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Merck
CN

E9750

雌素酮

≥99% (HPLC), powder, estrogen receptor agonist

别名:

3-羟基雌甾-1,3,5(10)-三烯-17-酮, 雌(三烯酚)酮, 雌酮

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关于此项目

经验公式（希尔记法）:
C18H22O2
化学文摘社编号:
53-16-7
分子量:
270.37
NACRES:
NA.77
PubChem Substance ID:
24278427
UNSPSC Code:
51111800
EC Number:
200-164-5
MDL number:
MFCD00003620
Beilstein/REAXYS Number:
1915077

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产品名称

雌素酮, ≥99%

InChI key

DNXHEGUUPJUMQT-CBZIJGRNSA-N

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

SMILES string

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

biological source

synthetic (organic)

sterility

non-sterile

assay

≥99%

form

powder

mp

258-260 °C (lit.)

solubility

dioxane: 50 mg/mL, clear, colorless to very faintly yellow

shipped in

ambient

storage temp.

room temp

Quality Level

200

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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相关类别

Application

Estrone has been used:
  • as medium supplement for hormone based degranulation studies of natural killer cells
  • as an endocrine disrupting compound for screening bacterial biosensor in toxic water.
  • as medium component for monitoring fatty acid synthase (FASN) activity in breast adenocarcinoma cell lines

Biochem/physiol Actions

Estrone is an agonist for the estrogen receptor. The estradiol to estrone interconversion is favourable in menopause. Oral hormone replacement therapy (HRT) of estradiol-17β increases circulating levels of estrone.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

General description

Estrone is a weak form of estrogen and exists as estrone sulphate. Estrone is a luteolytic estrogen produced by the corpus luteum. In the follicle, estrone is synthesized from androstenedione by the action of cytochrome P450 aromatase.

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

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分析证书(COA)

Lot/Batch Number
WXBF3106V
WXBF4601V
WXBF1727V
BCCJ9107
BCCG0660

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The molecular control of corpus luteum formation, function, and regression
Stocco C, et al.
Endocrine Reviews, 28(1), 117-149 (2007)
Pharmacology of estrogens and progestogens: influence of different routes of administration
Kuhl H
Climacteric : The Journal of the International Menopause Society, 8(1), 3-63 (2005)
Estrone-a partial estradiol antagonist in the normal breast
Lundstrom E, et al.
Gynecological Endocrinology, 31(9), 747-749 (2015)
Hormone replacement with estradiol: conventional oral doses result in excessive exposure to estrone
Friel PN, et al.
Alternative Medicine Review, 10(1), 36-42 (2005)
Creation of a new portable biosensor for water toxicity determination
Eltzov E, et al.
Sensors and Actuators B, Chemical, 221(9), 1044-1054 (2015)
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