ChemFOnt: Showing chemical card for Obeticholic acid (CFc000235406)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:07:04 UTC

Chemfont ID

CFc000235406

Molecule Identification

Common Name

Obeticholic acid

Definition

6-Ethylchenodeoxycholic acid, also known as 6-ECDCA or INT 747, belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. Based on a literature review a small amount of articles have been published on 6-Ethylchenodeoxycholic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-Ethylchenodeoxycholate	Generator
6-ECDCA	MeSH
6-Ethyl chenodeoxycholic acid	MeSH
6-Ethyl-3,7-dihydroxycholan-24-Oic acid	MeSH
6ECDCA	MeSH
6alpha-Ethyl-3alpha,7alpha-dihydroxy-5beta-cholan-24-Oic acid	MeSH
6alpha-Ethyl-chenodeoxycholic acid	MeSH
INT 747	MeSH
INT-747	MeSH
Ocaliva	MeSH
Obeticholic acid	MeSH

Chemical Formula

C₂₆H₄₄O₄

Average Molecular Weight

420.634

Monoisotopic Molecular Weight

420.323959897

IUPAC Name

4-{8-ethyl-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanoic acid

Traditional Name

4-{8-ethyl-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanoic acid

CAS Registry Number

459789-99-2

SMILES

CCC1C(O)C2C3CCC(C(C)CCC(O)=O)C3(C)CCC2C2(C)CCC(O)CC12

InChI Identifier

InChI=1S/C26H44O4/c1-5-17-21-14-16(27)10-12-26(21,4)20-11-13-25(3)18(15(2)6-9-22(28)29)7-8-19(25)23(20)24(17)30/h15-21,23-24,27,30H,5-14H2,1-4H3,(H,28,29)

InChI Key

ZXERDUOLZKYMJM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Dihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Dihydroxy bile acid, alcohol, or derivatives
3-hydroxysteroid
Hydroxysteroid
7-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0255881)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.5	ALOGPS
logP	4.52	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.6	ChemAxon
pKa (Strongest Basic)	-0.16	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	118.35 m³·mol⁻¹	ChemAxon
Polarizability	50.53 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0255881

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10629423

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21882238

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Obeticholic acid (CFc000235406)

MOL for CFc000235406 (Obeticholic acid)

3D MOL for CFc000235406 (Obeticholic acid)

3D SDF for CFc000235406 (Obeticholic acid)

3D-SDF for CFc000235406 (Obeticholic acid)

PDB for CFc000235406 (Obeticholic acid)

3D PDB for CFc000235406 (Obeticholic acid)

SMILES for CFc000235406 (Obeticholic acid)

INCHI for CFc000235406 (Obeticholic acid)

Structure for CFc000235406 (Obeticholic acid)

3D Structure for CFc000235406 (Obeticholic acid)