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CHEBI:89656 - Leu-enkephalin
| Formula | C28H37N5O7 |
| Net Charge | 0 |
| Average Mass | 555.632 |
| Monoisotopic Mass | 555.26930 |
| SMILES | CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)O |
| InChI | InChI=1S/C28H37N5O7/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40)/t21-,22-,23-/m0/s1 |
| InChIKey | URLZCHNOLZSCCA-VABKMULXSA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Homo sapiens (ncbitaxon:9606) | blood plasma (BTO_0000131) | PubMed (2583565) |
| Roles Classification |
|---|
| Chemical Role: | Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). |
| Biological Roles: | rat metabolite Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus). delta-opioid receptor agonist A compound that exhibits agonist activity at the δ-opioid receptor. 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. 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 μ-opioid receptor. neurotransmitter An endogenous compound that is used to transmit information across the synapse between a neuron and another cell. |
| Applications: | delta-opioid receptor agonist A compound that exhibits agonist activity at the δ-opioid receptor. 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. mu-opioid receptor agonist A compound that exhibits agonist activity at the μ-opioid receptor. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| Leu-enkephalin (CHEBI:89656) has functional parent L-leucine (CHEBI:15603) |
| Leu-enkephalin (CHEBI:89656) has functional parent L-phenylalanine (CHEBI:17295) |
| Leu-enkephalin (CHEBI:89656) has functional parent L-tyrosine (CHEBI:17895) |
| Leu-enkephalin (CHEBI:89656) has functional parent glycine (CHEBI:15428) |
| Leu-enkephalin (CHEBI:89656) has role analgesic (CHEBI:35480) |
| Leu-enkephalin (CHEBI:89656) has role human metabolite (CHEBI:77746) |
| Leu-enkephalin (CHEBI:89656) has role neurotransmitter (CHEBI:25512) |
| Leu-enkephalin (CHEBI:89656) has role rat metabolite (CHEBI:86264) |
| Leu-enkephalin (CHEBI:89656) has role δ-opioid receptor agonist (CHEBI:64054) |
| Leu-enkephalin (CHEBI:89656) has role μ-opioid receptor agonist (CHEBI:55322) |
| Leu-enkephalin (CHEBI:89656) is a pentapeptide (CHEBI:48545) |
| Leu-enkephalin (CHEBI:89656) is tautomer of Leu-enkephalin zwitterion (CHEBI:190689) |
| Incoming Relation(s) |
| Leu-enkephalin zwitterion (CHEBI:190689) is tautomer of Leu-enkephalin (CHEBI:89656) |
| IUPAC Name |
|---|
| L-tyrosylglycylglycyl-L-phenylalanyl-L-leucine |
| Synonyms | Source |
|---|---|
| [Leu5]enkephalin | HMDB |
| leucine enkephalin | ChemIDplus |
| (2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acid | HMDB |
| [Leu5]-enkephalin | HMDB |
| Leu-enkephalin | ChemIDplus |
| [5-Leucine]enkephalin | HMDB |
| Manual Xrefs | Databases |
|---|---|
| HMDB0001045 | HMDB |
| 406229 | ChemSpider |
| C16041 | KEGG COMPOUND |
| FDB022389 | FooDB |
| Leu-enkephalin | Wikipedia |
| Registry Numbers | Sources |
|---|---|
| Reaxys:3582445 | Reaxys |
| CAS:58822-25-6 | ChemIDplus |
| Citations |
|---|