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Showing Compound Kyotorphin (FDB023758)

Record Information
Version1.0
Creation date2011-09-21 00:34:16 UTC
Update date2015-07-21 06:57:50 UTC
Primary IDFDB023758
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameKyotorphin
DescriptionKyotorphin (L-tyrosyl-L-arginine) is a neuroactive dipeptide which plays a role in pain regulation in the brain. It was first isolated from bovine brain by Japanese scientists in 1979. Kyotorphin was named for the site of its discovery, Kyoto, Japan and because of its morphine- (or endorphin-) like analgesic activity. Kyotorphin has an analgesic effect, but it does not interact with the opioid receptors. Instead, it acts by releasing an Met-enkephalin and stabilizing it from degradation. It may also possess properties of neuromediator/neuromodulator. It has been shown that kyotorphin is present in the human cerebrospinal fluid and that it is lower in patients with persistent pain. [HMDB]
CAS Number70904-56-2
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
L-Tyrosyl-L-arginineChEBI
N(2)-L-Tyrosyl-L-arginineChEBI
(D-Arg(2))-kyotorphinMeSH
D-KyotorphinMeSH
L-Tyrosyl-D-arginineMeSH
Tyr-argMeSH
Kyotorphin, (L-tyr-D-arg)-isomerMeSH
Kyotorphin, 14C-labeled, (L-tyr-L-arg)-isomerMeSH
Kyotorphin, 3H-labeled, (L-tyr-D-arg)-isomerMeSH
Kyotorphin, 3H-labeled, (L-tyr-L-arg)-isomerMeSH
KyotorphinChEBI
Kiotorphinhmdb
L-tyrosyl-l-argininehmdb
TYR-arghmdb
Predicted Properties
PropertyValueSource
Water Solubility0.16 g/LALOGPS
logP-3.1ALOGPS
logP-2.5ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)3.52ChemAxon
pKa (Strongest Basic)12.1ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area174.55 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity97.82 m³·mol⁻¹ChemAxon
Polarizability35.31 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H23N5O4
IUPAC name(2S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-5-carbamimidamidopentanoic acid
InChI IdentifierInChI=1S/C15H23N5O4/c16-11(8-9-3-5-10(21)6-4-9)13(22)20-12(14(23)24)2-1-7-19-15(17)18/h3-6,11-12,21H,1-2,7-8,16H2,(H,20,22)(H,23,24)(H4,17,18,19)/t11-,12-/m0/s1
InChI KeyJXNRXNCCROJZFB-RYUDHWBXSA-N
Isomeric SMILESN[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O
Average Molecular Weight337.3742
Monoisotopic Molecular Weight337.175004249
Classification
Description Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentPeptides
Alternative Parents
Substituents
  • Alpha peptide
  • Arginine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid or derivatives
  • Amphetamine or derivatives
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid or derivatives
  • Amino acid
  • Guanidine
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Primary aliphatic amine
  • Imine
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Primary amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-0gz9-1941000000-6442b8c85128732eba6bSpectrum
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-0002-1962000000-2d43882c73cd497c6d68Spectrum
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-004i-0911000000-6e5389102831f5caa24cSpectrum
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-002b-1970100000-a48c256e767df926766eSpectrum
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-0gz9-1942000000-38d408829fea36a689d3Spectrum
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-0036-2950000000-4264faca814a387d0378Spectrum
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-0gz9-1941000000-6442b8c85128732eba6bSpectrum
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-0002-1962000000-2d43882c73cd497c6d68Spectrum
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-004i-0911000000-6e5389102831f5caa24cSpectrum
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-002b-1970100000-a48c256e767df926766eSpectrum
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-0gz9-1942000000-38d408829fea36a689d3Spectrum
GC-MSKyotorphin, non-derivatized, GC-MS Spectrumsplash10-0036-2950000000-4264faca814a387d0378Spectrum
Predicted GC-MSKyotorphin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000f-8930000000-af6fe7957f5d80691c77Spectrum
Predicted GC-MSKyotorphin, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01p9-4916000000-632209cfa0cbb1905d8cSpectrum
Predicted GC-MSKyotorphin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1839000000-de1c7c304ff61eaf03802017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-02br-1910000000-6fa1321f58e071355fc92017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0cdr-4900000000-10afb93f6d719b98c35a2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000f-2097000000-11f084995e26e7d9938f2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a6u-5591000000-171a1e247f9f02ebea542017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9300000000-ffb902b320bf0e7f50432017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0209000000-6a1d922cfa11351446952021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05n0-1901000000-d2798d11e4b30672a77f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0007-7900000000-6913fdafb29138f37a802021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0109000000-9301b92fb8848886b4e52021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03yl-3985000000-fc89fdcb46d6c88ebd1c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-891246d8ce1577f82f8f2021-09-22View Spectrum
NMRNot Available
ChemSpider ID110353
ChEMBL IDCHEMBL273521
KEGG Compound IDC02993
Pubchem Compound ID123804
Pubchem Substance IDNot Available
ChEBI ID17537
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB05768
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDKyotorphin
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference