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Record Information
Version4.0
Creation Date2005-11-16 15:48:42 UTC
Update Date2017-09-27 07:59:59 UTC
HMDB IDHMDB0000991
Secondary Accession Numbers
  • HMDB00991
Metabolite Identification
Common NameDL-2-Aminooctanoic acid
Descriptionalpha-Aminooctanoic acid is an amino compound found occasionally in human urine. (PMID: 13447222 ). alpha-Aminooctanoic acid has been found in one case in the milk of a lactating mother at the 144th day of lactation. (Science and Culture (1960), 26 186-7.).
Structure
Thumb
Synonyms
ValueSource
(+-)-2-Aminooctanoic acidChEBI
(+/-)-2-aminooctanoic acidChEBI
2-amino-DL-Caprylic acidChEBI
2-Aminocaprylic acidChEBI
alpha-Aminocaprylic acidChEBI
alpha-Aminooctanoic acidChEBI
D,L-2-Aminooctanoic acidChEBI
DL-2-Aminocaprylic acidChEBI
DL-alpha-amino-N-Caprylic acidChEBI
DL-alpha-Aminocaprylic acidChEBI
NSC 20147ChEBI
(+-)-2-AminooctanoateGenerator
DL-2-AminooctanoateGenerator
(+/-)-2-aminooctanoateGenerator
2-amino-DL-CaprylateGenerator
2-AminocaprylateGenerator
a-AminocaprylateGenerator
a-Aminocaprylic acidGenerator
alpha-AminocaprylateGenerator
α-aminocaprylateGenerator
α-aminocaprylic acidGenerator
a-AminooctanoateGenerator
a-Aminooctanoic acidGenerator
alpha-AminooctanoateGenerator
α-aminooctanoateGenerator
α-aminooctanoic acidGenerator
D,L-2-AminooctanoateGenerator
DL-2-AminocaprylateGenerator
DL-a-amino-N-CaprylateGenerator
DL-a-amino-N-Caprylic acidGenerator
DL-alpha-amino-N-CaprylateGenerator
DL-α-amino-N-caprylateGenerator
DL-α-amino-N-caprylic acidGenerator
DL-a-AminocaprylateGenerator
DL-a-Aminocaprylic acidGenerator
DL-alpha-AminocaprylateGenerator
DL-α-aminocaprylateGenerator
DL-α-aminocaprylic acidGenerator
(+/-)-2-amino-octanoateHMDB
(+/-)-2-amino-octanoic acidHMDB
2-amino-DL-OctanoateHMDB
2-amino-DL-Octanoic acidHMDB
2-AminooctanoateHMDB
2-Aminooctanoic acidHMDB
Chemical FormulaC8H17NO2
Average Molecular Weight159.2261
Monoisotopic Molecular Weight159.125928793
IUPAC Name2-aminooctanoic acid
Traditional Name(+-)-2-aminooctanoic acid
CAS Registry Number644-90-6
SMILES
CCCCCCC(N)C(O)=O
InChI Identifier
InChI=1S/C8H17NO2/c1-2-3-4-5-6-7(9)8(10)11/h7H,2-6,9H2,1H3,(H,10,11)
InChI KeyAKVBCGQVQXPRLD-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities 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).
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic acids and derivatives
Sub ClassCarboxylic acids and derivatives
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Medium-chain fatty acid
  • Amino 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
Disposition

Biological Location:

  Subcellular:

  Biofluid and excreta:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point194 - 196 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility19 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility5.36 g/LALOGPS
logP-0.99ALOGPS
logP-0.54ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)2.89ChemAxon
pKa (Strongest Basic)9.53ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity43.43 m³·mol⁻¹ChemAxon
Polarizability18.72 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-2900000000-6f8d1ae24380ba762d8aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0a4i-9200000000-f726c7ea3316749be866View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-052f-9000000000-2758c754fa3d1a866313View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid Locations
  • Blood
  • Feces
  • Urine
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
No entries found
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot Available
Normal
    details
    UrineDetected but not Quantified Not AvailableNot AvailableNormal details
    Abnormal Concentrations
    BiofluidStatusValueAgeSexConditionReferenceDetails
    FecesDetected but not Quantified Adult (>18 years old)BothColorectal Cancer details
    Associated Disorders and Diseases
    Disease ReferencesNone
    Associated OMIM IDsNone
    DrugBank IDNot Available
    DrugBank Metabolite IDNot Available
    Phenol Explorer Compound IDNot Available
    Phenol Explorer Metabolite IDNot Available
    FoodDB IDFDB022354
    KNApSAcK IDNot Available
    Chemspider ID62727
    KEGG Compound IDNot Available
    BioCyc IDCPD-3687
    BiGG IDNot Available
    Wikipedia LinkNot Available
    METLIN ID5923
    PubChem Compound69522
    PDB IDNot Available
    ChEBI ID75145
    References
    Synthesis ReferenceAbderhalden, E. Specific action of enzymes. A contribution to the question of the possibility of determining by means of enzymes whether amino acids of definite configuration occur in nature and especially as constituents of proteins. Z. physiol. Chem. (1923), 130 205-7.
    Material Safety Data Sheet (MSDS)Download (PDF)
    General References
    1. PARRY TE: Paper chromatography of 56 amino compounds using phenol and butanol-acetic acid as solvents with illustrative chromatograms of normal and abnormal urines. Clin Chim Acta. 1957 Apr;2(2):115-25. [PubMed:13447222 ]