Oleic acid

isomerdesign

Oleic acid

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Oleic Acid

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drugmap

Oleic acid

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SMILES:CCCCCCCCC=CCCCCCCCC(=O)O

InChI:InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)

InChI key:ZQPPMHVWECSIRJ-UHFFFAOYSA-N

Synonyms: Pamolyn, Glycon wo, Industrene 206, cis-Oleic acid,Trans-Oleic acid, cis-9-Octadecenoic acid,oleic acid, 112-80-1, cis-Octadec-9-enoic acid, Vopcolene 27,(E)-octadec-9-enoic-acid, Emersol 213, Groco 4, Groco 2, Oelsauere, oleate, Elaidoic acid, Wecoline OO,Elaidic acid, Industrene 205, Emersol 205, Century cd fatty acid, Tego-oleic 130, Groco 6, Z-9-Octadecenoic acid, Emersol 210, L'Acide oleique, Emersol 233LL, Oleine 7503, Industrene 105, (Z)-Octadec-9-enoic acid, Groco 5l, Metaupon, Emersol 211, Emersol 6321, Pamolyn 100,Oleic acid, Oleinic acid, 9-Octadecenoic acid (Z)-, Glycon RO, Extraolein 90,trans-9-Octadecenoic acid
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)
-2.43
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
-0.11
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
0.09
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
1-O-Acylation of glycerone-3-phosphate BTMR0422
Enzymes: 2.3.1.42 2.3.1.42
Reagents

Metabolite: InChI=1S/C21H39...

Ligation of long-chain fatty acyl-CoA BTMR0596
Enzymes: 6.2.1.3
Reagents
drugmap

oleoyl-CoA

Glycine conjugation BTMR1325
Enzymes: 2.3.1.13
Reagents

InChI=1S/C20H37NO3/c...

O-Glucuronidation of aliphatic acid BTMR0167
Enzymes: 2.4.1.17
Reagents

Metabolite: InChI=1S/C24H42...

Carnitine conjugation BTMR1324
Enzymes: 2.3.1.7
Reagents

InChI=1S/C25H47NO4/c...

Hydroxylation of antepenultimate aliphatic secondary carbon BTMR1072
Enzymes: CYP1A2 CYP2E1
Reagents

InChI=1S/C18H34O3/c1...

Hydroxylation of penultimate aliphatic secondary carbon BTMR1074
Reagents

InChI=1S/C18H34O3/c1...

Epoxidation of alkene BTMR0109
Reagents

InChI=1S/C18H34O3/c1...

Hydroxylation of terminal methyl BTMR1061
Reagents

InChI=1S/C18H34O3/c1...

Terminal desaturation BTMR1190
Reagents

InChI=1S/C18H32O2/c1...

alpha-Hydroxylation of carbonyl group BTMR1054
Reagents
drugmap

2-hydroxyoleic acid

beta-Oxidation of carboxylic acid BTMR0275
Enzymes: Unspecified gut bacterial enzyme
Reagents

InChI=1S/C16H30O2/c1...

Reactions that metabolism produce from this molecule
Hydrolysis of carboxylic acid ester BTMR0143
Enzymes: 3.1.1.1
Products
pubchem

Methyl oleate

Acyl hydrolysis of 1-monoacylglycerol BTMR0521
Enzymes: 3.1.1.23
Products
isomerdesign

Monoolein

pubchem

Glyceryl monooleate

drugmap

1-oleoyl glycerol

Hydrolysis of carboxylic acid ester BTMR0143
Enzymes: 3.1.1.1
Products
pubchem

Sorbitan Monooleate

Degradation of aliphatic nitrile to carboxylic acid BTMR1258
Enzymes: 3.5.5.7
Products
pubchem

Oleonitrile

Amide hydrolysis 2165
Enzymes: Fatty-acid amide hydrolase 1
Products
pubchem

Tritium oxide

pubchem

Water

pubchem

Deuterium Oxide

Acyl hydrolysis of 2-monoacylglycerol BTMR0522
Enzymes: 3.1.1.23
Products
isomerdesign

2OG

drugmap

2-oleoyl glycerol

wiki

2-Oleoylglycerol

Hydrolysis of carboxylic acid ester BTMR0143
Enzymes: 3.1.1.1
Products
pubchem

Inhibited ethylene glycol, antifreeze

Hydrolysis of carboxylic acid ester BTMR0143
Enzymes: 3.1.1.1
Products
isomerdesign

LPA

drugmap

LPA

Hydrolysis of carboxylic acid ester BTMR0143
Enzymes: 3.1.1.1
Products
pubchem

Butyl oleate