Enkephalin L (CED0002235)

Record Information
Version1.0
Creation Date2016-05-26 05:26:40 UTC
Update Date2026-04-05 02:56:20 UTC
Accession NumberCHEM035045
Identification
Common NameEnkephalin L
ClassSmall Molecule
Description
Enkephalin L is an organic compound with the chemical formula C28H37N5O7. Enkephalin L belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 555.62 g/mol, Enkephalin L is a heavy molecule. This compound is identified across seven recorded sources. Within the category of electrical and electronic equipment, it is associated with amplifiers, electrodes, gas filled discharge tubes with gaseous cathodes, discharge tubes with liquid pool cathodes, and electrically stimulated smoking devices, among one other source. Additionally, Enkephalin L is found in sources related to food, food processing and cookware, specifically in the area of food preservation.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
(2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acidChEBI
[5-Leucine]enkephalinChEBI
[Leu(5)]-enkephalinChEBI
[Leu(5)]enkephalinChEBI
[Leu]enkephalinChEBI
Enkephalin, leucineChEBI
H-Tyr-gly-gly-phe-leu-OHChEBI
L-ENKChEBI
L-Tyr-gly-gly-L-phe-L-leuChEBI
Leu-enkChEBI
Leucine enkephalinChEBI
Leucine-enkephalinChEBI
Leucyl-enkephalinChEBI
LeuENKChEBI
N-(N-(N-(N-L-Tyrosylglycyl)glycyl)-L-phenylalanyl)-L-leucineChEBI
Tyr-gly-gly-phe-leuChEBI
Tyr-gly-gly-phe-leu-OHChEBI
Y-g-g-F-LChEBI
YGGFLChEBI
(2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoateGenerator
Leucine- enkephalinChEMBL, HMDB
Leu-enkephalinChEMBL, HMDB, MeSH
[Leu 5]enkephalinHMDB
[Leu5]-enkephalinHMDB
Enkephalin, 5-leucineMeSH, HMDB
Leu enkephalinMeSH, HMDB
5 Leucine enkephalinMeSH, HMDB
Leu(5)-enkephalinMeSH, HMDB
5-Leucine enkephalinMeSH, HMDB
(2S)-2-{[(2S)-2-({2-[(2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxyethylidene}amino)-1-hydroxy-3-phenylpropylidene]amino}-4-methylpentanoateGenerator, HMDB
Chemical FormulaC28H37N5O7
Average Molecular Mass555.623 g/mol
Monoisotopic Mass555.269 g/mol
CAS Registry Number14-18-6
IUPAC Name(2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acid
Traditional Name(2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acid
SMILESCC(C)C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)CC1=CC=C(O)C=C1)C(O)=O
InChI IdentifierInChI=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
InChI KeyURLZCHNOLZSCCA-VABKMULXSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentOligopeptides
Alternative Parents
Substituents
  • Alpha-oligopeptide
  • Tyrosine or derivatives
  • Phenylalanine or derivatives
  • Leucine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid amide
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Amphetamine or derivatives
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Benzenoid
  • Fatty acyl
  • Monocyclic benzene moiety
  • Fatty amide
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Organonitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Amine
  • Organic oxygen compound
  • Primary amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.015 g/LALOGPS
logP-1ALOGPS
logP-1.9ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)3.7ChemAxon
pKa (Strongest Basic)7.73ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area199.95 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity145.59 m³·mol⁻¹ChemAxon
Polarizability57.94 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-01pc-2913210000-2030f7d4362602946613Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-05nf-4193224000-961c021df7886c910304Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f76-0940020000-01b1154dc17e8249a8c8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-2921000000-331e8269299530ed1230Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-2900000000-f5b115db9b594e70d85aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0222190000-7ff6ef9ac638217877c1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0043-2985460000-6237cdca7e8b9de1b20dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-003u-4952000000-fa381454fd5b34e40546Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0000090000-efdd42b91eacfd26a6f6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01ox-4954270000-35d9c71cc6409d67df92Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004l-5930000000-c9b69a3ab0d5f58d2de1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0211190000-0f087cdf9e8587268ad9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01qd-3528920000-f5a527ab02d072443d7dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-007d-4910000000-994574c817d228a4f09fNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
3634.0Log mg/kg[2000:6500]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
505AmplifiersElectrical & Electronic EquipmentNot Available
515Discharge Tubes With Liquid Pool CathodesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
522Gas Filled Discharge Tubes With Gaseous CathodesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Proenkephalin-B structureClick to view 3D structureProenkephalin-BP01213HumansPredicted (SEA)0.0778492
Delta-type opioid receptor structureClick to view 3D structureDelta-type opioid receptorP41143HumansPredicted (SEA)0.467095
Click to view 3D structureDelta-type opioid receptorP32300Mus musculusPredicted (SEA)1.01204
Click to view 3D structureMu-type opioid receptorP33535Rattus norvegicusPredicted (SEA)1.01204
Mu-type opioid receptor structureClick to view 3D structureMu-type opioid receptorP35372HumansPredicted (SEA)0.155698
Click to view 3D structureDelta-type opioid receptorP33533Rattus norvegicusPredicted (SEA)0.389246
Click to view 3D structureMu-type opioid receptorP97266Cavia porcellusPredicted (SEA)1.47914
Click to view 3D structureKappa-type opioid receptorP34975Rattus norvegicusPredicted (SEA)0.778492
Kappa-type opioid receptor structureClick to view 3D structureKappa-type opioid receptorP41145HumansPredicted (SEA)1.86838
Click to view 3D structureKappa-type opioid receptorP41144Cavia porcellusPredicted (SEA)1.86838
Click to view 3D structureMu-type opioid receptorP42866Mus musculusPredicted (SEA)1.71268
Click to view 3D structureOpioid receptor, delta 1bB3DH72Danio rerioPredicted (SEA)0.155698
Click to view 3D structureCytosol aminopeptidaseP00727Bos taurusPredicted (SEA)0.544945
Click to view 3D structureOpioid receptor homologueA3QJX7Danio rerioPredicted (SEA)0.0778492
Click to view 3D structureNeprilysinQ61391Mus musculusPredicted (SEA)0.778492
Click to view 3D structureCalpain-2 catalytic subunitQ27971Bos taurusPredicted (SEA)6.53933
Click to view 3D structureKappa-type opioid receptorP33534Mus musculusPredicted (SEA)13.7793
Adenomatous polyposis coli protein structureClick to view 3D structureAdenomatous polyposis coli proteinP25054HumansPredicted (SEA)5.99439
Click to view 3D structureMu opioid receptor-like OR2B8JHS2Danio rerioPredicted (SEA)0.155698
Angiotensin-converting enzyme structureClick to view 3D structureAngiotensin-converting enzymeP12821HumansPredicted (SEA)2.56902
Click to view 3D structureMu-opioid receptorQ8CGM4Cavia porcellusPredicted (SEA)4.35956
Click to view 3D structureHyaluronan mediated motility receptorO75330HumansPredicted (SEA)7.08428
Click to view 3D structureNeprilysinP08049Oryctolagus cuniculusPredicted (SEA)4.51525
Click to view 3D structureSubstance-P receptorP14600Rattus norvegicusPredicted (SEA)31.8403
Solute carrier family 15 member 1 structureClick to view 3D structureSolute carrier family 15 member 1P46059HumansPredicted (SEA)1.71268
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0001045
FooDB IDFDB022389
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkLeu-enkephalin
Chemspider ID406229
ChEBI ID89656
PubChem Compound ID461776
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16802191
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20161518
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20669325
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22323423
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23661424
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23912034
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=24480726
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=2583565
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=26723675
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=26763532
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=28233882
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=28382489
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=29351722
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=29648788
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=29793486
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=29981318
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=30014064
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=30234204
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=31843219
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=32556047
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=32961052
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=33389463
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=33573373
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=33663067
25. https://www.ncbi.nlm.nih.gov/pubmed/?term=4069309
26. https://www.ncbi.nlm.nih.gov/pubmed/?term=9450624
27. Nissen JB, Kragballe K: Enkephalins modulate differentiation of normal human keratinocytes in vitro. Exp Dermatol. 1997 Oct;6(5):222-9.
28. Lukiw WJ: Endogenous signaling complexity in neuropeptides- leucine- and methionine-enkephalin. Cell Mol Neurobiol. 2006 Jul-Aug;26(4-6):1003-10. Epub 2006 Jun 27.
29. De Marco V, Possenti R, Vita F, Rapposelli B, D'Alagni M, Roda LG: Enkephalin binding systems in human plasma. II: Leu-enkephalin serum albumin interaction. Neurochem Res. 1985 Oct;10(10):1355-69.