ChemicalBook > CAS DataBase List > 1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE

1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE

Product Name: 1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE
CAS No.: 566-76-7
Chemical Name: 1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE
Synonyms: C05300;16α-OHE1;16A-hydroxyestrone;Estriol Impurity H;16α-hydroxy Estrone;Hydroxyestrone, 16α-;Estriol EP Impurity H;16ALPHA-HYDROXYESTRONE;16ALPHA-HYDROXYESTERONE;16α-Hydroxyestrone (solution)
CBNumber: CB9688380
Molecular Formula: C18H22O3
Formula Weight: 286.37
MOL File: 566-76-7.mol

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1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE Property

Melting point:: 209-211°C
Boiling point:: 493.2±45.0 °C(Predicted)
Density: 1.249±0.06 g/cm3(Predicted)
storage temp.: -20°C Freezer
solubility: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
form: Solid
pka: 10.23±0.60(Predicted)
color: White to Light Beige

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Safety

Hazard Codes: Xn
Risk Statements: 40
Safety Statements: 22-36
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H370Causes damage to organs

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: H-126
Product name: 16α-Hydroxyestrone
Purity: 100?μg/mL in methanol, certified reference material, ampule of 1?mL, Cerilliant?
Packaging: 1ML
Price: $462
Updated: 2022/05/15

Cayman Chemical

Product number: 15208
Product name: 16α-hydroxy Estrone
Purity: ≥98%
Packaging: 1mg
Price: $121
Updated: 2024/03/01

Cayman Chemical

Product number: 15208
Product name: 16α-hydroxy Estrone
Purity: ≥98%
Packaging: 5mg
Price: $423
Updated: 2024/03/01

Cayman Chemical

Product number: 15208
Product name: 16α-hydroxy Estrone
Purity: ≥98%
Packaging: 10mg
Price: $662
Updated: 2024/03/01

TRC

Product number: H941900
Product name: 16α-HydroxyEstrone
Packaging: 10mg
Price: $550
Updated: 2021/12/16

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1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE Chemical Properties,Usage,Production

Description

The naturally-occurring estrogens are estrone (E₁, ), estradiol (E₂, ), and estriol (E₃, ). 16α-hydroxy Estrone (16α-OHE₁) is a hydroxylated metabolite of E₁ as well as an interconversion product with E₂. E₁ is 16α-hydroxylated by cytochrome P450 (CYP) isoforms, including CYP1A1, CYP3A5, CYP3A4, and CYP3A7, with CYP3A5 being breast-specific. 16α-OHE₁ is sulphatized or glucuronidated before excretion. It is increased in rheumatoid arthritis and decreased by physical activity. Unlike the parent estrogens and other hydroxylated metabolites of E₁, 16α-OHE₁ binds covalently and persistently activates estrogen receptors. In addition, this metabolite increases cell proliferation and does not suppress TNF-α secretion, whereas other estrogen metabolites are not pro-proliferative and have marked effects on TNF-α secretion. The levels of 16α-OHE₁ are increased in some forms of hormone therapy. Because hormone therapy increases breast cancer risk, 16α-OHE₁ has been implicated as a risk factor for breast cancer, although supportive data remains elusive.

Chemical Properties

Pale Pink Solid

Uses

16α-Hydroxy Estrone (Estriol EP Impurity H) is a major metabolite of Estradiol.

Definition

ChEBI: The 16alpha-hydroxy derivative of estrone; a minor estrogen metabolite.

IC 50

Human Endogenous Metabolite

References

[1] MAURIZIO CUTOLO Rainer H S Alberto Sulli. Estrogen metabolism and autoimmunity[J]. Autoimmunity reviews, 2012, 11 6: Pages A460-A464. DOI: 10.1016/j.autrev.2011.11.014
[2] CHARLES E MATTHEWS. Association between physical activity and urinary estrogens and estrogen metabolites in premenopausal women.[J]. Journal of Clinical Endocrinology & Metabolism, 2012, 97 10: 3724-3733. DOI: 10.1210/jc.2012-1732
[3] NADIA OBI. Estrogen metabolite ratio: Is the 2-hydroxyestrone to 16α-hydroxyestrone ratio predictive for breast cancer?[J]. International Journal of Women’s Health, 2011, 3: 37-51. DOI: 10.2147/ijwh.s7595
[4] G E SWANECK J F. Covalent binding of the endogenous estrogen 16 alpha-hydroxyestrone to estradiol receptor in human breast cancer cells: characterization and intranuclear localization.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1988, 85 21: 7831-7835. DOI: 10.1073/pnas.85.21.7831
[5] RACHEL H MACKEY. Hormone therapy, estrogen metabolism, and risk of breast cancer in the Women’s Health Initiative Hormone Therapy Trial.[J]. Cancer epidemiology, biomarkers & prevention?: a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 2012: 2022-2032. DOI: 10.1158/1055-9965.epi-12-0759
[6] M N OKOBIA C H B. Estrogen metabolism and breast cancer risk–a review.[J]. African journal of reproductive health, 2006, 10 1: 13-25.

1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE Suppliers

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566-76-7, 1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONERelated Search:

Estrone 16B-HYDROXYESTRONE DIACETATE 1,3,5(10)-ESTRATRIEN-3,16-ALPHA-DIOL-17-ONE 3-ACETATE 1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE

16A-hydroxyestrone

(16a)-3,16-Dihydroxyestra-1,3,5(10)-trien-17-one

3,16a-Dihydroxy-1,3,5(10)-estratrien-17-one

Estra-1,3,5(10)-triene-3,16a-diol-17-one

16ALPHA-HYDROXYESTERONE

16ALPHA-HYDROXYESTRONE

1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE

1,3,5(10)-ESTRATRIEN-3,16-ALPHA-DIOL-17-ONE

3,16ALPHA-DIHYDROXY-1,3,5[10]-ESTRATRIEN-17-ONE

(16R)-3,16α-Dihydroxy-1,3,5(10)-estratriene-17-one

16α-OHE1

3,16α-Dihydroxy-1,3,5(10)-estratrien-17-one

C05300

(16α)-3,16-Dihydroxyestra-1,3,5(10)-trien-17-one

Estra-1,3,5(10)-triene-3,16α-diol-17-one

1,3,5(10)-Estratriene-3,16α-diol-17-one

Conjugated Estrogens EP Impurity H

(8R,9S,13S,14S,16R)-3,16-dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one

16α-Hydroxyestrone Solution, 100ppm

Estriol EP Impurity H

Hydroxyestrone, 16α-

16α-Hydroxyestrone (solution)

Estra-1,3,5(10)-trien-17-one, 3,16-dihydroxy-, (16α)-

16α-hydroxy Estrone

Estriol Impurity 8 (Estriol EP Impurity H)

(8R,9S,13S,14S,16R)-3,16-Dihydroxy-13-methyl-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthren-17(14H)-one

Estriol Impurity H

1, 3, 5(10)-ESTRATRIEN-3, 16α-DIOL-17-ONE

16α-Hydroxyestrone in Methanol

3,16alpha-Dihydroxyestra-1,3,5(10)-trien-17-one (16alpha-Hydroxyestrone)

566-76-7

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