trans-AUCB - ≥98% , CAS No.885012-33-9

CAS: 885012-33-9 Cat. No.: T648371 Peso molecular: 412.52 PubChem CID: 16038368

GRADE & PURITY ≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

trans-AUCB (t-AUCB) is a potent, orally active and selective soluble epoxide hydrolase (sEH) inhibitor with IC 50 s of 1.3 nM, 8 nM, 8 nM for hsEH, mouse sEH and rat sEH, respectively. trans-AUCB has anti-glioma activity

In Vitro

trans-AUCB (t-AUCB; 25-300 μM; 48 hours) suppresses U251 and U87 cell growth in a dose-dependent manner. ?\ntrans-AUCB (200 μM; 48 or 96 hours) induces cell-cycle G0/G1 phase arrest in U251 and U87 cells. ?\ntrans-AUCB (200 μM; 10 min-4 hours) can increase the phosphorylation levels of p65 after 10 min, reaching to peak after 30 min and lasting for at least 2 hours. ?\ntrans-AUCB (200 μM; 48 hours) suppresses U251 and U87 cell growth by activating NF-jB-p65. ?\ntrans-AUCB (10 μM; 30 min) efficiently inhibits sEH activities in human glioblastoma cell lines (U251, U87) and human hepatocellular carcinoma cell line (HepG2 cells). MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: U251, U87 cells Concentration: 25, 50, 100, 200, or 300 μM Incubation Time: 48 hours Result: Suppressed U251 and U87 cell growth in a dose-dependent manner. Cell Cycle AnalysisCell Line: U251, U87 cells Concentration: 200 μM Incubation Time: 48 or 96 hours Result: Induced cell-cycle G0/G1 phase arrest in U251 and U87 cells. Western Blot AnalysisCell Line: U251, U87 cells Concentration: 200 μM Incubation Time: 10 min, 30 min, 1 hour, 2 hours, or 4 hours Result: Increased the phosphorylation levels of p65 after 10 min, reached to peak after 30 min and lasted for at least 2 hours.

In Vivo

trans-AUCB (t-AUCB; p.o.; 0.1, 0.5, 1 mg/kg) ameliorates the LPS-induced hypotension in a dose-dependent manner. ?\ntrans-AUCB (p.o.; 0.1, 0.5, 1 mg/kg) has t 1/2 values of 20, 30, 15 min and C max values of 30, 100, 150 nmol/L for p.o. of 0.1, 0.5, 1 mg/kg. ?\ntrans-AUCB (s.c.; 1, 3, 10 mg/kg) has t 1/2 values of 60, 85, 75 min and C max values of 245, 2700, 3600 nmol/L for s.c. of 1, 3, 10 mg/kg. ?\ntrans-AUCB (i.v.; 0.1 mg/kg) has t 1/2 values of 70 min and 10 hours for distribution (α) and elimination (β) phases. trans-AUCB has a CL of 0.7 L/h?kg and a V dss was 17 L/kg. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Mice (male CFW strain, 7 weeks old, 24-30 g; and male C57BL/6 strain, 8 weeks old, 22-25 g)Dosage: 0.1, 0.5, 1 mg/kg Administration: PO Result: Ameliorated the LPS-induced hypotension in a dose-dependent manner. Animal Model: Mice (male CFW strain, 7 weeks old, 24-30 g; and male C57BL/6 strain, 8 weeks old, 22-25 g)Dosage: 0.1, 0.5, 1 mg/kg (Pharmacokinetic Analysis) Administration: PO Result: Had t 1/2 values of 20, 30, 15 min and C max values of 30, 100, 150 nmol/L for p.o. of 0.1, 0.5, 1 mg/kg, respectively.

Form:Solid

IC50& Target:IC50: 1.3 nM (hsEH), 8 nM (mouse sEH) and 8 nM (rat sEH)

Specifications

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

trans-AUCB (t-AUCB) is a potent, orally active and selective soluble epoxide hydrolase (sEH) inhibitor with IC 50 s of 1.3 nM, 8 nM, 8 nM for hsEH, mouse sEH and rat sEH, respectively. trans-AUCB has anti-glioma activity.

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

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

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: C1CC(CCC1NC(=O)NC23CC4CC(C2)CC(C4)C3)OC5=CC=C(C=C5)C(=O)O
• IUPAC Name: 4-[4-(1-adamantylcarbamoylamino)cyclohexyl]oxybenzoic acid
• InChIKey: KNBWKJBQDAQARU-UHFFFAOYSA-N
• INCHI: 1S/C24H32N2O4/c27-22(28)18-1-5-20(6-2-18)30-21-7-3-19(4-8-21)25-23(29)26-24-12-15-9-16(13-24)11-17(10-15)14-24/h1-2,5-6,15-17,19,21H,3-4,7-14H2,(H,27,28)(H2,25,26,29)
• Isómeros SMILES: C1CC(CCC1NC(=O)NC23CC4CC(C2)CC(C4)C3)OC5=CC=C(C=C5)C(=O)O
• PubChem CID: 16038368
• Peso molecular: 412.52

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzoic acids
• Alternative Parents: Phenoxy compounds Phenol ethers Benzoyl derivatives Alkyl aryl ethers Ureas Carboxylic acids Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Benzoic acid - Phenoxy compound - Benzoyl - Phenol ether - Alkyl aryl ether - Urea - Carboxylic acid derivative - Carboxylic acid - Ether - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organic oxygen compound - Aromatic homopolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.
• External Descriptors: Not available

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

Propiedades químicas y físicas

• Solubilidad: DMSO : 100 mg/mL (242.41 mM; Need ultrasonic)
• Peso molecular: 412.500 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 412.236 Da
• Monoisotopic Mass: 412.236 Da
• Topological Polar Surface Area: 87.700 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 608.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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