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E9750

Sigma-Aldrich

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

product name

Estrone, ≥99%

biological source

synthetic (organic)

Quality Level

200

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

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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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

Product No.
Description
Pricing

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H351,H360FD,H362

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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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)
Creation of a new portable biosensor for water toxicity determination
Eltzov E, et al.
Sensors and Actuators B, Chemical, 221(9), 1044-1054 (2015)
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
Breast cancer metabolic cross-talk: Fibroblasts are hubs and breast cancer cells are gatherers of lipids
Lopes-Coelho F, et al.
Molecular and cellular endocrinology, 462(9), 93-106 (2018)
Functional luteolysis in the rhesus monkey: ovarian estrogen and progesterone during the luteal phase of the menstrual cycle
Butler, WR and Knobil E.
Endocrinology, 96(6), 1509-1512 (1975)
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