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

CAS: 64907-22-8 Cat. No.: D130221 Formule: C₂₇H₄₆O₃ Poids moléculaire: 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

Synonymes

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

Spécifications et pureté

Moligand™, ≥98%

Mécanismes biochimiques et physiologiques

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.

Conditions de stockage de stockage

Store at 2-8°C

Expédié en

Wet ice

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Grade

Moligand™

Type d'action

AGONIST

Mécanisme d'action

Agonist of GPR183

Pureté

≥98%

Noms et identifiants

• Sourires canoniques: 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
• Isomères 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 Allemagne: 3
• Poids moléculaire: 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
    • Classe Steroids and steroid derivatives
      • Subclass Cholestane steroids

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

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

Cibles associées (humaines)

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)

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Solvent:DMSO, Max Conc. mg/mL: 4.19, Max Conc. mM: 10 with gentle warming
• Poids moléculaire: 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