CLK8 , CAS No.898920-65-5

CAS: 898920-65-5 Cat. No.: C647919 Peso molecular: 498.53 PubChem CID: 4869040

Storage

Store at 2-8°C,Protected from light,Desiccated

Shipped In

Wet ice

Descripción general

CLK8 is a potent and specific CLOCK inhibitor that can disrupt the interaction between CLOCK and BMAL1 and interfere with nuclear translocation of CLOCK. CLK8 can be used for the research of disorders associated with dampened circadian rhythms

In Vitro

CLK8 (10-40 μM; 4-6 d) enhances the amplitude of the Bmal1-dLuc signal in U2OS and NIH 3T3 cells in a dose-dependent manner with no period change. CLK8 (10-40 μM) reduces BMAL1-CLOCK interaction, whereas the interaction between CLOCK-F80A, K220A and BMAL1 is not affected in HEK293T cells. CLK8 (20 μM; 2 d) reduces nuclear localization of CLOCK in U2OS cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

CLK8 (25 mg/kg; a single i.p.) decreases CLOCK levels in whole cell lysates of the mouse livers, whereas the levels of BMAL1 and CRY1 are unaltered . CLK8 (5-1000 mg/kg; i.p.) exhibits no mortality or clinical signs (dyspnea, hyporeflexia, reduced locomotor activity, piloerection, hunched posture, and corneal opacity) at the doses of 5 and 25 mg/kg . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Male C57BL/6J mice (8 weeks, 18-24 g) Dosage: 25 mg/kg Administration: A single i.p. Result: A decrease in CLOCK levels was detected in whole cell lysates of the mouse livers, whereas the levels of BMAL1 and CRY1 were unaltered. Decreased the abundance of CLOCK in the nucleus. The abundances of cytosolic and nuclear BMAL1 and CRY1 were unaltered. Decreased Cry1 transcriptional level.

Form:Solid

IC50& Target:CLOCK

Specifications

Mecanismos bioquímicos y fisiológicos

CLK8 is a potent and specific CLOCK inhibitor that can disrupt the interaction between CLOCK and BMAL1 and interfere with nuclear translocation of CLOCK. CLK8 can be used for the research of disorders associated with dampened circadian rhythms.

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C, Protected from light, Desiccated

Enviado en

Wet ice

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Tipo de acción

INHIBITOR

Nombres e identificadores

• Sonrisas canónicas: CC1(CCC2=C3C(=C(C=C2O1)OCC(=O)NC4=CC=CC=C4C(=O)N)C(=CC(=O)O3)C5=CC=CC=C5)C
• IUPAC Name: 2-[[2-[(8,8-dimethyl-2-oxo-4-phenyl-9,10-dihydropyrano[2,3-h]chromen-5-yl)oxy]acetyl]amino]benzamide
• InChIKey: SVELPNHVEDZZRQ-UHFFFAOYSA-N
• INCHI: 1S/C29H26N2O6/c1-29(2)13-12-19-22(37-29)15-23(35-16-24(32)31-21-11-7-6-10-18(21)28(30)34)26-20(14-25(33)36-27(19)26)17-8-4-3-5-9-17/h3-11,14-15H,12-13,16H2,1-2H3,(H2,30,34)(H,31,32)
• Isómeros SMILES: CC1(CCC2=C3C(=C(C=C2O1)OCC(=O)NC4=CC=CC=C4C(=O)N)C(=CC(=O)O3)C5=CC=CC=C5)C
• PubChem CID: 4869040
• Peso molecular: 498.53

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Neoflavonoids
      • Subclass Prenylated neoflavonoids

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Neoflavonoids
• Subclass: Prenylated neoflavonoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Prenylated neoflavonoids
• Alternative Parents: Pyranoneoflavonoids Neoflavones Angular pyranocoumarins Pyranochromenes Acylaminobenzoic acid and derivatives 2,2-dimethyl-1-benzopyrans Anilides Benzamides Benzoyl derivatives N-arylamides Pyranones and derivatives Alkyl aryl ethers Heteroaromatic compounds Vinylogous amides Secondary carboxylic acid amides Lactones Primary carboxylic acid amides Oxacyclic compounds Hydrocarbon derivatives Carbonyl compounds Organopnictogen compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Prenylated neoflavonoid - Pyranoneoflavonoid - 4-phenylcoumarin - Pyranocoumarin - Angular pyranocoumarin - Pyranochromene - Acylaminobenzoic acid or derivatives - 2,2-dimethyl-1-benzopyran - Coumarin - 1-benzopyran - Chromane - Benzopyran - Anilide - Benzoic acid or derivatives - Benzamide - N-arylamide - Benzoyl - Pyranone - Alkyl aryl ether - Pyran - Monocyclic benzene moiety - Benzenoid - Heteroaromatic compound - Vinylogous amide - Carboxamide group - Secondary carboxylic acid amide - Lactone - Primary carboxylic acid amide - Ether - Carboxylic acid derivative - Organoheterocyclic compound - Oxacycle - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone.
• 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 : 50 mg/mL (100.29 mM; Need ultrasonic)
• Peso molecular: 498.500 g/mol
• XLogP3: 4.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 498.179 Da
• Monoisotopic Mass: 498.179 Da
• Topological Polar Surface Area: 117.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 910.000
• 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