ChemFOnt: Showing chemical card for 4-cholesten-7α,12α,24-triol-3-one (CFc000042811)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:31 UTC

Chemfont ID

CFc000042811

Molecule Identification

Common Name

4-cholesten-7α,12α,24-triol-3-one

Definition

4-cholesten-7α,12α,24-triol-3-one is considered to be practically insoluble (in water) and relatively neutral. 4-cholesten-7α,12α,24-triol-3-one is a bile acid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Cholesten-7alpha,12alpha,24-triol-3-one	ChEBI
4-Cholesten-7a,12a,24-triol-3-one	Generator
4-Cholesten-7α,12α,24-triol-3-one	Generator
7a,12a,24-Trihydroxycholest-4-en-3-one	Generator
7Α,12α,24-trihydroxycholest-4-en-3-one	Generator

Chemical Formula

C₂₇H₄₄O₄

Average Molecular Weight

432.645

Monoisotopic Molecular Weight

432.323959897

IUPAC Name

(1S,2R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-14-[(2R)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

Traditional Name

(1S,2R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-14-[(2R)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C27H44O4/c1-15(2)22(29)9-6-16(3)19-7-8-20-25-21(14-24(31)27(19,20)5)26(4)11-10-18(28)12-17(26)13-23(25)30/h12,15-16,19-25,29-31H,6-11,13-14H2,1-5H3/t16-,19-,20+,21+,22?,23-,24+,25+,26+,27-/m1/s1

InChI Key

JZKUXZQOULZTIJ-GZQVFMGISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl 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

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Trihydroxy bile acid, alcohol, or derivatives
24-hydroxysteroid
3-oxo-delta-4-steroid
3-oxosteroid
12-hydroxysteroid
7-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Secondary alcohol
Cyclic ketone
Ketone
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:48714 )
7alpha-hydroxy steroid (CHEBI:48714 )
12alpha-hydroxy steroid (CHEBI:48714 )
24-hydroxy steroid (CHEBI:48714 )
C27 bile acids, alcohols, and derivatives (LMST04030171 )

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: HMDB0062399)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.021 g/L	ALOGPS
logP	3.39	ALOGPS
logP	3.83	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	17.14	ChemAxon
pKa (Strongest Basic)	-0.14	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	124.27 m³·mol⁻¹	ChemAxon
Polarizability	51.68 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

HMDB0062399

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

24755588

PDB ID

Not Available

ChEBI ID

48714

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-cholesten-7α,12α,24-triol-3-one (CFc000042811)

MOL for CFc000042811 (4-cholesten-7α,12α,24-triol-3-one)

3D MOL for CFc000042811 (4-cholesten-7α,12α,24-triol-3-one)

3D SDF for CFc000042811 (4-cholesten-7α,12α,24-triol-3-one)

3D-SDF for CFc000042811 (4-cholesten-7α,12α,24-triol-3-one)

PDB for CFc000042811 (4-cholesten-7α,12α,24-triol-3-one)

3D PDB for CFc000042811 (4-cholesten-7α,12α,24-triol-3-one)

SMILES for CFc000042811 (4-cholesten-7α,12α,24-triol-3-one)

INCHI for CFc000042811 (4-cholesten-7α,12α,24-triol-3-one)

Structure for CFc000042811 (4-cholesten-7α,12α,24-triol-3-one)

3D Structure for CFc000042811 (4-cholesten-7α,12α,24-triol-3-one)