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Small Molecules & Compound Libraries
Signaling Pathways
GPCR/G Protein
EBI2/GPR183
7α,25-dihydroxycholesterol - >98%, high purity , CAS No.64907-22-8, Agonist of GPR183

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7α,25-dihydroxycholesterol - >98%, high purity , CAS No.64907-22-8, Agonist of GPR183

COA

Grade & Purity:

Moligand™

≥98%

Cas Number: 64907-22-8
Molecular Weight: 418.652
PubChem CID: 11954197

In stock

Item Number

D130221

Grouped product items
SKU	Size	Availability	Price	Qty
D130221-1mg	1mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$221.90

Highly potent GPR183 (EBI2) agonist

View related series

Class A GPCR (4138) EBI2/GPR183 (8) GPCR/G Protein (3172) GPR183 Agonist (8) Metabolite (5307)

Basic Description

Synonyms	9beta,14beta,17alpha-cholest-5-ene-3beta,7alpha,25-triol \| 3beta,7alpha,25-Trihydroxycholest-5-ene \| cholest-5-en-3beta,7alpha,25-triol \| DTXSID001311434 \| Cholest-5-ene-3-b,7-a,25-triol \| AKOS032949724 \| CHEBI:37623 \| 7alpha,25-Dihydroxycholesterol, >=98
Specifications & Purity	Moligand™, ≥98%
Biochemical and Physiological Mechanisms	Highly potent GPR183 (EBI2) agonist (EC50= 140 pM) and putative natural ligand for GPR183. Regulates migration of B and T cells expressing GPR183in vivo. Desensitizes B cells and reduces their movement to splenic follicles.
Storage Temp	Store at 2-8°C
Shipped In	Wet ice 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

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Lipids and lipid-like molecules
  - Class Steroids and steroid derivatives
    - Subclass Cholestane steroids

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-hydroxysteroids 3-beta-hydroxysteroids 3-beta-hydroxy delta-5-steroids Delta-5-steroids Tertiary alcohols Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
Molecular Framework	Aliphatic homopolycyclic compounds
Substituents	Cholesterol - Cholesterol-skeleton - 25-hydroxysteroid - 3-hydroxy-delta-5-steroid - 3-hydroxysteroid - 7-hydroxysteroid - Hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - 3-beta-hydroxysteroid - Delta-5-steroid - Cyclic alcohol - Tertiary 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	7alpha-hydroxy steroid - oxysterol - 25-hydroxy steroid
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 (2 Activities)

Discover Target: GPR183

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

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,7S,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-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(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1
InChIKey	BQMSKLCEWBSPPY-IKVTXIKFSA-N
Smiles	CC(CCCC(C)(C)O)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C
Isomeric SMILES	C[C@H](CCCC(C)(C)O)[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	418.652
Reaxy-Rn	48127511
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=48127511&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Chemical and Physical Properties

Solubility	Solvent:DMSO, Max Conc. mg/mL: 4.19, Max Conc. mM: 10 with gentle warming
Molecular Weight	418.700 g/mol
XLogP3	5.700
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	5
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	669.000
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

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