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7β,27-dihydroxycholesterol - >99%, high purity , CAS No.240129-43-5, Agonist of GPR183

COA

Grade & Purity:

Moligand™

≥99%

Cas Number: 240129-43-5
Molecular Weight: 418.652
PubChem CID: 52931518

In stock

Item Number

D130181

Grouped product items
SKU	Size	Availability	Price	Qty
D130181-1mg	1mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$736.90

View related series

GPR183 Agonist (8) Lipid metabolism (1912) Metabolic Enzyme/Protease (4860) ROR (47) Vitamin D Related/Nuclear Receptor (907)

Basic Description

Synonyms	(3β,7β,25R)-Cholest-5-ene-3,7,26-triol，7β,27-DHC
Specifications & Purity	Moligand™, ≥99%
Biochemical and Physiological Mechanisms	7β,27-dihydroxycholesterol (7β27OHC) is a retinoid-related orphan receptor γ (RORγ) ligand. 7β27OHC favors smoothened (Smo) functionality.
Storage Temp	Store at -20°C,Argon charged
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	Product Describtion: 7β,27-dihydroxycholesterol is a substrate for enzyme 11β-hydroxysteroid dehydrogenases (11β-HSDs). Product Application: 7β,27-dihydroxycholesterol has been used as an internal standard in ultra-performance liquid chromatography -tandem mass spectrometer (UPLC-MS/MS). It has also been used as a substrate for 11β-hydroxysteroid dehydrogenases (11β-HSDs) in human embryonic kidney cells (HEK293).

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Lipids and lipid-like molecules
  - Class Steroids and steroid derivatives
    - Subclass Bile acids, alcohols and derivatives
      - Level5 Hydroxy bile acids, alcohols and derivatives
        Level6 Trihydroxy bile acids, alcohols and derivatives

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Steroids and steroid derivatives
Subclass	Bile acids, alcohols and derivatives
Intermediate Tree Nodes	Hydroxy bile acids, alcohols and derivatives
Direct Parent	Trihydroxy bile acids, alcohols and derivatives
Alternative Parents	7-alpha-hydroxysteroids 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 Framework	Aliphatic homopolycyclic compounds
Substituents	26-hydroxysteroid - Trihydroxy bile acid, alcohol, or derivatives - 3-hydroxy-delta-5-steroid - 3-hydroxysteroid - 7-hydroxysteroid - 7-alpha-hydroxysteroid - 3-beta-hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - Hydroxysteroid - Delta-5-steroid - Fatty alcohol - Fatty acyl - Cyclic alcohol - Secondary alcohol - Organooxygen compound - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Primary alcohol - Aliphatic homopolycyclic compound
Description	This compound belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.
External Descriptors	C27 bile acids, alcohols, and derivatives
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

GPR183 Tchem G-protein coupled receptor 183 (1 Activities)

Discover Target: GPR183

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

IUPAC Name	(3S,7R,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]phenanthrene-3,7-diol
INCHI	InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h15,17-18,20-25,28-30H,5-14,16H2,1-4H3/t17-,18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1
InChIKey	RXMHNAKZMGJANZ-BMOLSTJGSA-N
Smiles	CC(CCCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)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]2[C@H](C=C4[C@@]3(CC[C@@H](C4)O)C)O)C)CO
Molecular Weight	418.652
Reaxy-Rn	61193731
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=61193731&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.

3 results found

Lot Number	Certificate Type	Date	Item
H2314163	Certificate of Analysis	May 12, 2025	D130181
H2314168	Certificate of Analysis	May 12, 2025	D130181
E1807105	Certificate of Analysis	Jan 25, 2022	D130181

Chemical and Physical Properties

Solubility	DMF: 2 mg/ml；Ethanol: 20 mg/ml；Ethanol:PBS (pH 7.2) (1:2): 0.30 mg/ml
Molecular Weight	418.700 g/mol
XLogP3	6.000
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	6
Exact Mass	418.345 Da
Monoisotopic Mass	418.345 Da
Topological Polar Surface Area	60.700 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	644.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	10
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

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