ChemFOnt: Showing chemical card for 3alpha-Hydroxy-7-oxo-5beta-cholanic acid (CFc000226218)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:50:17 UTC

Chemfont ID

CFc000226218

Molecule Identification

Common Name

3alpha-Hydroxy-7-oxo-5beta-cholanic acid

Definition

7-Ketolithocholic acid belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. 7-Ketolithocholic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
7-Ketolithocholate	Generator
3 alpha-Hydroxy-7-keto-5 beta-cholanoate	MeSH
7-Oxolithocholic acid	MeSH
7-Ketolithocholic acid, (3beta,5alpha)-isomer	MeSH
3 alpha-Ol-7-one-5 beta-cholanoic acid	MeSH
4-{5-hydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0,.0,]heptadecan-14-yl}pentanoate	Generator

Chemical Formula

C₂₄H₃₈O₄

Average Molecular Weight

390.564

Monoisotopic Molecular Weight

390.277009704

IUPAC Name

4-{5-hydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}pentanoic acid

Traditional Name

4-{5-hydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}pentanoic acid

CAS Registry Number

Not Available

SMILES

CC(CCC(O)=O)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1CC3=O

InChI Identifier

InChI=1S/C24H38O4/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/h14-19,22,25H,4-13H2,1-3H3,(H,27,28)

InChI Key

DXOCDBGWDZAYRQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Monohydroxy bile acid, alcohol, or derivatives
3-hydroxysteroid
Hydroxysteroid
7-oxosteroid
Oxosteroid
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
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 (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	3.52	ALOGPS
logP	4.1	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.56	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	108.35 m³·mol⁻¹	ChemAxon
Polarizability	45.69 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

313030

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3alpha-Hydroxy-7-oxo-5beta-cholanic acid (CFc000226218)

MOL for CFc000226218 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

3D MOL for CFc000226218 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

3D SDF for CFc000226218 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

3D-SDF for CFc000226218 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

PDB for CFc000226218 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

3D PDB for CFc000226218 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

SMILES for CFc000226218 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

INCHI for CFc000226218 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

Structure for CFc000226218 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

3D Structure for CFc000226218 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)