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Merck
CN

H8004

16α-Hydroxyestrone

≥99% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C18H22O3
CAS Number:
566-76-7
Molecular Weight:
286.37
UNSPSC Code:
12352200
PubChem Substance ID:
24895817
MDL number:
MFCD00870436

Key Documents

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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/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,18-/m0/s1

SMILES string

C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1C[C@@H](O)C2=O

InChI key

WPOCIZJTELRQMF-UJHHCITNSA-N

assay

≥99% (HPLC), ~95% (TLC)

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
087K4095
067K4061
092K4109
069H4025
063K4089

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Ildegarda Campisi et al.
Annals of the New York Academy of Sciences, 1155, 237-241 (2009-03-03)
In this study we investigated the impact of estrogen antagonists and of 16alpha-OHE1 (an estrogen derivative that binds to and induces transactivation of estrogen receptors) on estrogen metabolism in malignant HepG2 human liver cells featured by high estrogen sulfotransferase (EST);
A Zeleniuch-Jacquotte et al.
British journal of cancer, 105(9), 1458-1464 (2011-09-29)
It has been suggested that the relative importance of oestrogen-metabolising pathways may affect the risk of oestrogen-dependent tumours including endometrial cancer. One hypothesis is that the 2-hydroxy pathway is protective, whereas the 16α-hydroxy pathway is harmful. We conducted a case-control
Shawn Patel et al.
Nutrition (Burbank, Los Angeles County, Calif.), 27(7-8), 778-781 (2010-11-03)
We recently identified an inverse relation between systolic blood pressure (SBP) and serum 16α-hydroxyestrone, a metabolite of 17β-estradiol, in postmenopausal women. Formation of 16α-hydroxyestrone is catalyzed primarily by CYP1A2, a cytochrome P450 enzyme. The objective of this study was to
I P Hsu et al.
International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics, 98(1), 29-33 (2007-05-01)
To evaluate the effects of soygerm isoflavones extracts on blood lipoproteins, antioxidative capacity and urinary estrogen metabolites in postmenopausal women who receive hormone therapy (HT). Thirty-nine volunteers receiving HT were recruited, and 33 completed the study. All subjects received 6
Gertraud Maskarinec et al.
Cancer epidemiology, 36(5), e310-e316 (2012-04-28)
Mammographic density is a strong predictor of breast cancer risk. The total amount and the metabolism of endogenous estrogens, e.g., the ratio of 2-hydroxyestrone (2-OHE(1)) and 16α-OHE(1) may influence breast cancer risk. This study examined the association of urinary estrogen
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