Name | B-estradiol 17-valerate |
Synonyms | estraval delestrogen delestrogen4x dura-estradiol Estradiol Valeate Estradiol valerate Oestradiol Valerate estradiolvalerianate estradiol-17-valerate Β-ESTRADIOL 17-VALERATE B-estradiol 17-valerate estradiol17-beta-valerate 17BETA-ESTRADIOL VALERATE 17B-ESTRADIOL-17-VALERATE 1,3,5(10)-estratriene-3,17b-diol 17-pentanote 3-hydroxyestra-1,3,5(10)-trien-17-yl pentanoate (17beta)-3-hydroxyestra-1,3,5(10)-trien-17-yl pentanoate (8xi,9xi,14xi,17beta)-3-hydroxyestra-1,3,5(10)-trien-17-yl pentanoate |
CAS | 979-32-8 |
EINECS | 213-559-2 |
InChI | InChI=1/C23H32O3/c1-3-4-5-22(25)26-21-11-10-20-19-8-6-15-14-16(24)7-9-17(15)18(19)12-13-23(20,21)2/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3/t18?,19?,20?,21-,23-/m0/s1 |
InChIKey | RSEPBGGWRJCQGY-RBRWEJTLSA-N |
Molecular Formula | C23H32O3 |
Molar Mass | 356.51 |
Density | 1.1024 (rough estimate) |
Melting Point | 144°C |
Boling Point | 438.83°C (rough estimate) |
Flash Point | 191.1°C |
Solubility | Soluble in ethanol, chloroform, methanol, water (3.6 mg/L at 27 °C), and DMSO (71 mg/m |
Vapor Presure | 4.47E-10mmHg at 25°C |
Appearance | neat |
Merck | 13,3738 |
BRN | 2480357 |
pKa | 10.25±0.60(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.4700 (estimate) |
MDL | MFCD00056541 |
Physical and Chemical Properties | Melting Point: 144°C |
Use | For the treatment of amenorrhea, menopausal syndrome, reduce milk secretion, prostate cancer, etc |
In vitro study | Enhanced phosphorylation on Ser225 in MCF-7 cells suggests that Estradiol (10 nM) rapidly activates the sphingosine kinase isoenzyme sphk1. Estradiol (20 nM) stimulates the rapid release of Sphingosine-1-phosphate (S1P) and dihydro-S1p from MCF-7 cells. SphK1 and estrogen receptors are the main causes of S1P and dihydro-s1p formation. Down-regulation of ABCC1 or ABCG2 with siRNAs or pharmacological inhibitors reduced Estradiol (10 nM)-mediated S1P and dihydro-s1p release from MCF-7 cells. Estradiol (10 nM) inhibits estrogen receptor α-mediated miR-21 expression in MCF-7 human breast cancer cells. Estradiol(10 nM) activates receptor activity of several miR-21 target genes in MCF-7 cells by inhibiting miR-21 expression. Estradiol (10 nM) increased the expression of endogenous miR-21 target genes in MCF-7 cells at the protein level, but did not affect the expression of RNA levels. |
In vivo study | In ovariectomized C57BL/6J mice, Estradiol (80 μg/kg/day, S. C.) significantly reduced the absolute number of total peritoneal cells and macrophages, it is characterized by double F4/80-and CD11b-positive staining. In ovariectomized C57BL/6J mice, Estradiol (80 μg/kg/day, S. C.) inhibits PI3K activity, enhancement of LPS-induced TGC-primed pro-inflammatory cytokine expression in macrophages. The proinflammatory effect of Estradiol was abrogated by down-regulation of thioglycolate-induced estrogen receptor alpha activity in macrophages. |
Hazard Symbols | T - Toxic |
Risk Codes | R60 - May impair fertility R61 - May cause harm to the unborn child |
Safety Description | S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
WGK Germany | 3 |
RTECS | KG5793000 |
HS Code | 29372390 |
Reference Show more | 1. Liu, Mengyue, et al. "A high throughput screening method for endocrine disrupting chemicals in tap water and milk samples based on estrogen receptor α and gold nanoparticles." Analytical Methods 12.2 (2020): 200-204.DOI https://doi.org/10.1039/C9AY02179E |
This product is 3-hydroxyestrine-1, 3,5 (10)-trien-17b-ol-17-pentanoic acid. The content of C23H3203 shall be 97.0% ~ 103.0% calculated as dry product.
The melting point of this product (General 0612) is 145~150°C.
take this product, precision weighing, add dioxane to dissolve and dilute to make a solution containing 10 mg per lml, at 25°C, according to the law (General 0621), the specific rotation was 41 ° to 47 °.
take 0.5g of this product, add 20ml of methanol, shake to dissolve, the solution should be clear and colorless.
take this product, add acetonitrile to dissolve and dilute to make a solution containing 4mg per 1ml as a test solution; Take 1ml for precision measurement and place it in a 100ml bundle, as a control solution, it was diluted to the scale with acetonitrile and shaken. According to the high performance liquid chromatography (General 0512) test, with eighteen alkyl silane bonded silica gel as filler, acetonitrile-water (80:20) as mobile phase A, acetonitrile as mobile Phase B, the linear gradient elution was carried out according to the following procedure, and the flow rate was adjusted so that the retention time of the estradiol valerate peak was about 10 minutes; The detection wavelength was 220nm. Take 10mg of this product, after heating at 160°C for 2 hours, add acetonitrile to dissolve and dilute to 25ml, shake, take 10ul injection of human liquid chromatography, the resolution of estradiol valerate peak and degradation product peak (relative retention time is about 0.92) should meet the requirements. The sample solution and the control solution named 10 u1 were respectively injected into the liquid chromatograph, and the chromatograms were recorded. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.5 times (0.5%) of the area of the main peak of the control solution, the sum of each impurity peak area shall not be greater than 1.5 times (1.5%) of the main peak area of the control solution. The chromatogram of the test solution is 0.05 times smaller than the main peak area of the control solution.
take this product, dry to constant weight at 105°C, and lose no more than 0.5% of weight) (General rule 0831).
measured by high performance liquid chromatography (General 0512).
chromatographic conditions and system suitability test
silica gel bonded with eighteen alkyl silane was used as the filler; Methanol-water (85:15) was used as the mobile phase; The detection wavelength was 281nm. General discussion: the number of plates shall not be less than 3000 calculated as per the peak of estradiol and dileavened valerate.
take this product, precision weighing, adding methanol to dissolve and quantitatively dilute to make a solution containing about 0.4mg in μl ML, as a test solution, take 10u1 injection of human liquid chromatograph for precision measurement, record the chromatogram; Take the valeric acid estradiol dileaver control article, two method determination. According to the external standard method to calculate the peak area, that is.
estrogen drugs.
light shielding, sealed storage.
This product is a sterile oil solution of estradiol valerate. Estradiol valerate containing (C23H3203) shall be between 90.0% and 110.0% of the labeled amount.
This product is a light yellow clear oily liquid.
should comply with the relevant provisions under the injection (General Principle 0102).
take an appropriate amount of this product (about equivalent to estradiol valerate lOmg) with a volume pipette, place it in the centrifuge tube with a small amount of ether and wash the inner wall of the pipette with a small amount of ether, wash the washing solution and centrifuge the tube, put the ether in a warm water bath, shake and extract 4 times with fermentation broth (5ml for the 1st to 3rd time and 3ml for the 4th time), shake for 10 minutes each time and then centrifuge for 15 minutes. Move the methanol solution into a 25ml measuring flask with a dropper, combine the extracts, dilute to the scale with methanol, and shake well to serve as a test solution, precision measure 20u1, according to the method under the determination of estradiol valerate content, obtained.
estradiol isovalerate.
(l ) lml:5mg (2)lml:lOmg
light shielding, closed storage.