Chemicals and Drugs

Methacycline

A broad-spectrum semisynthetic antibiotic related to TETRACYCLINE but excreted more slowly and maintaining effective blood levels for a more extended period.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A broad-spectrum semisynthetic antibiotic related to TETRACYCLINE but excreted more slowly and maintaining effective blood levels for a more extended period.

Chemical Identity

Chemical Information

Molecular Formula
C22H22N2O8
Molecular Weight
442.4 g/mol
IUPAC Name
(2Z,4S,4aR,5S,5aR,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methylidene-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione
InChIKey
GLFJCEVWKWQSJP-ISFNZQQKSA-N
SMILES
CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)[C@@]2(C(=O)/C(=C(/N)\O)/C1=O)O)O)O
MeSH Unique ID
D008690
Source
PubChem CID 5281054

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

7 entry terms
  • Metacycline
  • Methyleneoxytetracycline
  • Lysocline
  • Methacycline Monohydrochloride
  • Physiomycine
  • Rondomycin
  • Monohydrochloride, Methacycline

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

History Note

68(65)

MeSH Hierarchy

Tree Numbers

AMA Style

References

  1. National Library of Medicine. Methacycline. Medical Subject Headings (MeSH). 2026. Unique ID D008690. http://id.nlm.nih.gov/mesh/2026/D008690
  2. Methacycline. In: Wikipedia. https://en.wikipedia.org/wiki/Metacycline
  3. Methacycline. In: Wikidata. https://www.wikidata.org/wiki/Q2365033
  4. Methacycline. In: PubChem Compound. CID 5281054. https://pubchem.ncbi.nlm.nih.gov/compound/5281054