دی‌ای‌دی‌ال‌ایی

Also known as [D-Ala2, D-Leu5]-enkephalin, DADL, leucine enkephalin-2-alanine, 2-D-alanine-5-D-leucine-enkephalin

DADLE ([D-Ala2, D-Leu5]-Enkephalin) is a synthetic opioid peptide with analgesic properties. Although it is often considered a selective δ-opioid receptor agonist, it also binds to the μ1 subtype of μ-opioid receptors.

In the Vinony graph

Vinony's link graph records 694 inbound references to دی‌ای‌دی‌ال‌ایی, and connects out to (+)-catechin, butorphanol and OPRM1.

It is catalogued under topics including Chembox image size set, Delta-opioid receptor agonists and ECHA InfoCard ID from Wikidata.

Vinony links it to 6 Wikipedia language editions.

Chemical data

Formula: C29H39N5O7
Molecular weight: 569.6 g/mol
IUPAC name: (2R)-2-[[(2S)-2-[[2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoic acid
SMILES: C[C@H](C(=O)NCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@H](CC(C)C)C(=O)O)NC(=O)[C@H](CC2=CC=C(C=C2)O)N
InChIKey: ZHUJMSMQIPIPTF-IBURTVSXSA-N
XLogP: -1.9
Polar surface area: 200 Å²
H-bond donors: 7
H-bond acceptors: 8
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Protein

via ChEMBL · EBI

Research

1,800 papers

DADLE promotes motor function recovery by inhibiting cytosolic phospholipase A(2) mediated lysosomal membrane permeabilization after spinal cord injury.British journal of pharmacology · 2024
[D-Ala2, D-Leu5]-enkephalin (DADLE) provides protection against myocardial ischemia reperfusion injury by inhibiting Wnt/β-Catenin pathway.BMC cardiovascular disorders · 2024
Multifaceted Effects of Delta Opioid Receptors and DADLE in Diseases of the Nervous System.Current drug discovery technologies · 2018
DADLE improves hepatic ischemia/reperfusion injury in mice via activation of the Nrf2/HO‑1 pathway.Molecular medicine reports · 2017
DADLE induces a reversible hibernation-like state in HeLa cells.Histochemistry and cell biology · 2006

via PubMed

Wikidata facts

Mass: 569.284949

Show 3 more facts

chemical formula: C₂₉H₃₉N₅O₇
canonical SMILES: CC(C)CC(C(=O)O)NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)C(C)NC(=O)C(CC2=CC=C(C=C2)O)N
isomeric SMILES: C[C@H](C(=O)NCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@H](CC(C)C)C(=O)O)NC(=O)[C@H](CC2=CC=C(C=C2)O)N

Sources (2)

via Wikidata · CC0