Chemicals and Drugs

Filipin

A complex of polyene antibiotics obtained from Streptomyces filipinensis. Filipin III alters membrane function by interfering with membrane sterols, inhibits mitochondrial respiration, and is proposed as an antifungal agent. Filipins I, II, and IV are less important.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A complex of polyene antibiotics obtained from Streptomyces filipinensis. Filipin III alters membrane function by interfering with membrane sterols, inhibits mitochondrial respiration, and is proposed as an antifungal agent. Filipins I, II, and IV are less important.

Chemical Identity

Chemical Information

Molecular Formula
C35H58O11
Molecular Weight
654.8 g/mol
CAS Registry No.
480-49-9
IUPAC Name
(3R,4S,6S,8S,10R,12R,14R,16S,17E,19E,21E,23E,25E,27S,28R)-4,6,8,10,12,14,16,27-octahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one
InChIKey
IMQSIXYSKPIGPD-YQRUMEKGSA-N
SMILES
CCCCC[C@H]([C@@H]1[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@@H](/C(=C/C=C/C=C/C=C/C=C/[C@@H]([C@H](OC1=O)C)O)/C)O)O)O)O)O)O)O)O
MeSH Unique ID
D005372
Source
PubChem CID 6433194

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

12 entry terms
  • Desoxylagosin
  • Filimarisin
  • Filipin III
  • Filipin I
  • Filipin II
  • Filipin IV
  • NSC-3364
  • U-5956
  • NSC 3364
  • NSC3364
  • U 5956
  • U5956

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 see under ANTIBIOTICS, ANTIFUNGAL 1990-90; was see under POLYENES 1975-89

MeSH Record

Previous Indexing

  • Fatty Acids, Essential (1966-1971)
  • Fatty Acids, Unsaturated (1972-1974)
  • Lactones (1966-1974)
  • Polyenes (1966-1974)

MeSH Hierarchy

Tree Numbers

  1. D02w.455w.326.271w.665w.325w
  2. D02w.540w.576w.500w.996w

AMA Style

References

  1. National Library of Medicine. Filipin. Medical Subject Headings (MeSH). 2026. Unique ID D005372. http://id.nlm.nih.gov/mesh/2026/D005372
  2. Filipin. In: Wikipedia. https://en.wikipedia.org/wiki/Filipin
  3. Filipin. In: Wikidata. https://www.wikidata.org/wiki/Q2073868
  4. Filipin. In: PubChem Compound. CID 6433194. https://pubchem.ncbi.nlm.nih.gov/compound/6433194