Chemicals and Drugs

Ala(2)-MePhe(4)-Gly(5)- Enkephalin

An enkephalin analog that selectively binds to the MU OPIOID RECEPTOR. It is used as a model for drug permeability experiments.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An enkephalin analog that selectively binds to the MU OPIOID RECEPTOR. It is used as a model for drug permeability experiments.

Chemical Identity

Chemical Information

Molecular Formula
C26H35N5O6
Molecular Weight
513.6 g/mol
CAS Registry No.
78123-71-4
IUPAC Name
(2S)-2-amino-N-[(2R)-1-[[2-[[(2S)-1-(2-hydroxyethylamino)-1-oxo-3-phenylpropan-2-yl]-methylamino]-2-oxoethyl]amino]-1-oxopropan-2-yl]-3-(4-hydroxyphenyl)propanamide
InChIKey
HPZJMUBDEAMBFI-WTNAPCKOSA-N
SMILES
C[C@H](C(=O)NCC(=O)N(C)[C@@H](CC1=CC=CC=C1)C(=O)NCCO)NC(=O)[C@H](CC2=CC=C(C=C2)O)N
MeSH Unique ID
D020875
Source
PubChem CID 5462471

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

Loading graph…

Drag nodes to rearrange; hover to trace links; click a node to open its page.

Drug Class

Pharmacological Action

MeSH Record

Synonyms

16 entry terms
  • 2-Ala-4-MePhe-5-Gly-Enkephalin
  • Ala(2)-MePhe(4)-Gly-ol(5) Enkephalin
  • D-Ala(2)-MePhe(4)-Gly-ol(5) Enkephalin
  • D-Ala2-NMe-Phe4-Gly-ol Enkephalin
  • DAGO
  • DAGOL
  • DAMGE
  • DAMGO
  • Enkephalin, Ala(2)-MePhe(4)-Gly(5)-
  • Enkephalin, alanyl(2)-methylphenylalanyl(4)-glycine(5)-
  • Tyr-Ala-Gly-(NMe)Phe-Gly-ol
  • 2 Ala 4 MePhe 5 Gly Enkephalin
  • D Ala2 NMe Phe4 Gly ol Enkephalin
  • Enkephalin, D-Ala2-NMe-Phe4-Gly-ol
  • RX-783006
  • RX 783006

MeSH Record

Aspects Covered

30 allowable subheadings

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

MeSH Record

History Note

2000; use ENKEPHALIN, ALA(2)-MEPHE(4)-GLY(5)- (NM) 1981-1999

MeSH Record

Previous Indexing

  • Enkephalins (1981-1999)

MeSH Hierarchy

Tree Numbers

  1. D12.644w.400w.575w.281w.075w
  2. D12.776w.631w.650w.575w.281w.075w

AMA Style

References

  1. National Library of Medicine. Ala(2)-MePhe(4)-Gly(5)- Enkephalin. Medical Subject Headings (MeSH). 2026. Unique ID D020875. http://id.nlm.nih.gov/mesh/2026/D020875
  2. Ala(2)-MePhe(4)-Gly(5)- Enkephalin. In: Wikipedia. https://en.wikipedia.org/wiki/DAMGO
  3. Ala(2)-MePhe(4)-Gly(5)- Enkephalin. In: Wikidata. https://www.wikidata.org/wiki/Q5204254
  4. Ala(2)-MePhe(4)-Gly(5)- Enkephalin. In: PubChem Compound. CID 5462471. https://pubchem.ncbi.nlm.nih.gov/compound/5462471