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Merck

E9750

Sigma-Aldrich

Estrone

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

Sinónimos:

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

Fórmula empírica (notación de Hill):
C18H22O2
Número de CAS:
Peso molecular:
270.37
Beilstein/REAXYS Number:
1915077
EC Number:
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

product name

Estrone, ≥99%

biological source

synthetic (organic)

Quality Level

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

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

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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.

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.

Related product

Referencia del producto
Descripción
Precios

Pictograms

Health hazard

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

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)
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)
Alina Karabchevsky et al.
Biosensors, 3(1), 157-170 (2013-03-01)
An immobilization protocol was developed to attach receptors on smooth silver thin films. Dense and packed 11-mercaptoundecanoic acid (11-MUA) was used to avoid uncontrolled sulfidization and harmful oxidation of silver nanolayers. N,N'-dicyclohexylcarbodiimide (DCC) and N-hydroxysuccinimide (NHS) were added to make
Sex Differences in Spontaneous Degranulation Activity of Intrahepatic Natural Killer Cells during Chronic Hepatitis B: Association with Estradiol Levels
Macek J, et al.
Mediators of Inflammation, 2017(9), 747-749 (2017)

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