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

CAS: 20380-11-4 Cat. No.: C130177 Molecular Weight: 402.65
AVAILABLE TO ORDER
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥99%
Synonyms
27-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
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
1mg
C130177-1mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$71.90
5mg
C130177-5mg
2
$254.90
10mg
C130177-10mg
2
$459.90
25mg
C130177-25mg
1
$819.90
Enter a quantity for the sizes you want to add.
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Why this grade

Moligand™, ≥99% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

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

Specifications

Synonyms
27-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 & Purity
Moligand™, ≥99%
Biochemical and Physiological Mechanisms
LXR agonist. Estrogen receptor partial agonist.\xa0Modulates gene expression in breast cancer cell lines.
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Action Type
AGONIST
Mechanism of action
Agonist of GPR183;Agonist of Liver X receptor-α;Agonist of Liver X receptor-β
Note
Refer to SDS for further information Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Purity
≥99%
Names and Identifiers
Pubchem Sid504756957
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504756957
Canonical SmilesCC(CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)CO
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
InChIKeyFYHRJWMENCALJY-YSQMORBQSA-N
INCHI1S/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
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
Molecular Weight 402.65
Reaxy-Rn 3435152
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3435152&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
SubclassBile acids, alcohols and derivatives
Intermediate Tree Nodes Hydroxy bile acids, alcohols and derivatives
Direct ParentDihydroxy bile acids, alcohols and derivatives
Alternative Parents 3-beta-hydroxysteroids  3-beta-hydroxy delta-5-steroids  Delta-5-steroids  Fatty alcohols  Secondary alcohols  Cyclic alcohols and derivatives  Primary alcohols  Hydrocarbon derivatives  
Molecular FrameworkAliphatic homopolycyclic compounds
Substituents 26-hydroxysteroid - Dihydroxy bile acid, alcohol, or derivatives - 3-hydroxy-delta-5-steroid - 3-hydroxysteroid - Hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - 3-beta-hydroxysteroid - Delta-5-steroid - Fatty alcohol - Fatty acyl - Cyclic alcohol - Secondary alcohol - Organooxygen compound - Alcohol - Hydrocarbon derivative - Organic oxygen compound - Primary alcohol - Aliphatic homopolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. These are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups.
External Descriptors Cholesterol and derivatives
3D Structure
Interactive Chemical Structure Model





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
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

5 results found

Lot NumberCertificate TypeDateItem
K2328422Certificate of AnalysisSep 16, 2025 C130177
K2328423Certificate of AnalysisSep 16, 2025 C130177
K2328424Certificate of AnalysisSep 16, 2025 C130177
K2328425Certificate of AnalysisSep 16, 2025 C130177
K2328426Certificate of AnalysisSep 16, 2025 C130177
Chemical and Physical Properties
Solubility≤20mg/ml in ethanol;0.1mg/ml in DMSO;2mg/ml in dimethyl formamide
Molecular Weight402.700 g/mol
XLogP37.100
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count6
Exact Mass402.35 Da
Monoisotopic Mass402.35 Da
Topological Polar Surface Area40.500 Ų
Heavy Atom Count29
Formal Charge0
Complexity612.000
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Solution Calculators
Reviews

Customer Reviews

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