ESTRADIOL

First approved in 1940

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H24O2
Molecular Weight	272.382
Optical Activity	( + )
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]3([H])C4=C(CC[C@@]23[H])C=C(O)C=C4

InChI

InChIKey=VOXZDWNPVJITMN-ZBRFXRBCSA-N

InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C18H24O2
Molecular Weight	272.382
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

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
Estradiol prevents and testosterone promotes Fas-dependent apoptosis in CD4+ Th2 cells by altering Bcl 2 expression.	1999	10455518
Effects of 17beta-estradiol on tachycardia-induced changes of atrial refractoriness and cisapride-induced ventricular arrhythmia.	1999 Apr	10355701
Differential regulation of c-fos expression in estrogen-induced hamster renal tumors compared with kidney not due to creation of an estrogen-response element by point mutation in the gene's flanking sequence.	1999 Apr	10326862
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
Methoxychlor stimulates estrogen-responsive messenger ribonucleic acids in mouse uterus through a non-estrogen receptor (non-ER) alpha and non-ER beta mechanism.	1999 Aug	10433208
Lack of mutations in DNA polymerase beta of estradiol-induced hamster kidney tumors: sequence of hamster DNA polymerase beta cDNA.	1999 Aug	10402247
Inhibitory effect of natural and environmental estrogens on thymic hormone production in thymus epithelial cell culture.	1999 Dec	10606005
Rapid inhibition of rat brain mitochondrial proton F0F1-ATPase activity by estrogens: comparison with Na+, K+ -ATPase of porcine cortex.	1999 Feb 26	10096774
Low-dose bioactivity of xenoestrogens in animals: fetal exposure to low doses of methoxychlor and other xenoestrogens increases adult prostate size in mice.	1999 Jan-Mar	10188188
Estrogen receptor activation via activation function 2 predicts agonism of xenoestrogens in normal and neoplastic cells of the uterine myometrium.	1999 Jul 1	10397250
Short-term effects of high-dose 17beta-estradiol in postmenopausal PD patients: a crossover study.	1999 Jul 13	10408542
Endometrial cancer after combined hormone replacement therapy.	1999 Mar 15	10340283
Sex steroids and odorants modulate gonadotropin-releasing hormone secretion in primary cultures of human olfactory cells.	1999 Nov	10566683
The aryl hydrocarbon receptor (AHR)/AHR nuclear translocator (ARNT) heterodimer interacts with naturally occurring estrogen response elements.	1999 Nov 25	10619402
Steroid feedback on gonadotropin release and pituitary gonadotropin subunit mRNA in mice lacking a functional estrogen receptor alpha.	1999 Oct	10709760
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
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
Atheroprotective effect of estriol and estrone sulfate on human vascular smooth muscle cells.	2000 Jan-Feb	10731640
Estradiol and pesticide methoxychlor do not exhibit additivity or synergism in the reproductive tract of adult ovariectomized mice.	2000 Jul 28	10933757
Endocrine disrupting chemicals, phthalic acid and nonylphenol, activate Pregnane X receptor-mediated transcription.	2000 Mar	10707959
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
Relative binding affinity does not predict biological response to xenoestrogens in rat endometrial adenocarcinoma cells.	2000 Oct	11086226
Antiestrogenic effects of 2,3,7,8-tetrachlorodibenzo-p-dioxin in mouse uterus: critical role of the aryl hydrocarbon receptor in stromal tissue.	2000 Oct	11006360
Repression of chick multidrug resistance-associated protein 1 (chMRP1) gene expression by estrogen.	2000 Oct 31	11080590
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
Unique protein determinants of the subtype-selective ligand responses of the estrogen receptors (ERalpha and ERbeta ) at AP-1 sites.	2001 Feb 9	11060287
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
Regulation and role of vascular endothelial growth factor in the corpus luteum during mid-pregnancy in rats.	2001 Jan	11133689
Pregnancy stimulates secretion of adrenocorticotropin and nitric oxide from peripheral bovine lymphocytes.	2001 Jan	11133680
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
Evaluation of an EIA method for measuring serum levels of the estrogen metabolite 2-hydroxyestrone in adults.	2001 Jan	11090660
Neuroprotection by estradiol.	2001 Jan	11040417
Affinity labeling of rat glutathione S-transferase isozyme 1-1 by 17beta -iodoacetoxy-estradiol-3-sulfate.	2001 Jan 19	11031273
Hormone binding by protein disulfide isomerase, a high capacity hormone reservoir of the endoplasmic reticulum.	2001 Jan 5	11035025
Acquisition of Lubrol insolubility, a common step for growth hormone and prolactin in the secretory pathway of neuroendocrine cells.	2001 Jan 5	11024038
In vivo regulation of syndecan-3 expression in the rat uterus by 17 beta-estradiol.	2001 Jan 5	11024013
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
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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:14:36 GMT 2023` Edited by `admin` on `Fri Dec 15 15:14:36 GMT 2023`
Record UNII	4TI98Z838E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ESTRADIOL

Official Name

English

VAGIFEM

Brand Name

English

ESTRADIOL IMPURITY A [IP]

Common Name

English

WC3011

Code

English

ESTRADIOL [VANDF]

Common Name

English

INNOFEM

Brand Name

English

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

Common Name

English

17-.BETA.-OESTRADIOL

Common Name

English

ETHINYLESTRADIOL IMPURITY D [EP IMPURITY]

Common Name

English

DIVIGEL

Brand Name

English

ESTRADIOL [ORANGE BOOK]

Common Name

English

17BETA-ESTRADIOL

Common Name

English

ESTRADIOL COMPONENT OF COMBIPATCH

Common Name

English

FEMPATCH

Brand Name

English

ESTRADIOL COMPONENT OF CLIMARA PRO

Common Name

English

ESTRADIOL [USP MONOGRAPH]

Common Name

English

ESTRADIOL [GREEN BOOK]

Common Name

English

OESTRADIOL

Common Name

English

IMVEXXY

Brand Name

English

ESTRADIOL [JAN]

Common Name

English

ELESTRIM

Brand Name

English

CLIMARA

Brand Name

English

NSC-20293

Code

English

ALORA

Brand Name

English

ORIAHNN COMPONENT ESTRADIOL

Brand Name

English

13.BETA.-METHYL-1,3,5(10)-GONATRIENE-3,17.BETA.-OL

Systematic Name

English

ESTRADIOL COMPONENT OF BIJUVA

Common Name

English

E2

Common Name

English

estradiol [INN]

Common Name

English

ESCLIM

Brand Name

English

ESTRING

Brand Name

English

EVAMIST

Brand Name

English

ESTRACE

Brand Name

English

PREFEST COMPONENT ESTRADIOL

Common Name

English

COMBIPATCH COMPONENT ESTRADIOL

Common Name

English

ESTRADIOL COMPONENT OF ANGELIQ

Common Name

English

ESTRADIOL VALERATE IMPURITY A [EP IMPURITY]

Common Name

English

BIJUVA COMPONENT ESTRADIOL

Common Name

English

ESTROGEL

Brand Name

English

NSC-9895

Code

English

WC-3011

Code

English

ESTRADIOL [HSDB]

Common Name

English

ESTRADIOL VALERATE METABOLITE E2

Common Name

English

MENOSTAR

Brand Name

English

ESTRADIOL COMPONENT OF ACTIVELLA

Common Name

English

ESTRADIOL ANHYDROUS

Common Name

English

17.BETA.-ESTRADIOL

Common Name

English

ESTRADERM

Brand Name

English

3,17.BETA.-DIHYDROXYESTRA-1,3,5(10)-TRIENE

Systematic Name

English

GYNODIOL

Brand Name

English

ESTRADIOL 17-BETA

Common Name

English

ESTRADIOL 17-BETA [VANDF]

Common Name

English

ESTRADIOL [MI]

Common Name

English

ESTRADIOL [INCI]

Common Name

English

CLIMARA PRO COMPONENT ESTRADIOL

Common Name

English

(+)-3,17.BETA.-ESTRADIOL

Systematic Name

English

Estra-1,3,5(10)-triene-3,17β-diol

Systematic Name

English

ESTRADIOL BENZOATE IMPURITY A [EP IMPURITY]

Common Name

English

VIVELLE

Brand Name

English

Estradiol [WHO-DD]

Common Name

English

ESTRADIOL COMPONENT OF ORIAHNN

Brand Name

English

17-BETA-OESTRADIOL

Common Name

English

ANGELIQ COMPONENT ESTRADIOL

Common Name

English

ESTRADIOL [USP-RS]

Common Name

English

ACTIVELLA COMPONENT ESTRADIOL

Common Name

English

ESTRADIOL COMPONENT OF PREFEST

Common Name

English

Classification Tree Code System Code

LOINC

35384-7