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7α,24 (S) -Dihydroxycholesterol

CAT: 0804-HY-133830Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-133830Size:1 Each
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Description
7α,24 (S) -Dihydroxycholesterol ((3β,7α,24S) -Cholest-5-ene-3,7,24-triol) serves as a ligand for liver X receptor (LXR), binding specifically to the ligand binding domains of both LXRα and LXRβ. This compound is synthetically produced from E-α, β-enone, utilizing Arsonium ylide and J-tert-butyldimethylsilyloxy-bisnor-5-cholenaldehyde as starting materials, followed by a series of transformations to yield 7α,24 (S) -dihydroxycholesterol.
CAS Number
245523-67-5
Product Name Alternative
(3β,7α,24S) -Cholest-5-ene-3,7,24-triol
UNSPSC
12352211
Target
Endogenous Metabolite
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/7α-24-s-dihydroxycholesterol.html
Smiles
C[C@@]12[C@](CC[C@]2([H])[C@H](C)CC[C@H](O)C(C)C)([H])[C@@]3([H])[C@@](CC1)([H])[C@@]4(C(C[C@H](CC4)O)=C[C@H]3O)C
Molecular Formula
C27H46O3
Molecular Weight
418.65
References & Citations
[1]Effect of pressure on the bilayer phase transitions of asymmetric lipids with an unsaturated acyl chain in sn-1 positionJournal of physical activity & health|[2]Effects of different fatty acids composition of phosphatidylcholine on brain function of dementia mice induced by scopolamine|[3]Inflammatory Bowel DiseaseIntegrative Medicine|[4]Barotropic and thermotropic bilayer phase behavior of positional isomers of unsaturated mixed-chain phosphatidylcholines
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

(24S)-cholest-5-ene-3beta,7alpha,24-triol

(24S)-7alpha,24-dihydroxycholesterol is a 7alpha,24-dihydroxycholesterol in which has S configuration at position 24. It has a role as a human metabolite.

CAS Number245523-67-5
PubChem CID11954196
IUPAC Name(3S,7S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
Molecular FormulaC27H46O3
Molecular Weight418.7
XLogP5.9
Topological Polar Surface Area60.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Heavy Atom Count30
Formal Charge0
Complexity656
SMILES
C[C@H](CC[C@@H](C(C)C)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C=C4[C@@]3(CC[C@@H](C4)O)C)O)C
InChI
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
InChIKey
ZNCHPOYZMVVJCK-LIZWOPGQSA-N
Chemical Structure
2D Structure
2D structure of (24S)-cholest-5-ene-3beta,7alpha,24-triol
CAS: 245523-67-5
CID: 11954196
Formula: C27H46O3
MW: 418.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight418.7
XLogP35.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass418.34469533
Monoisotopic Mass418.34469533
Topological Polar Surface Area60.7 Ų
Heavy Atom Count30
Formal Charge0
Complexity656
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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