Chemicals and Drugs

Doxycycline

A synthetic tetracycline derivative with similar antimicrobial activity.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A synthetic tetracycline derivative with similar antimicrobial activity.

Chemical Identity

Chemical Information

Molecular Formula
C22H24N2O8
Molecular Weight
444.4 g/mol
CAS Registry No.
7164-70-7
IUPAC Name
(4S,4aR,5S,5aR,6R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
InChIKey
SGKRLCUYIXIAHR-AKNGSSGZSA-N
SMILES
C[C@@H]1[C@H]2[C@@H]([C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O
MeSH Unique ID
D004318
Source
PubChem CID 54671203

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

30 entry terms
  • Doxycycline Monohydrate
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S-(4alpha,4aalpha,5alpha,5aalpha,6alpha,12aalpha))-
  • Alpha-6-Deoxyoxytetracycline
  • Atridox
  • BMY-28689
  • BU-3839T
  • Doryx
  • Doxycycline Calcium
  • Doxycycline Calcium Salt (1:2)
  • Doxycycline Hemiethanolate
  • Doxycycline Hyclate
  • Doxycycline Monohydrochloride, 6-epimer
  • Doxycycline Monohydrochloride, Dihydrate
  • Doxycycline Phosphate (1:1)
  • Doxycycline-Chinoin
  • Hydramycin
  • Oracea
  • Periostat
  • Vibra-Tabs
  • Vibramycin
  • Vibramycin Novum
  • Vibravenos
  • Alpha 6 Deoxyoxytetracycline
  • BMY 28689
  • BMY28689
  • BU 3839T
  • BU3839T
  • Doxycycline Chinoin
  • Doxycycline Monohydrochloride, 6 epimer
  • Vibra Tabs

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

73; HYDRAMYCIN was NM 1991-92

MeSH Record

Previous Indexing

  • Oxytetracycline (1966-1970)

MeSH Hierarchy

Tree Numbers

AMA Style

References

  1. National Library of Medicine. Doxycycline. Medical Subject Headings (MeSH). 2026. Unique ID D004318. http://id.nlm.nih.gov/mesh/2026/D004318
  2. Doxycycline. In: Wikipedia. https://en.wikipedia.org/wiki/Doxycycline
  3. Doxycycline. In: Wikidata. https://www.wikidata.org/wiki/Q422442
  4. Doxycycline. In: PubChem Compound. CID 54671203. https://pubchem.ncbi.nlm.nih.gov/compound/54671203