia. https://en.wikipedia.org/wiki/Menadione
  3. Vitamin K 3. In: Wikidata. https://www.wikidata.org/wiki/Q192471
  4. Vitamin K 3. In: PubChem Compound. CID 4055. https://pubchem.ncbi.nlm.nih.gov/compound/4055