Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C18H22O2 |
| Molecular Weight | 270.3661 |
| 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(O)C=C1)C2=CC=C(O)C=C2
InChI
InChIKey=PBBGSZCBWVPOOL-HDICACEKSA-N
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+
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 |
|---|---|---|
| [Preliminary results obtained with hexestrol diphosphate in therapy of prostate cancer]. | 1957 Dec 7 |
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| Carcinogenicity and metabolic activation of hexestrol. | 1985 Oct |
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| Subacute toxicity of diethylstilboestrol and hexoestrol in the female rat, and the effects of clomiphene pretreatment. | 1988 Mar |
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| A unified mechanism in the initiation of cancer. | 2002 Apr |
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| [Inhibitory effect of zinc on beta-hexosaminidase release from RBL-2H3 cells by synthetic chemicals]. | 2004 Apr |
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| Cellular and molecular regulation of the primate endometrium: a perspective. | 2006 |
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| Enzymatic properties of a member (AKR1C20) of the aldo-keto reductase family. | 2006 Mar |
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| Development and validation of a fluorescence HPLC-based screening assay for inhibition of human estrogen sulfotransferase. | 2006 Oct 1 |
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| Determination of synthetic hormones in animal urine by high-performance liquid chromatography/mass spectrometry. | 2007 Mar-Apr |
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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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| Potential use of an estrogen-glucocorticoid receptor chimera as a drug screen for tissue selective estrogenic activity. | 2009 Jan |
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| In silico identification of anthropogenic chemicals as ligands of zebrafish sex hormone binding globulin. | 2009 Jan 1 |
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| Towards high-throughput identification of endocrine disrupting compounds with mass spectrometry. | 2009 Jun |
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| Structure of the G225P/G226P mutant of mouse 3(17)alpha-hydroxysteroid dehydrogenase (AKR1C21) ternary complex: implications for the binding of inhibitor and substrate. | 2009 Mar |
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| Biochemical and structural characterization of a short-chain dehydrogenase/reductase of Thermus thermophilus HB8: a hyperthermostable aldose-1-dehydrogenase with broad substrate specificity. | 2009 Mar 16 |
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| Optimization and prevalidation of the in vitro ERalpha CALUX method to test estrogenic and antiestrogenic activity of compounds. | 2010 Aug |
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| Diethylstilbestrol and other nonsteroidal estrogens: novel class of store-operated calcium channel modulators. | 2010 May |
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| Robust array-based coregulator binding assay predicting ERα-agonist potency and generating binding profiles reflecting ligand structure. | 2013 Mar 18 |
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| 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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NCI_THESAURUS |
C2182
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192197
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227-082-2
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84-16-2
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2149
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C545
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m6007
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D006589
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DTXSID2022381
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5635-50-7
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10BI795R7D
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100000083959
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Hexestrol
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ACTIVE MOIETY
