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DIETHYLSTILBESTROL Drug Record

  • Summary
  • Interactions
  • Claims
  • DIETHYLSTILBESTROL chembl:CHEMBL411 Antineoplastic

    Alternate Names:

    STILBESTROFORM
    ESTROGENINE
    SYNESTRIN
    STILBOESTROL
    SYNTHESTRIN
    TAMPOVAGAN
    CYREN A
    DIETHYLSTILBESTROL
    NEW-ESTRANOL 1
    PALESTROL
    STILBETIN
    APSTIL
    ESTROMENIN
    NSC-3070
    ESTROBENE
    STILBESTROL
    STILBOESTEROL
    FONATOL
    DISTILBENE
    TRANS-DIETHYLSTILBOESTEROL
    (E)-3,4-BIS(4-HYDROXYPHENYL)-3-HEXENE
    4,4'-DIHYDROXY-ALPHA,BETA-DIETHYLSTILBENE
    (E)-4,4'-(1,2-DIETHYL-1,2-ETHENEDIYL)BISPHENOL
    TRANS-DIETHYLSTILBESTEROL
    Α,Α'-DIETHYL-(E)-4,4'-STILBENEDIOL
    ALPHA,ALPHA'-DIETHYL-(E)-4,4'-STILBENEDIOL
    TRANS-DIETHYLSTILBESTROL
    TRANS-4,4'-(1,2-DIETHYL-1,2-ETHENEDIYL)BISPHENOL
    4,4'-DIHYDROXY-Α,Β-DIETHYLSTILBENE
    DES
    DIETHYLSTILBESTROLUM
    DIETILESTILBESTROL
    chembl:CHEMBL411
    chemidplus:56-53-1
    pubchem.compound:448537
    drugbank:00255
    rxcui:3390

    Drug Info:

    Drug Class hormone replacement agents
    Year of Approval approved before 1982
    FDA Approval Approved before 1982
    Drug Class small molecule
    Drug Indications Hormone Replacement Agents
    (5 More Sources)

    Publications:

    Hodnik Ž et al., 2015, Diethylstilbestrol-scaffold-based pregnane X receptor modulators., Eur J Med Chem
    Kretschmer XC et al., 2005, CAR and PXR: xenosensors of endocrine disrupters?, Chem Biol Interact
    Visser et al., 1998, Effect of prenatal exposure to diethylstilbestrol on Müllerian duct development in fetal male mice., Endocrinology
    Wang et al., 1990, Lectin bindings and diethylstilbestrol effects on the recognition of mullerian inhibiting substance (MIS) on chick mullerian ducts by MIS-antiserum., Histochemistry
    Salleh et al., 2004, Gene expression profiling of p53(+/-) knockout and wild-type mice following diethylstilbestrol administration., IUBMB Life
    Berman et al., 2000, The Protein Data Bank., Nucleic Acids Res.
    Greschik et al., 2004, Structural basis for the deactivation of the estrogen-related receptor gamma by diethylstilbestrol or 4-hydroxytamoxifen and determinants of selectivity., J. Biol. Chem.
    Nam et al., 2003, Simulation of the different biological activities of diethylstilbestrol (DES) on estrogen receptor alpha and estrogen-related receptor gamma., Biopolymers
    Tremblay et al., 2001, Diethylstilbestrol regulates trophoblast stem cell differentiation as a ligand of orphan nuclear receptor ERR beta., Genes Dev.
    Kwok et al., 2010, Measuring binding kinetics of ligands with tethered receptors by fluorescence polarization and total internal reflection fluorescence., Anal. Chem.
    Hart et al., 2007, Estrogen mobilizes a subset of estrogen receptor-alpha-immunoreactive vesicles in inhibitory presynaptic boutons in hippocampal CA1., J. Neurosci.
    Muñoz et al., Association with litter size of new polymorphisms on ESR1 and ESR2 genes in a Chinese-European pig line., Genet. Sel. Evol.
    Baron et al., 2007, Estrogen receptor alpha and the activating protein-1 complex cooperate during insulin-like growth factor-I-induced transcriptional activation of the pS2/TFF1 gene., J. Biol. Chem.
    Chen et al., 2002, TTD: Therapeutic Target Database., Nucleic Acids Res.
    Dixon et al., 2007, Renoprotective effects of a selective estrogen receptor modulator, raloxifene, in an animal model of diabetic nephropathy., Am. J. Nephrol.
    Bains et al., 2007, Neuroprotection by estrogen against MPP+-induced dopamine neuron death is mediated by ERalpha in primary cultures of mouse mesencephalon., Exp. Neurol.
    Noubani et al., 2000, B-type natriuretic peptide receptor expression and activity are hormonally regulated in rat ovarian cells., Endocrinology
    Miller et al., 1998, Fetal exposure to DES results in de-regulation of Wnt7a during uterine morphogenesis., Nat. Genet.
    Tamura H et al., 2006, Structural basis for androgen receptor agonists and antagonists: interaction of SPEED 98-listed chemicals and related compounds with the androgen receptor based on an in vitro reporter gene assay and 3D-QSAR., Bioorg Med Chem
    Ramos et al., 2007, Diethylstilbestrol alters the population dynamic of neural precursor cells in the neonatal male rat dentate gyrus., Brain Res. Bull.
    Sakatis MZ et al., 2012, Preclinical strategy to reduce clinical hepatotoxicity using in vitro bioactivation data for >200 compounds., Chem Res Toxicol
    Wu et al., 2006, [Effect of environmental contaminants on DNA methyltransferase activity of mouse preimplantation embryos]., Wei Sheng Yan Jiu
    Wang et al., 2004, Prenatal estrogen exposure differentially affects estrogen receptor-associated proteins in rat testis gonocytes., Biol. Reprod.
    Shepel et al., 1990, Restriction fragment length polymorphisms in the rat N-ras and retinoblastoma genes: their identification and characterization., Oncogene
    Kendall et al., 1992, The effects of diethylstilbestrol, tamoxifen, and toremifene on estrogen-inducible hepatic proteins and estrogen receptor proteins in female rats., Toxicol. Appl. Pharmacol.
    Ghibaudi et al., 2000, Can estrogenic radicals, generated by lactoperoxidase, be involved in the molecular mechanism of breast carcinogenesis?, Redox Rep.
    Li et al., 1983, Effect of steroid hormone treatment on aryl hydrocarbon hydroxylase activity in the Syrian hamster kidney., Biochem. Pharmacol.
    Miyagawa et al., 2004, Estrogen-independent activation of erbBs signaling and estrogen receptor alpha in the mouse vagina exposed neonatally to diethylstilbestrol., Oncogene
  • DIETHYLSTILBESTROL   ESRRB

    Interaction Score: 6.4

    Interaction Types & Directionality:
    antagonist (inhibitory)

    Interaction Info:

    PMIDs:
    26408814 11297507


    Sources:
    DTC

  • DIETHYLSTILBESTROL   ESRRG

    Interaction Score: 5.33

    Interaction Types & Directionality:
    agonist (activating)
    antagonist (inhibitory)

    Interaction Info:

    PMIDs:
    10592235 15161930 12579585 11297507


    Sources:
    NCI

  • DIETHYLSTILBESTROL   WNT7A

    Interaction Score: 4.26

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    9806537


    Sources:
    NCI

  • DIETHYLSTILBESTROL   AMH

    Interaction Score: 3.2

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    9751506 2286533


    Sources:
    NCI

  • DIETHYLSTILBESTROL   LPO

    Interaction Score: 1.42

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    10994878


    Sources:
    NCI

  • DIETHYLSTILBESTROL   PTGES3

    Interaction Score: 1.42

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    15229138


    Sources:
    NCI

  • DIETHYLSTILBESTROL   NPPC

    Interaction Score: 0.43

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    10650935


    Sources:
    NCI

  • DIETHYLSTILBESTROL   CP

    Interaction Score: 0.3

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    1533964


    Sources:
    NCI

  • DIETHYLSTILBESTROL   E2F1

    Interaction Score: 0.27

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    15545218


    Sources:
    NCI

  • DIETHYLSTILBESTROL   DNMT1

    Interaction Score: 0.16

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    16598927


    Sources:
    NCI

  • DIETHYLSTILBESTROL   ESR1

    Interaction Score: 0.14

    Interaction Types & Directionality:
    agonist (activating)

    Interaction Info:
    Novel drug target Established target
    Trial Name -
    Direct Interaction yes

    PMIDs:
    20387803 17314305 17306201 17317669 11752352 17308373 17320868 26408814


    Sources:
    DTC TdgClinicalTrial ChemblInteractions TEND TTD

  • DIETHYLSTILBESTROL   HRAS

    Interaction Score: 0.13

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    1980008


    Sources:
    NCI

  • DIETHYLSTILBESTROL   MYC

    Interaction Score: 0.11

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    15545218


    Sources:
    NCI

  • DIETHYLSTILBESTROL   BCL2

    Interaction Score: 0.1

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    15545218


    Sources:
    NCI

  • DIETHYLSTILBESTROL   NR1I2

    Interaction Score: 0.08

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    26408814 16054614


    Sources:
    DTC PharmGKB

  • DIETHYLSTILBESTROL   SLC5A7

    Interaction Score: 0.08

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    None found


    Sources:
    DTC

  • DIETHYLSTILBESTROL   BDNF

    Interaction Score: 0.07

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    17292805


    Sources:
    NCI

  • DIETHYLSTILBESTROL   NR1H4

    Interaction Score: 0.03

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    None found


    Sources:
    DTC

  • DIETHYLSTILBESTROL   ERBB2

    Interaction Score: 0.03

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    14647453


    Sources:
    NCI

  • DIETHYLSTILBESTROL   RORC

    Interaction Score: 0.02

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    None found


    Sources:
    DTC

  • DIETHYLSTILBESTROL   TP53

    Interaction Score: 0.01

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    15545218


    Sources:
    NCI

  • DIETHYLSTILBESTROL   CYP2C9

    Interaction Score: 0.01

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    22931300


    Sources:
    DTC

  • DIETHYLSTILBESTROL   CYP2C19

    Interaction Score: 0.01

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    22931300


    Sources:
    DTC

  • DIETHYLSTILBESTROL   CYP1A2

    Interaction Score: 0.01

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    6626258


    Sources:
    NCI

  • DIETHYLSTILBESTROL   CYP2D6

    Interaction Score: 0.01

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    22931300


    Sources:
    DTC

  • DIETHYLSTILBESTROL   AR

    Interaction Score: 0.0

    Interaction Types & Directionality:
    antagonist (inhibitory)

    Interaction Info:

    PMIDs:
    16876421


    Sources:
    DTC

  • DIETHYLSTILBESTROL   CYP3A4

    Interaction Score: 0.0

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    22931300


    Sources:
    DTC

  • DIETHYLSTILBESTROL   GMNN

    Interaction Score: 0.0

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    None found


    Sources:
    DTC

  • DIETHYLSTILBESTROL   NFE2L2

    Interaction Score: 0.0

    Interaction Types & Directionality:
    n/a

    Interaction Info:

    PMIDs:
    None found


    Sources:
    DTC

  • TEND: DIETHYLSTILBESTROL

    • Version: 01-August-2011

    Alternate Names:
    DIETHYLSTILBESTROL Primary Drug Name

    Drug Info:
    Year of Approval approved before 1982
    Drug Class hormone replacement agents

    Publications:

  • TdgClinicalTrial: DIETHYLSTILBESTROL

    • Version: January-2014

    Alternate Names:

    Drug Info:
    Drug Indications Hormone Replacement Agents
    Drug Class small molecule
    FDA Approval Approved before 1982

    Publications:

  • DTC: DIETHYLSTILBESTROL

    • Version: 02-September-2020

    Alternate Names:
    CHEMBL411 ChEMBL Drug ID

    Drug Info:

    Publications:
    Sakatis MZ et al., 2012, Preclinical strategy to reduce clinical hepatotoxicity using in vitro bioactivation data for >200 compounds., Chem Res Toxicol
    Hodnik Ž et al., 2015, Diethylstilbestrol-scaffold-based pregnane X receptor modulators., Eur J Med Chem

  • NCI: DIETHYLSTILBESTROL

    • Version: 14-September-2017

    Alternate Names:
    C433 NCI drug code

    Drug Info:

    Publications:
    Wang et al., 1990, Lectin bindings and diethylstilbestrol effects on the recognition of mullerian inhibiting substance (MIS) on chick mullerian ducts by MIS-antiserum., Histochemistry
    Shepel et al., 1990, Restriction fragment length polymorphisms in the rat N-ras and retinoblastoma genes: their identification and characterization., Oncogene
    Wu et al., 2006, [Effect of environmental contaminants on DNA methyltransferase activity of mouse preimplantation embryos]., Wei Sheng Yan Jiu

  • NCI: DES

    • Version: 14-September-2017

    Alternate Names:
    C433 NCI drug code

    Drug Info:

    Publications:
    Salleh et al., 2004, Gene expression profiling of p53(+/-) knockout and wild-type mice following diethylstilbestrol administration., IUBMB Life
    Kendall et al., 1992, The effects of diethylstilbestrol, tamoxifen, and toremifene on estrogen-inducible hepatic proteins and estrogen receptor proteins in female rats., Toxicol. Appl. Pharmacol.
    Ramos et al., 2007, Diethylstilbestrol alters the population dynamic of neural precursor cells in the neonatal male rat dentate gyrus., Brain Res. Bull.

  • TTD: Diethylstilbestrol

    • Version: 2020.06.01

    Alternate Names:
    D0Y2NE TTD Drug ID

    Drug Info:

    Publications:

  • ChemblDrugs: chembl:CHEMBL411

    • Version: ChEMBL_27

    Alternate Names:

    Drug Info:

    Publications:

  • ChemblInteractions: CHEMBL411

    • Version: chembl_23

    Alternate Names:

    Drug Info:

    Publications:

  • PharmGKB: diethylstilbestrol

    • Version: 18-August-2020

    Alternate Names:

    Drug Info:

    Publications:

Disclaimer: This resource is intended for purely research purposes. It should not be used for emergencies or medical or professional advice.

A finding of a drug-gene interaction or potentially druggable category does not necessarily indicate effectiveness (or lack thereof) of any drug or treatment regimen. A finding of no interaction or no potentially druggable category does not necessarily indicate lack of effectiveness of any drug or treatment regimen. Drug-gene interactions or potentially druggable categories are not presented in ranked order of potential or predicted efficacy.

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DGIdb (v4.2.0 - sha1 afd9f30b) • Last updated 2020-10-21