ChemFOnt: Showing chemical card for 5beta-Cholestane-3alpha,7alpha,24,26-tetrol (CFc000042829)

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

CFc000042829

Molecule Identification

Common Name

5beta-Cholestane-3alpha,7alpha,24,26-tetrol

Definition

5beta-Cholestane-3alpha,7alpha,24,26-tetrol is also known as 5β-cholestan-3α,7α,24,27-tetrol. 5beta-Cholestane-3alpha,7alpha,24,26-tetrol is considered to be practically insoluble (in water) and relatively neutral. 5beta-Cholestane-3alpha,7alpha,24,26-tetrol is a bile acid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5beta-Cholestan-3alpha,7alpha,24,27-tetrol	ChEBI
5b-Cholestan-3a,7a,24,27-tetrol	Generator
5Β-cholestan-3α,7α,24,27-tetrol	Generator
5b-Cholestane-3a,7a,24,26-tetrol	Generator
5Β-cholestane-3α,7α,24,26-tetrol	Generator

Chemical Formula

C₂₇H₄₈O₄

Average Molecular Weight

436.677

Monoisotopic Molecular Weight

436.355260026

IUPAC Name

(1S,2S,5R,7S,9R,10R,11S,14R,15R)-14-[(2R)-5,7-dihydroxy-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)-5,7-dihydroxy-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(C)(CO)C([H])(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

InChI Identifier

InChI=1S/C27H48O4/c1-16(5-8-23(30)17(2)15-28)20-6-7-21-25-22(10-12-27(20,21)4)26(3)11-9-19(29)13-18(26)14-24(25)31/h16-25,28-31H,5-15H2,1-4H3/t16-,17?,18+,19-,20-,21+,22+,23?,24-,25+,26+,27-/m1/s1

InChI Key

KOHAQNVGTABZFS-ZUMVMERMSA-N

Chemical Taxonomy

Description

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

Tetrahydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

26-hydroxysteroid
Tetrahydroxy bile acid, alcohol, or derivatives
24-hydroxysteroid
3-hydroxysteroid
7-hydroxysteroid
3-alpha-hydroxysteroid
Hydroxysteroid
Fatty alcohol
Fatty acyl
Cyclic alcohol
Secondary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Primary alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3alpha-hydroxy steroid (CHEBI:48731 )
7alpha-hydroxy steroid (CHEBI:48731 )
26-hydroxy steroid (CHEBI:48731 )
24-hydroxy steroid (CHEBI:48731 )
C27 bile acids, alcohols, and derivatives (LMST04030023 )

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: HMDB0062417)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	3.71	ALOGPS
logP	3.51	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	14.77	ChemAxon
pKa (Strongest Basic)	-0.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	124.78 m³·mol⁻¹	ChemAxon
Polarizability	53.08 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0062417

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

5284199

PDB ID

Not Available

ChEBI ID

48731

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5beta-Cholestane-3alpha,7alpha,24,26-tetrol (CFc000042829)

MOL for CFc000042829 (5beta-Cholestane-3alpha,7alpha,24,26-tetrol)

3D MOL for CFc000042829 (5beta-Cholestane-3alpha,7alpha,24,26-tetrol)

3D SDF for CFc000042829 (5beta-Cholestane-3alpha,7alpha,24,26-tetrol)

3D-SDF for CFc000042829 (5beta-Cholestane-3alpha,7alpha,24,26-tetrol)

PDB for CFc000042829 (5beta-Cholestane-3alpha,7alpha,24,26-tetrol)

3D PDB for CFc000042829 (5beta-Cholestane-3alpha,7alpha,24,26-tetrol)

SMILES for CFc000042829 (5beta-Cholestane-3alpha,7alpha,24,26-tetrol)

INCHI for CFc000042829 (5beta-Cholestane-3alpha,7alpha,24,26-tetrol)

Structure for CFc000042829 (5beta-Cholestane-3alpha,7alpha,24,26-tetrol)

3D Structure for CFc000042829 (5beta-Cholestane-3alpha,7alpha,24,26-tetrol)