Kushenol E - ≥96% , CAS No.99119-72-9

CAS: 99119-72-9 Cat. No.: K647498 Molecular Weight: 424.5 PubChem CID: 127234

GRADE & PURITY ≥96%

Synonyms

Kushenol E | MS-27463 | SCHEMBL17626616 | U5JUH7PH28 | (2S)-2-(2,4-DIHYDROXYPHENYL)-2,3-DIHYDRO-5,7-DIHYDROXY-6,8-BIS(3-METHYL-2-BUTEN-1-YL)-4H-1-BENZOPYRAN-4-ONE | Kushenol E? | 5,7,2',4'-Tetrahydroxy-6,8-diprenylflavanone | 5,7,2',4'-tetrahydroxy-6,8-di

Storage

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

Shipped In

Wet ice

Overview

Kushenol E is a class of flavonoids isolated from Sophora flavescens and is a non-competitive indoleamine 2,3-dioxygenase 1 (IDO1) inhibitor with an IC 50 of 7.7 µM and a K i of 9.5 µM, has anti-tumor activity.

Form:Solid

Specifications

Synonyms

Kushenol E | MS-27463 | SCHEMBL17626616 | U5JUH7PH28 | (2S)-2-(2, 4-DIHYDROXYPHENYL)-2, 3-DIHYDRO-5, 7-DIHYDROXY-6, 8-BIS(3-METHYL-2-BUTEN-1-YL)-4H-1-BENZOPYRAN-4-ONE | Kushenol E? | 5, 7, 2', 4'-Tetrahydroxy-6, 8-diprenylflavanone | 5, 7, 2', 4'-tetrahydroxy-6, 8-di

Specifications & Purity

≥96%

Biochemical and Physiological Mechanisms

Kushenol E is a class of flavonoids isolated from Sophora flavescens and is a non-competitive indoleamine 2, 3-dioxygenase 1 (IDO1) inhibitor with an IC 50 of 7.7u2009µM and a K i of 9.5u2009µM, has anti-tumor activity.

Storage

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

Shipped In

Wet ice

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

Action Type

INHIBITOR

Purity

≥96%

Names and Identifiers

• Canonical Smiles: CC(=CCC1=C(C(=C2C(=C1O)C(=O)CC(O2)C3=C(C=C(C=C3)O)O)CC=C(C)C)O)C
• IUPAC Name: (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• InChIKey: ZTEYEFPSJPSRRA-NRFANRHFSA-N
• INCHI: 1S/C25H28O6/c1-13(2)5-8-17-23(29)18(9-6-14(3)4)25-22(24(17)30)20(28)12-21(31-25)16-10-7-15(26)11-19(16)27/h5-7,10-11,21,26-27,29-30H,8-9,12H2,1-4H3/t21-/m0/s1
• Isomeric SMILES: CC(=CCC1=C(C(=C2C(=C1O)C(=O)C[C@H](O2)C3=C(C=C(C=C3)O)O)CC=C(C)C)O)C
• PubChem CID: 127234
• Molecular Weight: 424.5

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass Flavans
        • Level5 8-prenylated flavans
          • Level6 8-prenylated flavanones

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavans
• Intermediate Tree Nodes: 8-prenylated flavans
• Direct Parent: 8-prenylated flavanones
• Alternative Parents: 6-prenylated flavanones 4'-hydroxyflavonoids 5-hydroxyflavonoids Flavanones 7-hydroxyflavonoids Chromones Resorcinols Aryl alkyl ketones 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Benzene and substituted derivatives Vinylogous acids Oxacyclic compounds Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 6-prenylated flavanone - 8-prenylated flavanone - 6-prenylated flavan - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Flavanone - Hydroxyflavonoid - Chromone - Chromane - Benzopyran - 1-benzopyran - Resorcinol - Aryl alkyl ketone - Aryl ketone - 1-hydroxy-4-unsubstituted benzenoid - Phenol - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Vinylogous acid - Ketone - Organoheterocyclic compound - Ether - Oxacycle - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.
• 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)

MAOA Tclin Monoamine oxidase A (11911 Activities)

Discover Target: MAOA

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

MAOB Tclin Monoamine oxidase B (8835 Activities)

Discover Target: MAOB

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 424.500 g/mol
• XLogP3: 5.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 424.189 Da
• Monoisotopic Mass: 424.189 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 692.000
• 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