ChemFOnt: Showing chemical card for (24S)-7alpha,24-Dihydroxycholesterol (CFc000040591)

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

CFc000040591

Molecule Identification

Common Name

(24S)-7alpha,24-Dihydroxycholesterol

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(24S)-7alpha-Dihydroxycholesterol	ChEBI
(24S)-Cholest-5-ene-3beta,7alpha,24-triol	ChEBI
5-Cholesten-3beta,7alpha,24(S)-triol	ChEBI
(24S)-7a-Dihydroxycholesterol	Generator
(24S)-7Α-dihydroxycholesterol	Generator
(24S)-Cholest-5-ene-3b,7a,24-triol	Generator
(24S)-Cholest-5-ene-3β,7α,24-triol	Generator
5-Cholesten-3b,7a,24(S)-triol	Generator
5-Cholesten-3β,7α,24(S)-triol	Generator
(24S)-7a,24-Dihydroxycholesterol	Generator
(24S)-7Α,24-dihydroxycholesterol	Generator
7a,24S-Dihydroxycholesterol	HMDB
7Α,24S-dihydroxycholesterol	HMDB

Chemical Formula

C₂₇H₄₆O₃

Average Molecular Weight

418.6523

Monoisotopic Molecular Weight

418.344695338

IUPAC Name

(1S,2R,5S,9S,10S,11S,14R,15R)-14-[(2R,5S)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol

Traditional Name

7α,24S-dihydroxycholesterol

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H](O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

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/h15-17,19-25,28-30H,6-14H2,1-5H3/t17-,19+,20-,21+,22+,23+,24-,25+,26+,27-/m1/s1

InChI Key

ZNCHPOYZMVVJCK-LIZWOPGQSA-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-hydroxy-delta-5-steroid
3-hydroxysteroid
7-hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Hydroxysteroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

oxysterol (CHEBI:37640 )
7alpha,24-dihydroxycholesterol (CHEBI:37640 )
C27 bile acids, alcohols, and derivatives (LMST04030168 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060136)

Source

Exogenous

Exogenous (HMDB: HMDB0060136)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0085 g/L	ALOGPS
logP	4.28	ALOGPS
logP	4.65	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-0.66	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	123.65 m³·mol⁻¹	ChemAxon
Polarizability	51.81 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

HMDB0060136

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10128491

KEGG Compound ID

C15518

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11954196

PDB ID

Not Available

ChEBI ID

37640

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (24S)-7alpha,24-Dihydroxycholesterol (CFc000040591)

MOL for CFc000040591 ((24S)-7alpha,24-Dihydroxycholesterol)

3D MOL for CFc000040591 ((24S)-7alpha,24-Dihydroxycholesterol)

3D SDF for CFc000040591 ((24S)-7alpha,24-Dihydroxycholesterol)

3D-SDF for CFc000040591 ((24S)-7alpha,24-Dihydroxycholesterol)

PDB for CFc000040591 ((24S)-7alpha,24-Dihydroxycholesterol)

3D PDB for CFc000040591 ((24S)-7alpha,24-Dihydroxycholesterol)

SMILES for CFc000040591 ((24S)-7alpha,24-Dihydroxycholesterol)

INCHI for CFc000040591 ((24S)-7alpha,24-Dihydroxycholesterol)

Structure for CFc000040591 ((24S)-7alpha,24-Dihydroxycholesterol)

3D Structure for CFc000040591 ((24S)-7alpha,24-Dihydroxycholesterol)