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Estradiol benzoate is a synthetic ester, is the first form of estrogen to be marketed.
17beta-estradiol 3-benzoate is a benzoate ester resulting from the formal condensation of benzoic acid with the phenolic hydroxy group of 17beta-estradiol. It has a role as a xenoestrogen and an estrogen receptor agonist. It is a benzoate ester and a 17beta-hydroxy steroid. It derives from a 17beta-estradiol.|Estradiol Benzoate is a pro-drug ester of [DB00783], a naturally occurring hormone that circulates endogenously within the human body. Estradiol is the most potent form of all mammalian estrogenic steroids and acts as the major female sex hormone. As a pro-drug of estradiol, estradiol benzoate therefore has the same downstream effects within the body through binding to the Estrogen Receptor (ER) including ERα and ERβ subtypes, which are located in various tissues including in the breasts, uterus, ovaries, skin, prostate, bone, fat, and brain. [DB00783] is commonly produced with an ester side-chain as endogenous estradiol has very low oral bioavailability on its own (2-10%). First-pass metabolism by the gut and the liver quickly degrades the estradiol molecule before it gets a chance to enter systemic circulation and exert its estrogenic effects. Esterification of estradiol aims to improves absorption and bioavailability after oral administration (such as with Estradiol valerate) or to sustain release from depot intramuscular injections (such as with Estradiol Cypionate) through improved lipophilicity. Following absorption, the esters are cleaved, resulting in the release of endogenous estradiol, or 17β-estradiol. Ester pro-drugs of estradiol are therefore considered to be bioidentical forms of estrogen. Estradiol benzoate is not currently available in Canada or the US.|Estradiol Benzoate is the synthetic benzoate ester of estradiol, a steroid sex hormone vital to the maintenance of fertility and secondary sexual characteristics in females. As the primary, most potent estrogen hormone produced by the ovaries, estradiol binds to and activates specific nuclear receptors. This agent exhibits mild anabolic and metabolic properties, and increases blood coagulability. (NCI04)
View more+(13α,17β)-17-Hydroxyestra-1,3,5(10)-trien-3-yl benzoate (17beta)-Estra-1,3,5(10)-triene-3,17-diol 3-benzoate (17β)-17-Hydroxyestra-1,3,5(10)-trien-3-yl benzoate (8ξ,9ξ,14ξ,17β)-17-Hydroxyestra-1,3,5(10)-trien-3-yl benzoate 1,3,5(10)-Estratriene-3,17-diol-3-benzoate 1,3,5(10)-Estratriene-3,17β-diol 3-benzoate 1,3,5(10)-Oestratriene-3,17-beta-diol 3-benzoate 1,3,5(10)-oestratriene-3,17-beta-diol3-benzoate 17beta-estradiol 3-benzoate 17beta-Estradiol monobenzoate 17-beta-estradiolmonobenzoate 200-043-7 B-ESTRADIOL-3-BENZOATE BETA-ESTRADIOL 3-BENZOATE BETA-ESTRADIOL BENZOATE diogynb EBZ EINECS 200-043-7 ESTON-B Estra-1,3,5(10)-triene-3,17-diol, 3-benzoate, (13α,17β)- Estra-1,3,5(10)-triene-3,17-diol, 3-benzoate, (8ξ,9ξ,14ξ,17β)- Estradiol (benzoate) Estradiolbenzoate folone Graafina KG4050000 MEE MFCD00003692 ODB OESTRADIOL BENZOATE Pharmakon1600-01501182 Solestro Β-Estradiol 3-benzoate β-Estradiol-3-benzoate
The Estradiol 3-benzoate?with cas registry number of 50-50-0 is also known as Estradiol benzoate; 17beta-Estradiol benzoate; 1,3,5(10)-Estratriene-3,17b-diol 3-benzoate; 3,17b-Dihydroxy-1,3,5(10)-estratriene 3-benzoate. It has a superlist name which is called Oestradiol 3-benzoate. This chemical belongs to several categories: Hormone; Biochemistry; Hydroxysteroids; Steroids. It has an EINECS?registry number which is 200-043-7.
The physical properties about this chemical are:?(1)ACD/LogP: 6.24; (2)# of Rule of 5 Violations: 1 ; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 4; (6)Index of Refraction: 1.604; (7)Molar Refractivity: 109.26 cm3; (8)Molar Volume: 317.6 cm3; (9)Surface Tension: 48.4 dyne/cm; (10)Density: 1.185 g/cm3; (11)Flash Point: 212 °C; (12)Enthalpy of Vaporization: 84.91 kJ/mol; (13)Boiling Point: 531.2 °C at 760 mmHg; (14)Vapour Pressure: 4.08E-12 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
Confirmed carcinogen with experimental carcinogenic, tumorigenic, and teratogenic data. Human reproductive effects by intramuscular route: menstrual cycle changes and disorders. Experimental reproductive effects. Mutation data reported. A steroid. When heated to decomposition it emits acrid smoke and irritating fumes.
You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C25H28O3/c1-25-14-13-20-19-10-8-18(28-24(27)16-5-3-2-4-6-16)15-17(19)7-9-21(20)22(25)11-12-23(25)26/h2-6,8,10,15,20-23,26H,7,9,11-14H2,1H3/t20-,21-,22+,23-,25+/m1/s1;
(2)Smiles: C1[C@@H]2[C@@H](c3c(cc(OC(c4ccccc4)=O)cc3)C1)CC[C@@]1([C@H]2CC[C@H]1O)C
The Estradiol 3-benzoate?with cas registry number of 50-50-0 is also known as Estradiol benzoate; 17beta-Estradiol benzoate; 1,3,5(10)-Estratriene-3,17b-diol 3-benzoate; 3,17b-Dihydroxy-1,3,5(10)-estratriene 3-benzoate. It has a superlist name which is called Oestradiol 3-benzoate. This chemical belongs to several categories: Hormone; Biochemistry; Hydroxysteroids; Steroids. It has an EINECS?registry number which is 200-043-7.
The physical properties about this chemical are:?(1)ACD/LogP: 6.24; (2)# of Rule of 5 Violations: 1 ; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 4; (6)Index of Refraction: 1.604; (7)Molar Refractivity: 109.26 cm3; (8)Molar Volume: 317.6 cm3; (9)Surface Tension: 48.4 dyne/cm; (10)Density: 1.185 g/cm3; (11)Flash Point: 212 °C; (12)Enthalpy of Vaporization: 84.91 kJ/mol; (13)Boiling Point: 531.2 °C at 760 mmHg; (14)Vapour Pressure: 4.08E-12 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
Confirmed carcinogen with experimental carcinogenic, tumorigenic, and teratogenic data. Human reproductive effects by intramuscular route: menstrual cycle changes and disorders. Experimental reproductive effects. Mutation data reported. A steroid. When heated to decomposition it emits acrid smoke and irritating fumes.
You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C25H28O3/c1-25-14-13-20-19-10-8-18(28-24(27)16-5-3-2-4-6-16)15-17(19)7-9-21(20)22(25)11-12-23(25)26/h2-6,8,10,15,20-23,26H,7,9,11-14H2,1H3/t20-,21-,22+,23-,25+/m1/s1;
(2)Smiles: C1[C@@H]2[C@@H](c3c(cc(OC(c4ccccc4)=O)cc3)C1)CC[C@@]1([C@H]2CC[C@H]1O)C
| 1. | ??? |
dni-rat-scu 10?μg/kg |
??? | JOENAK ?? Journal of Endocrinology. 65 (1975),45. |
| 2. | ??? |
scu-gpg TDLo:240?μg/kg/8W-I:ETA,TER |
??? | LANCAO ?? Lancet. 1 (1939),1313. |
| 3. | ??? |
imp-ham TDLo:80?mg/kg:ETA,TER |
??? | JPBAA7 ?? Journal of Pathology and Bacteriology. 56 (1944),1. |
| 4. | ??? |
scu-gpg TD:4?mg/kg/9W-I:ETA,TER |
??? | CRSBAW ?? Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. 130 (1939),9. |
Carcinogenicity, Category 2
Reproductive toxicity, Category 1B
| Pictogram(s) |  |
|---|---|
| Signal word | Danger |
| Hazard statement(s) | H351 Suspected of causing cancer H360 May damage fertility or the unborn child |
| Precautionary statement(s) | |
| Prevention | P201 Obtain special instructions before use. P202 Do not handle until all safety precautions have been read and understood. P280 Wear protective gloves/protective clothing/eye protection/face protection. |
| Response | P308+P313 IF exposed or concerned: Get medical advice/ attention. |
| Storage | P405 Store locked up. |
| Disposal | P501 Dispose of contents/container to ... |
none
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Literatures:
Brown, Lindsey; Koreeda, Masato Journal of Organic Chemistry, 1984 , vol. 49, # 21 p. 3875 - 3880  Yield: null |
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