Estradiol dibenzoate - Misplaced Pages

Synthetic estrogen Pharmaceutical compound

Estradiol dibenzoate
Clinical data

Other names	EDB; Estradiol 3,17β-dibenzoate; Estra-1,3,5(10)-triene-3,17β-diol 3,17β-dibenzoate
Identifiers
IUPAC name phenanthren-17-yl] benzoate
CAS Number	4147-13-1
PubChem CID	22796092
ChemSpider	18511171
UNII	65W00I5071
CompTox Dashboard (EPA)	DTXSID70194364
Chemical and physical data
Formula	C₃₂H₃₂O₄
Molar mass	480.604 g·mol
3D model (JSmol)	Interactive image
SMILES C12CC3(1CC2OC(=O)C4=CC=CC=C4)CCC5=C3C=CC(=C5)OC(=O)C6=CC=CC=C6
InChI InChI=1S/C32H32O4/c1-32-19-18-26-25-15-13-24(35-30(33)21-8-4-2-5-9-21)20-23(25)12-14-27(26)28(32)16-17-29(32)36-31(34)22-10-6-3-7-11-22/h2-11,13,15,20,26-29H,12,14,16-19H2,1H3/t26-,27-,28+,29+,32+/m1/s1 Key:QSEBTTYLHXQXSF-CAHAWPIUSA-N

Estradiol dibenzoate (EDB), also known as estradiol 3,17β-dibenzoate, is an estrogen ester which was developed in the 1930s and was never marketed. It is the C3 and C17β benzoate diester of estradiol. Estradiol dibenzoate has a longer duration of action than estradiol benzoate (estradiol 3-benzoate) by depot injection.

References

^ Derz FW, ed. (1976). ChemPRODUCTindex, Volumes 1-2. De Gruyter. pp. 881–. ISBN 978-3-11-002141-7. OCLC 2619908.
^ Parkes AS (February 1938). "Effective Absorption of Hormones". British Medical Journal. 1 (4024): 371–373. doi:10.1136/bmj.1.4024.371. PMC 2085798. PMID 20781252.
^ Parkes AS (March 1942). "Rate of Absorption of Esters of Oestrone and Oestradiol as Determined by Feather Tests". Journal of Endocrinology. 3 (1): 288–291. doi:10.1677/joe.0.0030288. eISSN 1479-6805. ISSN 0022-0795.
^ Parkes AS (April 1937). "Relative duration of action of various esters of oestrone, oestradiol and oestriol". The Biochemical Journal. 31 (4): 579–585. doi:10.1042/bj0310579. PMC 1266977. PMID 16746375.
^ Miescher K, Scholz C, Tschopp E (April 1938). "The activation of female sex hormones: alpha-Oestradiol and its di-esters". The Biochemical Journal. 32 (4): 725–732. doi:10.1042/bj0320725. PMC 1264097. PMID 16746680.
^ Deanesly R, Sterling Parkes A (7 December 1937). "Factors influencing the effectiveness of administered hormones". Proceedings of the Royal Society of London. Series B, Biological Sciences. 124 (836): 279–298. Bibcode:1937RSPSB.124..279D. doi:10.1098/rspb.1937.0086. ISSN 2053-9193. S2CID 85076285.
^ Parkes AS, Emmens CW (1944). "Effect of Androgens and Estrogens on Birds". Vitamins & Hormones. Vol. 2. Elsevier. pp. 361–408. doi:10.1016/S0083-6729(08)60290-3. ISBN 9780127098029. ISSN 0083-6729.

ERTooltip Estrogen receptor

Agonists

Mixed
(SERMsTooltip Selective estrogen receptor modulators)

Antagonists

GPERTooltip G protein-coupled estrogen receptor

Agonists	2-Methoxyestradiol 7β-Hydroxyepiandrosterone Afimoxifene (4-hydroxytamoxifen) Aldosterone Atrazine Bisphenol A Daidzein DDT (p,p'-DDT, o',p'-DDE) Diarylpropionitrile Equol Estradiol Ethinylestradiol Fulvestrant (ICI-182780) G-1 Genistein GPER-L1 GPER-L2 Hydroxytyrosol Kepone Nicotinic acid Nicotinamide Nonylphenol Oleuropein PCBs (2,2',5'-PCB-4-OH) Propylpyrazoletriol Quercetin Raloxifene Resveratrol STX Tamoxifen Tectoridin
Antagonists	CCL18 Estriol G-15 G-36 MIBE
Unknown	Diethylstilbestrol Zearalenone

See also: Receptor/signaling modulators; Estrogens and antiestrogens; Androgen receptor modulators; Progesterone receptor modulators; List of estrogens

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