CAS 566-75-6

16-Ketoestradiol

Description:

16-Ketoestradiol, with the CAS number 566-75-6, is a steroid hormone and a derivative of estradiol, which is a primary female sex hormone. It is characterized by the presence of a keto group at the 16 position of the estradiol structure, which alters its biological activity compared to its parent compound. This compound is typically found in trace amounts in biological systems and is involved in various physiological processes, including reproductive functions. Its molecular structure includes a phenolic A-ring and a cyclopentanoperhydrophenanthrene core, typical of steroid compounds. 16-Ketoestradiol exhibits estrogenic activity, influencing the development and regulation of the female reproductive system. It can also be involved in metabolic pathways and may have implications in certain health conditions. As with many steroid hormones, its synthesis and degradation are tightly regulated in the body, and it can be measured in various biological samples for research and clinical purposes.

Formula: C₁₈H₂₂O₃

InChI: InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-15,17,19,21H,2,4,6-7,9H2,1H3/t13-,14-,15+,17+,18+/m1/s1

InChI key: InChIKey=KJDGFQJCHFJTRH-YONAWACDSA-N

SMILES: C[C@@]12[C@]([C@]3([C@@](C=4C(CC3)=CC(O)=CC4)(CC1)[H])[H])(CC(=O)[C@@H]2O)[H]

Synonyms:

• (17Beta)-3,17-Dihydroxyestra-1,3,5(10)-Trien-16-One
• (17β)-3,17-Dihydroxyestra-1,3,5(10)-trien-16-one
• (1Beta,3Alpha,5Beta,7Alpha)-1,3,7-Trihydroxycholan-24-Oic Acid
• (2R,3R)-3-hydroxy-2-methylbutanoic acid
• (3Alpha,5Beta,12Beta)-3,12-Dihydroxycholan-24-Oic Acid
• (3Beta,5Alpha,17Alpha)-Androstane-3,17-Diol
• (5R)-5-hydroxyhexanoic acid
• 1,3,5(10)-Estratriene-3,17β-diol-16-one
• 16-Oxo-17β-estradiol
• 16-Oxoestradiol
• 16-Oxoestradiol-17β
• 16-keto-17β-Estradiol
• 3,17-Beta-Dihydroxyoestra-1,3,5(10)-Trien-16-One
• 3,17β-Dihydroxyestra-1,3,5(10)-trien-16-one
• 3-Hydroxydodecanedioic Acid
• Estra-1,3,5(10)-trien-16-one, 3,17-dihydroxy-, (17β)-
• Estra-1,3,5(10)-trien-16-one, 3,17β-dihydroxy-
• NSC 51169

16-Oxo Estradiol

CAS: 566-75-6

Formula: C₁₈H₂₂O₃

Color and Shape: Pale Yellow Solid

Molecular weight: 286.37

Ref: 4Z-E-0967

16-Keto-17β-estradiol-2,4,15,15,17-d5

CAS: 566-75-6

Purity: 95 atom % D

Color and Shape: White-Yellow Solid

Molecular weight: 291.40

Ref: 3U-D5809

16-Oxoestradiol

Controlled Product

CAS: 566-75-6

Formula: C₁₈H₂₂O₃

Color and Shape: Neat

Molecular weight: 286.37

Ref: 86-MM0130.17

16-Keto 17b-Estradiol (>85%)

Controlled Product

CAS: 566-75-6

Applications A metabolite of Estradiol (E888000).
References Ball, P., et al.: Steroids, 33, 563 (1979), Wong, T., et al.: Clin. Chem., 38, 1830 (1992), Xu, X., et al.: J. Clin. Endocrinol. Metab., 84, 3914 (1999), Todorovic, R., et al.: Carcinogenesis, 22, 905 (2001), Travis, R., et al.: Breast Cancer Res., 5, 239 (2003),

Formula: C₁₈H₂₂O₃

Color and Shape: Neat

Molecular weight: 286.37

Ref: TR-K188750

16-Keto 17β-Estradiol-d5 (Major)

Controlled Product

CAS: 566-75-6

Applications A labelled metabolite of Estradiol (E888000).
References Ball, P., et al.: Steroids, 33, 563 (1979), Wong, T., et al.: Clin. Chem., 38, 1830 (1992), Xu, X., et al.: J. Clin. Endocrinol. Metab., 84, 3914 (1999), Todorovic, R., et al.: Carcinogenesis, 22, 905 (2001), Travis, R., et al.: Breast Cancer Res., 5, 239 (2003),

Formula: C₁₈H₁₇D₅O₃

Color and Shape: Neat

Molecular weight: 291.4

Ref: TR-K188752

16-Keto-17β-estradiol

Controlled Product

CAS: 566-75-6

16-Keto 17b-estradiol (16KE) is a potent estrogen that binds to the estrogen receptor and inhibits the binding of other estrogens. 16KE has been shown to be effective in inhibiting the growth of Streptococcus faecalis, which is often found in urine samples or as a result of bacterial vaginosis. 16KE also has an anti-angiogenic effect, which may be due to its ability to inhibit angiogenic factors such as vascular endothelial growth factor and angiopoietin 2. 16KE also has hormonal effects on adrenocortical carcinoma cells, leading to decreased cell proliferation and increased apoptosis. This compound may also have an anti-cancer effect by inducing apoptosis and suppressing tumor growth through the inhibition of cancer cell proliferation and stimulation of cancer cell death.

Formula: C₁₈H₂₂O₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 286.37 g/mol

Ref: 3D-FK24760

16-Keto 17β-Estradiol

CAS: 566-75-6

Formula: C₁₈H₂₂O₃

Molecular weight: 286.37

Ref: ST-EA-CP-E3016