ChemFOnt: Showing chemical card for 3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one (CFc000040592)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:10 UTC

Chemfont ID

CFc000040592

Molecule Identification

Common Name

3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one

Definition

This compound belongs to the family of Tetrahydroxy Bile Acids, Alcohols and Derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3a,7a,12a,25-Tetrahydroxy-5b-cholestane-24-one	Generator
3Α,7α,12α,25-tetrahydroxy-5β-cholestane-24-one	Generator

Chemical Formula

C₂₇H₄₆O₅

Average Molecular Weight

450.6511

Monoisotopic Molecular Weight

450.334524582

IUPAC Name

(6R)-2-hydroxy-2-methyl-6-[(1R,2R,5S,7R,9S,10S,11R,14R,15R,16R)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]heptan-3-one

Traditional Name

(6R)-2-hydroxy-2-methyl-6-[(1R,2R,5S,7R,9S,10S,11R,14R,15R,16R)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]heptan-3-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C27H46O5/c1-15(6-9-22(30)25(2,3)32)18-7-8-19-24-20(14-23(31)27(18,19)5)26(4)11-10-17(28)12-16(26)13-21(24)29/h15-21,23-24,28-29,31-32H,6-14H2,1-5H3/t15-,16-,17+,18-,19-,20-,21+,23-,24-,26-,27-/m1/s1

InChI Key

CFVCOEMVLNMDAX-AHYZLEOVSA-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

Cholesterol
Cholesterol-skeleton
Tetrahydroxy bile acid, alcohol, or derivatives
Cholestane-skeleton
25-hydroxysteroid
24-oxosteroid
7-hydroxysteroid
7-alpha-hydroxysteroid
3-beta-hydroxysteroid
3-hydroxysteroid
Oxosteroid
Hydroxysteroid
12-hydroxysteroid
Acyloin
Tertiary alcohol
Alpha-hydroxy ketone
Cyclic alcohol
Secondary alcohol
Ketone
Polyol
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060137)

Source

Exogenous

Exogenous (HMDB: HMDB0060137)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	2.93	ALOGPS
logP	3	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	13.54	ChemAxon
pKa (Strongest Basic)	-0.16	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	125.25 m³·mol⁻¹	ChemAxon
Polarizability	52.27 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

HMDB0060137

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30778550

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131769842

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one (CFc000040592)

MOL for CFc000040592 (3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one)

3D MOL for CFc000040592 (3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one)

3D SDF for CFc000040592 (3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one)

3D-SDF for CFc000040592 (3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one)

PDB for CFc000040592 (3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one)

3D PDB for CFc000040592 (3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one)

SMILES for CFc000040592 (3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one)

INCHI for CFc000040592 (3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one)

Structure for CFc000040592 (3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one)

3D Structure for CFc000040592 (3alpha,7alpha,12alpha,25-Tetrahydroxy-5beta-cholestane-24-one)