ESL

ESTRIOL

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is present as a standalone ligand in 2 entries

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Chemical Component Summary
Name	ESTRIOL
Synonyms	1,3,5(10)-ESTRATRIENE-3,16,17-TRIOL
Identifiers	(8R,9S,13S,14S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
Formula	C₁₈ H₂₄ O₃
Molecular Weight	288.381
Type	NON-POLYMER
Isomeric SMILES	C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1C[C@H]([C@@H]2O)O)O
InChI	InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1
InChIKey	PROQIPRRNZUXQM-ZXXIGWHRSA-N

Chemical Details
Formal Charge	0
Atom Count	45
Chiral Atom Count	6
Bond Count	48
Aromatic Bond Count	6

Drug Info: DrugBank

DrugBank ID	DB04573
Name	Estriol
Groups	vet_approved investigational approved
Description	A hydroxylated metabolite of estradiol or estrone that has a hydroxyl group at C3-beta, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During pregnancy, large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol. Though estriol is used as part of the primarily North American phenomenon of bioidentical hormone replacement therapy, it is not approved for use by the FDA or Health Canada. It is however available in the United States by prescription filled only by compounding pharmacies. It has also been approved and marketed throughout Europe and Asia for approximately 40 years for the treatment of post-menopausal hot flashes.
Synonyms	1,3,5(10)-Estratriene-3,16-alpha,17beta-triol 16α-hydroxyestradiol 16-alpha-Hydroxyestradiol 3,16alpha,17beta-Trihydroxy-delta(1,3,5)-estratriene Trihydroxyestrin Estriol 16alpha-hydroxyestradiol Oestriol (16α,17β)-estra-1,3,5(10)-triene-3,16,17-triol 16α,17β-estriol Östriol
Brand Names	Estro-Life BiEST 2.5 Estrogen Cream Estriol 5.0 Cream Advanced Formula Estro-Life BiEST 5.0 Estrogen Cream BiEST 2.5 Estrogen Cream (Lavender scented)
Indication	Used as a test to determine the general health of an unborn fetus.
Categories	Estradiol Congeners Estranes Estrenes Estrogens Fused-Ring Compounds Genito Urinary System and Sex Hormones Gonadal Hormones Gonadal Steroid Hormones Hormones Hormones, Hormone Substitutes, and Hormone Antagonists Natural and Semisynthetic Estrogens, Plain P-glycoprotein inducers P-glycoprotein substrates Sex Hormones and Modulators of the Genital System Steroids Thyroxine-binding globulin inducers
ATC-Code	G03CC06 G03CA04
CAS number	50-27-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Estrogen receptor alpha	MTMTLHTKASGMALLHQIQGNELEPLNRPQLKIPLERPLGEVYLDSSKPA...	unknown	agonist
Estrogen receptor beta	MDIKNSPSSLNSPSSYNCSQSILPLEHGSIYIPSSYVDSHHEYPAMTFYS...	unknown	agonist
Sex hormone-binding globulin	MESRGPLATSRLLLLLLLLLLRHTRQGWALRPVLPTQSAHDPPAVHLSNG...	unknown
Solute carrier organic anion transporter family member 1A2	MGETEKRIETHRIRCLSKLKMFLLAITCAFVSKTLSGSYMNSMLTQIERQ...	unknown	inhibitor
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	substrate,inducer

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682