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 |
|
| [Changes in glycogen content in prostatic epithelial cells in dogs after administration of hormone preparations (methyltestosterone, hexestrol and hexestrol diphosphate)]. | 1957 Mar-Apr |
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| [Therapy of carcinoma of the prostate with hexestrol diphosphate administered by rectal route]. | 1960 Jul-Sep |
|
| Overproduction of a functional A1 ATPase from the archaeon Methanosarcina mazei Gö1 in Escherichia coli. | 2001 Jul |
|
| Initiation of cancer and other diseases by catechol ortho-quinones: a unifying mechanism. | 2002 Apr |
|
| [Effects of veterinary drugs on beta-hexosaminidase release from rat basophilic leukemia cells (RBL-2H3)]. | 2002 Oct |
|
| 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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| Formation of the depurinating N3adenine and N7guanine adducts by reaction of DNA with hexestrol-3',4'-quinone or enzyme-activated 3'-hydroxyhexestrol. Implications for a unifying mechanism of tumor initiation by natural and synthetic estrogens. | 2005 Jan |
|
| Molecular cloning of a novel type of rat cytoplasmic 17beta-hydroxysteroid dehydrogenase distinct from the type 5 isozyme. | 2006 Jun |
|
| Interactions of diethylstilbestrol (DES) and DES analogs with membrane progestin receptor-alpha and the correlation with their nongenomic progestin activities. | 2007 Jul |
|
| Simultaneous determination of residual stilbenes and stilbene metabolites in animal tissue by liquid chromatography-tandem mass spectrometry. | 2007 Jun 1 |
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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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| Six-month depot formulation of leuprorelin acetate in the treatment of prostate cancer. | 2009 |
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| Determination of anabolic steroids in bovine urine by liquid chromatography-tandem mass spectrometry. | 2009 Aug 1 |
|
| 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 |
|
| Diethylstilbestrol and other nonsteroidal estrogens: novel class of store-operated calcium channel modulators. | 2010 May |
|
| Rat α-Fetoprotein binding affinities of a large set of structurally diverse chemicals elucidated the relationships between structures and binding affinities. | 2012 Nov 19 |
|
| 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
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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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NON-SPECIFIC STEREOCHEMISTRY | |||
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24809-02-7
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SALT/SOLVATE (PARENT)
SUBSTANCE RECORD
