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
• Empirical Formula (Hill Notation): C₁₈H₂₂O₂
• CAS Number: 53-16-7
• Molecular Weight: 270.37
• Beilstein/REAXYS Number: 1915077
• EC Number: 200-164-5
• MDL number: MFCD00003620
• UNSPSC Code: 51111800
• PubChem Substance ID: 24278427
• NACRES: NA.77

Properties

• product name: Estrone, ≥99%
• 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
• Gene Information: human ... ESR1(2099) , ESR2(2100) , ESRRA(2101) , ESRRB(2103) , HSD17B1(3292) , SERPINA6(866) ; mouse ... Esr1(13982) ; rat ... Esr1(24890)

Description

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.

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H351,H360FD,H362
• pcodes: P202 - P260 - P263 - P264 - P280 - P308 + P313
• 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