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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:DPDPE
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Accession:CHEBI:73356 term browser browse the term
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.
Synonyms:exact_synonym: (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
 related_synonym: (D-Pen2,D-Pen5)-Enkephalin;   2,5-Pen-enkephalin;   D-penicillamine-(2,5)-enkephalin;   Formula=C30H39N5O7S2;   H-Tyr-c(D-Pen-Gly-Phe-D-Pen)-OH;   H-Tyr-cyclo-(D-Pen-Gly-Phe-D-Pen)-OH;   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;   L-tyrosyl-3-mercapto-D-valylglycyl-L-phenylalanyl-3-mercapto-D-valine, cyclic (2-5)-disulfide;   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;   [D-Pen(2)-D-Pen(5)]-enkephaline;   c[D-Pen(2,5)]-enkephalin;   cyclo-[D-Pen(2,5)]-enkephalin
 xref: CAS:88373-73-3;   KEGG:C20164
 xref_mesh: MESH:D020881
 xref: PMID:22995282;   PMID:23203254;   PMID:23564013;   PMID:23597562;   Reaxys:3586429



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DPDPE term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc2 ATP binding cassette subfamily C member 2 affects export EXP ABCC2 protein affects the export of Enkephalin, D-Penicillamine (2,5)- CTD PMID:15528320 NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238
JBrowse link
G Cckbr cholecystokinin B receptor affects response to substance ISO CCKBR protein affects the susceptibility to Enkephalin, D-Penicillamine (2,5)- CTD PMID:11880531 NCBI chr 1:159,771,733...159,781,738
Ensembl chr 1:159,771,733...159,814,881
JBrowse link
G Hnf4a hepatocyte nuclear factor 4, alpha increases secretion ISO HNF4A protein results in increased secretion of Enkephalin, D-Penicillamine (2,5)- CTD PMID:27160211 NCBI chr 3:152,186,787...152,248,320
Ensembl chr 3:152,186,787...152,248,320
JBrowse link
G Oprd1 opioid receptor, delta 1 multiple interactions
increases expression
affects binding
EXP
ISO
[Enkephalin, D-Penicillamine (2,5)- binds to and results in increased activity of OPRD1 protein] which results in decreased abundance of Aluminum; [Enkephalin, D-Penicillamine (2,5)- binds to and results in increased activity of OPRD1 protein] which results in increased susceptibility to Cocaine; naltrindole inhibits the reaction [[Enkephalin, D-Penicillamine (2,5)- binds to and results in increased activity of OPRD1 protein] which results in increased susceptibility to Cocaine]
Enkephalin, D-Penicillamine (2,5)- results in increased expression of OPRD1 mRNA
Enkephalin, D-Penicillamine (2,5)- binds to OPRD1 protein
Enkephalin, D-Penicillamine (2,5)- analog binds to OPRD1 protein
7-hydroxymitragynine affects the reaction [Enkephalin, D-Penicillamine (2,5)- binds to and results in increased activity of OPRD1 protein]; Buprenorphine inhibits the reaction [Enkephalin, D-Penicillamine (2,5)- analog binds to OPRD1 protein]; Enkephalin, D-Penicillamine (2,5)- binds to and results in increased activity of OPRD1 protein
CTD PMID:7477890 PMID:7562497 PMID:9302088 PMID:19279569 PMID:21866885 More... NCBI chr 5:144,306,188...144,340,960
Ensembl chr 5:144,306,188...144,340,960
JBrowse link
G Oprk1 opioid receptor, kappa 1 affects binding EXP Enkephalin, D-Penicillamine (2,5)- binds to OPRK1 protein CTD PMID:7562497 NCBI chr 5:13,860,016...13,877,823
Ensembl chr 5:13,860,021...13,877,823
JBrowse link
G Oprm1 opioid receptor, mu 1 affects binding EXP Enkephalin, D-Penicillamine (2,5)- binds to OPRM1 protein CTD PMID:7562497 NCBI chr 1:43,160,057...43,413,409
Ensembl chr 1:43,160,057...43,413,409
JBrowse link
G Slco1a4 solute carrier organic anion transporter family, member 1a4 affects transport
affects uptake
ISO
EXP
SLCO1A4 protein affects the transport of Enkephalin, D-Penicillamine (2,5)-
SLCO1A4 protein affects the uptake of Enkephalin, D-Penicillamine (2,5)-
CTD PMID:15528320 PMID:19833843 NCBI chr 4:174,710,004...174,764,810
Ensembl chr 4:174,710,004...175,254,573
JBrowse link
G Slco1b2 solute carrier organic anion transporter family member 1B2 affects uptake EXP SLCO1B2 protein affects the uptake of Enkephalin, D-Penicillamine (2,5)- CTD PMID:15528320 NCBI chr 4:174,551,463...174,619,988
Ensembl chr 4:174,551,480...174,619,981
JBrowse link

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  CHEBI ontology 19848
    role 19824
      biological role 19822
        pharmacological role 19064
          agonist 18607
            opioid receptor agonist 702
              delta-opioid receptor agonist 52
                DPDPE 8
Path 2
Term Annotations click to browse term
  CHEBI ontology 19848
    subatomic particle 19846
      composite particle 19846
        hadron 19846
          baryon 19846
            nucleon 19846
              atomic nucleus 19846
                atom 19846
                  main group element atom 19796
                    p-block element atom 19796
                      carbon group element atom 19741
                        carbon atom 19737
                          organic molecular entity 19737
                            heteroorganic entity 19495
                              organochalcogen compound 19257
                                organooxygen compound 19175
                                  carbon oxoacid 18641
                                    carboxylic acid 18638
                                      carboacyl group 17697
                                        univalent carboacyl group 17697
                                          carbamoyl group 17547
                                            carboxamide 17547
                                              peptide 11128
                                                cyclic peptide 8878
                                                  heterodetic cyclic peptide 1647
                                                    DPDPE 8
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