CHEBI:6618 - Met-enkephalin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name Met-enkephalin
ChEBI ID CHEBI:6618
Definition A pentapeptide comprising L-tyrosine, glycine, glycine, L-phenylalanine and L-methionine residues joined in sequence by peptide linkages. It is an endogenous opioid peptide with antitumor, analgesic, and immune-boosting properties.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C27H35N5O7S
Net Charge 0
Average Mass 573.670
Monoisotopic Mass 573.22572
InChI InChI=1S/C27H35N5O7S/c1-40-12-11-21(27(38)39)32-26(37)22(14-17-5-3-2-4-6-17)31-24(35)16-29-23(34)15-30-25(36)20(28)13-18-7-9-19(33)10-8-18/h2-10,20-22,33H,11-16,28H2,1H3,(H,29,34)(H,30,36)(H,31,35)(H,32,37)(H,38,39)/t20-,21-,22-/m0/s1
InChIKey YFGBQHOOROIVKG-FKBYEOEOSA-N
SMILES CSCCC(NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)C(N)CC1=CC=C(O)C=C1)C(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): analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
delta-opioid receptor agonist
A compound that exhibits agonist activity at the delta-opioid receptor.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
delta-opioid receptor agonist
A compound that exhibits agonist activity at the delta-opioid receptor.
mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing Met-enkephalin (CHEBI:6618) has functional parent L-methionine (CHEBI:16643)
Met-enkephalin (CHEBI:6618) has functional parent L-phenylalanine (CHEBI:17295)
Met-enkephalin (CHEBI:6618) has functional parent L-tyrosine (CHEBI:17895)
Met-enkephalin (CHEBI:6618) has functional parent glycine (CHEBI:15428)
Met-enkephalin (CHEBI:6618) has role δ-opioid receptor agonist (CHEBI:64054)
Met-enkephalin (CHEBI:6618) has role μ-opioid receptor agonist (CHEBI:55322)
Met-enkephalin (CHEBI:6618) has role analgesic (CHEBI:35480)
Met-enkephalin (CHEBI:6618) has role antineoplastic agent (CHEBI:35610)
Met-enkephalin (CHEBI:6618) has role human metabolite (CHEBI:77746)
Met-enkephalin (CHEBI:6618) is a pentapeptide (CHEBI:48545)
Met-enkephalin (CHEBI:6618) is tautomer of Met-enkephalin zwitterion (CHEBI:189868)
Incoming Met-enkephalin zwitterion (CHEBI:189868) is tautomer of Met-enkephalin (CHEBI:6618)
IUPAC Name
L-tyrosylglycylglycyl-L-phenylalanyl-L-methionine
INNs Sources
metencefalina WHO MedNet
metenkefalin WHO MedNet
métenkefaline WHO MedNet
metenkefalinum WHO MedNet
Synonyms Sources
[Met5]-enkephalin ChEBI
[Met5]enkephalin ChEBI
enkephalin, methionine ChemIDplus
H-L-Tyr-Gly-Gly-L-Phe-L-Met-OH ChEBI
L-Tyr-Gly-Gly-L-Phe-L-Met ChemIDplus
M-ENK ChEBI
MENK ChEBI
MET-enkephalin KEGG COMPOUND
methionine enkephalin KEGG COMPOUND
methionine-enkephalin ChEBI
opioid growth factor ChemIDplus
opioid growth factor (OGF) ChEBI
Tyr-Gly-Gly-Phe-Met ChemIDplus
Tyr-Gly-Gly-Phe-Met-OH ChemIDplus
Brand Name Source
Lupex ChemIDplus
Manual Xrefs Databases
391597 ChemSpider
C11684 KEGG COMPOUND
DB12668 DrugBank
Met-enkephalin Wikipedia
View more database links
Registry Number Type Source
58569-55-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
30422494 PubMed citation Europe PMC
30930116 PubMed citation Europe PMC
31078923 PubMed citation Europe PMC
31404891 PubMed citation Europe PMC
31835089 PubMed citation Europe PMC
31994797 PubMed citation Europe PMC
32129162 PubMed citation Europe PMC
32412087 PubMed citation Europe PMC
32491696 PubMed citation Europe PMC
32535097 PubMed citation Europe PMC
32666020 PubMed citation Europe PMC
33620466 PubMed citation Europe PMC
33957231 PubMed citation Europe PMC
33965882 PubMed citation Europe PMC
34116288 PubMed citation Europe PMC
34309826 PubMed citation Europe PMC
34311187 PubMed citation Europe PMC
34315116 PubMed citation Europe PMC
34324868 PubMed citation Europe PMC
34426103 PubMed citation Europe PMC
Last Modified
03 March 2022