CAY10526 - ≥98% , CAS No.938069-71-7

CAS: 938069-71-7 Cat. No.: C355914 Molecular Weight: 311.15

GRADE & PURITY ≥98%

Synonyms

3-(1-benzothiophen-2-yl)-4-bromo-2-hydroxy-2H-furan-5-one | 4-(Benzo[b]thiophen-2-yl)-3-bromo-5-hydroxyfuran-2(5H)-one | 4-Benzo[b]thien-2-yl-3-bromo-5-hydroxy-2(5H)-furanone | 4-Benzo[b]thiophen-2-yl-3-bromo-5-hydroxy-5H-furan-2-one

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

CAY10526 is an inhibitor of PGE2 production through the selective modulation of mPGES-1 expression. It dose-dependently inhibits PGE2 production in lipopolysaccharide-stimulated RAW 264.7 cells with an IC50 value of 1.8 μM without any effect on COX-2 expression.

Specifications

Synonyms

3-(1-benzothiophen-2-yl)-4-bromo-2-hydroxy-2H-furan-5-one | 4-(Benzo[b]thiophen-2-yl)-3-bromo-5-hydroxyfuran-2(5H)-one | 4-Benzo[b]thien-2-yl-3-bromo-5-hydroxy-2(5H)-furanone | 4-Benzo[b]thiophen-2-yl-3-bromo-5-hydroxy-5H-furan-2-one

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

CAY10526 is a selective inhibitor of microsomal prostaglandin E2 synthase-1 (mPGES-1) expression. CAY10526 potently inhibits PGE2 production in lipopolysaccharide-stimulated RAW 264.7 cells. CAY10526 significantly suppressed tumor growth and increased apo

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488199351
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488199351
• Canonical Smiles: C1=CC=C2C(=C1)C=C(S2)C3=C(C(=O)OC3O)Br
• IUPAC Name: 3-(1-benzothiophen-2-yl)-4-bromo-2-hydroxy-2H-furan-5-one
• InChIKey: ICCDILPNCJIDAW-UHFFFAOYSA-N
• INCHI: 1S/C12H7BrO3S/c13-10-9(11(14)16-12(10)15)8-5-6-3-1-2-4-7(6)17-8/h1-5,11,14H
• Isomeric SMILES: C1=CC=C2C(=C1)C=C(S2)C3=C(C(=O)OC3O)Br
• Molecular Weight: 311.15
• Reaxy-Rn: 11074274
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11074274&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzothiophenes
      • Subclass 1-benzothiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzothiophenes
• Subclass: 1-benzothiophenes
• Intermediate Tree Nodes: Not available
• Direct Parent: 1-benzothiophenes
• Alternative Parents: 2,3,5-trisubstituted thiophenes Butenolides Benzenoids Heteroaromatic compounds Enoate esters Lactones Hemiacetals Vinyl bromides Oxacyclic compounds Monocarboxylic acids and derivatives Bromoalkenes Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1-benzothiophene - 2,3,5-trisubstituted thiophene - 2-furanone - Benzenoid - Dihydrofuran - Heteroaromatic compound - Thiophene - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Hemiacetal - Lactone - Carboxylic acid derivative - Oxacycle - Bromoalkene - Monocarboxylic acid or derivatives - Haloalkene - Vinyl bromide - Vinyl halide - Carbonyl group - Organohalogen compound - Organobromide - Organooxygen compound - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 1-benzothiophenes. These are aromatic heterocyclic compound containing the Benzo[b]thiophene ring system.
• 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

Associated Targets(Human)

THP-1 (11052 Activities)

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A549 (127892 Activities)

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Associated Targets(non-human)

PLA2G1B Phospholipase A2 group 1B (227 Activities)

Discover Target: PLA2G1B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGES Prostaglandin E synthase (10 Activities)

Discover Target: PTGES

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Phospholipase A2 (Bee) (126 Activities)

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Mus musculus (284745 Activities)

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RAW264.7 (28094 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO: 2 mg/mL, clear
• Molecular Weight: 311.150 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 309.93 Da
• Monoisotopic Mass: 309.93 Da
• Topological Polar Surface Area: 74.800 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 382.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1