Record Information
Version1.0
Creation date2010-04-08 22:06:41 UTC
Update date2019-11-26 03:00:34 UTC
Primary IDFDB005441
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNorvaline
DescriptionNorvaline, also known as alpha-aminovaleric acid or A-aminovalerate, is a member of the class of compounds known as alpha amino acids. Alpha amino acids are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Norvaline is soluble (in water) and a moderately acidic compound (based on its pKa). Norvaline can be synthesized from valeric acid. Norvaline can also be synthesized into 3-hydroxynorvaline and 2-amino-5-phosphonopentanoic acid. Norvaline can be found in blackcurrant and common buckwheat, which makes norvaline a potential biomarker for the consumption of these food products. Norvaline (abbreviated as Nva) is an amino acid with the formula CH3(CH2)2CH(NH2)CO2H. The compound is an isomer of the more common amino acid valine. Like most other α-amino acids, norvaline is chiral. It is a white, water-soluble solid .
CAS Number760-78-1
Structure
Thumb
Synonyms
SynonymSource
2-Aminopentanoic acidsChEBI
2-Aminovaleric acidChEBI
2-Aminovaleric acidsChEBI
alpha-Aminopentanoic acidChEBI
alpha-Aminovaleric acidChEBI
alpha-DL-Aminopentanoic acidChEBI
DL-alpha-Aminovaleric acidChEBI
DL-NorvalineChEBI
NorvalinesChEBI
NvaChEBI
2-AminovalerateGenerator
a-AminopentanoateGenerator
a-Aminopentanoic acidGenerator
alpha-AminopentanoateGenerator
Α-aminopentanoateGenerator
Α-aminopentanoic acidGenerator
a-AminovalerateGenerator
a-Aminovaleric acidGenerator
alpha-AminovalerateGenerator
Α-aminovalerateGenerator
Α-aminovaleric acidGenerator
a-DL-AminopentanoateGenerator
a-DL-Aminopentanoic acidGenerator
alpha-DL-AminopentanoateGenerator
Α-DL-aminopentanoateGenerator
Α-DL-aminopentanoic acidGenerator
DL-a-AminovalerateGenerator
DL-a-Aminovaleric acidGenerator
DL-alpha-AminovalerateGenerator
DL-Α-aminovalerateGenerator
DL-Α-aminovaleric acidGenerator
Norvaline, (DL)-isomerMeSH
(2S)-2-aminopentanoic acidbiospider
(S)-(+)-2-Aminopentanoic acidbiospider
(S)-2-Aminopentanoic acidbiospider
(S)-2-Aminovaleric acidbiospider
α-aminovaleric acidbiospider
α-l-aminopentanoic acidbiospider
2-AMINO-PENTANOIC ACIDbiospider
2-Aminopentanoic acidbiospider
Alpha-l-aminopentanoic acidbiospider
L-2-Aminopentanoic acidbiospider
L-2-Aminovaleric acidbiospider
L-norvalinebiospider
L-Norvaline (9CI)biospider
Norvaline (van)biospider
Norvaline, l-biospider
NVAbiospider
Pentanoic acid, 2-amino-biospider
Pentanoic acid, 2-amino-, (S)-biospider
RONbiospider
Valeric acid, 2-amino-biospider
Predicted Properties
PropertyValueSource
Water Solubility212 g/LALOGPS
logP-2ALOGPS
logP-1.9ChemAxon
logS0.26ALOGPS
pKa (Strongest Acidic)2.71ChemAxon
pKa (Strongest Basic)9.53ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity29.62 m³·mol⁻¹ChemAxon
Polarizability12.49 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H11NO2
IUPAC name2-aminopentanoic acid
InChI IdentifierInChI=1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
InChI KeySNDPXSYFESPGGJ-UHFFFAOYSA-N
Isomeric SMILESCCCC(N)C(O)=O
Average Molecular Weight117.1463
Monoisotopic Molecular Weight117.078978601
Classification
Description 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).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Fatty acid
  • Fatty acyl
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point307 oC
Boiling PointNot Available
Experimental Water Solubility100 mg/mL at 18 oCMERCK INDEX (1996)
Experimental logP-2.11HANSCH,C ET AL. (1995)
Experimental pKa2.34
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSNorvaline, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00fu-9000000000-d9017cdaf64cae833eb2Spectrum
Predicted GC-MSNorvaline, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSNorvaline, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSNorvaline, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSNorvaline, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSNorvaline, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0g4i-7900000000-beb170c8c4d3b311d65aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9100000000-ec00c5333a38b2330f0cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-1a0aceeefa144062c605Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-3900000000-c50fa1e1fdccf8da6dc1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-9600000000-1a49bb7260ec2d2152aeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-26dfbc43bd7bd1baa306Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05fr-9000000000-0accde1cfaabd04695a4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-eceb07db0f395719c1ccSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0abc-9000000000-dd0b01b18824186f0dafSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-92555825d99a6154218cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-3900000000-5c84a32ca88953c60c8cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-5a2e317c643a4b5b9221Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC01826
Pubchem Compound ID65098
Pubchem Substance IDNot Available
ChEBI ID18314
Phenol-Explorer IDNot Available
DrugBank IDDB04185
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNORVALINE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).