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H8004

Sigma-Aldrich

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
MDL number:
MFCD00870436
UNSPSC Code:
12352200
PubChem Substance ID:
24895817
Pricing and availability is not currently available.

Assay

≥99% (HPLC)
~95% (TLC)

SMILES string

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

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

InChI key

WPOCIZJTELRQMF-UJHHCITNSA-N

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Description
Pricing

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H351,H360D,H362

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

Storage Class Code

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

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Certificates of Analysis (COA)

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

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Christophe Stavrakakis et al.
Journal of AOAC International, 91(1), 237-246 (2008-04-02)
This paper presents an analytical method applied to the determination of 3 natural steroid hormones, estrone, 17 beta-estradiol, and 16 alpha-hydroxyestrone, and the contraceptive estrogen, 17 alpha-ethynylestradiol, at the sub-ng/L level in water samples [surface water and wastewater treatment plant
Michael Wacker et al.
Journal of women's health (2002), 18(4), 487-491 (2009-04-14)
Hispanic women are at lower risk for incident breast cancer, but the reasons for this lower risk are unknown. Among postmenopausal women, breast cancer risk is inversely associated with circulating levels of 2-hydroxyestrone but directly associated with levels of 16alpha-hydroxyestrone
Susan R Sturgeon et al.
Nutrition and cancer, 62(2), 175-180 (2010-01-26)
Flaxseed is a rich source of dietary lignans. It has been hypothesized that lignans may decrease breast cancer risk through modulation of endogenous hormone levels. The aim of this study was to determine the effect of flaxseed supplementation on urinary
Leonard A Cohen et al.
In vivo (Athens, Greece), 21(3), 507-512 (2007-06-27)
Soy isoflavones may lower breast cancer risk through altered hepatic estrogen metabolism, leading to increased urinary excretion ratios of 2-hydroxyestrone (20HE1) to 16a-hydroxyestrone (16alphaOHE1). Urinary excretion of 20HE1/16alphaOHE1 was measured in 36 healthy, pre-menstrual women before and after ingestion of
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
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