| Common Name |
Histidinyl-Phenylalanine
| Description |
Histidinyl-Phenylalanine is a dipeptide composed of histidine and phenylalanine. 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 HMDB28892 (Histidinyl-Phenylalanine)
| Synonyms |
| Value |
Source |
H-F DipeptideHMDB
HF DipeptideHMDB
His-pheHMDB
Histidine phenylalanine dipeptideHMDB
Histidine-phenylalanine dipeptideHMDB
HistidinylphenylalanineHMDB
L-Histidinyl-L-phenylalanineHMDB
PhenylalanylhistidineMeSH
Phe-hisMeSH
HistidylphenylalanineMeSH
| Chemical Formlia |
C15H18N4O3
| Average Molecliar Weight |
302.3284
| Monoisotopic Molecliar Weight |
302.137890462
| IUPAC Name |
2-[2-amino-3-(1H-imidazol-5-yl)propanamido]-3-phenylpropanoic acid
| Traditional Name |
2-[2-amino-3-(3H-imidazol-4-yl)propanamido]-3-phenylpropanoic acid
| CAS Registry Number |
Not Available
| SMILES |
NC(CC1=CN=CN1)C(=O)NC(CC1=CC=CC=C1)C(O)=O
| InChI Identifier |
InChI=1S/C15H18N4O3/c16-12(7-11-8-17-9-18-11)14(20)19-13(15(21)22)6-10-4-2-1-3-5-10/h1-5,8-9,12-13H,6-7,16H2,(H,17,18)(H,19,20)(H,21,22)
| InChI Key |
XMAUFHMAAVTODF-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 |
Phenylalanine and derivatives
Histidine and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Phenylpropanoic acids
Amphetamines and derivatives
Imidazolyl carboxylic acids and derivatives
Aralkylamines
Fatty amides
Heteroaromatic compounds
Secondary carboxylic acid amides
Amino acids
Monocarboxylic acids and derivatives
Carboxylic acids
Azacyclic compounds
Carbonyl compounds
Hydrocarbon derivatives
Monoalkylamines
Organic oxides
Organopnictogen compounds
| Substituents |
Alpha-dipeptide
Phenylalanine or derivatives
Histidine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Imidazolyl carboxylic acid derivative
Aralkylamine
Monocyclic benzene moiety
Fatty amide
Benzenoid
Fatty acyl
Heteroaromatic compound
Imidazole
Azole
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Carboxylic acid
Primary aliphatic amine
Hydrocarbon derivative
Amine
Carbonyl group
Organic oxygen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Primary amine
Organonitrogen compound
Organooxygen 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-2.3Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.72 mg/mLALOGPS
logP-1.7ALOGPS
logP-2.3ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.53ChemAxon
pKa (Strongest Basic)8.02ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area121.1 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity79.98 m3·mol-1ChemAxon
Polarizability31.14 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 |
HMDB28892
| Metagene Link |
HMDB28892
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: BPO-27 (racemate)
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Reddy PR, Mohan SK, Rao KS: Ternary zinc(II)-dipeptide complexes for the hydrolytic cleavage of DNA at physiological pH. Chem Biodivers. 2005 May;2(5):672-83. [PubMed:17192010 ]
- Sigman JA, Kim HK, Zhao X, Carey JR, Lu Y: The role of copper and protons in heme-copper oxidases: kinetic study of an engineered heme-copper center in myoglobin. Proc Natl Acad Sci U S A. 2003 Apr 1;100(7):3629-34. Epub 2003 Mar 24. [PubMed:12655052 ]
- Osz K, Varnagy K, Suli-Vargha H, Csampay A, Sanna D, Micera G, Sovago I: Acid-base properties and copper(II) complexes of dipeptides containing histidine and additional chelating bis(imidazol-2-yl) residues. J Inorg Biochem. 2004 Jan;98(1):24-32. [PubMed:14659629 ]
|
PMID: 6092972
