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cholest-(25R)-5-ene-3β,27-diol - >99%, high purity , CAS No.20380-11-4, Agonist of GPR183;Agonist of Liver X receptor-α;Agonist of Liver X receptor-β

  • Moligand™
  • ≥99%
Item Number
C130177
Grouped product items
SKUSizeAvailabilityPrice Qty
C130177-5mg
5mg
In stock
$161.90
C130177-10mg
10mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$242.90
C130177-25mg
25mg
In stock
$423.90

LXR agonist

Basic Description

Synonyms27-hydroxycholesterol|20380-11-4|(25R)-26-Hydroxycholesterol|(25R)-Cholest-5-ene-3beta,26-diol|Cholest-5-ene-3beta,27-diol|cholest-(25R)-5-en-3beta,26-diol|6T2NA6P5SQ|27-hydroxy-cholesterol(25R)|25(R)-27-hydroxy Cholesterol|CHEBI:76591|(3S,8S,9S,10R,13R,1
Specifications & PurityMoligand™, ≥99%
Biochemical and Physiological MechanismsLXR agonist. Estrogen receptor partial agonist.\xa0Modulates gene expression in breast cancer cell lines.
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeAGONIST
Mechanism of actionAgonist of GPR183;Agonist of Liver X receptor-α;Agonist of Liver X receptor-β
NoteRefer to SDS for further information Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

27-hydroxycholesterol (27-HC) is synthesized by cholesterol under the action of sterol 27-hydroxylase in the liver. It is an abundant oxidizing sterol in the cyclic range of 0.15 to 0.73 μM. 27-HC is a substrate for bile synthesis

Product description:

27-Hydroxycholesterol, an oxysterol secreted from macrophages, has been shown to be capable of passing through the blood-brain barrier and entering the circulation via the brain. This compound has been shown to be a cholesterol oxidation metabolite that causes an increase in levels of GADD 153 and caspase-12 in ARPE-19 cells in vitro. 27-Hydroxycholesterol has also been reported to increase levels of Aβ peptide production, reduce mitochondrial membrane potential, and induce nuclear factor κB (NFκB) and heme-oxygenase 1 (HO-1). Overall, 27-Hydroxycholesterol displays apoptotic properties via reactive oxygen species (ROS) generation, glutathione depletion, and inflammation. 27-Hydroxycholesterol is an activator of LXR α and LXR β.
An oxysterol with cholesterol oxidation metabolite properties.

Application:

To observe its inhibitory effect on lipid accumulation in liver. As a liver X receptor (LXR) ligand in breast cancer cell lines; As a control in liquid chromatography-tandem mass spectrometry (LC-MS-MS), 25-OHC in jejunum samples was quantified

Associated Targets

BRD4 Tchem Bromodomain-containing protein 4 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CDK2 Tchem Cyclin-dependent kinase 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

FGFR3 Tclin Fibroblast growth factor receptor 3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CSNK1D Tchem Casein kinase I isoform delta 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TRIM24 Tchem Transcription intermediary factor 1-alpha 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

NR1H2 Tchem Oxysterols receptor LXR-beta 1 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

NR1H3 Tchem Oxysterols receptor LXR-alpha 1 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

BRPF1 Tchem Peregrin 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

AURKA Tchem Aurora kinase A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ABL1 Tclin Tyrosine-protein kinase ABL1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GSK3B Tclin Glycogen synthase kinase-3 beta 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GPR183 Tchem G-protein coupled receptor 183 1 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

MAPK1 Tchem Mitogen-activated protein kinase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,6R)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
INCHI InChI=1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18-,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChi Key FYHRJWMENCALJY-YSQMORBQSA-N
Canonical SMILES CC(CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)CO
Isomeric SMILES C[C@H](CCC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)CO
PubChem CID 123976
Molecular Weight 402.65

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Certificate of Analysis(COA)

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5 results found

Lot NumberCertificate TypeDateItem
K2328422Certificate of AnalysisNov 16, 2023 C130177
K2328423Certificate of AnalysisNov 16, 2023 C130177
K2328424Certificate of AnalysisNov 16, 2023 C130177
K2328425Certificate of AnalysisNov 16, 2023 C130177
K2328426Certificate of AnalysisNov 16, 2023 C130177

Chemical and Physical Properties

Solubility≤20mg/ml in ethanol;0.1mg/ml in DMSO;2mg/ml in dimethyl formamide

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