7α,25-dihydroxycholesterol - Moligand™, ≥98% , Agonist of GPR183, CAS No.64907-22-8, Agonist of GPR183

CAS: 64907-22-8 Cat. No.: D130221 Peso molecular: 418.652

GRADE & PURITY Moligand™, ≥98%

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

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Sinónimos

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

Especificaciones y pureza

Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

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.

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

AGONIST

Mecanismo de acción

Agonist of GPR183

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CC(CCCC(C)(C)O)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C
• 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
• InChIKey: BQMSKLCEWBSPPY-IKVTXIKFSA-N
• 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
• Isómeros 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 Alemania: 3
• Peso molecular: 418.652
• Reaxy-Rn: 48127511
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=48127511&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: 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
• Descripción: 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

Data sources

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

Objetivos asociados (humanos)

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)

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Solvent:DMSO, Max Conc. mg/mL: 4.19, Max Conc. mM: 10 with gentle warming
• Peso molecular: 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 Ų
• 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