| Common Name |
Prolyl-Tyrosine
| Description |
Prolyl-Tyrosine is a dipeptide composed of proline and tyrosine. 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 HMDB29029 (Prolyl-Tyrosine)
| Synonyms |
| Value |
Source |
L-Prolyl-L-tyrosineHMDB
P-Y dipeptideHMDB
pro-TyrHMDB
Proline tyrosine dipeptideHMDB
Proline-tyrosine dipeptideHMDB
ProlyltyrosineHMDB
PY dipeptideHMDB
L-Prolyl-L-tyrosine monohydrateMeSH
| Chemical Formlia |
C14H18N2O4
| Average Molecliar Weight |
278.3037
| Monoisotopic Molecliar Weight |
278.126657074
| IUPAC Name |
3-(4-hydroxyphenyl)-2-(pyrrolidin-2-ylformamido)propanoic acid
| Traditional Name |
3-(4-hydroxyphenyl)-2-(pyrrolidin-2-ylformamido)propanoic acid
| CAS Registry Number |
Not Available
| SMILES |
OC(=O)C(CC1=CC=C(O)C=C1)NC(=O)C1CCCN1
| InChI Identifier |
InChI=1S/C14H18N2O4/c17-10-5-3-9(4-6-10)8-12(14(19)20)16-13(18)11-2-1-7-15-11/h3-6,11-12,15,17H,1-2,7-8H2,(H,16,18)(H,19,20)
| InChI Key |
OIDKVWTWGDWMHY-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
Proline and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Phenylpropanoic acids
Amphetamines and derivatives
Pyrrolidinecarboxamides
1-hydroxy-2-unsubstituted benzenoids
Secondary carboxylic acid amides
Amino acids
Monocarboxylic acids and derivatives
Azacyclic compounds
Carboxylic acids
Dialkylamines
Organic oxides
Carbonyl compounds
Organopnictogen compounds
Hydrocarbon derivatives
| Substituents |
Alpha-dipeptide
Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Proline or derivatives
Alpha-amino acid amide
3-phenylpropanoic-acid
Amphetamine or derivatives
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid
Azacycle
Organoheterocyclic compound
Secondary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Amine
Organic oxygen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound
| Molecliar Framework |
Aromatic heteromonocyclic 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-1.75Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility1.18 mg/mLALOGPS
logP-1.3ALOGPS
logP-1.8ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)3.49ChemAxon
pKa (Strongest Basic)9.98ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area98.66 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity71.96 m3·mol-1ChemAxon
Polarizability28.62 Å3ChemAxon
Number of Rings2ChemAxon
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 |
HMDB29029
| Metagene Link |
HMDB29029
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: APS-2-79 (hydrochloride)
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Zherdev VP, Boiko SS, Mesonzhnik NV, Appolonova SA, Rodchenkov GN, Ostrovskaia RU, Gudasheva TA, Seredenin SB: [Experimental pharmacokinetics of the new neurotensine-derived antipsychotic drug dilept]. Eksp Klin Farmakol. 2009 May-Jun;72(3):16-21. [PubMed:19642587 ]
- Asmakova LS, Kalinina TS, Ostrovskaya RU, Gudasheva TA, Zaitseva NI, Bondarenko NA, Voronina TA, Seredenin SB: Comparison of antipsychotic activity and discriminative stimulus effects of the novel acylprolyltyrosine containing compound, GZR-123, and sulpiride. Pharmacol Biochem Behav. 1999 Oct;64(2):359-62. [PubMed:10515313 ]
- Shubenina EB, Kudrin VS, Klodt PM, Pokrovskii AA, Gudasheva TA, Voronina TA, Ostrovskaia RU: [Interstrain differences in the content of excitatory and inhibitory amino acids in the brain of DBA/2J, Balb/c and C57BL/6 mice: characteristics of the effect of a dipeptide antipsychotic drug dilept]. Eksp Klin Farmakol. 2008 Jul-Aug;71(4):7-10. [PubMed:18819433 ]
- Gu Y, Zhang J, Wang YB, Li SW, Yang HJ, Luo WX, Xia NS: [Selection of a peptide mimic the neutralization epitope of hepatitis E virus with phage peptide display technology]. Sheng Wu Gong Cheng Xue Bao. 2003 Nov;19(6):680-5. [PubMed:15971579 ]
- Gao S, Alarcon C, Sapkota G, Rahman S, Chen PY, Goerner N, Macias MJ, Erdjument-Bromage H, Tempst P, Massague J: Ubiquitin ligase Nedd4L targets activated Smad2/3 to limit TGF-beta signaling. Mol Cell. 2009 Nov 13;36(3):457-68. doi: 10.1016/j.molcel.2009.09.043. [PubMed:19917253 ]
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PMID: 1982659