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