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E9750

Sigma-Aldrich

Estrone

≥99%

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Synonym(s):
1,3,5(10)-Estratrien-3-ol-17-one, 3-Hydroxy-1,3,5(10)-estratrien-17-one, Folliculin
Empirical Formula (Hill Notation):
C18H22O2
CAS Number:
Molecular Weight:
270.37
Beilstein:
1915077
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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

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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This Item
PHR15351255001E1700000
Estrone ≥99%

Sigma-Aldrich

E9750

Estrone

Estrone Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1535

Estrone

Estrone United States Pharmacopeia (USP) Reference Standard

USP

1255001

Estrone

Estrone European Pharmacopoeia (EP) Reference Standard

E1700000

Estrone

form

powder

form

-

form

-

form

-

solubility

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

solubility

-

solubility

-

solubility

-

shipped in

ambient

shipped in

-

shipped in

-

shipped in

-

storage temp.

room temp

storage temp.

2-30°C

storage temp.

-

storage temp.

-

Quality Level

200

Quality Level

300

Quality Level

-

Quality Level

-

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Estrone-2,4,16,16-d4 95 atom % D

Sigma-Aldrich

489204

Estrone-2,4,16,16-d4

Estradiol meets USP testing specifications

Sigma-Aldrich

E1024

Estradiol

Estrone solution 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

Supelco

E-075

Estrone solution

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)
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)
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
Creation of a new portable biosensor for water toxicity determination
Eltzov E, et al.
Sensors and Actuators B, Chemical, 221(9), 1044-1054 (2015)
Estrone-a partial estradiol antagonist in the normal breast
Lundstrom E, et al.
Gynecological Endocrinology, 31(9), 747-749 (2015)

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