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2-Amino-3-phosphonopropionic acid (PC000729)

Record Information
Version1.0
Creation date2015-10-09 22:32:15 UTC
Update date2017-01-19 02:36:34 UTC
FoodComEx IDPC000729
FoodDB RecordFDB021989
Chemical Information
Name2-Amino-3-phosphonopropionic acid
Description2-Amino-3-phosphonopropionic acid (AP-3)is a normal human metabolite found in diverse tissues, such as liver, intestine and spleen. (PMID 2627760) AP-3 is a metabotropic glutamate receptor agonist (PMID 8836635) shown to block the amyloid precursor protein (APP) release evoked by glutamate receptor stimulation in neurons of the cortex and hippocampus; APP accumulation is believed to produce the damage in Alzheimer disease (PMID 7644542) [HMDB]
CAS Number5652-28-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1-amino-3-(Ohydroxy)propan-2-oneHMDB
1-Amino-3-(phosphohydroxy)propan-2-onehmdb
1-amino-Propan-2-one-3-ateHMDB
1-amino-propan-2-one-3-phosphatehmdb
2-amino-3-OnopropanoateHMDB
2-amino-3-Onopropanoic acidHMDB
2-amino-3-OnopropionateHMDB
2-amino-3-Onopropionic acidHMDB
2-Amino-3-phosphonopropanoatehmdb
2-Amino-3-phosphonopropanoic acidhmdb
2-Amino-3-phosphonopropionatehmdb
2-Amino-3-phosphonopropionic acidhmdb
3-amino-2-Oxopropyl ateHMDB
3-Amino-2-oxopropyl phosphatehmdb
D-Alanyl-ateHMDB
D-Alanyl-phosphatehmdb
Glyphosatehmdb
OnoalanineKegg
Phosphonoalaninehmdb
Chemical FormulaC3H8NO5P
IUPAC name2-amino-3-phosphonopropanoic acid
InChI IdentifierInChI=1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)
InChI KeyLBTABPSJONFLPO-UHFFFAOYSA-N
Isomeric SMILESNC(CP(O)(O)=O)C(O)=O
Average Molecular Weight169.0731
Monoisotopic Molecular Weight169.014008883
Chemical Taxonomy
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
  • Organophosphonic acid
  • Organophosphonic acid derivative
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Primary amine
  • Organophosphorus compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 40 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Cayman Chemical 13852
Toronto Research Chemicals A627570