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

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-OHC | (25R) | 110818 | Cholest-5-ene-3-b,27-diol | PD018880 | CHOLEST-5-ENE-3.BETA.,26-DIOL, (25R)- | EX-A7666 | (25R)-26-Hydroxycholesterol | 26-HYDROXYCHOLESTEROL, (25R)- | Cholest-5-ene-3-beta,27-diol | Cholest-5-ene-3beta,27-diol | LMST01010088 | C
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(Human)

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)
GPR183 Tchem G-protein coupled receptor 183 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ABL1 Tclin Tyrosine-protein kinase ABL (18331 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CSNK1D Tchem Casein kinase I delta (4546 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NR1H3 Tchem LXR-alpha (2891 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CDK2 Tchem Cyclin-dependent kinase 2 (9050 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AURKA Tchem Serine/threonine-protein kinase Aurora-A (10240 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U2OS (164939 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRD4 Tchem Bromodomain-containing protein 4 (13122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TRIM24 Tchem Transcription intermediary factor 1-alpha (2087 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRPF1 Tchem Peregrin (2217 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mapk1 MAP kinase ERK2 (650 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fgfr3 Fibroblast growth factor receptor 3 (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycobacterium tuberculosis (203094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

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

Certificates

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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Solution Calculators