E9750

Sigma-Aldrich

Estrone

≥99%

Synonym(s):
Folliculin, 1,3,5(10)-Estratrien-3-ol-17-one, 3-Hydroxy-1,3,5(10)-estratrien-17-one
Empirical Formula (Hill Notation):
C18H22O2
CAS Number:
Molecular Weight:
270.37
Beilstein/REAXYS Number:
1915077
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

biological source

synthetic (organic)

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

CC@12CCC@H3C@@H(CCc4cc(O)ccc34)C@@H1CCC2=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

Packaging

1, 5, 25 g in glass bottle
500 mg in glass bottle

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 also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.
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.
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.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

T

Risk Statement

60-63-40-64

Safety Statement

53-36/37-45

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

The molecular control of corpus luteum formation, function, and regression
Stocco C, et al.
Endocrine Reviews, 28(1), 117-149 (2007)
Abdullah M M Faqehi et al.
Talanta, 151, 148-156 (2016-03-08)
Estrogens circulate at concentrations less than 20pg/mL in men and postmenopausal women, presenting analytical challenges. Quantitation by immunoassay is unreliable at these low concentrations. Liquid chromatography tandem mass spectrometry (LC-MS/MS) offers greater specificity and sometimes greater sensitivity, but ionization of...
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)
Estrone-a partial estradiol antagonist in the normal breast
Lundstrom E, et al.
Gynecological Endocrinology, 31(9), 747-749 (2015)
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