ChemFOnt: Showing chemical card for 7alpha,24-dihydroxy-5beta-cholestan-3-one (CFc000042831)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:33 UTC

Chemfont ID

CFc000042831

Molecule Identification

Common Name

7alpha,24-dihydroxy-5beta-cholestan-3-one

Definition

7alpha,24-dihydroxy-5beta-cholestan-3-one is also known as 5beta-Cholestan-7alpha,24-diol-3-one. 7alpha,24-dihydroxy-5beta-cholestan-3-one is considered to be practically insoluble (in water) and basic. 7alpha,24-dihydroxy-5beta-cholestan-3-one is a bile acid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5beta-Cholestan-7alpha,24-diol-3-one	ChEBI
5b-Cholestan-7a,24-diol-3-one	Generator
5Β-cholestan-7α,24-diol-3-one	Generator
7a,24-Dihydroxy-5b-cholestan-3-one	Generator
7Α,24-dihydroxy-5β-cholestan-3-one	Generator

Chemical Formula

C₂₇H₄₆O₃

Average Molecular Weight

418.662

Monoisotopic Molecular Weight

418.344695341

IUPAC Name

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

Traditional Name

(1S,2S,7R,9R,10R,11S,14R,15R)-9-hydroxy-14-[(2R)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-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)C[C@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(C)C

InChI Identifier

InChI=1S/C27H46O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h16-18,20-25,29-30H,6-15H2,1-5H3/t17-,18+,20-,21+,22+,23?,24-,25+,26+,27-/m1/s1

InChI Key

FGKQZAUZOBFLBY-YUOMIZQASA-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
24-hydroxysteroid
3-oxosteroid
Hydroxysteroid
3-oxo-5-beta-steroid
7-hydroxysteroid
Oxosteroid
Cyclic alcohol
Ketone
Cyclic ketone
Secondary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:48698 )
7alpha-hydroxy steroid (CHEBI:48698 )
24-hydroxy steroid (CHEBI:48698 )
C27 bile acids, alcohols, and derivatives (LMST04030169 )

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: HMDB0062419)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0026 g/L	ALOGPS
logP	4.47	ALOGPS
logP	5.11	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	18.78	ChemAxon
pKa (Strongest Basic)	-0.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	121.92 m³·mol⁻¹	ChemAxon
Polarizability	51.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0062419

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

24755523

PDB ID

Not Available

ChEBI ID

48698

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 7alpha,24-dihydroxy-5beta-cholestan-3-one (CFc000042831)

MOL for CFc000042831 (7alpha,24-dihydroxy-5beta-cholestan-3-one)

3D MOL for CFc000042831 (7alpha,24-dihydroxy-5beta-cholestan-3-one)

3D SDF for CFc000042831 (7alpha,24-dihydroxy-5beta-cholestan-3-one)

3D-SDF for CFc000042831 (7alpha,24-dihydroxy-5beta-cholestan-3-one)

PDB for CFc000042831 (7alpha,24-dihydroxy-5beta-cholestan-3-one)

3D PDB for CFc000042831 (7alpha,24-dihydroxy-5beta-cholestan-3-one)

SMILES for CFc000042831 (7alpha,24-dihydroxy-5beta-cholestan-3-one)

INCHI for CFc000042831 (7alpha,24-dihydroxy-5beta-cholestan-3-one)

Structure for CFc000042831 (7alpha,24-dihydroxy-5beta-cholestan-3-one)

3D Structure for CFc000042831 (7alpha,24-dihydroxy-5beta-cholestan-3-one)