Cercosporamide - ≥96%(HPLC) , CAS No.131436-22-1

CAS: 131436-22-1 Cat. No.: C287456 Molecular Weight: 331.28 EC Number: 803-029-4

GRADE & PURITY ≥96%(HPLC)

Synonyms

(R)-8-Acetyl-9,9a-dihydro-1,3,7-trihydroxy-9abeta-methyl-9-oxodibenzofuran-4-carboxamide | SCHEMBL12658718 | 4-Dibenzofurancarboxamide, 8-acetyl-9,9a-dihydro-1,3,7-trihydroxy-9a-methyl-9-oxo-, (S)- | Cercosporamide | 8-Acetyl-1,3,7-trihydroxy-9a-methyl-9-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

(R)-8-Acetyl-9, 9a-dihydro-1, 3, 7-trihydroxy-9abeta-methyl-9-oxodibenzofuran-4-carboxamide | SCHEMBL12658718 | 4-Dibenzofurancarboxamide, 8-acetyl-9, 9a-dihydro-1, 3, 7-trihydroxy-9a-methyl-9-oxo-, (S)- | Cercosporamide | 8-Acetyl-1, 3, 7-trihydroxy-9a-methyl-9-

Specifications & Purity

≥96%(HPLC)

Biochemical and Physiological Mechanisms

Potent inhibitor of MAP-kinase interacting kinase-2 (Mnk2) and JAK3 (IC50values are 11, 31 and 116 nM for Mnk2, JAK3 and Mnk1 respectively). Blocks eIF4E phosphorylation; exhibits antiproliferative and proapoptotic activity in cancer cellsin vitro. Also i

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

≥96%(HPLC)

Names and Identifiers

• Canonical Smiles: CC(=O)C1=C(C=C2C(C1=O)(C3=C(C=C(C(=C3O2)C(=O)N)O)O)C)O
• IUPAC Name: (9aS)-8-acetyl-1,3,7-trihydroxy-9a-methyl-9-oxodibenzofuran-4-carboxamide
• InChIKey: GEWLYFZWVLXQME-MRXNPFEDSA-N
• INCHI: 1S/C16H13NO7/c1-5(18)10-7(20)4-9-16(2,14(10)22)12-8(21)3-6(19)11(15(17)23)13(12)24-9/h3-4,19-21H,1-2H3,(H2,17,23)/t16-/m1/s1
• Isomeric SMILES: CC(=O)C1=C(C=C2[C@@](C1=O)(C3=C(C=C(C(=C3O2)C(=O)N)O)O)C)O
• Molecular Weight: 331.28
• Reaxy-Rn: 32032425
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=32032425&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Coumarans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Coumarans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarans
• Alternative Parents: 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Ketones Polyols Oxacyclic compounds Enols Carboximidic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumaran - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Vinylogous acid - Ketone - Oxacycle - Polyol - Enol - Carboximidic acid derivative - Carboximidic acid - Organopnictogen compound - Organic oxide - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as coumarans. These are compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring.
• External Descriptors: monocarboxylic acid amide - polyphenol - methyl ketone - dibenzofurans

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)

MKNK2 Tchem MAP kinase-interacting serine/threonine-protein kinase 2 (0 Activities)

Discover Target: MKNK2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 3.31, Max Conc. mM: 10
• Molecular Weight: 331.280 g/mol
• XLogP3: 0.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 331.069 Da
• Monoisotopic Mass: 331.069 Da
• Topological Polar Surface Area: 147.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 709.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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