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Showing metabocard for 2,3-Diaminopropionic acid (HMDB0002006)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version4.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:31 UTC
Update Date2020-02-26 21:23:43 UTC
HMDB IDHMDB0002006
Secondary Accession Numbers
  • HMDB02006
Metabolite Identification
Common Name2,3-Diaminopropionic acid
Description2,3-Diaminopropionic acid, also known as L-2,3-diaminopropanoate or Dpr, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. 2,3-Diaminopropionic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2,3-Diaminopropionic acid (2,3-diaminopropionate) is a non-proteinogenic amino acid found in certain secondary metabolites, including zwittermicin A and tuberactinomycin.2,3-Diaminopropionate is formed by the pyridoxal phosphate (PLP) mediated amination of serine. 2,3-Diaminopropionic acid exists in all living organisms, ranging from bacteria to humans.
Structure
Data?1582752223
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DprChEBI
L-2,3-DiaminopropanoateChEBI
L-2,3-Diaminopropanoic acidChEBI
L-2,3-DiaminopropionateChEBI
L-2,3-Diaminopropionic acidChEBI
3-Amino-L-alanineKegg
(S)-2,3-DiaminopropanoateKegg
(S)-2,3-Diaminopropanoic acidGenerator
2,3-DiaminopropionateGenerator
(2S)-2,3-DiaminopropanoateHMDB
(2S)-2,3-Diaminopropanoic acidHMDB
2,3-Diaminopropionic acid, (D)-isomerHMDB
2,3-Diaminopropionic acid, (DL)-isomer, monohydrochlorideHMDB
2,3-Diaminopropionic acid, (L)-isomerHMDB
3-AminoalanineHMDB
2,3-Diaminopropionic acid, (DL)-isomerHMDB
2,3-Diaminopropionic acid, (L)-isomer, monohydrochlorideHMDB
alpha,beta-Diaminopropionic acidHMDB
beta-AminoalanineHMDB
2,3-Diaminopropanoic acidHMDB
2-Amino-beta-alanineHMDB
2,3-Diamino-propionateHMDB
2,3-Diaminopropionic acidMeSH
Chemical FormulaC3H8N2O2
Average Molecular Weight104.1078
Monoisotopic Molecular Weight104.05857751
IUPAC Name(2S)-2,3-diaminopropanoic acid
Traditional NameL-2,3-diaminopropionic acid
CAS Registry Number4033-39-0
SMILES
NC[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m0/s1
InChI KeyPECYZEOJVXMISF-REOHCLBHSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Organic oxide
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility352 g/LALOGPS
logP-3.9ALOGPS
logP-4ChemAxon
logS0.53ALOGPS
pKa (Strongest Acidic)2.1ChemAxon
pKa (Strongest Basic)9.57ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area89.34 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity23.7 m³·mol⁻¹ChemAxon
Polarizability9.88 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-053r-9000000000-c5fc8b7f3049c78db259Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0089-9400000000-ac9c548fe4984f658b4dSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-000i-9100000000-0d9790594001471b30edSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00di-9100000000-afc3c837d4193aee8288Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0pi9-9700000000-9694425dfef5b5a9b6a8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-9300000000-ab5e7bbdd93c33708014Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4l-9000000000-9a0039635b417ed57505Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-092731a1c0c67993ca40Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-3900000000-06bcb0fa2d300aaf959bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udr-9800000000-aa154fa977a53ab8cfadSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0abl-9000000000-a1904446aa10d46b7228Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot Available
Normal
    		 details
    UrineDetected and Quantified<1 nmol/mmol creatinineAdult (>18 years old)BothNormal details
    Abnormal Concentrations
    Not Available
    Associated Disorders and Diseases
    Disease ReferencesNone
    Associated OMIM IDsNone
    DrugBank IDNot Available
    Phenol Explorer Compound IDNot Available
    FooDB IDFDB022790
    KNApSAcK IDNot Available
    Chemspider ID87849
    KEGG Compound IDC03401
    BioCyc IDNot Available
    BiGG IDNot Available
    Wikipedia Link2,3-Diaminopropionic_acid
    METLIN ID6429
    PubChem Compound97328
    PDB IDNot Available
    ChEBI ID16303
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    References
    Synthesis ReferenceNot Available
    Material Safety Data Sheet (MSDS)Download (PDF)
    General References
    1. Cheema PS, Malathi K, Padmanaban G, Sarma PS: The neurotoxicity of beta-N-oxalyl-L-alphabeta-diaminopropionic acid, the neurotoxin from the pulse Lathyrus sativus. Biochem J. 1969 Mar;112(1):29-33. [PubMed:5774501 ]