ESTRADIOL CYPIONATE

First approved in 1940

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C26H36O3
Molecular Weight	396.5622
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@H](OC(=O)CCC3CCCC3)[C@@]1(C)CC[C@]4([H])C5=C(CC[C@@]24[H])C=C(O)C=C5

InChI

InChIKey=UOACKFBJUYNSLK-XRKIENNPSA-N

InChI=1S/C26H36O3/c1-26-15-14-21-20-10-8-19(27)16-18(20)7-9-22(21)23(26)11-12-24(26)29-25(28)13-6-17-4-2-3-5-17/h8,10,16-17,21-24,27H,2-7,9,11-15H2,1H3/t21-,22-,23+,24+,26+/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11250930https://pubchem.ncbi.nlm.nih.gov/compound/222757http://www.drugbank.ca/drugs/DB00783
Curator's Comment: Description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/020375s027lbl.pdf

Estradiol an aromatized C18 steroid with hydroxyl group at 3-beta- and 17-beta-position. Estradiol-17-beta is the most potent form of mammalian estrogenic steroids. In humans, it is produced primarily by the cyclic ovaries and the placenta. It is also produced by the adipose tissue of men and postmenopausal women. The 17-alpha-isomer of estradiol binds weakly to estrogen receptors (receptors, estrogen) and exhibits little estrogenic activity in estrogen-responsive tissues. Estradiol enters target cells freely (e.g., female organs, breasts, hypothalamus, pituitary) and interacts with a target cell receptor. When the estrogen receptor has bound its ligand it can enter the nucleus of the target cell, and regulate gene transcription which leads to formation of messenger RNA. The mRNA interacts with ribosomes to produce specific proteins that express the effect of estradiol upon the target cell. Estradiol is used for the treatment of urogenital symptoms associated with post-menopausal atrophy of the vagina (such as dryness, burning, pruritus and dyspareunia) and/or the lower urinary tract (urinary urgency and dysuria). Estradiol is marketed under the brand name Climara (among others), indicated for: the treatment of moderate to severe vasomotor symptoms due to menopause, treatment of symptoms of vulvar and vaginal atrophy due to menopause, treatment of hypoestrogenism due to hypogonadism, castration or primary ovarian failure and prevention of postmenopausal osteoporosis.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Steryl-sulfatase 33 Target ID: P08842 Gene ID: 412.0 Gene Symbol: STS Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/11250930	Substrate 661
Estrogen receptor alpha 127 Target ID: CHEMBL206 Sources: http://www.drugbank.ca/drugs/DB00783	Agonist 2678	0.0084 nM [EC50]
Estrogen receptor beta 110 Target ID: CHEMBL242 Sources: http://www.drugbank.ca/drugs/DB00783	Agonist 2678	1.4 nM [EC50]
Androgen Receptor 167 Target ID: CHEMBL1871 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16309907	Antagonist 2778	19.1 nM [IC50]
Estrogen receptor alpha 127 Target ID: CHEMBL206 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/222757	Agonist 2678	0.13 nM [Ki]
Estrogen receptor beta 110 Target ID: CHEMBL242 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/222757	Agonist 2678	0.09 nM [Kd]

Conditions

Condition	Modality	Highest Phase	Product
Unknown 2578
Vaginal atrophy 27 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/020375s027lbl.pdf	Primary	Approved 8429	CLIMARA Approved Use Climara is an estrogen indicated for: •Treatment of Moderate to Severe Vasomotor Symptoms due to Menopause •Treatment of Moderate to Severe Symptoms of Vulvar and Vaginal Atrophy due to Menopause •Treatment of Hypoestrogenism due to Hypogonadism, Castration or Primary Ovarian Failure •Prevention of Postmenopausal Osteoporosis Launch Date 1974
Postmenopausal osteoporosis 59 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/020375s027lbl.pdf	Preventing	Approved 8429	CLIMARA Approved Use Climara is an estrogen indicated for: •Treatment of Moderate to Severe Vasomotor Symptoms due to Menopause •Treatment of Moderate to Severe Symptoms of Vulvar and Vaginal Atrophy due to Menopause •Treatment of Hypoestrogenism due to Hypogonadism, Castration or Primary Ovarian Failure •Prevention of Postmenopausal Osteoporosis Launch Date 1974
Primary ovarian failure 27 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/020375s027lbl.pdf	Primary	Approved 8429	CLIMARA Approved Use Climara is an estrogen indicated for: •Treatment of Moderate to Severe Vasomotor Symptoms due to Menopause •Treatment of Moderate to Severe Symptoms of Vulvar and Vaginal Atrophy due to Menopause •Treatment of Hypoestrogenism due to Hypogonadism, Castration or Primary Ovarian Failure •Prevention of Postmenopausal Osteoporosis Launch Date 1974
Unknown 2578

C_max

Value	Dose	Co-administered	Analyte	Population
14.7 pg/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/022038s005s006lbl.pdf	0.25 mg 1 times / day steady-state, topical dose: 0.25 mg route of administration: Topical experiment type: STEADY-STATE co-administered:		ESTRADIOL plasma	Homo sapiens population: UNKNOWN age: ADULT sex: FEMALE food status: UNKNOWN
92 pg/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2017/020655s020lbl.pdf	0.05 mg 1 times / day multiple, topical dose: 0.05 mg route of administration: Topical experiment type: MULTIPLE co-administered:		ESTRADIOL plasma	Homo sapiens population: UNKNOWN age: ADULT sex: FEMALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
236 pg × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/022038s005s006lbl.pdf	0.25 mg 1 times / day steady-state, topical dose: 0.25 mg route of administration: Topical experiment type: STEADY-STATE co-administered:		ESTRADIOL plasma	Homo sapiens population: UNKNOWN age: ADULT sex: FEMALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
10 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/022038s005s006lbl.pdf	0.25 mg 1 times / day steady-state, topical dose: 0.25 mg route of administration: Topical experiment type: STEADY-STATE co-administered:		ESTRADIOL plasma	Homo sapiens population: UNKNOWN age: ADULT sex: FEMALE food status: UNKNOWN
1.75 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2017/020655s020lbl.pdf	0.05 mg 1 times / day multiple, topical dose: 0.05 mg route of administration: Topical experiment type: MULTIPLE co-administered:		ESTRADIOL plasma	Homo sapiens population: UNKNOWN age: ADULT sex: FEMALE food status: UNKNOWN

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
substrate 1737	substrate 1037	substrate 1217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
	CYP1B1 92 CYP1A1 349 CYP1A2 1054 CYP3A5 395 CYP3A7 110 CYP2C18 138 CYP2E1 667 CYP2A6 543 CYP2B6 664 CYP2C8 693 CYP2C19 991 UGT1A1 418 UGT1A3 422 UGT1A4 347 UGT1A5 55 UGT1A6 307 UGT1A7 236 UGT1A8 283 UGT1A9 380 UGT1A10 291 UGT2A2 48 UGT2A3 48 UGT2B4 249 UGT2B7 389 UGT2B10 127 UGT2B17 213 UGT2B28 63	CYP2B6 547

Drug as perpetrator

Target	Modality	Activity	Metabolite	Clinical evidence
CYP2B6 1001	inducer 1573 Sources: https://www.sciencedirect.com/science/article/pii/S0006295212002328 Page: -	yes
P-gp 1650	supressor 155 Sources: https://pubs.acs.org/doi/abs/10.1021/mp900077q Page: -	yes

Drug as victim

Target	Modality	Activity
CYP2A6 543	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	minor
CYP2B6 664	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	minor
CYP2C19 991	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	minor
CYP2C8 693	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	minor
CYP2C9 1037	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	minor
CYP2D6 1217	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	minor
CYP2C18 138	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	no
CYP2E1 667	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	no
UGT1A5 55	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	no
UGT1A6 307	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	no
UGT1A7 236	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	no
UGT1A9 380	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	no
UGT2B10 127	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	no
UGT2B28 63	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	no
UGT2B4 249	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	no
UGT1A1 418	substrate 3367 Sources: https://dmd.aspetjournals.org/content/30/11/1266.short Page: -	yes [Km 7 uM]
CYP1A1 349	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	yes
CYP1A2 1054	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	yes
CYP1B1 92	substrate 3367 Sources: https://www.pnas.org/content/93/18/9776.short Page: -	yes
CYP3A4 1737	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	yes
CYP3A5 395	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	yes
CYP3A7 110	substrate 3367 Sources: https://academic.oup.com/endo/article/146/7/2911/2499912 Page: -	yes
UGT1A10 291	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	yes
UGT1A3 422	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	yes
UGT1A4 347	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	yes
UGT1A8 283	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	yes
UGT2A2 48	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	yes
UGT2A3 48	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	yes
UGT2B17 213	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	yes
UGT2B7 389	substrate 3367 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3234363/ Page: -	yes

Sourcing

Vendor/Aggregator	ID	URL
AEchem Scientific Corp., USA	AE046017	http://www.aechemsc.com/info_products/AE046017.php
AHH Chemical co.,ltd	API-1858	http://www.ahhchemical.com/product/API-1858.html
AHH Chemical co.,ltd	NP-1226	http://www.ahhchemical.com/product/NP-1226.html
AK Scientific, Inc. (AKSCI)	H061	http://www.aksci.com/item_detail.php?cat=H061
AK Scientific, Inc. (AKSCI)	J10189	http://www.aksci.com/item_detail.php?cat=J10189
Aaron Chemicals	AR0035II	http://www.aaronchem.com/50-28-2
AbMole Bioscience	M5625	http://www.abmole.com/products/estradiol.html
Achemtek	0104-010473	http://www.achemtek.com/50-28-2
Acorn PharmaTech	ACN-032013	http://www.acornpharmatech.com/
Acros Organics	AC436320250	https://www.fishersci.com/shop/products/estradiol-98-acros-organics-1/AC436320250
Acros Organics	AC436320050	https://www.fishersci.com/shop/products/estradiol-98-acros-organics/AC436320050
Alfa Aesar	L03801	https://www.alfa.com/en/catalog/L03801/
Alsachim	1651	http://www.alsachim.com/product-C2920-glo.bal-view.html
ApexBio Technology	A8425	http://www.apexbt.com/estradiol-22654.html
Aurora Fine Chemicals LLC	A13.142.520	http://online.aurorafinechemicals.com/info?ID=A13.142.520
Aurum Pharmatech LLC	Z-4415	http://www.Aurumpharmatech.com/Product/ProductDetails/Z_4415
AvaChem Scientific	4548	http://www.avachem.com/productSearch.asp?4548
Avantor Inc	101094-946	https://us.vwr.com/store/catalog/product.jsp?catalog_number=101094-946
BioChemPartner	BCP08579	http://www.biochempartner.com/50-28-2-BCP08579
BioSynth	Q-201503	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/Q-201503.html
Boerchem	BC200811	http://www.boerchem.com/?product_33552.html
Calbiochem	3301	http://www.emdbiosciences.com/product/3301
Chem Scene	CS-1938	http://www.chemscene.com/50-28-2.html
ChemFaces	CFN90035	http://www.chemfaces.com/natural/Estradiol-CFN90035.html
ChemMol	1203050	http://www.chemmol.com/chemmol/1203050.html
ChemMol	2101440	http://www.chemmol.com/chemmol/2101440.html
ChemMol	2101445	http://www.chemmol.com/chemmol/2101445.html
ChemMol	30100431	http://www.chemmol.com/chemmol/30100431.html
ChemMol	44000538	http://www.chemmol.com/chemmol/44000538.html
Chemenu	CM110581	http://www.chemenu.com/products/CM110581
Chemspace	CSSB00000693940	https://chem-space.com/CSSB00000693940
Clearsynth	CS-O-11584	https://www.clearsynth.com/en/CSO11584.html
DC Chemicals	DCAPI1200	http://www.dcchemicals.com//product_show-Estradiol.html
EMD Millipore	3301	http://www.emdbiosciences.com/product/3301
Enamine	Z1847670481	https://www.enaminestore.com/catalog/Z1847670481
Glentham Life Sciences	GP9683	http://www.glentham.com/products/product/GP9683/
LGC Standards	DRE-C13213100	https://www.lgcstandards.com/US/en/p/DRE-C13213100
LGC Standards	DRE-XA13213100AL	https://www.lgcstandards.com/US/en/p/DRE-XA13213100AL
Lab Network	LN00235694	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00235694
Matrix Scientific	194601	https://www.matrixscientific.com/194601.html
MedChem Express	HY-B0141	https://www.medchemexpress.com/Estradiol.html
MuseChem	I013886	https://www.musechem.com/product/I013886.html
MuseChem	M131188	https://www.musechem.com/product/M131188.html
OChem	2711	http://www.ocheminc.com/index.php?act=psearch&pid=003E693
Parchem	18436	http://www.parchem.com/chemical-supplier-distributor/Estradiol-complex-008436.aspx
Sigma-Aldrich	E-060_CERILLIAN	https://www.sigmaaldrich.com/catalog/product/cerillian/e060?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	E1024_SIGMA	https://www.sigmaaldrich.com/catalog/product/sigma/e1024?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	E1132_SIGMA	https://www.sigmaaldrich.com/catalog/product/sigma/e1132?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	E125_SIGMA	https://www.sigmaaldrich.com/catalog/product/sigma/e125?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	1250008_USP	https://www.sigmaaldrich.com/catalog/product/usp/1250008?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Smolecule	S772629	https://www.smolecule.com/products/s772629
THE BioTek	bt-267766	https://www.thebiotek.com/product/inhibitors/bt-267766
Tocris	2824	https://www.tocris.com/products/b-estradiol_2824
VladaChem	VL268274-1G	https://www.vladachem.com/product.php?products=50-28-2
Yuhao Chemical	LT1224	http://www.chemyuhao.com/50-28-2.html
eNovation Chemicals	D382843	http://www.enovationchem.com/productDetails.asp?productID=D382843
eNovation Chemicals	D961664	https://www.enovationchem.com/ProductDetails.asp?ProductID=D961664
iChemical	EBD2157872	http://www.ichemical.com/products/50-28-2.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs

PubMed

Title	Date	PubMed
Effect of estradiol benzoate on the proliferation of osteogenic cells in fetal rat fibulae cultured in vitro.	1978 Mar	674716
An increase of pituitary 3', 5' cyclic adenosine monophosphate produced by estradiol benzoate in vitro: possible implication of this increase in the secretion of luteinizing hormone.	1978 May	208943
Sulfation of estrone and 17 beta-estradiol in human liver. Catalysis by thermostable phenol sulfotransferase and by dehydroepiandrosterone sulfotransferase.	1992 May-Jun	1355717
[The effect of adrenaline and 17beta-estradiol sulfate on transmembrane potentials of guinea pig cardiomyocytes].	1996 Dec	9280454
Inhibition of the neuronal insulin receptor causes Alzheimer-like disturbances in oxidative/energy brain metabolism and in behavior in adult rats.	1999	10672254
Growth stimulation of a rat pituitary cell line MtT/E-2 by environmental estrogens in vitro and in vivo.	1999 Aug	10580743
Comparison of the pharmacokinetics of 17 beta-estradiol after a single 4-day application of Oesclim 50, Oesclim 100, and Vivelle 0.05 (Menorest 50) transdermal delivery systems.	1999 Aug	10434233
Estrogen-induced pituitary tumor development in the ACI rat not inhibited by dietary energy restriction.	1999 Dec	10569801
[Physiology and exploration of the gonadotropic axis].	1999 Jun 15	10488657
Sex steroids and odorants modulate gonadotropin-releasing hormone secretion in primary cultures of human olfactory cells.	1999 Nov	10566683
Effects of environmental estrogens on tumor necrosis factor alpha-mediated apoptosis in MCF-7 cells.	1999 Nov	10545406
Estrogen directly respresses gonadotropin-releasing hormone (GnRH) gene expression in estrogen receptor-alpha (ERalpha)- and ERbeta-expressing GT1-7 GnRH neurons.	1999 Nov	10537130
Steroid feedback on gonadotropin release and pituitary gonadotropin subunit mRNA in mice lacking a functional estrogen receptor alpha.	1999 Oct	10709760
Circadian expression of the steroid 15 alpha-hydroxylase (Cyp2a4) and coumarin 7-hydroxylase (Cyp2a5) genes in mouse liver is regulated by the PAR leucine zipper transcription factor DBP.	1999 Oct	10490589
Acute activation of Maxi-K channels (hSlo) by estradiol binding to the beta subunit.	1999 Sep 17	10489376
Estrogen and aryl hydrocarbon receptor expression and crosstalk in human Ishikawa endometrial cancer cells.	2000 Apr	10822009
Involvement of genotoxic effects in the initiation of estrogen-induced cellular transformation: studies using Syrian hamster embryo cells treated with 17beta-estradiol and eight of its metabolites.	2000 Apr 1	10728588
Expression of the estrogen-regulated gene Nip2 during rat brain maturation.	2000 Apr-Jun	10715586
Effect of chlorinated hydrocarbons on expression of cytochrome P450 1A1, 1A2 and 1B1 and 2- and 4-hydroxylation of 17beta-estradiol in female Sprague-Dawley rats.	2000 Aug	10910964
High concentrations of bisphenol A induce cell growth and prolactin secretion in an estrogen-responsive pituitary tumor cell line.	2000 Feb 1	10652244
Proteinase inhibitor 9, an inhibitor of granzyme B-mediated apoptosis, is a primary estrogen-inducible gene in human liver cells.	2000 Feb 25	10681578
The pregnane X receptor: a promiscuous xenobiotic receptor that has diverged during evolution.	2000 Jan	10628745
The aryl hydrocarbon receptor interacts with estrogen receptor alpha and orphan receptors COUP-TFI and ERRalpha1.	2000 Jan 1	10620335
Intrinsic alcohol dehydrogenase and hydroxysteroid dehydrogenase activities of human mitochondrial short-chain L-3-hydroxyacyl-CoA dehydrogenase.	2000 Jan 1	10600649
Induction of uterine adenocarcinoma in CD-1 mice by catechol estrogens.	2000 Jan 15	10667565
Atheroprotective effect of estriol and estrone sulfate on human vascular smooth muscle cells.	2000 Jan-Feb	10731640
Endocrine disrupting chemicals, phthalic acid and nonylphenol, activate Pregnane X receptor-mediated transcription.	2000 Mar	10707959
Dramatic suppression of plasma and urinary prostate specific antigen and human glandular kallikrein by antiandrogens in male-to-female transsexuals.	2000 Mar	10687981
Six high-priority organochlorine pesticides, either singly or in combination, are nonestrogenic in transfected HeLa cells.	2000 Mar-Apr	10825672
Estradiol acts as a germ cell survival factor in the human testis in vitro.	2000 May	10843196
Assaying estrogenicity by quantitating the expression levels of endogenous estrogen-regulated genes.	2000 May	10811566
Estrogen activation of the nuclear orphan receptor CAR (constitutive active receptor) in induction of the mouse Cyp2b10 gene.	2000 Nov	11075820
Female sex steroids: effects upon microglial cell activation.	2000 Nov 1	11063824
Estradiol enhances the resistance of LDL to oxidation by stabilizing apoB-100 conformation.	2000 Nov 14	11076531
NADPH- and hydroperoxide-supported 17beta-estradiol hydroxylation catalyzed by a variant form (432L, 453S) of human cytochrome P450 1B1.	2000 Sep	11074351
Constitutive expression of the steroid sulfatase gene supports the growth of MCF-7 human breast cancer cells in vitro and in vivo.	2001 Apr	11250930
Hormone status selects for spontaneous somatic androgen receptor variants that demonstrate specific ligand and cofactor dependent activities in autochthonous prostate cancer.	2001 Apr 6	11063747
Effects of follicle-stimulating hormone with and without luteinizing hormone on serum hormone concentrations, follicle growth, and intrafollicular estradiol and aromatase activity in gonadotropin-releasing hormone-immunized heifers.	2001 Jan	11133695
Stimulatory effect of clofibrate and gemfibrozil administration on the formation of fatty acid esters of estradiol by rat liver microsomes.	2001 Jan	11123380
Influence of gender and sex hormones on nicotine acute pharmacological effects in mice.	2001 Jan	11123373
Heat-shock factor-1, steroid hormones, and regulation of heat-shock protein expression in the heart.	2001 Jan	11123263
Estradiol levels in psychotic disorders.	2001 Jan	11070332
Enhanced multispecificity of arabidopsis vacuolar multidrug resistance-associated protein-type ATP-binding cassette transporter, AtMRP2.	2001 Mar 23	11115509
The unusual binding properties of the third distinct teleost estrogen receptor subtype ERbetaa are accompanied by highly conserved amino acid changes in the ligand binding domain.	2004 Jun	15001543
Sulfonation of 17beta-estradiol and inhibition of sulfotransferase activity by polychlorobiphenylols and celecoxib in channel catfish, Ictalurus punctatus.	2007 Mar 10	17239972
Complex actions of estradiol-3-sulfate in late gestation fetal brain.	2011 Jul	21273638
[Study of gonadal hormone drugs in blocking filovirus entry of cells in vitro].	2015 Dec	27169275
Evaluation of Effects of Topical Estradiol Benzoate Application on Cutaneous Wound Healing in Ovariectomized Female Mice.	2016	27658263
Effects of Exposure to Estradiol Benzoate or Flutamide at the Weaning Age on Expression of Connexins in the Caudal Epididymis of Adult Rat.	2016 Dec	28144639
Changes in Expression of Connexin Isoforms in the Caudal Epididymis of Adult Sprague-Dawley Rats exposed to Estradiol Benzoate or Flutamide at the Neonatal Age.	2016 Sep	27796005

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Estradiol-3-sulfate (E2SO4) infused intracerebroventricularly (icv) significantly increased plasma adrenocorticotropic hormone (ACTH) and cortisol concentrations. All minipumps in the treated fetuses were filled with E2SO4 in the vehicle (water) and minipumps in the control fetuses were filled with vehicle only. These minipumps deliver a constant infusion of 5 μL/h; the concentration of E2SO4 in infusates was therefore 8.33 μg/μL. It was concluded, that E2SO4 had complex actions on the fetal brain, which might involve deconjugation by steroid sulfatase. But that the net result of direct E2SO4 icv infusion was more complex than could be accounted for by infusion of E2 alone.

Name

Type

Language

ESTRADIOL CYPIONATE

Common Name

English

DEPO-TESTADIOL COMPONENT ESTRADIOL CYPIONATE

Common Name

English

ESTRADIOL CYPIONATE [USP MONOGRAPH]

Common Name

English

ESTRADIOLI CYPIONAS [WHO-IP]

Common Name

English

ESTRADIOL CYPIONATE [USP-RS]

Common Name

English

ESTRADIOL CIPIONATE

Common Name

English

ESTRADIOL CYPIONATE [VANDF]

Common Name

English

DEPO

Brand Name

English

LUNELLE COMPONENT ESTRADIOL CYPIONATE

Common Name

English

ESTRADIOL CIPIONATE [MART.]

Common Name

English

ESTRADIOL CYPIONATE [ORANGE BOOK]

Common Name

English

Estradiol cipionate [WHO-DD]

Common Name

English

ESTRADIOL 17.BETA.-CYCLOPENTANEPROPANOATE [MI]

Common Name

English

ESTRADIOL-17-CYCLOPENTANEPROPIONATE

Common Name

English

.BETA.-ESTRADIOL 17-CYPIONATE

Common Name

English

NSC-3354

Code

English

ESTRADIOL CYPIONATE COMPONENT OF DEPO-TESTADIOL

Common Name

English

ESTRADIOL CYPIONATE COMPONENT OF LUNELLE

Common Name

English

ESTRADIOL 17.BETA.-CYCLOPENTANEPROPANOATE

Common Name

English

ESTRA-1,3,5(10)-TRIENE-3,17-DIOL, (17.BETA.)-, 17-CYCLOPENTANEPROPANOATE

Systematic Name

English

Classification Tree Code System Code

WHO-ESSENTIAL MEDICINES LIST

18.3.2 (EST/MED)