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Estrone

Estrone Structure
CAS No.
53-16-7
Chemical Name:
Estrone
Synonyms
Estron;200-164-5;1,3,5(10)-ESTRATRIEN-3-OL-17-ONE;Esterone;Hiestrone;OESTRONE;(8R,9S,13S,14S)-3-hydroxy-13-Methyl-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthren-17(14H)-one;ESTROL;FOLLICULIN;Theelin
CBNumber:
CB5741416
Molecular Formula:
C18H22O2
Molecular Weight:
270.37
MOL File:
53-16-7.mol
MSDS File:
SDS
Modify Date:
2024/3/27 16:40:14

Estrone Properties

Melting point 258-260 °C(lit.)
Boiling point 353.48°C (rough estimate)
alpha 158 º (c=1, dioxane)
Density 1.2360
refractive index 165 ° (C=1, Dioxane)
Flash point 9℃
storage temp. room temp
solubility Chloroform (Slightly), Dioxane (Slightly), Ethanol (Slightly), Methanol (Slightly)
pka pKa 10.77±0.02(H2O)(Approximate)
form Crystalline Powder or Crystals
color White to almost white
Water Solubility 0.03 g/L
Merck 3708
BRN 1915077
InChIKey DNXHEGUUPJUMQT-CBZIJGRNSA-N
CAS DataBase Reference 53-16-7(CAS DataBase Reference)
NIST Chemistry Reference 3-Hydroxyestra-1,3,5(10)-trien-17-one(53-16-7)
EPA Substance Registry System Estrone (53-16-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Danger
Hazard statements  H351-H360FD-H362
Precautionary statements  P202-P260-P263-P264-P270-P308+P313
Hazard Codes  T,F
Risk Statements  45-60-61-64-40-63-39/23/24/25-23/24/25-11
Safety Statements  53-45-36/37-16
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  3
RTECS  KG8575000
HS Code  29335995

Estrone price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) E9750 Estrone ≥99% 53-16-7 500MG ₹3117.6 2022-06-14 Buy
Sigma-Aldrich(India) E9750 Estrone ≥99% 53-16-7 1G ₹4589.8 2022-06-14 Buy
Sigma-Aldrich(India) PHR1535 Estrone Pharmaceutical Secondary Standard; Certified Reference Material 53-16-7 500MG ₹13238.98 2022-06-14 Buy
Sigma-Aldrich(India) E9750 Estrone ≥99% 53-16-7 5G ₹17428.25 2022-06-14 Buy
Sigma-Aldrich(India) E9750 Estrone ≥99% 53-16-7 25G ₹56019.38 2022-06-14 Buy
Product number Packaging Price Buy
E9750 500MG ₹3117.6 Buy
E9750 1G ₹4589.8 Buy
PHR1535 500MG ₹13238.98 Buy
E9750 5G ₹17428.25 Buy
E9750 25G ₹56019.38 Buy

Estrone Chemical Properties,Uses,Production

Description

Estrone is one of the three naturally occurring estrogens, the others being estradiol and estriol. Estrone is synthesized from androstenedione by the aromatase enzyme system in the ovaries and placenta, and is also synthesized from estradiol by 17-hydroxy steroid dehydrogenase in the liver.Serum concentrations of estrone in premenopausal women fluctuate according to the menstrual cycle and becomes the most predominant estrogen in postmenopausal women.The binding affinities of estrone to the estrogen receptors α and β are approximately 60% and 37% relative to estradiol.

Chemical Properties

Estrone is an odorless white crystalline powder.
Estrone is supplied as a crystalline solid. A stock solution may be made by dissolving the estrone in an organic solvent purged with an inert gas. Estrone is soluble in organic solvents such as DMSO and dimethyl formamide (DMF). The solubility of estrone in these solvents is approximately 20 mg/ml.
Estrone is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers, estrone should first be dissolved in DMF and then diluted with the aqueous buffer of choice. Estrone has a solubility of approximately 0.15 mg/ml in a1:5 solution of DMF:PBS (pH 7.2) using this method. We do not recommend storing the aqueous solution for more than one day.

Uses

Estrone is a metabolite of 17β-Estradiol (E888000). During the metabolism, it is in rapid equilibrium with Estriol (E888960) and 17β-Estradiol (E888000) (1). Causes the feminization of male fish at human and animal waste sites (2). This compound is a contaminant of emerging concern (CECs). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.

Definition

ChEBI: A 17-oxo steroid that is estra-1,3,5(10)-triene substituted by an hydroxy group at position 3 and an oxo group at position 17.

General Description

Estrone, 3-hydroxyestra-1,3,5(10)-trien-17-one, is less active than estradiol but more active than itsmetabolite, estriol. As the salt of its 3-sulfate ester, estroneis the primary ingredient in conjugated estrogens, USP, andesterified estrogens, USP. Although originally obtainedfrom the urine of pregnant mares (about 10 mg/L), estroneis now prepared synthetically. Estrone itself is not availablein commercial oral formulations, but can be obtained at compounding pharmacies as a topical formulation. Oleoylestrone,the C3 ester of estrone with oleic acid, is in phase IIclinical trials for the treatment of obesity. This acyl estronederivative reduces fat stores by a mechanism not involvingthe ER, although some of the oleoyl-estrone is hydrolyzedto estrone in vivo.

Hazard

A carcinogen (OSHA).

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. A poison by intraperitoneal and subcutaneous routes. Human reproductive effects by implantation: spermatogenesis and impotence. Mutation data reported. A steroid drug for the treatment of menopause and ovariectomy symptoms. When heated to decomposition it emits acrid smoke and irritating fumes.

Potential Exposure

Synthesized from ergosterol. Used in combination with progestogen as an oral contraceptive.

Shipping

UN3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Purify estrone by chromatography on silica gel, eluting with 2:1 hexane/EtOAc and recrystallising from EtOH or Et2O/EtOH. [Danishefsky & Cain J Am Chem Soc 98 4975 1976.] The acetate [901-93-9] crystallises from EtOH with m 125-127o. [Beilstein 8 III 1171.]

Incompatibilities

May react exothermically with reducing agents to generate flammable gaseous hydrogen. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides.

Global( 646)Suppliers
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SYMBIOTEC PHARMALAB PRIVATE LTD +91-731-4200052 New Delhi, India 55 58 Inquiry

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Estrone solution 3-Hydroxy-1,3,5-(10)-oestratrien-17-one 3-Hydroxy-1,3,5(10)-oestratrien-17-one 3-hydroxy-17-keto-estra-1,3,5-triene 3-Hydroxy-17-ketoestra-1,3,5-triene 3-hydroxy-17-keto-oestra-1,3,5-triene WAY 164397 Estrone 1,3,5(10)-Estratrien-3-ol-17-one CHE1 Ketohydroxy-Estratriene Ketohydroxyestrin Ketohydroxyoestrin Ketophydroxyestrin Kolpon 1,3,5[10]-ESTRATRIENE-3-OL-17-ONE 1,3,5-ESTRATRIEN-3-OL-17-ONE 3-HYDROXY-ESTRA-1,3,5(10)-TRIEN-17-ONE 3-HYDROXY-1,3,5[10]-ESTRATRIEN-17-ONE 3beta-hydroxyestra-1,3,5(10)-trien-17-one KESTRONE beta-estrone ESTRONE 1,3,5(10)-Estratrien-3-ol-17-one, 3-Hydroxy-1,3,5(10)-estratrien-17-one, Folliculin 3-Hydroxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one Estropipate (Estrone) Estrone,1,3,5(10)-Estratrien-3-ol-17-one, 3-Hydroxy-1,3,5(10)-estratrien-17-one, Folliculin Estrone (200 mg) Estrone, Plant Base, USP ESTRA-1,3,5(10)-TRIEN-3-OL-17-ONE OESTRON 3-Hydroxy-1,3,5(10)-estrareien-17-one Estrone Estrovarin ESTRONE USP 23 ketohydrocyestrin wynestrone Estronel Ethinylestradiol EP IMpurity C (1S,10R,11S,15S)-5-hydroxy-15-Methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-one 3-Hydroxy-17-ketooestra-1,3,5-triene 3-Hydroxyestra-1(10),2,4-trien-17-one 3-Hydroxyestra-1,3,5(10)-17-one 3-Hydroxyestra-1,3,5(10)-triene-17-one 3-Hydroxy-oestra-1,3,5(10)-trien-17-one 5(10)-trien-17-one,3-hydroxy-estra-3 component of Spanestrin-P Crinovaryl Cristallovar Crystogen delta-1,3,5-estratrien-3-beta-ol-17-one delta-1,3,5-Estratrien-3beta-ol-17-one delta-1,3,5-oestratrien-3-beta-ol-17-one (8R,13S)-3-Hydroxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one 1,3,5(10)-Oestratrien-3-ol-17-one 1,3,5-Oestratrien-3-ol-17-one delta-1,3,5-Oestratrien-3beta-ol-17-one Disynformon E(sub 1) e(sub1)