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(13α)-3-Hydroxyestra-1,3,5(10)-trien-17-one is a naturally occurring steroidal compound, specifically a derivative of estrone, which is a form of estrogen. This chemical is characterized by its unique molecular structure, featuring a hydroxyl group at the 3-position and a ketone group at the 17-position. It is part of the estrane family of steroids, which are known for their hormonal activity. The compound's name reflects its structure, with "estra" indicating the estrane base, the numbers 1,3,5(10) referring to the positions of the double bonds, and the suffix "-17-one" indicating the ketone group at the 17th carbon. This chemical is of interest in the field of endocrinology and has been studied for its potential biological effects, though it is not used clinically as a medication.

474-84-0

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474-84-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 474-84-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,7 and 4 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 474-84:
(5*4)+(4*7)+(3*4)+(2*8)+(1*4)=80
80 % 10 = 0
So 474-84-0 is a valid CAS Registry Number.

474-84-0Relevant academic research and scientific papers

Photochemical Behavior of Some Estrone Aryl and Methyl Sulfonates in Solution: Preparative and Mechanistic Studies

Quindt, Matías I.,Gola, Gabriel F.,Ramirez, Javier A.,Bonesi, Sergio M.

, p. 8 - 21 (2020/06/03)

Direct irradiation of estrone aryl and methyl sulfonates in different organic solvents under nitrogen atmosphere was investigated under steady-state conditions. The estrone derivatives reacted efficiently through the photo-Fries rearrangement reaction involving [1;3]-sulfonyl migration providing the ortho-sulfonyl estrone derivatives and estrone as the photoproducts. In addition, estrone and 2-arylsulfonyl estrone derivatives were epimerized involving a Norrish Type-I reaction. Chemical quenching and photosensitization experiments on the photoreaction have been also carried out to establish the photoreactive excited state. Likewise, the solvent effect and the nature of the sulfonyl group on the photoreactions have been also studied.

Solvent- and Wavelength-Dependent Photolysis of Estrone

Adriano, Natalie,Ahearn, Ceilidh,Black, Cory,Cracchiolo, Michael,Ghere, Daniel,Hare, Patrick M.,Nu?ez, Alexandra,Olivan, Lars,Patel, Raj,Saner, Stephanie,Smith, Krista R.,Watkins, Barbie

, (2021/11/08)

The direct photolysis of estrone in solvents ranging from water to cyclohexane is reported. The photodegradation is dominated by lumiestrone, an epimer of estrone resulting from the inversion of the methyl group at carbon 13, regardless of solvent and pho

Pd-catalyzed Suzuki–Miyaura couplings and evaluation of 13α-estrone derivatives as potential anticancer agents

Ali, Hazhmat,Horváth, Gergely,Jójárt, Rebeka,Kele, Zoltán,Mernyák, Erzsébet,Zupkó, István

, (2020/10/02)

13α-Estrones are of great value owing to their potent multiple bioactivity, including anticancer activity. 3-OH or 3-OBn derivatives of 2- or 4-[(subst.) phenyl]-13α-estrone as potential antiproliferative agents have been synthesized via facile, microwave

Photo-Fries Rearrangement of Some 3-Acylestrones in Homogeneous Media: Preparative and Mechanistic Studies

Quindt, Matías I.,Gola, Gabriel F.,Ramirez, Javier A.,Bonesi, Sergio M.

, p. 7051 - 7065 (2019/06/18)

Irradiation of a series of 3-acylestrones under a nitrogen atmosphere in cyclohexane, acetonitrile (MeCN), and methanol (MeOH) was investigated under steady-state conditions. The molecules underwent the photo-Fries rearrangement, with concomitant homolytic fragmentation of the ester group and [1;3]-acyl migration. This pathway afforded the ortho-acyl estrone derivatives, the main photoproducts, together with estrone. During the irradiation of 3-benzoyl estrone, epimerization of estrone through the Norrish type I reaction occurred, providing lumiestrone as the photoproduct. This photoreaction involves the fragmentation of the C-α at the carbonyl group (C-17) of the steroid. On the other hand, epimerization of ortho-regioisomer 2-acetyl estrone occurred during the irradiation of 3-acetyl estrone. Photosensitization with acetone and chemical quenching with N,N,N,N-tetramethyldiazetinedioxide of the photo-Fries reaction confirmed that the photoreaction took place from the singlet excited state while the Norrish type I reaction proceeds efficiently from the triplet excited state. Solvent effects, as well as the nature of the acyl group on the photoreactions, were also studied.

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