Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 17-cyclopentanepropanoate

Base Information

• Chemical Name: Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 17-cyclopentanepropanoate
• CAS No.: 313-06-4
• Molecular Formula: C26H36O3
• Molecular Weight: 396.57
• Hs Code.: 29372390
• DSSTox Substance ID: DTXSID30859326
• Mol file: 313-06-4.mol

Synonyms:3-Hydroxyestra-1,3,5(10)-trien-17-yl 3-cyclopentylpropanoate;C26H36O3;Estra-1,3,5(10)-triene-3,17-diol (17.beta.)-, 17-cyclopentanepropanoate;D0U0XD;beta -Estradiol 17-cypionate;Estra-1,3,5(10)-trieno-3,17-diol (17?)-, 17-coclopentanopropanoato;SCHEMBL20130822;DTXSID30859326;Estra-1,3,5(10)-triene-3,17-diol, 17-cyclopentanepropanoate, (17.beta.)-;AKOS025401445;AC-1672;FT-0603375;,17beta-Hydroxy-1,3,5(10)-estratriene 17-cyclopentylpropionate;(17b)-estra-1,3,5(10)-triene-3,17-diol 17-cyclopentane propanoate;[(8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] 3-cyclopentylpropanoate

Chemical Property of Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 17-cyclopentanepropanoate

Chemical Property:

• Appearance/Colour: white or off-white crystalline powder
• Vapor Pressure: 5.73E-12mmHg at 25°C
• Melting Point: 149-153 °C
• Refractive Index: 1.579
• Boiling Point: 532.8 °C at 760mmHg
• PKA: 10.25±0.60(Predicted)
• Flash Point: 207.7 °C
• PSA: 46.53000
• Density: 1.15 g/cm³
• LogP: 6.13050
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 396.26644501
• Heavy Atom Count: 29
• Complexity: 597

Purity/Quality:

99.00% ^*data from raw suppliers

Estradiol cypionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 45-46-61-20/21/22-36/37/38
• Safety Statements: 53-22-36/37/39-45-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2OC(=O)CCC4CCCC4)CCC5=C3C=CC(=C5)O
• Chemical Composition and Structure: Estradiol cypionate (ECP) is a synthetic estrogen hormone and is estradiol 17-β-cyclopentylpropionate. Its chemical structure includes a steroid backbone with a cyclopentylpropionate ester group attached at the 17-beta position.
• Categories: Classified as a synthetic estrogen hormone.
• Uses and Mechanism of Action: Reproductive Performance Enhancement:; Used in timed-artificial insemination (TAI) protocols for improving reproductive performance in cattle.^[1][3]; ; Anti-Tumor Activity:; Demonstrated to inhibit proliferation and promote apoptosis of gastric cancer cells by regulating the PI3K-AKT-mTOR signaling pathway.^[2]; ; Medical Applications:; Used for the treatment of ovarian dysfunction, amenorrhea, menopause syndrome, senile vaginitis, and prostate cancer.^[2]
• References: [1] Effects of estradiol cypionate dosage and body condition on reproductive performance of Nellore cattle synchronized for timed-artificial insemination; DOI 10.1016/j.theriogenology.2023.07.032; [2] Estradiol cypionate inhibits proliferation and promotes apoptosis of gastric cancer by regulating AKT ubiquitination; DOI 10.1016/j.biopha.2023.115073; [3] GnRH34 with or without estradiol cypionate in timed AI in Bos indicus beef cows; DOI 10.1016/j.theriogenology.2023.06.026; [4] Simultaneous Determination of Estradiol Cypionate and Medroxyprogesterone Acetate Hormones in Injectable Suspension by UV Spectrophotometry Based on Least-Squares Support Vector Machine and Fuzzy Inference System: Comparison with HPLC; DOI 10.1093/jaoacint/qsad107

Technology Process of Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 17-cyclopentanepropanoate

There total 3 articles about Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 17-cyclopentanepropanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3,17β-bis-(3-cyclopentyl-propionyloxy)-estra-1,3,5(10)-triene (633-36-3) → estradiol 17β-cypionate (313-06-4)

Guidance literature:

With potassium carbonate;

Reference yield:

estradiol (50-28-2) → estradiol 17β-cypionate (313-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: aqueous methanol. K₂CO₃

With pyridine; potassium carbonate;

Reference yield:

→ 17β-<3-Cyclopentyl-propionyloxy>-Δ1,3,5(10)-oestratrienol-(3) (313-06-4)

Guidance literature:

3-Cyclopentyl-propionsaeure-methylester, Oestradiol-17-propionat ;

upstream raw materials:

3,17β-bis-(3-cyclopentyl-propionyloxy)-estra-1,3,5(10)-triene

estradiol