NAV

Dihydroxyphenylglycine

Identification

Generic Name
Dihydroxyphenylglycine
DrugBank Accession Number
DB04228
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 183.1614
Monoisotopic: 183.053157781
Chemical Formula
C8H9NO4
Synonyms
  • (S)-3,5-dihydroxyphenylglycine
  • 3,5-Dihydroxy-L-phenylglycine
  • DHPG
  • L-3,5-Dihydroxyphenylglycine
  • S-DHPG
External IDs
  • J516.528H
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This 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 Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
L-alpha-amino acids
Alternative Parents
Resorcinols / Aralkylamines / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides
show 3 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Amine / Amino acid / Aralkylamine / Aromatic homomonocyclic compound / Benzenoid / Carbonyl group / Carboxylic acid / Hydrocarbon derivative
show 13 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
non-proteinogenic L-alpha-amino acid, resorcinols (CHEBI:29474)
Affected organisms
Not Available

Chemical Identifiers

UNII
CF5G2G268A
CAS number
162870-29-3
InChI Key
HOOWCUZPEFNHDT-ZETCQYMHSA-N
InChI
InChI=1S/C8H9NO4/c9-7(8(12)13)4-1-5(10)3-6(11)2-4/h1-3,7,10-11H,9H2,(H,12,13)/t7-/m0/s1
IUPAC Name
(2S)-2-amino-2-(3,5-dihydroxyphenyl)acetic acid
SMILES
N[C@H](C(O)=O)C1=CC(O)=CC(O)=C1

References

General References
Not Available
KEGG Compound
C12026
PubChem Compound
443586
PubChem Substance
46504565
ChemSpider
391750
BindingDB
50079183
ChEBI
75204
ChEMBL
CHEMBL39221
ZINC
ZINC000000968043
PDBe Ligand
3FG
Wikipedia
Dihydroxyphenylglycine
PDB Entries
1aa5 / 1c0q / 1c0r / 1fvm / 1gac / 1ghg / 1go6 / 1hh3 / 1hha / 1hhc …
show 30 more

Clinical Trials

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PhaseStatusPurposeConditionsCount

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 Solubility8.09 mg/mLALOGPS
logP-2.4ALOGPS
logP-2.1Chemaxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.37Chemaxon
pKa (Strongest Basic)7.88Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area103.78 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity44.32 m3·mol-1Chemaxon
Polarizability17.11 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8715
Blood Brain Barrier-0.8976
Caco-2 permeable-0.7887
P-glycoprotein substrateNon-substrate0.7357
P-glycoprotein inhibitor INon-inhibitor0.9945
P-glycoprotein inhibitor IINon-inhibitor0.9961
Renal organic cation transporterNon-inhibitor0.9417
CYP450 2C9 substrateNon-substrate0.8403
CYP450 2D6 substrateNon-substrate0.8608
CYP450 3A4 substrateNon-substrate0.769
CYP450 1A2 substrateNon-inhibitor0.5523
CYP450 2C9 inhibitorNon-inhibitor0.9503
CYP450 2D6 inhibitorNon-inhibitor0.9547
CYP450 2C19 inhibitorNon-inhibitor0.5835
CYP450 3A4 inhibitorInhibitor0.5442
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9729
Ames testNon AMES toxic0.9595
CarcinogenicityNon-carcinogens0.8998
BiodegradationReady biodegradable0.8273
Rat acute toxicity1.5977 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9795
hERG inhibition (predictor II)Non-inhibitor0.9823
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-MSsplash10-000i-5900000000-ea37f7d419aefed683f6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0900000000-e8c7f2cdbe8e6f1c03bf
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0080-3900000000-ed90fad204de9c995df0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0079-2900000000-8af3bd0adecf4e1ca453
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0079-6900000000-805b88aabddc5ae3f11c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-2900000000-eecd2087911f6548d164
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-006x-9200000000-76e9e98c73e7a3216a2f
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-144.8506128
predicted
DarkChem Lite v0.1.0
[M-H]-138.06168
predicted
DeepCCS 1.0 (2019)
[M+H]+145.7222128
predicted
DarkChem Lite v0.1.0
[M+H]+140.45726
predicted
DeepCCS 1.0 (2019)
[M+Na]+144.9715128
predicted
DarkChem Lite v0.1.0
[M+Na]+146.3699
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52