CHEBI:234245 - DADLE

ChEBI IDCHEBI:234245
ChEBI NameDADLE
Stars
DefinitionA pentapeptide comprising of L-tyrosine, D-alanine, glycine, L-phenylalanine and D-leucine residues joined in sequence by peptide linkages. It is a synthetic δ-opioid agonist that induces hibernation, promotes survival of neurons and glial cells in the CNS, and exerts neuroprotection.
Last Modified21 May 2025
SubmitterFlyBase
DownloadsMolfile
FormulaC29H39N5O7
Net Charge0
Average Mass569.659
Monoisotopic Mass569.28495
SMILESCC(C)C[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
InChIInChI=1S/C29H39N5O7/c1-17(2)13-24(29(40)41)34-28(39)23(15-19-7-5-4-6-8-19)33-25(36)16-31-26(37)18(3)32-27(38)22(30)14-20-9-11-21(35)12-10-20/h4-12,17-18,22-24,35H,13-16,30H2,1-3H3,(H,31,37)(H,32,38)(H,33,36)(H,34,39)(H,40,41)/t18-,22+,23+,24-/m1/s1
InChIKeyZHUJMSMQIPIPTF-IBURTVSXSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antinociceptive agent  Any agent that inhibits nociception.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
autophagy inducer  Any compound that induces the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
delta-opioid receptor agonist  A compound that exhibits agonist activity at the δ-opioid receptor.
Applications:
antinociceptive agent  Any agent that inhibits nociception.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
delta-opioid receptor agonist  A compound that exhibits agonist activity at the δ-opioid receptor.
ChEBI Ontology
Outgoing Relation(s)
DADLE (CHEBI:234245) has role antinociceptive agent (CHEBI:228138)
DADLE (CHEBI:234245) has role autophagy inducer (CHEBI:138880)
DADLE (CHEBI:234245) has role cardioprotective agent (CHEBI:77307)
DADLE (CHEBI:234245) has role geroprotector (CHEBI:176497)
DADLE (CHEBI:234245) has role neuroprotective agent (CHEBI:63726)
DADLE (CHEBI:234245) has role opioid analgesic (CHEBI:35482)
DADLE (CHEBI:234245) has role δ-opioid receptor agonist (CHEBI:64054)
DADLE (CHEBI:234245) has role μ-opioid receptor agonist (CHEBI:55322)
DADLE (CHEBI:234245) is a pentapeptide (CHEBI:48545)
IUPAC Name 
L-tyrosyl-D-alanylglycyl-L-phenylalanyl-D-leucine
Synonyms  Source
BW 180CDrugBank
BW-180CDrugBank
BW180CDrugBank
D-Ala2, D-Leu5-enkephalinChEBI
[D-Ala2, D-Leu5]-enkephalinChEBI
enkephalin-(2-D-Ala, 5-D-Leu)ChEBI
Manual XrefsDatabases
DADLEWikipedia
DB08856DrugBank
Registry NumbersSources
CAS:63631-40-3DrugBank
Citations