| Common Name |
Histidinyl-Proline
| Description |
Histidinyl-Proline is a dipeptide composed of histidine and proline. 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 HMDB28893 (Histidinyl-Proline)
| Synonyms |
| Value |
Source |
H-P DipeptideHMDB
His-proHMDB
Histidine proline dipeptideHMDB
Histidine-proline dipeptideHMDB
HistidinylprolineHMDB
HP DipeptideHMDB
L-Histidinyl-L-prolineHMDB
HistidylprolineMeSH
| Chemical Formlia |
C11H16N4O3
| Average Molecliar Weight |
252.2697
| Monoisotopic Molecliar Weight |
252.122240398
| IUPAC Name |
1-[2-amino-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carboxylic acid
| Traditional Name |
1-[2-amino-3-(3H-imidazol-4-yl)propanoyl]pyrrolidine-2-carboxylic acid
| CAS Registry Number |
Not Available
| SMILES |
NC(CC1=CN=CN1)C(=O)N1CCCC1C(O)=O
| InChI Identifier |
InChI=1S/C11H16N4O3/c12-8(4-7-5-13-6-14-7)10(16)15-3-1-2-9(15)11(17)18/h5-6,8-9H,1-4,12H2,(H,13,14)(H,17,18)
| InChI Key |
LNCFUHAPNTYMJB-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 |
Histidine and derivatives
Proline and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Pyrrolidine carboxylic acids
Imidazolyl carboxylic acids and derivatives
N-acylpyrrolidines
Aralkylamines
Tertiary carboxylic acid amides
Heteroaromatic compounds
Amino acids
Monocarboxylic acids and derivatives
Carboxylic acids
Azacyclic compounds
Monoalkylamines
Hydrocarbon derivatives
Carbonyl compounds
Organopnictogen compounds
Organic oxides
| Substituents |
Alpha-dipeptide
Histidine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Proline or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Imidazolyl carboxylic acid derivative
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Aralkylamine
Tertiary carboxylic acid amide
Pyrrolidine
Heteroaromatic compound
Imidazole
Azole
Carboxamide group
Amino acid
Amino acid or derivatives
Organoheterocyclic compound
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Amine
Organic oxygen 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-3.88Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility20.6 mg/mLALOGPS
logP-2.7ALOGPS
logP-3.6ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)3.41ChemAxon
pKa (Strongest Basic)8.02ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area112.31 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity63.05 m3·mol-1ChemAxon
Polarizability24.67 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 |
HMDB28893
| Metagene Link |
HMDB28893
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: (R)-BPO-27
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Jackson IM, Adelman LS, Munsat TL, Forte S, Lechan RM: Amyotrophic lateral sclerosis: thyrotropin-releasing hormone and histidyl proline diketopiperazine in the spinal cord and cerebrospinal fluid. Neurology. 1986 Sep;36(9):1218-23. [PubMed:3092130 ]
|
PMID: 1681448