Chemicals and Drugs

O-(Chloroacetylcarbamoyl)fumagillol

Semisynthetic analog of fumagillin (a cyclohexane-sesquiterpene antibiotic isolated from ASPERGILLUS FUMIGATUS) that inhibits angiogenesis.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

Semisynthetic analog of fumagillin (a cyclohexane-sesquiterpene antibiotic isolated from ASPERGILLUS FUMIGATUS) that inhibits angiogenesis.

Chemical Identity

Chemical Information

Molecular Formula
C19H28ClNO6
Molecular Weight
401.9 g/mol
CAS Registry No.
129298-91-5
IUPAC Name
[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl] N-(2-chloroacetyl)carbamate
InChIKey
MSHZHSPISPJWHW-PVDLLORBSA-N
SMILES
CC(=CC[C@@H]1[C@@](O1)(C)[C@H]2[C@@H]([C@@H](CC[C@]23CO3)OC(=O)NC(=O)CCl)OC)C
MeSH Unique ID
D000077609
Source
PubChem CID 369976

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

8 entry terms
  • 5-Methoxy-4-(2-methyl-3-(3-methyl-2-butenyl)oxiranyl)-1-oxaspiro(2,5)oct-6-yl(chloroacetyl) carbamate
  • AGM 1470
  • AGM-1470
  • Caplostatin
  • TNP 470
  • TNP-470
  • AGM1470
  • TNP470

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

2019 (1991)

MeSH Hierarchy

Tree Numbers

  1. D02w.455w.426w.392.368w.367.763w
  2. D02w.455w.849w.765w.597w

AMA Style

References

  1. National Library of Medicine. O-(Chloroacetylcarbamoyl)fumagillol. Medical Subject Headings (MeSH). 2026. Unique ID D000077609. http://id.nlm.nih.gov/mesh/2026/D000077609
  2. O-(Chloroacetylcarbamoyl)fumagillol. In: Wikipedia. https://en.wikipedia.org/wiki/TNP-470
  3. O-(Chloroacetylcarbamoyl)fumagillol. In: Wikidata. https://www.wikidata.org/wiki/Q27097825
  4. O-(Chloroacetylcarbamoyl)fumagillol. In: PubChem Compound. CID 369976. https://pubchem.ncbi.nlm.nih.gov/compound/369976