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D7446

Sigma-Aldrich

Phenoxodiol

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H12O3
CAS Number:
Molecular Weight:
240.25
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to light brown

solubility

DMSO: 10 mg/mL, clear

storage temp.

room temp

SMILES string

Oc1ccc(cc1)C2=Cc3ccc(O)cc3OC2

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

InChI key

ZZUBHVMHNVYXRR-UHFFFAOYSA-N

Biochem/physiol Actions

Phenoxodiol is a Pan-cancer drug; causes apoptosis via both intrinsic and extrinsic pathways; targets plasma membrane electron transport (PMET).

pictograms

Exclamation markEnvironment

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Jan B Howes et al.
BMC clinical pharmacology, 11, 1-1 (2011-02-05)
Phenoxodiol is a novel isoflavone currently being studied in clinical trials for the treatment of cancer. This study reports the pharmacokinetics of phenoxodiol in patients with cancer. The pharmacokinetics of phenoxodiol was studied following a single intravenous (iv) bolus dose
Harriet M Kluger et al.
Journal of translational medicine, 5, 6-6 (2007-01-30)
XIAP up-regulation is associated with chemotherapy resistance. Phenoxodiol causes XIAP degradation and chemotherapy sensitization in ovarian cancer. Here we assessed XIAP expression in melanomas, using tissue microarrays containing 436 melanomas and 336 nevi by a novel method of automated, quantitative
Pyung-Gang Lee et al.
ACS chemical biology, 12(11), 2883-2890 (2017-10-07)
Equols are isoflavandiols formed by reduction of soy isoflavones such as daidzein and genistein by gut microorganisms. These phytoestrogens are of interest for their various biological effects. We report biosynthesis from genistein to (-)-5-hydroxy-equol in recombinant E. coli expressing three
Madeline Fink et al.
Naunyn-Schmiedeberg's archives of pharmacology, 392(10), 1311-1318 (2019-07-08)
Phenoxodiol is used for the treatment of malignancy. The substance is effective by triggering suicidal tumor cell death or apoptosis. At least in theory, phenoxodiol could similarly stimulate suicidal erythrocyte death or eryptosis. Eryptosis is characterized by cell shrinkage and
Kate Porter et al.
Current cancer drug targets, 20(5), 341-354 (2020-01-04)
Idronoxil has been the subject of more than 50 peer-reviewed publications over the last two decades. This isoflavone is an intriguing regulator of multiple signal transduction pathways, capable of causing a range of biological effects, including cell cycle arrest, apoptosis

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