| Common Name |
Tyrosyl-Arginine
| Description |
Tyrosyl-Arginine is a dipeptide composed of tyrosine and arginine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an Expected metabolite.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29099 (Tyrosyl-Arginine)
| Synonyms |
| Value |
Source |
L-Tyrosyl-L-arginineHMDB
Tyr-argHMDB
Tyrosine arginine dipeptideHMDB
Tyrosine-arginine dipeptideHMDB
TyrosylarginineHMDB
Y-R dipeptideHMDB
YR dipeptideHMDB
Kyotorphin, 3H-labeled, (L-tyr-D-arg)-isomerMeSH
Kyotorphin, (L-tyr-D-arg)-isomerMeSH
D-KyotorphinMeSH
Kyotorphin, 3H-labeled, (L-tyr-L-arg)-isomerMeSH
L-Tyrosyl-D-arginineMeSH
KyotorphinMeSH
(D-Arg(2))-kyotorphinMeSH
Kyotorphin, 14C-labeled, (L-tyr-L-arg)-isomerMeSH
| Chemical Formlia |
C15H23N5O4
| Average Molecliar Weight |
337.3742
| Monoisotopic Molecliar Weight |
337.175004249
| IUPAC Name |
2-[2-amino-3-(4-hydroxyphenyl)propanamido]-5-carbamimidamidopentanoic acid
| Traditional Name |
2-[2-amino-3-(4-hydroxyphenyl)propanamido]-5-carbamimidamidopentanoic acid
| CAS Registry Number |
Not Available
| SMILES |
NC(CC1=CC=C(O)C=C1)C(=O)NC(CCCNC(N)=N)C(O)=O
| 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)
| InChI Key |
JXNRXNCCROJZFB-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic acids and derivatives
| Sub Class |
Carboxylic acids and derivatives
| Direct Parent |
Dipeptides
| Alternative Parents |
Tyrosine and derivatives
Phenylalanine and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Amphetamines and derivatives
1-hydroxy-2-unsubstituted benzenoids
Aralkylamines
Fatty amides
Secondary carboxylic acid amides
Amino acids
Guanidines
Propargyl-type 1,3-dipolar organic compounds
Monocarboxylic acids and derivatives
Carboxylic acids
Carboximidamides
Carbonyl compounds
Hydrocarbon derivatives
Monoalkylamines
Organic oxides
Organopnictogen compounds
| Substituents |
Alpha-dipeptide
Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Fatty amide
Fatty acyl
Guanidine
Amino acid
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Organic 1,3-dipolar compound
Carboxylic acid
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Monocarboxylic acid or derivatives
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Primary amine
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
| Biofunction |
Not Available
| Application |
Not Available
| Cellliar locations |
Not Available
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-2.48Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.16 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity97.82 m3·mol-1ChemAxon
Polarizability35.5 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Not Available
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
Not Available
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29099
| Metagene Link |
HMDB29099
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Ensartinib
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Kee AJ, Smith RC: Addition of tyrosyl-arginine to parenteral nutrition is anabolic in unstressed rats. Nutrition. 2000 May;16(5):361-7. [PubMed:10793305 ]
- Schwarz A, Wandrey C, Steinke D, Kula MR: A two-step enzymatic synthesis of dipeptides. Biotechnol Bioeng. 1992 Jan 20;39(2):132-40. [PubMed:18600923 ]
- Kee AJ, Smith RC, Gross AS, Madsen DC, Rowe B: The effect of dipeptide structure on dipeptide and amino acid clearance in rats. Metabolism. 1994 Nov;43(11):1373-8. [PubMed:7968592 ]
- Kee AJ, Smith RC: Organ clearance of tyrosyl-arginine and its effect on amino acid metabolism in young sheep. Metabolism. 1993 Aug;42(8):958-66. [PubMed:8345819 ]
- Simpkins C: A new cytochrome C reducing dipeptide. J Natl Med Assoc. 1990 Feb;82(2):113-6. [PubMed:2154586 ]
|
PMID: 26076928
