Phenoxodiol (Haginin E) - Moligand™, ≥98% , CAS No.81267-65-4

CAS: 81267-65-4 Cat. No.: P414434 Molecular Weight: 240.25 EC Number: 663-523-9 PubChem CID: 219100

GRADE & PURITY Moligand™, ≥98%

Synonyms

7,4'-Dihydroxyisoflav-3-ene | Dehydroequol | SMR004701684 | 3-(4-hydroxy-phenyl)-2H-chromen-7-ol | 3-(4-Hydroxyphenyl)-2H-chromen-7-ol | BDBM50419932 | NCGC00346822-02 | SCHEMBL149612 | 4',7-dihydroxyisoflav-3-ene | XD161580 | FT-0602222 | IDRONOXIL COMPO

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Phenoxodiol (Haginin E, Idronoxil, Dehydroequol, NV 06, PXD) is an isoflavone analog with antineoplastic activity that activates thecaspasesystem, inhibitsXIAP (X-linked inhibitor of apoptosis), and disruptsFLICE inhibitory protein (FLIP)expression, resulting in tumor cellapoptosis. Phenoxodiol also inhibitsDNA topoisomerase II.

Targets

Caspase ; XIAP ; FLIP ; Topo II

In vitro

Primary ovarian cancer cells, isolated from ascitic fluids of ovarian cancer patients, resistant to conventional chemotherapy, undergo apoptosis following phenoxodiol treatment. This effect is dependent upon the activation of the caspase system, inhibiting XIAP, an inhibitor of apoptosis, and disrupting FLICE inhibitory protein (FLIP) expression through the Akt signal transduction pathway. Phenoxodiol is an efficient inducer of cell death in ovarian cancer cells and sensitizes the cancer cells to Fas-mediated apoptosis.

In vivo

In an in vivo colon cancer model, Balb/C mice administered low-dose Phenoxodiol (PXD), exhibits significantly reduced tumour growth rates and prolonged survival (in 40% of the animals).

Cell Research(from reference)

Cell lines：primary ovarian cancer cells 

Concentrations：0.1 μg/ml, 1 μg/ml, 10 μg/ml 

Incubation Time：24 h 

Specifications

Synonyms

7, 4'-Dihydroxyisoflav-3-ene | Dehydroequol | SMR004701684 | 3-(4-hydroxy-phenyl)-2H-chromen-7-ol | 3-(4-Hydroxyphenyl)-2H-chromen-7-ol | BDBM50419932 | NCGC00346822-02 | SCHEMBL149612 | 4', 7-dihydroxyisoflav-3-ene | XD161580 | FT-0602222 | IDRONOXIL COMPO

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Phenoxodiol (Haginin E, Idronoxil, Dehydroequol, NV 06, PXD) is an isoflavone analog with antineoplastic activity that activates the caspase system, inhibits XIAP (X-linked inhibitor of apoptosis), and disrupts FLICE inhibitory protein (FLIP) expression,

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.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1C(=CC2=C(O1)C=C(C=C2)O)C3=CC=C(C=C3)O
• IUPAC Name: 3-(4-hydroxyphenyl)-2H-chromen-7-ol
• InChIKey: ZZUBHVMHNVYXRR-UHFFFAOYSA-N
• INCHI: 1S/C15H12O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-8,16-17H,9H2
• Isomeric SMILES: C1C(=CC2=C(O1)C=C(C=C2)O)C3=CC=C(C=C3)O
• WGK Germany: 3
• PubChem CID: 219100
• Molecular Weight: 240.25

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Isoflavonoids
      • Subclass Hydroxyisoflavonoids

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Isoflavonoids
• Subclass: Hydroxyisoflavonoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroxyisoflavonoids
• Alternative Parents: Isoflav-3-enes 1-benzopyrans Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Oxacyclic compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Hydroxyisoflavonoid - Isoflav-3-ene skeleton - Benzopyran - 1-benzopyran - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Monocyclic benzene moiety - Benzenoid - Oxacycle - Ether - Organoheterocyclic compound - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as hydroxyisoflavonoids. These are organic compounds containing an isoflavonoid skeleton carrying one or more hydroxyl groups.
• 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)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

Discover Target: ESR1

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

MRC5 (9203 Activities)

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

MDA-MB-231 (73002 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: Solubility (25°C) In vitro DMSO: 48 mg/mL (199.79 mM); Ethanol: 48 mg/mL (199.79 mM); Water: Insoluble
• Molecular Weight: 240.250 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 240.079 Da
• Monoisotopic Mass: 240.079 Da
• Topological Polar Surface Area: 49.700 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 318.000
• 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