2-amino-4-formylaminooxy-but-3E-enoic acid (PAMDB100005)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB100005
Identification
Name: 2-amino-4-formylaminooxy-but-3E-enoic acid
Description:A natural product found particularly in Pseudomonas fluorescens and Pseudomonas fluorescens Pf0-1.
Structure
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🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 4-formylaminooxyvinylglycine
  • germination-arrest factor
Chemical Formula: C5H8N2O4
Average Molecular Weight: 160.128
Monoisotopic Molecular Weight: 160.048
InChI Key: BICCALWGKRVQAV-QPHDTYRISA-N
InChI:InChI=1S/C5H8N2O4/c6-4(5(9)10)1-2-11-7-3-8/h1-4H,6H2,(H,7,8)(H,9,10)/b2-1+/t4-/m0/s1
CAS number: Not Available
IUPAC Name:(2S,3E)-2-Amino-4-(formamidooxy)-3-butenoic acid
Traditional IUPAC Name: Not Available
SMILES:N[C@@H](\C=C\ONC=O)C(O)=O
Chemical Taxonomy
Taxonomy DescriptionThis compound 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.
Kingdom Organic compounds
Super ClassOrganic acids and derivatives
Class Carboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct Parent L-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Unsaturated fatty acid
  • Fatty acid
  • Fatty acyl
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
  • non-proteinogenic alpha-amino acid (CHEBI:70420)
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Mass160.1281ChemAxon
logP0.3167ChemAxon
H-bond acceptors6ChemAxon
H-bond donors3ChemAxon
Rotatable bonds5ChemAxon
PSA101.6500ChemAxon
RO5 violations0ChemAxon
RO3 violations3ChemAxon
Refractivity34.6299ChemAxon
Atoms19ChemAxon
Rings0ChemAxon
Heavy atoms11ChemAxon
Hydrogen atoms8ChemAxon
Heteroatoms6ChemAxon
N/O atoms6ChemAxon
Inorganic atoms0ChemAxon
Halogen atoms0ChemAxon
Chiral centers1ChemAxon
R/S chiral centers1ChemAxon
Unknown chiral centers0ChemAxon
Undefined chiral centers0ChemAxon
Stereo double bonds1ChemAxon
Cis/trans stereo double bonds0ChemAxon
Unknown stereo double bonds1ChemAxon
Undefined stereo double bonds 0ChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    • McPhail KL, Armstrong DJ, Azevedo MD, Banowetz GM, Mills DI. 4-Formylaminooxyvinylglycine, an herbicidal germination-arrest factor from Pseudomonas rhizosphere bacteria. J Nat Prod. 2010 Nov 29;73(11):1853-7. doi: 10.1021/np1004856. Epub 2010 Oct 27. Pubmed: 20979386
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    ChemSpider28288253