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Enkephalin-met, ala(2)-

HCID 5486820
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Basic information

CAS
61370-87-4
Standard SMILES
CSCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)O
InChIKey
MHNSNPIYASDSCR-SZOBAZRNSA-N
Molecular formula
C28H37N5O7S
Average molar mass
587.7 g/mol
Monoisotopic mass
587.24136971

Overview

synthetic analog of methionine enkephalin

Names & identifiers

Preferred name
Enkephalin-met, ala(2)-
IUPAC
(2S)-2-[[(2S)-2-[[2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid
English name
Tyr-D-Ala-Gly-Phe-Met
Molecular formula
C28H37N5O7S
Molecular weight
587.69

Names & synonyms

enkephalin-Met, Ala(2)-61370-87-4Dalmee2-Ala-met-enkephalinDAMETMet-enkephalin, ala(2)-Enkephalin-met, alanine(2)-Methionine-enkephalin, ala(2)-L-Methionine, N-(N-(N-(N-L-tyrosyl-D-alanyl)glycyl)-L-phenylalanyl)-RefChem:136904[D-Ala2]-Met-Enkephalin(2S)-2-[[(2S)-2-[[2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid
Show more names
ala(2)-enkephalin-meTyr-D-Ala-Gly-Phe-Met(D-ALA2) MET-ENKEPHALINL-TYR-D-ALA-GLY-PHE-METa,a-D-Trehaloseanhydrous[D-ALA2,MET5]-ENKEPHALIN
L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-methionine[DAla2] Met-Enkephalinorb1986086CHEMBL3250190SCHEMBL29390218DTXSID50976908HY-P2626AKOS027383016

Properties

Computed structural properties

XLogP
-1.7
Topological polar surface area
225 Ų
Hydrogen bond donors
7
Hydrogen bond acceptors
9
Rotatable bonds
16
Heavy atoms
41
Formal charge
0
Complexity
878

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationCompounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS.

Applications

DescriptionEnkephalin-met, ala(2)- is a synthetic analog of methionine enkephalin.

Uses[D-Ala2]-Met-Enkephalin, an opioid peptide, is a potent opioid agonist. [D-Ala2]-Met-Enkephalin inhibits ACh-induced and suckling-induced oxytocin (OT) release[1][2].

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Compound notes

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Database identifiers

CAS
61370-87-4
PubChem CID
5486820
DTXSID
DTXSID50976908
ChEMBL
CHEMBL3250190
Nikkaji
J419.829H