D-4-hydroxyphenylglycine

Identification

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Name
D-4-hydroxyphenylglycine
Accession Number
DB04308  (EXPT01178)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • (R)-(4-hydroxyphenyl)glycine
  • (R)-2-(4-hydroxyphenyl)glycine
  • (R)-alpha-Amino-4-hydroxybenzeneacetic acid
  • (R)-ethyl 2-amino-2-(4-hydroxyphenyl)acetate
  • 4-hydroxy-d-phenylglycine
  • D-(-)-2-(p-hydroxyphenyl)glycine
  • D-(-)-4-hydroxyphenylglycine
  • D-(-)-amino(4-hydroxyphenyl)acetic acid
  • D-(-)-p-hydroxyphenylglycine
  • D-2-amino-2-(p-hydroxyphenyl)acetic acid
  • D-4-hydroxyphenylglycine
  • D-N-(4-Hydroxyphenyl)glycine
  • D-p-hydroxyphenylglycine
  • P-hydroxy-(R)-phenylglycine
  • P-hydroxy-d-phenylglycine
Categories
UNII
PCM9OIX717
CAS number
22818-40-2
Weight
Average: 167.162
Monoisotopic: 167.058243159
Chemical Formula
C8H9NO3
InChI Key
LJCWONGJFPCTTL-SSDOTTSWSA-N
InChI
InChI=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
IUPAC Name
(2R)-2-amino-2-(4-hydroxyphenyl)acetic acid
SMILES
[H][C@](N)(C(O)=O)C1=CC=C(O)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C03493
PubChem Compound
89853
PubChem Substance
46506018
ChemSpider
81106
ChEBI
15695
HET
GHP
PDB Entries
1aa5 / 1c0q / 1c0r / 1dsr / 1fvm / 1gac / 1ghg / 1go6 / 1hh3 / 1hha
show 29 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility7.44 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.34 m3·mol-1ChemAxon
Polarizability16.1 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9759
Blood Brain Barrier-0.9069
Caco-2 permeable-0.5867
P-glycoprotein substrateNon-substrate0.7585
P-glycoprotein inhibitor INon-inhibitor0.9946
P-glycoprotein inhibitor IINon-inhibitor0.9973
Renal organic cation transporterNon-inhibitor0.9329
CYP450 2C9 substrateNon-substrate0.8402
CYP450 2D6 substrateNon-substrate0.821
CYP450 3A4 substrateNon-substrate0.788
CYP450 1A2 substrateNon-inhibitor0.9129
CYP450 2C9 inhibitorNon-inhibitor0.9803
CYP450 2D6 inhibitorNon-inhibitor0.9865
CYP450 2C19 inhibitorNon-inhibitor0.9025
CYP450 3A4 inhibitorNon-inhibitor0.8779
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9817
Ames testNon AMES toxic0.962
CarcinogenicityNon-carcinogens0.8824
BiodegradationReady biodegradable0.7168
Rat acute toxicity1.9917 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9782
hERG inhibition (predictor II)Non-inhibitor0.975
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound 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.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
D-alpha-amino acids
Alternative Parents
Aralkylamines / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
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
show 11 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
4-hydroxyphenylglycine (CHEBI:15695)

Drug created on June 13, 2005 07:24 / Updated on September 02, 2019 17:56