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Merck

E9750

Estrone

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

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
NACRES:
NA.77
PubChem Substance ID:
24278427
UNSPSC Code:
51111800
EC Number:
200-164-5
MDL number:
MFCD00003620
Beilstein/REAXYS Number:
1915077

Key Documents

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Product Name

Estrone, ≥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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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

Storage Class

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG0660
BCCF8934
BCCB8186
BCBW6220
SLBB5867V

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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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