ChemFOnt: Showing chemical card for 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid (CFc000043156)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:46:05 UTC

Chemfont ID

CFc000043156

Molecule Identification

Common Name

7alpha-hydroxy-3-oxochol-4-en-24-oic Acid

Definition

7alpha-hydroxy-3-oxochol-4-en-24-oic Acid is also known as 3-oxo-7-Hydroxychol-4-enoic acid or 7-HOC acid. 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid is considered to be practically insoluble (in water) and acidic. 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid is a bile acid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(7alpha)-7-Hydroxy-3-oxochol-4-en-24-Oic acid	ChEBI
3-oxo-7-Hydroxychol-4-enoic acid	ChEBI
3-oxo-7alpha-Hydroxychol-4-enoic acid	ChEBI
(7a)-7-Hydroxy-3-oxochol-4-en-24-Oate	Generator
(7a)-7-Hydroxy-3-oxochol-4-en-24-Oic acid	Generator
(7alpha)-7-Hydroxy-3-oxochol-4-en-24-Oate	Generator
(7Α)-7-hydroxy-3-oxochol-4-en-24-Oate	Generator
(7Α)-7-hydroxy-3-oxochol-4-en-24-Oic acid	Generator
3-oxo-7-Hydroxychol-4-enoate	Generator
3-oxo-7a-Hydroxychol-4-enoate	Generator
3-oxo-7a-Hydroxychol-4-enoic acid	Generator
3-oxo-7alpha-Hydroxychol-4-enoate	Generator
3-oxo-7Α-hydroxychol-4-enoate	Generator
3-oxo-7Α-hydroxychol-4-enoic acid	Generator
7a-Hydroxy-3-oxochol-4-en-24-Oate	Generator
7a-Hydroxy-3-oxochol-4-en-24-Oic acid	Generator
7alpha-Hydroxy-3-oxochol-4-en-24-Oate	Generator
7Α-hydroxy-3-oxochol-4-en-24-Oate	Generator
7Α-hydroxy-3-oxochol-4-en-24-Oic acid	Generator
3-oxo-7 alpha-Hydroxychol-4-enoic acid	HMDB
7-HOC acid	HMDB

Chemical Formula

C₂₄H₃₆O₄

Average Molecular Weight

388.548

Monoisotopic Molecular Weight

388.261359639

IUPAC Name

(4R)-4-[(1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pentanoic acid

CAS Registry Number

14772-95-3

SMILES

[H][C@@](C)(CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

InChI Identifier

InChI=1S/C24H36O4/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/h12,14,17-20,22,26H,4-11,13H2,1-3H3,(H,27,28)/t14-,17-,18+,19+,20-,22+,23+,24-/m1/s1

InChI Key

CFLVYJJIZHNITM-NLXMLWGDSA-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-oxo-delta-4-steroid
3-oxosteroid
7-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C24 bile acids, alcohols, and derivatives (LMST04010239 )

Functional Ontology

Physiological effect

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31643938)
Bile (PMID: 31643938)

Excreta

Biofluid or Excreta

Feces (PMID: 31643938)
Urine (PMID: 1112456)

Organ

Source

Exogenous

Exogenous (HMDB: HMDB0062744)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	3.1	ALOGPS
logP	3.87	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.6	ChemAxon
pKa (Strongest Basic)	-0.64	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	109.07 m³·mol⁻¹	ChemAxon
Polarizability	45.29 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

HMDB0062744

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

193493

PDB ID

Not Available

ChEBI ID

88109

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid (CFc000043156)

MOL for CFc000043156 (7alpha-hydroxy-3-oxochol-4-en-24-oic Acid)

3D MOL for CFc000043156 (7alpha-hydroxy-3-oxochol-4-en-24-oic Acid)

3D SDF for CFc000043156 (7alpha-hydroxy-3-oxochol-4-en-24-oic Acid)

3D-SDF for CFc000043156 (7alpha-hydroxy-3-oxochol-4-en-24-oic Acid)

PDB for CFc000043156 (7alpha-hydroxy-3-oxochol-4-en-24-oic Acid)

3D PDB for CFc000043156 (7alpha-hydroxy-3-oxochol-4-en-24-oic Acid)

SMILES for CFc000043156 (7alpha-hydroxy-3-oxochol-4-en-24-oic Acid)

INCHI for CFc000043156 (7alpha-hydroxy-3-oxochol-4-en-24-oic Acid)

Structure for CFc000043156 (7alpha-hydroxy-3-oxochol-4-en-24-oic Acid)

3D Structure for CFc000043156 (7alpha-hydroxy-3-oxochol-4-en-24-oic Acid)