Record Information
Version1.0
Creation date2010-04-08 22:09:53 UTC
Update date2019-11-26 03:05:41 UTC
Primary IDFDB011894
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameL-Agaritine
DescriptionL-Agaritine belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Agaritine is a very strong basic compound (based on its pKa). L-Agaritine has been detected, but not quantified in, mushrooms. This could make L-agaritine a potential biomarker for the consumption of these foods.
CAS Number328-39-2
Structure
Thumb
Synonyms
SynonymSource
2-Amino-4-{[4-(hydroxymethyl)phenyl]-C-hydroxycarbonohydrazonoyl}butanoateGenerator
Agaritine; L-formdb_source
Predicted Properties
PropertyValueSource
Water Solubility1.3 g/LALOGPS
logP-1.3ALOGPS
logP-2.7ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)2.01ChemAxon
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area124.68 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity69.61 m³·mol⁻¹ChemAxon
Polarizability27.35 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H17N3O4
IUPAC name2-amino-4-{N'-[4-(hydroxymethyl)phenyl]hydrazinecarbonyl}butanoic acid
InChI IdentifierInChI=1S/C12H17N3O4/c13-10(12(18)19)5-6-11(17)15-14-9-3-1-8(7-16)2-4-9/h1-4,10,14,16H,5-7,13H2,(H,15,17)(H,18,19)
InChI KeySRSPQXBFDCGXIZ-UHFFFAOYSA-N
Isomeric SMILESNC(CCC(=O)NNC1=CC=C(CO)C=C1)C(O)=O
Average Molecular Weight267.2811
Monoisotopic Molecular Weight267.121906047
Classification
Description belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGlutamine and derivatives
Alternative Parents
Substituents
  • Glutamine or derivatives
  • Alpha-amino acid
  • Benzyl alcohol
  • Phenylhydrazine
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxylic acid hydrazide
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Primary alcohol
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic alcohol
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 53.92%; H 6.41%; N 15.72%; O 23.94%DFC
Melting PointMp 205-209° dec.DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKapKa2 8.86 (H2O)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]25D +7 (c, 0.8 in H2O)DFC
Spectroscopic UV Data280 (e 1400) (H2O) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-7950000000-52b0398c711d3d4f182fJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00dl-9654000000-264c7b0c0ed6515defbdJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-0790000000-34cb4bf65b22250a9113JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uki-2590000000-2183b6e4ccd34aacbb63JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4r-7900000000-2ce4d110801a4a25c0ddJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0690000000-e0dadda922dd5fb9e365JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00ks-0940000000-26c37fd08916156aea23JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9600000000-c2e1dc11e73a2da8e58fJSpectraViewer
ChemSpider ID16720
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID17688
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33758
CRC / DFC (Dictionary of Food Compounds) IDHKJ38-Y:HBP72-X
EAFUS IDNot Available
Dr. Duke IDNot Available
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