Auriculasin , CAS No.60297-37-2

CAS: 60297-37-2 Cat. No.: A648071 Molecular Weight: 420.45 PubChem CID: 5358846

Synonyms

BDBM50442400 | AURICULASIN | Cudraisoflavone A | 7-(3,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methyl-2-buten-1-yl)-2h,6h-pyrano[3,2-g]chromen-6-one | LMPK12050247 | AKOS040761390 | HY-N2911 | NSC285656 | NSC-285656 | NCGC00384963-01!7-(3,4-dihydro

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Auriculasin is a nature product isolated from Limonium leptophyllum . Auriculasin has activity toward cannabinoid receptor type 1 (CB1) with an IC 50 value of 8.92 µM

Form:Solid

IC50& Target:CB1 8.92 μM (IC 50 )

Specifications

Synonyms

BDBM50442400 | AURICULASIN | Cudraisoflavone A | 7-(3, 4-dihydroxyphenyl)-5-hydroxy-2, 2-dimethyl-10-(3-methyl-2-buten-1-yl)-2h, 6h-pyrano[3, 2-g]chromen-6-one | LMPK12050247 | AKOS040761390 | HY-N2911 | NSC285656 | NSC-285656 | NCGC00384963-01!7-(3, 4-dihydro

Biochemical and Physiological Mechanisms

Auriculasin is a nature product isolated from Limonium leptophyllum . Auriculasin has activity toward cannabinoid receptor type 1 (CB1) with an IC 50 value of 8.92 µM.

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

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

Names and Identifiers

• Canonical Smiles: CC(=CCC1=C2C(=C(C3=C1OC=C(C3=O)C4=CC(=C(C=C4)O)O)O)C=CC(O2)(C)C)C
• IUPAC Name: 7-(3,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one
• InChIKey: PSEBCAMYGWGJMH-UHFFFAOYSA-N
• INCHI: 1S/C25H24O6/c1-13(2)5-7-16-23-15(9-10-25(3,4)31-23)21(28)20-22(29)17(12-30-24(16)20)14-6-8-18(26)19(27)11-14/h5-6,8-12,26-28H,7H2,1-4H3
• Isomeric SMILES: CC(=CCC1=C2C(=C(C3=C1OC=C(C3=O)C4=CC(=C(C=C4)O)O)O)C=CC(O2)(C)C)C
• Alternate CAS: 60297-37-2
• PubChem CID: 5358846
• NSC Number: 285656
• MeSH Entry Terms: auriculasin
• Molecular Weight: 420.45

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Isoflavonoids
      • Subclass Isoflavans
        • Level5 Isoflavanones
          • Level6 6-prenylated isoflavanones

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Isoflavonoids
• Subclass: Isoflavans
• Intermediate Tree Nodes: Isoflavanones
• Direct Parent: 6-prenylated isoflavanones
• Alternative Parents: Isoflavones Hydroxyisoflavonoids Pyranochromenes 2,2-dimethyl-1-benzopyrans Chromones Catechols Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Benzene and substituted derivatives Vinylogous acids Heteroaromatic compounds Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 6-prenylated isoflavanone - Isoflavone - Hydroxyisoflavonoid - Pyranochromene - 2,2-dimethyl-1-benzopyran - Chromone - 1-benzopyran - Benzopyran - Catechol - Phenol - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - 1-hydroxy-4-unsubstituted benzenoid - Pyranone - Benzenoid - Monocyclic benzene moiety - Pyran - Vinylogous acid - Heteroaromatic compound - Oxacycle - Organoheterocyclic compound - Ether - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 6-prenylated isoflavanones. These are isoflavanones featuring a C5-isoprenoid unit at the 6-position.
• External Descriptors: Isoflavonoids

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(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

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Pseudomonas aeruginosa (123386 Activities)

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Salmonella typhimurium (15756 Activities)

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Staphylococcus aureus (210822 Activities)

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Staphylococcus epidermidis (22802 Activities)

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Bacillus subtilis (32866 Activities)

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Mus musculus (284745 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 420.500 g/mol
• XLogP3: 5.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 420.157 Da
• Monoisotopic Mass: 420.157 Da
• Topological Polar Surface Area: 96.200 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 792.000
• 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