| Common Name |
Prolyl-Alanine
| Description |
Prolyl-Alanine is a dipeptide composed of proline and alanine. 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 HMDB29010 (Prolyl-Alanine)
| Synonyms |
| Value |
Source |
L-Prolyl-L-alanineHMDB
P-a DipeptideHMDB
PA dipeptideHMDB
pro-AlaHMDB
Proline alanine dipeptideHMDB
Proline-alanine dipeptideHMDB
ProlylalanineHMDB
| Chemical Formlia |
C8H14N2O3
| Average Molecliar Weight |
186.2084
| Monoisotopic Molecliar Weight |
186.100442324
| IUPAC Name |
2-(pyrrolidin-2-ylformamido)propanoic acid
| Traditional Name |
2-(pyrrolidin-2-ylformamido)propanoic acid
| CAS Registry Number |
Not Available
| SMILES |
CC(NC(=O)C1CCCN1)C(O)=O
| InChI Identifier |
InChI=1S/C8H14N2O3/c1-5(8(12)13)10-7(11)6-3-2-4-9-6/h5-6,9H,2-4H2,1H3,(H,10,11)(H,12,13)
| InChI Key |
FELJDCNGZFDUNR-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 |
Proline and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Alanine and derivatives
Pyrrolidinecarboxamides
Secondary carboxylic acid amides
Amino acids
Monocarboxylic acids and derivatives
Dialkylamines
Carboxylic acids
Azacyclic compounds
Organopnictogen compounds
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Alpha-dipeptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Proline or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid
Azacycle
Secondary amine
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Amine
Aliphatic heteromonocyclic compound
| Molecliar Framework |
Aliphatic 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-3.11Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility8.08 mg/mLALOGPS
logP-2.6ALOGPS
logP-3.1ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)3.71ChemAxon
pKa (Strongest Basic)9.81ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area78.43 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.36 m3·mol-1ChemAxon
Polarizability18.75 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 |
HMDB29010
| Metagene Link |
HMDB29010
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Diosmetin
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Pierpoint WS: o-Quinones formed in plant extracts. Their reactions with amino acids and peptides. Biochem J. 1969 May;112(5):609-16. [PubMed:4980678 ]
- Paynter RA, Hankinson SE, Colditz GA, Hunter DJ, De Vivo I: No evidence of a role for PPARgamma Pro12Ala polymorphism in endometrial cancer susceptibility. Pharmacogenetics. 2004 Dec;14(12):851-6. [PubMed:15608564 ]
- Unnithan AG, Myer MJ, Veale CJ, Danell AS: MS/MS of protonated polyproline peptides: the influence of N-terminal protonation on dissociation. J Am Soc Mass Spectrom. 2007 Dec;18(12):2198-203. Epub 2007 Oct 2. [PubMed:17964801 ]
- Patamia M, Messana I, Petruzzelli R, Vitali A, Inzitari R, Cabras T, Fanali C, Scarano E, Contucci A, Galtieri A, Castagnola M: Two proline-rich peptides from pig (Sus scrofa) salivary glands generated by pre-secretory pathway underlying the action of a proteinase cleaving ProAla bonds. Peptides. 2005 Sep;26(9):1550-9. Epub 2005 Apr 18. [PubMed:16112392 ]
|
PMID: 19823806
