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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:(D-Ala(2)-mephe(4)-gly-ol(5))enkephalin
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Accession:CHEBI:272 term browser browse the term
Definition:A peptide that has formula C26H35N5O6.
Synonyms:exact_synonym: Enkephalin, Ala(2)-MePhe(4)-Gly(5)-
 related_synonym: DAMGO;   Formula=C26H35N5O6;   InChI=1S/C26H35N5O6/c1-17(30-25(36)21(27)14-19-8-10-20(33)11-9-19)24(35)29-16-23(34)31(2)22(26(37)28-12-13-32)15-18-6-4-3-5-7-18/h3-11,17,21-22,32-33H,12-16,27H2,1-2H3,(H,28,37)(H,29,35)(H,30,36)/t17-,21+,22+/m1/s1;   InChIKey=HPZJMUBDEAMBFI-WTNAPCKOSA-N;   SMILES=C[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)NCC(=O)N(C)[C@@H](Cc1ccccc1)C(=O)NCCO;   Tyr-D-Ala-Gly-MePhe-Gly-ol
 alt_id: MESH:D020875
 xref: CAS:78123-71-4;   KEGG:C11318
 xref_mesh: MESH:D020875


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(D-Ala(2)-mephe(4)-gly-ol(5))enkephalin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adora1 adenosine A1 receptor multiple interactions EXP [1,3-dipropyl-8-(2-amino-4-chlorophenyl)xanthine binds to and results in decreased activity of ADORA1 protein] which results in decreased susceptibility to Enkephalin, Ala(2)-MePhe(4)-Gly(5)- CTD PMID:8987795 NCBI chr13:51,042,111...51,076,913
Ensembl chr13:51,042,248...51,076,852
JBrowse link
G Adora2a adenosine A2a receptor multiple interactions ISO ADORA2A protein affects the reaction [[Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein] which results in increased activity of Guanosine 5'-O-(3-Thiotriphosphate)] CTD PMID:14756803 NCBI chr20:14,265,251...14,282,873
Ensembl chr20:14,265,252...14,282,873
JBrowse link
G Adra2c adrenoceptor alpha 2C increases response to substance EXP ADRA2C results in increased susceptibility to Enkephalin, Ala(2)-MePhe(4)-Gly(5)- CTD PMID:8987795 NCBI chr14:80,730,307...80,732,010
Ensembl chr14:80,730,307...80,732,010
JBrowse link
G Arrb2 arrestin, beta 2 multiple interactions
affects localization
ISO ((3-methoxythiophen-2-yl)methyl)((2-(9-(pyridin-2-yl)-6-oxaspiro(4.5)decan-9-yl)ethyl))amine inhibits the reaction [[OPRM1 protein co-treated with Enkephalin, Ala(2)-MePhe(4)-Gly(5)-] results in increased activity of ARRB2 protein]; [OPRM1 protein co-treated with Enkephalin, Ala(2)-MePhe(4)-Gly(5)-] results in increased activity of ARRB2 protein; N'-(3,4-dihydroxybenzylidene)-3-hydroxy-2-naphthahydrazide affects the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- affects the localization of ARRB2 protein]; Sodium Chloride affects the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- affects the localization of ARRB2 protein]
[OPRM1 protein co-treated with Enkephalin, Ala(2)-MePhe(4)-Gly(5)-] results in increased activity of ARRB2 protein; mitragynine pseudoindoxyl inhibits the reaction [[OPRM1 protein co-treated with Enkephalin, Ala(2)-MePhe(4)-Gly(5)-] results in increased activity of ARRB2 protein]
CTD PMID:23300227 PMID:27030709 PMID:27192616 PMID:27556704 NCBI chr10:57,040,252...57,048,045
Ensembl chr10:57,040,267...57,048,134
JBrowse link
G Calca calcitonin-related polypeptide alpha multiple interactions EXP Enkephalin, Ala(2)-MePhe(4)-Gly(5)- inhibits the reaction [Potassium Chloride results in increased secretion of CALCA protein]; Naloxone inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- inhibits the reaction [Potassium Chloride results in increased secretion of CALCA protein]] CTD PMID:27030709 NCBI chr 1:184,184,018...184,188,922
Ensembl chr 1:184,184,020...184,188,911
JBrowse link
G Cckbr cholecystokinin B receptor affects response to substance ISO CCKBR protein affects the susceptibility to Enkephalin, Ala(2)-MePhe(4)-Gly(5)- CTD PMID:11880531 NCBI chr 1:170,262,218...170,272,298
Ensembl chr 1:170,262,156...170,272,298
JBrowse link
G Cd8a CD8a molecule multiple interactions ISO Enkephalin, Ala(2)-MePhe(4)-Gly(5)- inhibits the reaction [Carbon Tetrachloride results in increased expression of CD8A mRNA] CTD PMID:17299060 NCBI chr 4:99,217,640...99,243,352
Ensembl chr 4:99,239,115...99,243,351
JBrowse link
G Il2ra interleukin 2 receptor subunit alpha multiple interactions ISO Enkephalin, Ala(2)-MePhe(4)-Gly(5)- inhibits the reaction [Carbon Tetrachloride results in increased expression of IL2RA mRNA] CTD PMID:17299060 NCBI chr17:70,500,672...70,547,929
Ensembl chr17:70,499,083...70,548,071
JBrowse link
G Itga2 integrin subunit alpha 2 multiple interactions ISO Enkephalin, Ala(2)-MePhe(4)-Gly(5)- inhibits the reaction [Carbon Tetrachloride results in increased expression of ITGA2 mRNA] CTD PMID:17299060 NCBI chr 2:46,996,904...47,097,011
Ensembl chr 2:47,000,323...47,096,961
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases phosphorylation
ISO connective tissue-activating peptide inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- results in increased phosphorylation of MAPK1 protein] CTD PMID:16954126 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
increases phosphorylation
ISO connective tissue-activating peptide inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- results in increased phosphorylation of MAPK3 protein] CTD PMID:16954126 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Oprd1 opioid receptor, delta 1 affects binding
multiple interactions
EXP Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRD1 protein
Magnesium promotes the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRD1 protein]; Manganese promotes the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRD1 protein]; Zinc inhibits the reaction [Magnesium promotes the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRD1 protein]]; Zinc inhibits the reaction [Manganese promotes the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRD1 protein]]
CTD PMID:2162496 PMID:7562497 NCBI chr 5:150,288,126...150,323,063
Ensembl chr 5:150,288,126...150,323,063
JBrowse link
G Oprk1 opioid receptor, kappa 1 affects binding
multiple interactions
EXP Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRK1 protein
Magnesium promotes the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRK1 protein]; Manganese promotes the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRK1 protein]
CTD PMID:2162496 PMID:7562497 NCBI chr 5:13,742,655...13,760,460
Ensembl chr 5:13,744,658...13,760,305
JBrowse link
G Oprm1 opioid receptor, mu 1 increases activity
increases response to substance
multiple interactions
affects binding
increases phosphorylation
ISO
EXP
Enkephalin, Ala(2)-MePhe(4)-Gly(5)- results in increased activity of OPRM1 protein
OPRM1 results in increased susceptibility to Enkephalin, Ala(2)-MePhe(4)-Gly(5)-
14-benzyloxy-4,5-epoxy-3-hydroxy-17-methylmorphinan-6-one inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; 14-methoxymetopon inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; 14-O-methyloxymorphone inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein] which results in increased susceptibility to Cocaine; [Naloxone binds to and results in decreased activity of OPRM1 protein] which results in decreased susceptibility to Enkephalin, Ala(2)-MePhe(4)-Gly(5)-; Cadmium inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; Cannabidiol promotes the reaction [Naloxone inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein]]; Copper inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; CTAP octapeptide inhibits the reaction [[Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein] which results in increased susceptibility to Cocaine]; Dronabinol promotes the reaction [Naloxone inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein]]; Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein; Magnesium promotes the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; Manganese promotes the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; Mercury inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; Morphine affects the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; Naloxone inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein]; Oxymorphone affects the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; Zinc inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; Zinc inhibits the reaction [Magnesium promotes the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]]; Zinc inhibits the reaction [Manganese promotes the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]]
14-methoxymetopon inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; 14-O-methyloxymorphone inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein] which results in increased activity of Guanosine 5'-O-(3-Thiotriphosphate); [OPRM1 protein co-treated with Enkephalin, Ala(2)-MePhe(4)-Gly(5)-] results in increased activity of ARRB2 protein; ADORA2A protein affects the reaction [[Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein] which results in increased activity of Guanosine 5'-O-(3-Thiotriphosphate)]; Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein; mitragynine inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein]; mitragynine pseudoindoxyl inhibits the reaction [[OPRM1 protein co-treated with Enkephalin, Ala(2)-MePhe(4)-Gly(5)-] results in increased activity of ARRB2 protein]; Morphine affects the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; OPRM1 gene mutant form inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; Oxymorphone affects the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]
((3-methoxythiophen-2-yl)methyl)((2-(9-(pyridin-2-yl)-6-oxaspiro(4.5)decan-9-yl)ethyl))amine inhibits the reaction [[OPRM1 protein co-treated with Enkephalin, Ala(2)-MePhe(4)-Gly(5)-] results in increased activity of ARRB2 protein]; 7-hydroxymitragynine affects the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein]; [OPRM1 protein co-treated with Enkephalin, Ala(2)-MePhe(4)-Gly(5)-] results in increased activity of ARRB2 protein; Buprenorphine inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to OPRM1 protein]; Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein; mitragynine affects the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein]; Naloxone inhibits the reaction [Enkephalin, Ala(2)-MePhe(4)-Gly(5)- binds to and results in increased activity of OPRM1 protein]
Enkephalin, Ala(2)-MePhe(4)-Gly(5)- results in increased phosphorylation of OPRM1 protein
CTD PMID:1528399 PMID:2162496 PMID:7562497 PMID:8987795 PMID:10891866 PMID:11991257 PMID:14756803 PMID:15857143 PMID:16489449 PMID:16893609 PMID:19279569 PMID:19800397 PMID:21866885 PMID:21958337 PMID:23300227 PMID:26476280 PMID:27192616 PMID:27556704 NCBI chr 1:43,454,803...43,704,948
Ensembl chr 1:43,454,803...43,704,948
JBrowse link

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  CHEBI ontology 19810
    chemical entity 19810
      group 19722
        organic group 18527
          amino-acid residue 9396
            peptide 9395
              (D-Ala(2)-mephe(4)-gly-ol(5))enkephalin 14
Path 2
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  CHEBI ontology 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    p-block element atom 19696
                      carbon group element atom 19599
                        carbon atom 19588
                          organic molecular entity 19588
                            organic group 18527
                              organic divalent group 18520
                                organodiyl group 18520
                                  carbonyl group 18427
                                    carbonyl compound 18427
                                      carboxylic acid 18108
                                        carboacyl group 17369
                                          univalent carboacyl group 17369
                                            carbamoyl group 17156
                                              carboxamide 17156
                                                peptide 9395
                                                  (D-Ala(2)-mephe(4)-gly-ol(5))enkephalin 14
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