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

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
Molecular Weight:
286.37
MDL Number:
MFCD00870436
MOL File:
566-76-7.mol
MSDS File:
SDS
Last updated:2025-08-20 16:56:28
Product description Number Pack Size Price
16α-Hydroxyestrone 100?μg/mL in methanol, certified reference material, ampule of 1?mL, Cerilliant? H-126 1ML $462
16α-hydroxy Estrone ≥98% 15208 1mg $121
16α-hydroxy Estrone ≥98% 15208 5mg $423
16α-hydroxy Estrone ≥98% 15208 10mg $662
16α-HydroxyEstrone H941900 10mg $550
More product size

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

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
FDA UNII JY611949JU

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS06,GHS08
Signal word  Danger
Hazard statements  H225-H301+H311+H331-H370
Precautionary statements  P210-P280-P302+P352+P312-P304+P340+P311-P370+P378-P403+P235
Hazard Codes  Xn
Risk Statements  40
Safety Statements  22-36
WGK Germany  3

1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H-126 16α-Hydroxyestrone 100?μg/mL in methanol, certified reference material, ampule of 1?mL, Cerilliant? 566-76-7 1ML $462 2022-05-15 Buy
Cayman Chemical 15208 16α-hydroxy Estrone ≥98% 566-76-7 1mg $121 2024-03-01 Buy
Cayman Chemical 15208 16α-hydroxy Estrone ≥98% 566-76-7 5mg $423 2024-03-01 Buy
Cayman Chemical 15208 16α-hydroxy Estrone ≥98% 566-76-7 10mg $662 2024-03-01 Buy
TRC H941900 16α-HydroxyEstrone 566-76-7 10mg $550 2021-12-16 Buy
Product number Packaging Price Buy
H-126 1ML $462 Buy
15208 1mg $121 Buy
15208 5mg $423 Buy
15208 10mg $662 Buy
H941900 10mg $550 Buy

1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE Chemical Properties,Uses,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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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 Various Metabolites and Impurities Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Steroids