| Common Name |
Lysinoalanine
| Description |
Nephrotoxic food contaminantLysinoalanine has been shown to exhibit anti-microbial function (PMID 10335374 ).Lysinoalanine belongs to the family of Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon)[1]. (Reference: [1] Amino Acid: http://en.wikipedia.org/wiki/Amino_acid).
| Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB29447 (Lysinoalanine)
| Synonyms |
| Value |
Source |
LALHMDB
N-epsilon-DL-(2-amino-2-Carboxyethyl)-L-lysineHMDB
N6-(2-amino-2-Carboxyethyl)-L-lysineHMDB
N6-(2-amino-2-Carboxyethyl)lysine, 9ciHMDB
| Chemical Formlia |
C9H19N3O4
| Average Molecliar Weight |
233.2649
| Monoisotopic Molecliar Weight |
233.137556111
| IUPAC Name |
2-amino-6-[(2-amino-2-carboxyethyl)amino]hexanoic acid
| Traditional Name |
2-amino-6-[(2-amino-2-carboxyethyl)amino]hexanoic acid
| CAS Registry Number |
18810-04-3
| SMILES |
NC(CCCCNCC(N)C(O)=O)C(O)=O
| InChI Identifier |
InChI=1S/C9H19N3O4/c10-6(8(13)14)3-1-2-4-12-5-7(11)9(15)16/h6-7,12H,1-5,10-11H2,(H,13,14)(H,15,16)
| InChI Key |
IMSOBGJSYSFTKG-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
| Kingdom |
Organic compounds
| Super Class |
Organic acids and derivatives
| Class |
Carboxylic acids and derivatives
| Sub Class |
Amino acids, peptides, and analogues
| Direct Parent |
Alpha amino acids
| Alternative Parents |
Medium-chain fatty acids
Amino fatty acids
Dicarboxylic acids and derivatives
Dialkylamines
Carboxylic acids
Monoalkylamines
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Secondary amine
Secondary aliphatic amine
Carboxylic acid
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aliphatic acyclic compound
| Molecliar Framework |
Aliphatic acyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
anti-microbial
| Application |
Nutrient
| Cellliar locations |
Cytoplasm
Extracellliar
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility11.9 mg/mLALOGPS
logP-4.1ALOGPS
logP-6.1ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)1.76ChemAxon
pKa (Strongest Basic)10.21ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area138.67 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity56.36 m3·mol-1ChemAxon
Polarizability24.37 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
| 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 |
FDB000559
| KNApSAcK ID |
Not Available
| Chemspider ID |
382126
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29447
| Metagene Link |
HMDB29447
| METLIN ID |
Not Available
| PubChem Compound |
432092
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: SAR405
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Friedman M: Lysinoalanine in food and in antimicrobial proteins. Adv Exp Med Biol. 1999;459:145-59. [PubMed:10335374 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 19598107
