CHEBI:73356 - DPDPE

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ChEBI Name DPDPE
ChEBI ID CHEBI:73356
Definition A heterodetic cyclic peptide that is a cyclic enkephalin analogue, having D-penicillaminyl residues located at positions 2 and 5, which form the heterocycle via a disulfide bond.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Margaret Duesbury
Supplier Information
Download Molfile XML SDF
Formula C30H39N5O7S2
Net Charge 0
Average Mass 645.79000
Monoisotopic Mass 645.22909
InChI InChI=1S/C30H39N5O7S2/c1-29(2)23(34-25(38)20(31)14-18-10-12-19(36)13-11-18)27(40)32-16-22(37)33-21(15-17-8-6-5-7-9-17)26(39)35-24(28(41)42)30(3,4)44-43-29/h5-13,20-21,23-24,36H,14-16,31H2,1-4H3,(H,32,40)(H,33,37)(H,34,38)(H,35,39)(H,41,42)/t20-,21-,23-,24-/m0/s1
InChIKey MCMMCRYPQBNCPH-WMIMKTLMSA-N
SMILES CC1(C)SSC(C)(C)[C@@H](NC(=O)[C@@H](N)Cc2ccc(O)cc2)C(=O)NCC(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@H]1C(O)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): delta-opioid receptor agonist
A compound that exhibits agonist activity at the delta-opioid receptor.
Application(s): delta-opioid receptor agonist
A compound that exhibits agonist activity at the delta-opioid receptor.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing DPDPE (CHEBI:73356) has role δ-opioid receptor agonist (CHEBI:64054)
DPDPE (CHEBI:73356) is a heterodetic cyclic peptide (CHEBI:24533)
IUPAC Name
(4S,7S,13S)-7-benzyl-3,3,14,14-tetramethyl-6,9,12-trioxo-13-(L-tyrosylamino)-1,2-dithia-5,8,11-triazacyclotetradecane-4-carboxylic acid
Synonyms Sources
(D-Pen2,D-Pen5)-Enkephalin ChemIDplus
2,5-Pen-enkephalin KEGG COMPOUND
[D-Pen2-D-Pen5]-enkephaline ChEBI
c[D-Pen2,5]-enkephalin ChEBI
cyclo-[D-Pen2,5]-enkephalin ChEBI
D-penicillamine-(2,5)-enkephalin ChEBI
H-Tyr-c(D-Pen-Gly-Phe-D-Pen)-OH ChEBI
H-Tyr-cyclo-(D-Pen-Gly-Phe-D-Pen)-OH ChEBI
L-tyrosyl-3-mercapto-D-valylglycyl-L-phenylalanyl-3-mercapto-D-valine, cyclic (2-5)-disulfide ChemIDplus
Manual Xref Database
C20164 KEGG COMPOUND
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Registry Numbers Types Sources
3586429 Reaxys Registry Number Reaxys
88373-73-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22995282 PubMed citation Europe PMC
23203254 PubMed citation Europe PMC
23564013 PubMed citation Europe PMC
23597562 PubMed citation Europe PMC
Last Modified
02 May 2013