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Merck
CN

SML4239

Phenoxodiol

≥98% (HPLC), powder, tNOX (ENOX2) inhibitor

Synonym(s):

3-(4-Hydroxyphenyl)-2H-1-benzopyran-7-ol; 3-(4-Hydroxyphenyl)-2H-benzopyran-7-ol, Haginin E, Idronoxil, Dehydroequol, NV 06

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About This Item

Empirical Formula (Hill Notation):
C15H12O3
CAS Number:
Molecular Weight:
240.25
MDL number:
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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Quality Level

assay

≥98% (HPLC)

form

powder

color

white to pink

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

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Application

Phenoxodiol may be used to study immunomodulatory effects on human peripheral blood mononuclear cells in in vitro and in vivo assays.

Biochem/physiol Actions

Phenoxodiol, an isoflavene, is a broad-spectrum anti-tumor agent that causes apoptosis via both intrinsic and extrinsic pathways. It is a pan-cancer drug that targets plasma membrane electron transport (PMET). It also acts as a potent sensitizer of most standard chemotoxic agents. Phenoxodiol inhibits tumor-specific NADH oxidase tNOX (ENOX2) and DNA topoisomerase II. It blocks phosphorylation and activation of several different pro-survival signaling proteins including sphingosine kinase and Akt. It is also known to inhibit tyrosine kinases and X-linked inhibitor of apoptosis.

Regulatory Information

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Ayesha B Alvero et al.
Cancer, 106(3), 599-608 (2006-01-03)
Previously, it was demonstrated that phenoxodiol induces apoptosis in epithelial ovarian carcinoma (EOC) cells and that it is capable of sensitizing these cells to Fas-mediated apoptosis. The objectives of this study were to determine whether phenoxodiol can also act as
Patries M Herst et al.
Haematologica, 94(7), 928-934 (2009-06-19)
The redox-active isoflavene anti-cancer drug, phenoxodiol, has previously been shown to inhibit plasma membrane electron transport and cell proliferation and promote apoptosis in a range of cancer cell lines and in anti-CD3/anti-CD28-activated murine splenocytes but not in non-transformed WI-38 cells
Alesia Ivashkevich
Frontiers in oncology, 12, 800562-800562 (2023-03-21)
Cancer is one of the major health problems and the second cause of death worldwide behind heart disease. The traditional soy diet containing isoflavones, consumed by the Asian population in China and Japan has been identified as a protective factor

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