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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:
81267-65-4
Molecular Weight:
240.25
MDL number:
MFCD06636630
UNSPSC Code:
12352200
PubChem Substance ID:
329798852
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

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
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H400

Precautionary Statements

P273 - P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
120M4714V

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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
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
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
R A C McPherson et al.
British journal of cancer, 100(4), 649-655 (2009-02-12)
Phenoxodiol is a novel isoflav-3-ene, currently undergoing clinical trials, that has a broad in vitro activity against a number of human cancer cell lines. Phenoxodiol alone inhibited DU145 and PC3 in a dose- and time-dependent manner with IC(50) values of
Simon Mahoney et al.
Cancer cell international, 14(1), 110-110 (2014-11-18)
Prostate cancer is associated with a poor survival rate. The ability of cancer cells to evade apoptosis and exhibit limitless replication potential allows for progression of cancer from a benign to a metastatic phenotype. The aim of this study was
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