Chemicals and Drugs

D-Ala(2),MePhe(4),Met(0)-ol-enkephalin

A stable synthetic analog of methionine enkephalin (ENKEPHALIN, METHIONINE). Actions are similar to those of methionine enkephalin. Its effects can be reversed by narcotic antagonists such as naloxone.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A stable synthetic analog of methionine enkephalin (ENKEPHALIN, METHIONINE). Actions are similar to those of methionine enkephalin. Its effects can be reversed by narcotic antagonists such as naloxone.

Chemical Identity

Chemical Information

Molecular Formula
C29H41N5O7S
Molecular Weight
603.7 g/mol
CAS Registry No.
64854-64-4
IUPAC Name
(2S)-2-amino-N-[(2R)-1-[[2-[[(2S)-1-[[(2S)-1-hydroxy-4-methylsulfinylbutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]-methylamino]-2-oxoethyl]amino]-1-oxopropan-2-yl]-3-(4-hydroxyphenyl)propanamide
InChIKey
HYZHONGSQNXMPH-IQNHEXCWSA-N
SMILES
C[C@H](C(=O)NCC(=O)N(C)[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCS(=O)C)CO)NC(=O)[C@H](CC2=CC=C(C=C2)O)N
MeSH Unique ID
D005405
Source
PubChem CID 101981638

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

9 entry terms
  • DAMME
  • Tyr-Ala-Gly-MePhe-Met-OH
  • Tyr Ala Gly MePhe Met OH
  • FK 33-824
  • FK-33-824
  • FK-33824
  • FK 33 824
  • FK 33824
  • FK33824

MeSH Record

Aspects Covered

28 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, deficiency, drug effects, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

84

MeSH Record

Previous Indexing

  • Enkephalin, Methionine/analogs & derivatives (1983)
  • Enkephalins (1978-1982)

MeSH Hierarchy

Tree Numbers

  1. D12.644w.400w.575w.281w.381w.500
  2. D12.776w.631w.650w.575w.281w.381w.500

AMA Style

References

  1. National Library of Medicine. D-Ala(2),MePhe(4),Met(0)-ol-enkephalin. Medical Subject Headings (MeSH). 2026. Unique ID D005405. http://id.nlm.nih.gov/mesh/2026/D005405
  2. D-Ala(2),MePhe(4),Met(0)-ol-enkephalin. In: Wikidata. https://www.wikidata.org/wiki/Q27266719
  3. D-Ala(2),MePhe(4),Met(0)-ol-enkephalin. In: PubChem Compound. CID 101981638. https://pubchem.ncbi.nlm.nih.gov/compound/101981638