Structure via PubChem · Public domain (PubChem)
DADLE
Sign in to saveAlso known as [D-Ala2, D-Leu5]-enkephalin, DADL, leucine enkephalin-2-alanine, 2-D-alanine-5-D-leucine-enkephalin
chemische Verbindung
In the Vinony graph
Within Vinony's link graph, DADLE is referenced by 694 other articles, 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.
Its subject is documented across 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 Ų
- 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
Article · Deutsch
DADLE ([D-Ala2,D-Leu5]-Enkephalin) ist ein synthetisches Opioidpeptid mit schmerzstillenden (analgetischen) Eigenschaften. Die Peptidsequenz ist Tyr-D-Ala-Gly-Phe-D-Leu. Wenngleich teilweise als selektiver Agonist am δ-Opioidrezeptor beschrieben, wirkt DADLE darüber hinaus auch agonistisch am μ1-Opioidrezeptor. Zusätzlich zur Analgesie bewirkt die Substanz eine vorübergehende Erniedrigung des arteriellen Blutdrucks und der Herzfrequenz. Bei Erdhörnchen vermag DADLE im Sommer den Winterschlaf einzuleiten. Ferner erhöht DADLE die Überlebenszeit von explantierten Organen wie Leber und Lunge.
Abstract from DBpedia / Wikipedia · CC BY-SA