Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C18H24O8P2 |
| Molecular Weight | 430.3259 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@@H]([C@@H](CC)C1=CC=C(OP(O)(O)=O)C=C1)C2=CC=C(OP(O)(O)=O)C=C2
InChI
InChIKey=JBDIWCWZUDNWTL-HDICACEKSA-N
InChI=1S/C18H24O8P2/c1-3-17(13-5-9-15(10-6-13)25-27(19,20)21)18(4-2)14-7-11-16(12-8-14)26-28(22,23)24/h5-12,17-18H,3-4H2,1-2H3,(H2,19,20,21)(H2,22,23,24)/t17-,18+
DescriptionCurator's Comment: description was created based on several sources, including
https://www.drugs.com/international/hexestrol.html | https://www.ncbi.nlm.nih.gov/pubmed/27816005 | https://www.ncbi.nlm.nih.gov/pubmed/92377 | https://www.ncbi.nlm.nih.gov/pubmed/6099050 | https://www.ncbi.nlm.nih.gov/pubmed/27816005
Curator's Comment: description was created based on several sources, including
https://www.drugs.com/international/hexestrol.html | https://www.ncbi.nlm.nih.gov/pubmed/27816005 | https://www.ncbi.nlm.nih.gov/pubmed/92377 | https://www.ncbi.nlm.nih.gov/pubmed/6099050 | https://www.ncbi.nlm.nih.gov/pubmed/27816005
Hexestrol (INN) (brand name Synoestrol, Estrifar, Estronal, numerous others), also known as hexoestrol, and dihydro-diethylstilbestrol, is a synthetic, non-steroidal estrogen of the stilbestrol group related to diethylstilbestrol that was used to treat estrogen deficiency but is now no longer employed medically. Hexestrol has also been available and used in ester form, including as hexestrol diacetate, hexestrol dicaprylate, hexestrol diphosphate, and hexestrol dipropionate.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Experimental research on prostatic antineoplastic agent: hexestrol diphosphate]. | 1956 Jul-Dec |
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| Comparison of the ligand binding specificity and transcript tissue distribution of estrogen receptors alpha and beta. | 1997 Mar |
|
| [Effects of veterinary drugs on beta-hexosaminidase release from rat basophilic leukemia cells (RBL-2H3)]. | 2002 Oct |
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| Defined subcomplexes of the A1 ATPase from the archaeon Methanosarcina mazei Gö1: biochemical properties and redox regulation. | 2003 Jun 5 |
|
| Pharmacological inhibition of outwardly rectifying Cl- currents in rat peritoneal mast cells: a comparison of different stilbene derivatives. | 2003 Oct 8 |
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| A sol-gel method using acetic anhydride in the presence of cholesterol in organic solution media: preparation of silicas that recognize steroid hormones. | 2004 Apr 15 |
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| Determination of hexoestrol residues in animal tissues based on enzyme-linked immunosorbent assay and comparison with liquid chromatography-tandem mass spectrometry. | 2006 Jun 7 |
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| The use of liquid membranes in the multi-residue extraction of stilbenes in a variety of biological matrices and their detection with LC-ES-MS. | 2006 Nov-Dec |
|
| Interactions of diethylstilbestrol (DES) and DES analogs with membrane progestin receptor-alpha and the correlation with their nongenomic progestin activities. | 2007 Jul |
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| A new molecularly imprinted polymer for the on-column solid-phase extraction of diethylstilbestrol from aqueous samples. | 2007 Jul |
|
| Comparison of time-resolved fluoroimmunoassay for determining hexoestrol residues in chicken muscle tissues based on polyclonal antibodies with liquid chromatography and tandem mass spectrometry. | 2007 Mar-Apr |
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| Determination of synthetic hormones in animal urine by high-performance liquid chromatography/mass spectrometry. | 2007 Mar-Apr |
|
| Studies on thermal reactivity of beta-(1,2-allenyl)butenolides and 2-allyl-3-allenylcyclohex-2-enones. | 2008 |
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| Dipotassium 4,4'-(hexane-3,4-di-yl)bis-(benzene-sulfonate) dihydrate. | 2008 Jul 16 |
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| Development and in-house validation of an LC-MS/MS method for the determination of stilbenes and resorcylic acid lactones in bovine urine. | 2008 Jun |
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| Effects of hexestrol on mouse ovarian morphology and ovulation. | 2008 Jun 20 |
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| Determination of estrogens in wastewater using three-phase hollow fiber-mediated liquid-phase microextraction followed by HPLC. | 2008 Mar |
|
| In silico identification of anthropogenic chemicals as ligands of zebrafish sex hormone binding globulin. | 2009 Jan 1 |
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| Treatments for suppression of lactation. | 2009 Jan 21 |
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| Towards high-throughput identification of endocrine disrupting compounds with mass spectrometry. | 2009 Jun |
|
| Characterization of a rat NADPH-dependent aldo-keto reductase (AKR1B13) induced by oxidative stress. | 2009 Mar 16 |
|
| [Determination of hormone multi-residues in animal tissues by gas chromatography-mass spectrometry]. | 2009 May |
|
| The assessment of estrogenic or anti-estrogenic activity of chemicals by the human stably transfected estrogen sensitive MELN cell line: results of test performance and transferability. | 2010 Aug |
|
| Diethylstilbestrol and other nonsteroidal estrogens: novel class of store-operated calcium channel modulators. | 2010 May |
|
| Selective activation of zebrafish estrogen receptor subtypes by chemicals by using stable reporter gene assay developed in a zebrafish liver cell line. | 2012 Feb |
|
| Robust array-based coregulator binding assay predicting ERα-agonist potency and generating binding profiles reflecting ligand structure. | 2013 Mar 18 |
|
| Endocrine disruption screening by protein and gene expression of vitellogenin in freshly isolated and cryopreserved rainbow trout hepatocytes. | 2014 Aug 18 |
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m6007
Created by
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PRIMARY | Merck Index | ||
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30L14W008X
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Hexestrol diphosphate
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193055
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DTXSID901016489
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14188-82-0
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admin on Sat Dec 16 01:37:37 GMT 2023 , Edited by admin on Sat Dec 16 01:37:37 GMT 2023
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NON-SPECIFIC STEREOCHEMISTRY | |||
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24809-02-7
Created by
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SALT/SOLVATE (PARENT)
SUBSTANCE RECORD
