CHENODIOL

Search structure
Trade Names:
Synonyms:
Status: Approved (1983)
Entry Type: Small molecule
Molecule Category: UNKNOWN
UNII: 0GEI24LG0J

Structure
InChI Key RUDATBOHQWOJDD-BSWAIDMHSA-N
Smile C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O
InChI
InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H40O4
Molecular Weight 392.58
AlogP 4.48
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 4.0
Polar Surface Area 77.76
Molecular species ACID
Aromatic Rings 0.0
Heavy Atoms 28.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Bile acid receptor FXR agonist PubMed DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Steroid-like ligand receptor
6100-33000 - - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group H Nuclear hormone receptor subfamily 1 group H member 4
3400-30000 - - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 1
16800 - - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 38
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 10600 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Irritable Bowel Syndrome 2 D043183 ClinicalTrials
Paraplegia 2 D010264 ClinicalTrials
Xanthomatosis, Cerebrotendinous 2 D019294 ClinicalTrials

Related Entries

MCS

Scaffolds

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Gastrointestinal disorders
18.65
General disorders and administration site conditions
11.9
Investigations
8.68
Nervous system disorders
8.36
Psychiatric disorders
6.75
Respiratory, thoracic and mediastinal disorders
6.11
Musculoskeletal and connective tissue disorders
4.82
Infections and infestations
4.5
Surgical and medical procedures
4.18
Vascular disorders
3.86
Skin and subcutaneous tissue disorders
3.54
Injury, poisoning and procedural complications
3.22
Cardiac disorders
2.89
Metabolism and nutrition disorders
2.89
Pregnancy, puerperium and perinatal conditions
2.89

Cross References

Resources Reference
CAS NUMBER 474-25-9
ChEBI 16755
ChEMBL CHEMBL240597
DrugBank DB06777
DrugCentral 4361
EPA CompTox DTXSID2020260
FDA SRS 0GEI24LG0J
Human Metabolome Database HMDB0000518
Guide to Pharmacology 608
KEGG C02528
PDB JN3
PharmGKB PA165958403
PubChem 10133
SureChEMBL SCHEMBL25055
ZINC ZINC000003914808
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