D-N-(4-hydroxyphenyl)glycine (CHEM044393)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-06-03 12:09:57 UTC
Update Date2016-11-09 01:23:07 UTC
Accession NumberCHEM044393
Identification
Common NameD-N-(4-hydroxyphenyl)glycine
ClassSmall Molecule
Description
Contaminant Sources
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(R)-alpha-Amino-4-hydroxybenzeneacetic acidChEBI
4-HYDROXYPHENYLGLYCINEChEBI
D-N-(4-Hydroxyphenyl)glycineChEBI
(AlphaR)-alpha-amino-4-hydroxybenzeneacetic acidKegg
(R)-a-Amino-4-hydroxybenzeneacetateGenerator
(R)-a-Amino-4-hydroxybenzeneacetic acidGenerator
(R)-alpha-Amino-4-hydroxybenzeneacetateGenerator
(R)-Α-amino-4-hydroxybenzeneacetateGenerator
(R)-Α-amino-4-hydroxybenzeneacetic acidGenerator
(AlphaR)-a-amino-4-hydroxybenzeneacetateGenerator
(AlphaR)-a-amino-4-hydroxybenzeneacetic acidGenerator
(AlphaR)-alpha-amino-4-hydroxybenzeneacetateGenerator
(AlphaR)-α-amino-4-hydroxybenzeneacetateGenerator
(AlphaR)-α-amino-4-hydroxybenzeneacetic acidGenerator
(2R)-amino(4-Hydroxyphenyl)ethanoateGenerator
4-Hydroxyphenylglycine, (R)-isomerMeSH
4-Hydroxyphenylglycine, 4-methylbenzenesulfonate, (+-)-isomerMeSH
4-Hydroxyphenylglycine, monosodium saltMeSH
(R,S)-3HPGMeSH
4-Hydroxyphenylglycine hydrochloride, (R)-isomerMeSH
4-Hydroxyphenylglycine, (+-)-isomerMeSH
D-P-HydroxyphenylglycineMeSH
OxfenicineMeSH
P-HydroxyphenylglycineMeSH
4-Hydroxyphenylglycine hydrobromide, (+-)-isomerMeSH
4-Hydroxyphenylglycine perchlorate, (+-)-isomerMeSH
4-Hydroxyphenylglycine, (S)-isomerMeSH
4-Hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (+-)-isomerMeSH
4-Hydroxyphenylglycine, 4-methylbenzenesulfonate, (S)-isomerMeSH
4-Hydroxyphenylglycine, monosodium salt, (R)-isomerMeSH
L-4-HydroxyphenylglycineMeSH
4-Hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (R)-isomerMeSH
Chemical FormulaC8H9NO3
Average Molecular Mass167.162 g/mol
Monoisotopic Mass167.058 g/mol
CAS Registry Number22818-40-2
IUPAC Name(2R)-2-amino-2-(4-hydroxyphenyl)acetic acid
Traditional NameD-4-hydroxyphenylglycine
SMILES[H][C@](N)(C(O)=O)C1=CC=C(O)C=C1
InChI IdentifierInChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m1/s1
InChI KeyLJCWONGJFPCTTL-SSDOTTSWSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentD-alpha-amino acids
Alternative Parents
Substituents
  • D-alpha-amino acid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Hydrocarbon derivative
  • Primary amine
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility7.44 g/LALOGPS
logP-2.4ALOGPS
logP-1.8ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.74ChemAxon
pKa (Strongest Basic)8.75ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.34 m³·mol⁻¹ChemAxon
Polarizability16.1 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-7900000000-b5749f79598d6ae4f70bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-73882345716a5f7f7deaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-2900000000-38465b6035f4c1628c0aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006x-9200000000-86f53fd8d6118376d181Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00xr-0900000000-0dec5db52da8993b438eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900000000-7ae7e09e4ea996a336ccSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fxy-9500000000-1f01fba0bd30ed70f5fbSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB04308
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDD-4-HYDROXYPHENYLGLYCINE
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID15695
PubChem Compound ID89853
Kegg Compound IDC03493
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=20140718
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22307823
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22515657
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=7716788