6-Ketoestradiol

6-Ketoestradiol Structure
6-Ketoestradiol structure
Common Name 6-Ketoestradiol
CAS Number 571-92-6 Molecular Weight 286.366
Density 1.3±0.1 g/cm3 Boiling Point 478.9±45.0 °C at 760 mmHg
Molecular Formula C18H22O3 Melting Point 281-283ºC
MSDS USA Flash Point 257.5±25.2 °C

C6-(N,N-butyl-methyl-heptanamide) derivatives of estrone and estradiol as inhibitors of type 1 17beta-hydroxysteroid dehydrogenase: Chemical synthesis and biological evaluation.

Bioorg. Med. Chem. 15 , 714-26, (2007)

A series of estrone and estradiol derivatives having an N-butyl,methyl heptanamide side chain at C6-position were synthesized, tested as inhibitors of type 1 17beta-HSD and assessed for their possible estrogenic activity. A better type 1 17beta-HSD inhibition...

An efficient stereoselective synthesis of 6-alpha-aminoestradiol: preparation of estradiol fluorescent probes.

Steroids 62 , 462, (1997)

6-Oxoestradiol (2) was protected as its bis[(2-trimethylsilylethoxy)methyl] ether (4) and converted to the corresponding oxime (4). The oxime (4) on reduction with zinc in ethanol afforded the bis-SEM ether of 6-alpha-aminoestradiol (5) in 96% epimeric excess...

RP-HPLC analysis of phenolic acids of selected Central European Carex L. (Cyperaceae) species and its implication for taxonomy.

J. AOAC Int. 94 , 9-16, (2011)

Eighteen species belonging to the Carex genus were checked for the presence and the amount of eight phenolic acids (p-hydroxybenzoic, vanillic, caffeic, syringic, protocatechuic, p-coumaric, sinapic, and ferulic) by means of HPLC. Both the free and bonded phe...

Introduction of aliphatic amino and hydroxy groups to keto steroids using O-substituted hydroxylamines.

Bioconjug. Chem. 3(2) , 182-6, (1992)

(Aminooxy)butyl- and -hexylamines and alcohols were synthesized by the Ing-Manske modification of the Gabriel synthesis. The aminooxy group of these heterobifunctional spacer reagents is a far more powerful nucleophile than the amino or hydroxy group because ...

Metabolic aspects of the 1 beta-proton and the 19-methyl group of androst-4-ene-3,6,17-trione during aromatization by placental microsomes and inactivation of aromatase.

Biochem. Pharmacol. 47(4) , 717-26, (1994)

Aromatase catalyzes the conversion of androst-4-ene-3,17-dione to estrogen through sequential oxygenations at the 19-methyl group. Androst-4-ene-3,6,17-trione (AT) is a suicide substrate of aromatase, and the mechanism of inactivation of aromatase has been po...

Selective photochemical treatment of oestrogen receptor in a Xenopus liver extract destroys hormone binding and transcriptional activation but not DNA binding.

EMBO J. 9(6) , 1859-66, (1990)

Photochemical excitation of a simple derivative of oestradiol using light in the UV-A range totally, permanently and selectively inactivates the oestrogen receptor protein present in a Xenopus liver extract without affecting its overall size. Inactivation of ...

O-(fluoresceinylmethyl)hydroxylamine (OFMHA): a reagent for the preparation of fluorescent O-(fluoresceinylmethyl)oxime (FMO)-steroid conjugates.

Steroids 64(4) , 283-90, (1999)

The 5 and 6-isomers of O-(fluoresceinylmethyl)hydroxylamine reacted with a representative sample of oxo-steroids (6-oxoestradiol, estrone, norethindrone, cortisol, progesterone, and digitoxin-dialdehyde) to produce O-(fluoresceinylmethyl)oxime conjugates in a...