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H7753

Supelco

Hexestrol

analytical standard

Sinónimos:

4,4′-(1,2-Diethylethylene)diphenol, meso-3,4-Bis(4-hydroxyphenyl)hexane, Dihydrodiethylstilbestrol

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About This Item

Fórmula empírica (notación de Hill):
C18H22O2
Número de CAS:
84-16-2
Peso molecular:
270.37
Beilstein/REAXYS Number:
3209460
EC Number:
201-518-1
MDL number:
MFCD00068996
UNSPSC Code:
41116107
PubChem Substance ID:
329815246
NACRES:
NA.24

grade

analytical standard

Quality Level

100

assay

≥98%

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

SMILES string

CC[C@H]([C@H](CC)c1ccc(O)cc1)c2ccc(O)cc2

InChI

1S/C18H22O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,17-20H,3-4H2,1-2H3/t17-,18+

InChI key

PBBGSZCBWVPOOL-HDICACEKSA-N

Gene Information

human ... ESR1(2099)
rat ... Esr1(24890)

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General description

Hexestrol is a synthetic nonsteroidal estrogen, which can be used in human medicine as well as a growth promoter in cattle.

Application

Hexestrol may be used as a reference standard for the determination of the analyte in biological samples using immunoaffinity extraction and gas chromatography-negative-ion chemical ionization mass spectrometry.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

The carcinogen hexestrol is a nonsteroidal synthetic estrogen. Metabolic activation of hexestrol to its quinone, which reacts with DNA to form analogous depurinating adducts, may be a primary critical event leading to oncogenic mutations and cancer initiation.

Linkage

Reduced analogue of diethylstilbestrol.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H350

Hazard Classifications

Carc. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 2

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
MKCM4126
MKCK7639
MKCK4408
MKCH4229
MKCC7215

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Yukio Tanaka et al.
Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan, 45(2), 100-105 (2004-07-27)
The effects of foods and chemicals related to food hygiene on degranulation were evaluated using a method for assaying the enzyme activity of beta-hexosaminidase as an index of chemical mediator release from RBL-2H3 cells in vitro. Using a previously developed
R Todd Stravitz et al.
Clinics in liver disease, 7(2), 435-451 (2003-07-26)
Drugs rarely cause steatohepatitis, but amiodarone, perhexiline, and DH, have unequivocally been found to independently induce the histologic picture of alcoholic liver disease or NASH. All three agents have similar pathogenetic mechanisms of hepatotoxicity, targeting mitochondrial ATP production and fatty
Zhenhua Gu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(8), 2453-2464 (2008-01-24)
A series of thermal pericyclic reactions of beta-allenylfuranones have been studied. It was observed that beta-allenylfuranones would undergo 1,5-hydrogen shift to afford a new type of trienes upon heating. Due to their high reactivity, these trienes would undergo subsequent pericyclic
ChuanLai Xu et al.
Journal of pharmaceutical and biomedical analysis, 41(3), 1029-1036 (2006-02-25)
A competitive enzyme-linked immunosorbent assay (ELISA) was developed for the quantitative detection of the hexoestrol (HES). Polyclonal rabbit antisera, raised against protein conjugate hexoestrol-mono-carboxyl-propyl-ethyl-bovine-serum-albumin (HES-MCPE-BSA), were utilized in immobilized antibody-based and competitive immunoassays. Assay conditions, including concentrations of antisera and
C Logie et al.
Molecular endocrinology (Baltimore, Md.), 12(8), 1120-1132 (1998-08-26)
Activation of the estrogen receptor (ER) by hormone involves at least two steps. First, hormone binding initially relieves repression, a property imposed on ER in cis by its ligand-binding domain (EBD). Subsequently, the derepressed ER binds specific genomic sites and
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