Cholic acid

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Cholic acid

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Cholic acid

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Cholic acid

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Cholic acid

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Cholic acid

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SMILES:CC(CCC(=O)O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C

InChI:InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)

InChI key:BHQCQFFYRZLCQQ-UHFFFAOYSA-N

Synonyms: G1JO7801AE, cholate,SCHEMBL18394606, (2S,4R)-4-[(1S,2S,5R,7S,8R,9R,10S,11S,14R,15R)-8-ethyl-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2-methylpentanoic acid, HSDB 982, 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid, CHEBI:16359, Cholalin, 81-25-4, Bile salt, BHQCQFFYRZLCQQ-OELDTZBJSA-N, (R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-Trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid, 3,7,12-Trihydroxycholanic acid,Bile acid, NSC6135, CHEMBL205596, 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oic acid, 23(S)-methyl-BA derivative, 7c, CHEMBL1258080, NSC-6135, Bile acid, Cholic acid, 5beta-, Colalin, CHEBI:22868,Bile Salts, BDBM21679, Cholalic acid, UNII-G1JO7801AE, Cholsaeure,cholic acid, Cholic acid [USAN],
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)
-1.53
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
-2.07
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
-1.23
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.

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
Dehydrogenation of secondary alcohol BTMR0030
Enzymes: 1.1.1.1
Reagents

Metabolite: InChI=1S/C24H38...

Dehydrogenation of secondary alcohol BTMR0030
Enzymes: 1.1.1.1
Reagents

Metabolite: InChI=1S/C24H38...

3-OH-Glucuronidation of sterol BTMR0157
Enzymes: 2.4.1.17
Reagents

Metabolite: InChI=1S/C30H48...

7-OH-Glucuronidation of sterol BTMR0161
Enzymes: 2.4.1.17
Reagents

Metabolite: InChI=1S/C30H48...

Bile acid C24 acyl glucuronidation BTMR1275
Enzymes: 2.4.1.17
Reagents

Metabolite: InChI=1S/C30H48...

3-beta-Glycosylation of sterol BTMR0186
Enzymes: 2.4.1.173
Reagents

Metabolite: InChI=1S/C30H50...

3-OH-Sulfation of sterol BTMR0503
Enzymes: 2.8.2.2
Reagents

Metabolite: InChI=1S/C24H40...

7-OH-Sulfation of sterol BTMR0504
Enzymes: 2.8.2.2
Reagents

Metabolite: InChI=1S/C24H40...

12-OH-Sulfation of sterol BTMR0506
Enzymes: 2.8.2.2
Reagents

Metabolite: InChI=1S/C24H40...

Conjugation of bile acid to C24 acyl-CoA BTMR1270
Enzymes: 6.2.1.7
Reagents

Metabolite: InChI=1S/C45H74...

16-Hydroxylation of sterol BTMR0407
Reagents

Metabolite: InChI=1S/C24H40...

21-Hydroxylation of sterol BTMR0396
Reagents

Metabolite: InChI=1S/C24H40...

2-Hydroxylation of sterol BTMR0398
Reagents

Metabolite: InChI=1S/C24H40...

4-Hydroxylation of sterol BTMR0400
Enzymes: CYP1A2 CYP3A4
Reagents

Metabolite: InChI=1S/C24H40...

Oxidation of secondary alcohol to ketone BTMR0079
Reagents

Metabolite: InChI=1S/C24H38...

Oxidation of secondary alcohol to ketone BTMR0079
Reagents

Metabolite: InChI=1S/C24H38...

Oxidation of secondary alcohol to ketone BTMR0079
Reagents

Metabolite: InChI=1S/C24H38...

Terminal desaturation BTMR1190
Reagents

Metabolite: InChI=1S/C24H38...

6-Hydroxylation of sterol BTMR0402
Reagents

Metabolite: InChI=1S/C24H40...

Hydroxylation of penultimate aliphatic tertiary carbon BTMR1075
Reagents

Metabolite: InChI=1S/C24H40...

Hydroxylation of methyl carbon adjacent to aliphatic ring BTMR0054
Reagents

Metabolite: InChI=1S/C24H40...

Hydroxylation of methyl carbon adjacent to aliphatic ring BTMR0054
Reagents

Metabolite: InChI=1S/C24H40...

Glycine conjugation BTMR1325
Enzymes: 2.3.1.13
Reagents
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Glycocholic acid

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

Metabolite: InChI=1S/C22H36...

7-alpha-Dehydroxylation of C24 bile acid BTMR0322
Enzymes: Unspecified bacterial dehydroxylase
Reagents
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Deoxycholic Acid

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Deoxycholic acid

C24-bile acid phenylalanine conjugation BTMR1321
Enzymes: UNSPECIFIED_MICROBIAL_BILE_ACID_AMINO_ACID_N_ACYLTRANSFERASE
Reagents

Metabolite: InChI=1S/C33H49...

C24-bile acid tyrosine conjugation BTMR1322
Enzymes: UNSPECIFIED_MICROBIAL_BILE_ACID_AMINO_ACID_N_ACYLTRANSFERASE
Reagents

Metabolite: InChI=1S/C33H49...

C24-bile acid leucine conjugation BTMR1323
Enzymes: UNSPECIFIED_MICROBIAL_BILE_ACID_AMINO_ACID_N_ACYLTRANSFERASE
Reagents

Metabolite: InChI=1S/C30H51...

Reactions that metabolism produce from this molecule
Deconjugation of taurinated C24 bile acid BTMR0318
Enzymes: 3.5.1.24
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Taurocholic acid

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Taurocholic acid

Ester hydrolysis 255
Enzymes: Acyl-coenzyme A thioesterase 8
Products
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Tritium oxide

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Water

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Deuterium Oxide