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7β-Hydroxycholesterol - >99%, high purity , CAS No.566-27-8, Agonist of GPR183

1 Citations COA COA
  • Cas Number:  566-27-8
  • Molecular Weight:  402.653
  • PubChem CID: 473141
In stock
Item Number
C130187
Grouped product items
SKU Size
Availability
 Price Qty
C130187-1mg
1mg
3
$149.90
C130187-5mg
5mg
3
$499.90
C130187-10mg
10mg
3
$799.90
Wish List
Bulk Order  SDS  DATASHEET  Specification Sheet
View related series
Glucose Metabolism (1943) GPR183 Agonist (8)

Basic Description

Synonyms .DELTA.5-CHOLESTENE-3.BETA.,7.BETA.-DIOL | 7-HYDROXYCHOLESTEROL, (7.BETA.)- | UNII-N9616291J4 | LMST01010047 | CHOLEST-5-ENE-3,7-DIOL, (3.BETA.,7.BETA.)- | DB04706 | 7?-Hydroxy Cholesterol | 7-beta-OHC | CHEBI:42989 | Cholest-5-ene-3,7-diol, (3.beta.,7.be
Specifications & Purity Moligand™, ≥99%
Biochemical and Physiological Mechanisms 7β-Hydroxycholesterol is an oxysterol, the enzymatic or non-enzymatic product of cholesterol oxidation. Oxysterols are cytotoxic and induce death in monocytes, smooth muscle cells and endothelial cells. The mechanism of apoptosis induced by oxysterols may
Storage Temp 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
Product Description

7β-Hydroxy Cholesterol is a metabolite of Cholesterol. Its membrane organizing properties may have implications in Altzheimer’s disease.
It was used to study oxysterol-induced apoptosis in human endothelial cells

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Steroids and steroid derivatives
Subclass Cholestane steroids
Intermediate Tree Nodes Not available
Direct Parent Cholesterols and derivatives
Alternative Parents 7-alpha-hydroxysteroids  3-beta-hydroxysteroids  3-beta-hydroxy delta-5-steroids  Delta-5-steroids  Secondary alcohols  Cyclic alcohols and derivatives  Hydrocarbon derivatives  
Molecular Framework Aliphatic homopolycyclic compounds
Substituents Cholesterol - Cholesterol-skeleton - 3-hydroxy-delta-5-steroid - 3-hydroxysteroid - Hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - 3-beta-hydroxysteroid - 7-alpha-hydroxysteroid - 7-hydroxysteroid - Delta-5-steroid - Cyclic alcohol - Secondary alcohol - Alcohol - Organooxygen compound - Organic oxygen compound - Hydrocarbon derivative - Aliphatic homopolycyclic compound
Description This compound belongs to the class of organic compounds known as cholesterols and derivatives. These are compounds containing a 3-hydroxylated cholestane core.
External Descriptors Cholesterol and derivatives

Associated Targets(Human)

RORC Tchem Nuclear receptor ROR-gamma (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
RORA Tchem Nuclear receptor ROR-alpha (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
GPR183 Tchem G-protein coupled receptor 183 (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
NPC1L1 Tclin Niemann-Pick C1-like protein 1 (346 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HT-29 (80576 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MCF7 (126967 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PC-3 (62116 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SH-SY5Y (11521 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A549 (127892 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BJ (6930 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HepG2 (196354 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RORA Tchem Nuclear receptor ROR-alpha (562 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

C6 (2371 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (3S,7R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
INCHI InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1
InChIKey OYXZMSRRJOYLLO-KGZHIOMZSA-N
Smiles CC(C)CCCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C
Isomeric SMILES C[C@H](CCCC(C)C)[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
WGK Germany 3
Molecular Weight 402.653
Reaxy-Rn 2062322
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2062322&ln=

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.

8 results found

Lot Number Certificate Type Date Item
D2226086 Certificate of Analysis Feb 06, 2024 C130187
D2226083 Certificate of Analysis Feb 06, 2024 C130187
L2320333 Certificate of Analysis Dec 07, 2023 C130187
L2320334 Certificate of Analysis Dec 07, 2023 C130187
L2320336 Certificate of Analysis Dec 07, 2023 C130187
L2320344 Certificate of Analysis Dec 07, 2023 C130187
L2320346 Certificate of Analysis Dec 07, 2023 C130187
L2320335 Certificate of Analysis Dec 07, 2023 C130187

Chemical and Physical Properties

Solubility Soluble in Chloroform and Methanol
Sensitivity Moisture sensitive
Molecular Weight 402.700 g/mol
XLogP3 7.400
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 5
Exact Mass 402.35 Da
Monoisotopic Mass 402.35 Da
Topological Polar Surface Area 40.500 Ų
Heavy Atom Count 29
Formal Charge 0
Complexity 624.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 9
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Solution Calculators

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