Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:34:16 UTC |
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Update date | 2015-07-21 06:57:50 UTC |
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Primary ID | FDB023758 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Kyotorphin |
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Description | Kyotorphin (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] |
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CAS Number | 70904-56-2 |
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Structure | |
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Synonyms | Synonym | Source |
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L-Tyrosyl-L-arginine | ChEBI | N(2)-L-Tyrosyl-L-arginine | ChEBI | (D-Arg(2))-kyotorphin | MeSH | D-Kyotorphin | MeSH | L-Tyrosyl-D-arginine | MeSH | Tyr-arg | MeSH | Kyotorphin, (L-tyr-D-arg)-isomer | MeSH | Kyotorphin, 14C-labeled, (L-tyr-L-arg)-isomer | MeSH | Kyotorphin, 3H-labeled, (L-tyr-D-arg)-isomer | MeSH | Kyotorphin, 3H-labeled, (L-tyr-L-arg)-isomer | MeSH | Kyotorphin | ChEBI | Kiotorphin | hmdb | L-tyrosyl-l-arginine | hmdb | TYR-arg | hmdb |
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Predicted Properties | |
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Chemical Formula | C15H23N5O4 |
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IUPAC name | (2S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-5-carbamimidamidopentanoic acid |
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InChI Identifier | InChI=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 |
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InChI Key | JXNRXNCCROJZFB-RYUDHWBXSA-N |
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Isomeric SMILES | N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O |
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Average Molecular Weight | 337.3742 |
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Monoisotopic Molecular Weight | 337.175004249 |
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Classification |
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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. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | Peptides |
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Alternative Parents | |
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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
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Biological location: Source: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-0gz9-1941000000-6442b8c85128732eba6b | Spectrum | GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-0002-1962000000-2d43882c73cd497c6d68 | Spectrum | GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-004i-0911000000-6e5389102831f5caa24c | Spectrum | GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-002b-1970100000-a48c256e767df926766e | Spectrum | GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-0gz9-1942000000-38d408829fea36a689d3 | Spectrum | GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-0036-2950000000-4264faca814a387d0378 | Spectrum | GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-0gz9-1941000000-6442b8c85128732eba6b | Spectrum | GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-0002-1962000000-2d43882c73cd497c6d68 | Spectrum | GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-004i-0911000000-6e5389102831f5caa24c | Spectrum | GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-002b-1970100000-a48c256e767df926766e | Spectrum | GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-0gz9-1942000000-38d408829fea36a689d3 | Spectrum | GC-MS | Kyotorphin, non-derivatized, GC-MS Spectrum | splash10-0036-2950000000-4264faca814a387d0378 | Spectrum | Predicted GC-MS | Kyotorphin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-000f-8930000000-af6fe7957f5d80691c77 | Spectrum | Predicted GC-MS | Kyotorphin, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-01p9-4916000000-632209cfa0cbb1905d8c | Spectrum | Predicted GC-MS | Kyotorphin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-1839000000-de1c7c304ff61eaf0380 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-02br-1910000000-6fa1321f58e071355fc9 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0cdr-4900000000-10afb93f6d719b98c35a | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000f-2097000000-11f084995e26e7d9938f | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a6u-5591000000-171a1e247f9f02ebea54 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-052f-9300000000-ffb902b320bf0e7f5043 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0209000000-6a1d922cfa1135144695 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-05n0-1901000000-d2798d11e4b30672a77f | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0007-7900000000-6913fdafb29138f37a80 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0109000000-9301b92fb8848886b4e5 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03yl-3985000000-fc89fdcb46d6c88ebd1c | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9300000000-891246d8ce1577f82f8f | 2021-09-22 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 110353 |
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ChEMBL ID | CHEMBL273521 |
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KEGG Compound ID | C02993 |
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Pubchem Compound ID | 123804 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 17537 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB05768 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Kyotorphin |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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