Chemicals and Drugs

Calcimycin

An ionophorous, polyether antibiotic from Streptomyces chartreusensis. It binds and transports CALCIUM and other divalent cations across membranes and uncouples oxidative phosphorylation while inhibiting ATPase of rat liver mitochondria. The substance is used mostly as a biochemical tool to study the role of divalent cations in various biological systems.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An ionophorous, polyether antibiotic from Streptomyces chartreusensis. It binds and transports CALCIUM and other divalent cations across membranes and uncouples oxidative phosphorylation while inhibiting ATPase of rat liver mitochondria. The substance is used mostly as a biochemical tool to study the role of divalent cations in various biological systems.

Chemical Identity

Chemical Information

Molecular Formula
C29H37N3O6
Molecular Weight
523.6 g/mol
CAS Registry No.
52665-69-7
IUPAC Name
5-(methylamino)-2-[[(2S,3R,5R,6S,8R,9R)-3,5,9-trimethyl-2-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid
InChIKey
HIYAVKIYRIFSCZ-CYEMHPAKSA-N
SMILES
C[C@@H]1CC[C@]2([C@@H](C[C@H]([C@H](O2)[C@H](C)C(=O)C3=CC=CN3)C)C)O[C@@H]1CC4=NC5=C(O4)C=CC(=C5C(=O)O)NC
MeSH Unique ID
D000001
Source
PubChem CID 11957499

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

6 entry terms
  • 4-Benzoxazolecarboxylic acid, 5-(methylamino)-2-((3,9,11-trimethyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-, (6S-(6alpha(2S*,3S*),8beta(R*),9beta,11alpha))-
  • A-23187
  • A23187
  • Antibiotic A23187
  • A 23187
  • A23187, Antibiotic

MeSH Record

Aspects Covered

26 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, 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

91(75); was A 23187 1975-90 (see under ANTIBIOTICS 1975-83)

MeSH Record

Previous Indexing

  • Antibiotics (1973-1974)
  • Carboxylic Acids (1973-1974)

MeSH Hierarchy

Tree Numbers

  1. D02w.355w.291.933.125w
  2. D02w.540w.576w.625.125w
  3. D03w.633.100.221.173w
  4. D04w.345w.241.654.125w
  5. D04w.345w.674w.625.125w

AMA Style

References

  1. National Library of Medicine. Calcimycin. Medical Subject Headings (MeSH). 2026. Unique ID D000001. http://id.nlm.nih.gov/mesh/2026/D000001
  2. Calcimycin. In: Wikipedia. https://en.wikipedia.org/wiki/A23187
  3. Calcimycin. In: Wikidata. https://www.wikidata.org/wiki/Q3650244
  4. Calcimycin. In: PubChem Compound. CID 11957499. https://pubchem.ncbi.nlm.nih.gov/compound/11957499