3,4-Dihydroxyphenylacetic acid

isomerdesign

3,4-Dihydroxyphenylacetic acid

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drugmap

2-(3,4-Dihydroxyphenyl)Acetic Acid

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SMILES:O=C(O)CC1=CC(O)=C(O)C=C1

InChI:InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)

InChI key:CFFZDZCDUFSOFZ-UHFFFAOYSA-N

Synonyms: UNII-KEX5N0R4N5, Lopac-D-9128, Benzeneacetic acid, 3,4-dihydroxy-, 3,4-Dihydroxybenzeneacetic acid, BA 2773, Dopac, (3,4-DIHYDROXYPHENYL)ACETIC ACID, 4-Carboxymethylcatechol, CCRIS 3765,3,4-Dihydroxyphenylacetic acid, Acetic acid, (3,4-dihydroxyphenyl)-, 3,4-Dihydroxy-phenylacetic acid, 2-(3,4-DIHYDROXYPHENYL)ACETIC ACID, BRN 2211017, Homoprotocatechuic acid, 102-32-9, Homoprotocatechuate, 3,4-DHPOP, NSC 73191, EINECS 203-024-1, 3,4-dihydroxyphenylacetate, MLS001056737, Dihydroxyphenylacetic acid,DOPAC, Dopacetic acid, KEX5N0R4N5
Categories (non-exhaustive):

Similarities

Being able to identify molecules that are similar to the one we study can allow to infer some of its properties. There are several ways of measuring the similarity between molecules, by their structure, effects, pharmacological interactions etc. In the following, you can find similar molecules according to various criterions and tools that we developed. To understand the limitations of these comparisons, it is crucial to always refer to the methodology that was used to measure those similarities. Please note: This information is provided solely for informational purposes and should not be interpreted as medical advice.

To measure structural similarity, we use the Mol2vec method, which is a neural network that processes molecules and transform them into points in spaces, such that molecules with chemically related substructures are transformed into points that are close in space.

Molecule properties

Using the KGPT Deep Learning model, we predict several property of the molecule. Predictions are grouped by the dataset that was used to get those prediction. Along with each prediction, we provide a plot that shows the distribution of predicted values on the train/test/val dataset. This gives an estimate of the reliability of the model.

Description: A dataset focused on predicting the inhibitory effects of molecules on the enzyme beta-secretase 1 (BACE1). BACE1 inhibition is a potential target for Alzheimer's disease treatment.
Class
TrainValTest
2.88-3.70-1.36
Description: A dataset providing insights on the ability of molecules to penetrate the blood-brain barrier. Crucial for understanding the potential of molecules as central nervous system drugs.
p_np
TrainValTest
-2.24-3.290.40
Description: This dataset deals with the FDA approval status and clinical trial toxicity of molecules. Important for understanding the safety and regulatory status of compounds.
CT_TOX
TrainValTest
-0.49-0.78-0.91
FDA_APPROVED
TrainValTest
0.53-1.27-0.50
Description: A dataset that predicts the solubility of molecules in water. Solubility is an essential property influencing bioavailability and the potential formulation of a drug.
logSolubilitylog(mol/L)
0.96
TrainValTest
Description: This dataset is centered on predicting the free energy when a molecule is dissolved in water. The energy changes can affect molecular interactions in biological systems.
freesolvkcal/mol
-2.72
TrainValTest
Description: A dataset predicting the lipophilicity of molecules. Lipophilicity is a crucial factor affecting the distribution, metabolism, and excretion of drugs in the body.
lipoAlogP
-2.97
TrainValTest
Description: This dataset gives insights into the metabolic stability of molecules. High metabolic stability often results in a longer half-life, influencing drug dosage and frequency.
low
TrainValTest
-0.17-3.50-2.88
high
TrainValTest
0.72-3.55-0.49
27 entries
12 entries
617 entries

Advanced insights

In the following we provide more advanced analysis about the interactions of a molecule with the human metabolism, docking sites etc.

Affinities

Binding affinities with a list of 61 predefined docking sites. Those affinities are used to compute the interactions similarities.

AF-A5X5Y0
AF-O95264
AF-P08588
AF-P08908
AF-P13945
AF-P18089
AF-P21728
AF-P21918
AF-P25100
AF-P28221
AF-P28566
AF-P46098
AF-Q9Y2T6
P08913_6KUX
P14416_6CM4
P18825_6KUW
P21917_5WIU
P28222_4IAR
P28223_6WGT
P28335_6BQH
P35462_3PBL
P41595_4IB4

Interaction of this molecule with metabolism

We use a Deep Learning model to predict the interactions of this molecule with metabolism. Refer to the source to understand the methodology.

Reactions that metabolize this molecule
Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents
drugmap

Homovanillic acid

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Catechol O-methylation BTMR0212
Enzymes: 2.1.1.6
Reagents

Metabolite: InChI=1S/C9H10O...

Catechol O-methylation BTMR0213
Enzymes: 2.1.1.6
Reagents

InChI=1S/C9H10O4/c1-...

Glycine conjugation BTMR1325
Enzymes: 2.3.1.13
Reagents

Metabolite: InChI=1S/C10H11...

Aromatic OH-glucuronidation BTMR0166
Enzymes: 2.4.1.17
Reagents

InChI=1S/C14H16O10/c...

Aromatic OH-glucuronidation BTMR0166
Enzymes: 2.4.1.17
Reagents

InChI=1S/C14H16O10/c...

O-Glucuronidation of aliphatic acid BTMR0167
Enzymes: 2.4.1.17
Reagents

Metabolite: InChI=1S/C14H16...

Sulfonation of phenolic compound BTMR1376
Enzymes: 2.8.2.1
Reagents

Metabolite: InChI=1S/C8H8O7...

Sulfonation of phenolic compound BTMR1376
Enzymes: 2.8.2.1
Reagents

Metabolite: InChI=1S/C8H8O7...

Carnitine conjugation BTMR1324
Enzymes: 2.3.1.7
Reagents

Metabolite: InChI=1S/C15H21...

Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring BTMR1077
Reagents
isomerdesign

3,4-Dihydroxymandelic acid

alpha-Oxidation of carboxylic acid BTMR0276
Enzymes: Unspecified gut bacterial enzyme
Reagents

InChI=1S/C7H6O4/c8-5...

Dehydroxylation of catechol BTMR0278
Enzymes: Unspecified bacterial dehydroxylase
Reagents

InChI=1S/C8H8O3/c9-7...

3'-Dehydroxylation of substituted benzene BTMR1314
Enzymes: Unspecified bacterial dehydroxylase
Reagents
isomerdesign

p-Hydroxyphenylacetic acid

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Methylation 1347
Enzymes: Catechol O-methyltransferase
Reagents

Metabolite: InChI=1S/C9H10O...

Reactions that metabolism produce from this molecule
Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products
isomerdesign

3,4-Dihydroxyphenylacetaldehyde

drugmap

3,4-dihydroxyphenylacetaldehyde

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

2-Hydroxylation of 1,4-disubstituted benzene BTMR0037
Enzymes: CYP1A2
Products
isomerdesign

p-Hydroxyphenylacetic acid

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products
pubchem

Tritium oxide

pubchem

Water

pubchem

Deuterium Oxide

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...

Dehydrogenation from CyProduct BTMR1338
Enzymes: Aldehyde dehydrogenase family 1 member A3
Products

Metabolite: InChI=1S/C8H8O3...