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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL240597
CHEMBL240597
Compound Name CHENODIOL
ChEMBL Synonyms CHENOCEDON | CHENIX | LITHOFALK | COMBIDOL | CHENIC ACID | CHENDOL 250 | CHENODEOXYCHOLIC ACID | CHENODIOL | CHENOFALK | Chenodeoxycholate | CHENDOL 125 | XENBILOX
Max Phase 4 (Approved)
Trade Names CHENDOL 125 | CHENOFALK | XENBILOX | CHENOCEDON | CHENODIOL | CHENIX | COMBIDOL | LITHOFALK | CHENDOL 250
Molecular Formula C24H40O4

Additional synonyms for CHEMBL240597 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H]( ...
Download SMILES
Standard InChI InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24 ...
Download InChI
Standard InChI Key RUDATBOHQWOJDD-BSWAIDMHSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL240597

Molecule Features

CHEMBL240597 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bile acid receptor FXR agonist Bile acid receptor FXR DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Xanthomatosis, CerebrotendinousD019294Orphanet:909Cerebrotendinous xanthomatosis2ClinicalTrials
Irritable Bowel SyndromeD043183EFO:0000555irritable bowel syndrome2ClinicalTrials
ParaplegiaD010264HP:0001258Spastic paraplegia2ClinicalTrials

Clinical Data

ClinicalTrials.gov CHENODIOL
The Cochrane Collaboration CHENODIOL

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL240597. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL5409 G-protein coupled bile acid receptor 1 Homo sapiens 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL1977 Vitamin D receptor Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3150 Vitamin D receptor Rattus norvegicus 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.990
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.986
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.977
CHEMBL2047 Bile acid receptor FXR Homo sapiens 0.968
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.956
CHEMBL3072 Androgen Receptor Rattus norvegicus 0.946
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 0.904
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.900
CHEMBL3056 Androgen Receptor Mus musculus 0.899
CHEMBL1987 Prostanoid FP receptor Homo sapiens 0.505
CHEMBL237 Kappa opioid receptor Homo sapiens 0.251



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5409 G-protein coupled bile acid receptor 1 Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL2047 Bile acid receptor FXR Homo sapiens 1.000
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL1977 Vitamin D receptor Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3150 Vitamin D receptor Rattus norvegicus 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.999
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.998
CHEMBL1987 Prostanoid FP receptor Homo sapiens 0.996
CHEMBL4370 UDP-glucuronosyltransferase 2B7 Homo sapiens 0.995
CHEMBL2778 Ileal bile acid transporter Homo sapiens 0.985

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
392.6 392.2927 4.48 4 77.76 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 3 0 4 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.76 - 4.76 2.15 0 28 0.66

Structural Alerts

There are no structural alerts for CHEMBL240597

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A05 - BILE AND LIVER THERAPY
A05A - BILE THERAPY
A05AA - Bile acids and derivatives
A05AA01 - chenodeoxycholic acid

ChemSpider ChemSpider:RUDATBOHQWOJDD-BSWAIDMHSA-N
DailyMed chenodiol
PubChem SID: 144203963 SID: 144207689 SID: 26754178 SID: 56463362
Wikipedia Chenodeoxycholic_acid

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL240597



ACToR 474-25-9
BindingDB 21674
Brenda 2727 115470 13131 1277 30592 133946
ChEBI 16755
ChemicalBook CB4285737
DrugBank DB06777
DrugCentral 4361
eMolecules 29535261 37007513 29538481
EPA CompTox Dashboard DTXSID2020260
FDA SRS 0GEI24LG0J
Guide to Pharmacology 608
Human Metabolome Database HMDB0000518
IBM Patent System 01F97BC811EED0FD161316524F7B662C
KEGG Ligand C02528
LINCS LSM-5353
LipidMaps LMST04010032
Mcule MCULE-3421183878
Metabolights MTBLC16755
MolPort MolPort-001-794-647
Nikkaji J2.053B
PDBe JN3
PharmGKB PA165958403
PubChem 10133
PubChem: Drugs of the Future 12012589
PubChem: Thomson Pharma 14780857 16232402
Selleck Chenodeoxycholic-acid
SureChEMBL SCHEMBL25055
ZINC ZINC000003914808

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/RUDATBOHQWOJDD-BSWAIDMHSA-N spacer
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