ChemFOnt: Showing chemical card for 5beta-Cholestane-3alpha,7alpha,24-triol (CFc000042830)

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

CFc000042830

Molecule Identification

Common Name

5beta-Cholestane-3alpha,7alpha,24-triol

Definition

5beta-Cholestane-3alpha,7alpha,24-triol is also known as 5β-cholestan-3α,7α,24-triol. 5beta-Cholestane-3alpha,7alpha,24-triol is considered to be practically insoluble (in water) and basic. 5beta-Cholestane-3alpha,7alpha,24-triol is a bile acid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5beta-Cholestan-3alpha,7alpha,24-triol	ChEBI
5b-Cholestan-3a,7a,24-triol	Generator
5Β-cholestan-3α,7α,24-triol	Generator
5b-Cholestane-3a,7a,24-triol	Generator
5Β-cholestane-3α,7α,24-triol	Generator

Chemical Formula

C₂₇H₄₈O₃

Average Molecular Weight

420.678

Monoisotopic Molecular Weight

420.360345406

IUPAC Name

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

Traditional Name

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

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])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(C)C

InChI Identifier

InChI=1S/C27H48O3/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/h16-25,28-30H,6-15H2,1-5H3/t17-,18+,19-,20-,21+,22+,23?,24-,25+,26+,27-/m1/s1

InChI Key

VDKSIHRRZLCAGD-RESWAWEDSA-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
7-hydroxysteroid
3-alpha-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3alpha-hydroxy steroid (CHEBI:48700 )
7alpha-hydroxy steroid (CHEBI:48700 )
24-hydroxy steroid (CHEBI:48700 )
C27 bile acids, alcohols, and derivatives (LMST04030022 )

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: HMDB0062418)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0034 g/L	ALOGPS
logP	4.59	ALOGPS
logP	4.9	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-0.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	122.95 m³·mol⁻¹	ChemAxon
Polarizability	51.94 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

HMDB0062418

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

Not Available

PDB ID

Not Available

ChEBI ID

48700

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5beta-Cholestane-3alpha,7alpha,24-triol (CFc000042830)

MOL for CFc000042830 (5beta-Cholestane-3alpha,7alpha,24-triol)

3D MOL for CFc000042830 (5beta-Cholestane-3alpha,7alpha,24-triol)

3D SDF for CFc000042830 (5beta-Cholestane-3alpha,7alpha,24-triol)

3D-SDF for CFc000042830 (5beta-Cholestane-3alpha,7alpha,24-triol)

PDB for CFc000042830 (5beta-Cholestane-3alpha,7alpha,24-triol)

3D PDB for CFc000042830 (5beta-Cholestane-3alpha,7alpha,24-triol)

SMILES for CFc000042830 (5beta-Cholestane-3alpha,7alpha,24-triol)

INCHI for CFc000042830 (5beta-Cholestane-3alpha,7alpha,24-triol)

Structure for CFc000042830 (5beta-Cholestane-3alpha,7alpha,24-triol)

3D Structure for CFc000042830 (5beta-Cholestane-3alpha,7alpha,24-triol)