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Merck
CN

E1274

Estrone

meets USP testing specifications

Synonym(s):

1,3,5(10)-Estratrien-3-ol-17-one, 3-Hydroxy-1,3,5(10)-estratrien-17-one, Folliculin

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About This Item

Empirical Formula (Hill Notation):
C18H22O2
CAS Number:
53-16-7
Molecular Weight:
270.37
EC Number:
200-164-5
UNSPSC Code:
12352200
PubChem Substance ID:
24894399
Beilstein/REAXYS Number:
1915077
MDL number:
MFCD00003620

Key Documents

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agency

USP/NF, meets USP testing specifications

mp

258-260 °C (lit.)

application(s)

pharmaceutical (small molecule)

SMILES string

C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1CCC2=O

InChI

1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1

InChI key

DNXHEGUUPJUMQT-CBZIJGRNSA-N

Gene Information

human ... ESR1(2099), ESR2(2100), ESRRA(2101), ESRRB(2103), HSD17B1(3292), SERPINA6(866)
mouse ... Esr1(13982)
rat ... Esr1(24890)

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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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number
SLBS5153
SLBN8141V
041M1351V
080K1683
097H0470

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Annamaria Lilienkampf et al.
Journal of medicinal chemistry, 52(21), 6660-6671 (2009-10-15)
Many breast tumors are hormone-dependent, and estrogens, especially estradiol (E2), have a pivotal role in their growth and development. 17beta-Hydroxysteroid dehydrogenase type 1 (17beta-HSD1) is a key enzyme in the biosynthesis of female sex steroids, catalyzing the NADPH-dependent reduction of
Emma M Ferguson et al.
Water research, 47(4), 1604-1615 (2013-01-12)
Estuaries are often the final repositories for aquatic pollutants but how estuarine hydrology influences the availability of marine- and freshwater-derived pollutants is not well understood, particularly for micro-pollutants such as endocrine disrupting chemicals. To address this knowledge gap, this study
Juilee Rege et al.
The Journal of clinical endocrinology and metabolism, 98(3), 1182-1188 (2013-02-07)
A broad analysis of adrenal gland-derived 19-carbon (C19) steroids has not been reported. This is the first study that uses liquid chromatography-tandem mass spectrometry to quantify 9 C19 steroids (androgens and their precursors), estrone, and estradiol in the adrenal vein
James S Wright et al.
Journal of medicinal chemistry, 54(2), 433-448 (2010-12-31)
Long-term use of estrogen supplements by women leads to an increased risk of breast and uterine cancers. Possible mechanisms include metabolism of estradiol and compounds related to tumor-initiating quinones, and ligand-induced activation of the estrogen receptors ERα and ERβ which
Yannick Laplante et al.
Bioorganic & medicinal chemistry, 16(4), 1849-1860 (2007-11-24)
Estrogens play an important role in the development of breast cancer. Inhibiting 17beta-hydroxysteroid dehydrogenase type 1 (17beta-HSD1)--the enzyme responsible for the last step in the biosynthesis of the most potent estrogen, estradiol (E2)--would thus allow hindering the growth of estrogen-sensitive
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