Estrone

For research use only. Not for therapeutic Use.

  • CAT Number: A000974
  • CAS Number: 53-16-7
  • Molecular Formula: C18H22O2
  • Molecular Weight: 270.372
  • Purity: ≥95%
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Estrone (E1, and also oestrone) is an estrogenic hormone secreted by the ovary as well as adipose tissue. Estrone is one of several natural estrogens, which also include estriol and estradiol. Estrone is the least abundant of the three hormones; estradiol is present almost always in the reproductive female body, and estriol is abundant primarily during pregnancy. Estrone is relevant to health and disease states because of its conversion to estrone sulfate, a long-lived derivative. Estrone sulfate acts as a reservoir that can be converted as needed to the more active estradiol. Estrone is the only estrogen which is present in any quantity in post-menopausal women. (Source: http://en.wikipedia.org/wiki/Estrone).


Catalog Number A000974
CAS Number 53-16-7
Synonyms

53-16-7; Folliculin; OESTRONE; Theelin; Estrovarin

Molecular Formula C18H22O2
Purity ≥95%
Target Estrogen/progestogen Receptor
Solubility >9.8mg/mL in DMSO
Storage -20°C
IUPAC Name (8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
InChI 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
InChIKey DNXHEGUUPJUMQT-CBZIJGRNSA-N
SMILES CC12CCC3C(C1CCC2=O)CCC4=C3C=CC(=C4)O
Reference

1: Snoj T, Zuzek MC, Cebulj-Kadunc N, Majdic G. Short communication: Heat
treatment and souring do not affect milk estrone and 17β-estradiol
concentrations. J Dairy Sci. 2018 Jan;101(1):61-65. doi: 10.3168/jds.2017-13205.
Epub 2017 Nov 2. PubMed PMID: 29103722.
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2: Trifunovi&#263; J, Bor&#269;i&#263; V, Vukmirovi&#263; S, Mikov M. Structural insights into
anticancer activity of D-ring modified estrone derivatives using their
lipophilicity in estimation of SAR and molecular docking studies. Drug Test Anal.
2017 Oct;9(10):1650. doi: 10.1002/dta.2242. Epub 2017 Jul 17. PubMed PMID:
29068177.

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3: Cox MK, Peterson KN, Tan D, Novak PJ, Schoenfuss HL, Ward JL. Temperature
modulates estrone degradation and biological effects of exposure in fathead
minnows. Sci Total Environ. 2017 Oct 17. pii: S0048-9697(17)32771-7. doi:
10.1016/j.scitotenv.2017.10.069. [Epub ahead of print] PubMed PMID: 29054667.
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4: Ruksrithong C, Phattarapattamawong S. Removals of estrone and 17β-estradiol by
microalgae cultivation: kinetics and removal mechanisms. Environ Technol. 2017
Oct 3:1-8. doi: 10.1080/09593330.2017.1384068. [Epub ahead of print] PubMed PMID:
28933248.

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5: Frampton CS, MacNicol DD. Structure of Equilenin at 100&#8197;K: an estrone-related
steroid. Acta Crystallogr E Crystallogr Commun. 2017 Jul 21;73(Pt 8):1223-1226.
doi: 10.1107/S2056989017010532. eCollection 2017 Jul 1. PubMed PMID: 28932441;
PubMed Central PMCID: PMC5598853.
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6: Song H, Wang Y, Zhang L, Tian L, Luo J, Zhao N, Han Y, Zhao F, Ying X, Li Y.
An ultrasensitive and selective electrochemical sensor for determination of
estrone 3-sulfate sodium salt based on molecularly imprinted polymer modified
carbon paste electrode. Anal Bioanal Chem. 2017 Nov;409(27):6509-6519. doi:
10.1007/s00216-017-0598-x. Epub 2017 Sep 9. PubMed PMID: 28889259.
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7: Feifarek DJ, Shappell NW, Schoenfuss HL. Do environmental factors affect male
fathead minnow (Pimephales promelas) response to estrone? Part 1. Dissolved
oxygen and sodium chloride. Sci Total Environ. 2018 Jan 1;610-611:1262-1270. doi:
10.1016/j.scitotenv.2017.07.251. Epub 2017 Aug 30. PubMed PMID: 28851146.
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8: Sornalingam K, McDonagh A, Zhou JL, Johir MAH, Ahmed MB. Photocatalysis of
estrone in water and wastewater: Comparison between Au-TiO(2) nanocomposite and
TiO(2), and degradation by-products. Sci Total Environ. 2018 Jan
1;610-611:521-530. doi: 10.1016/j.scitotenv.2017.08.097. Epub 2017 Aug 17. PubMed
PMID: 28822337.
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9: Shappell NW, Feifarek DJ, Rearick DC, Bartell SE, Schoenfuss HL. Do
environmental factors affect male fathead minnow (Pimephales promelas) response
to estrone? Part 2. Temperature and food availability. Sci Total Environ. 2018
Jan 1;610-611:32-43. doi: 10.1016/j.scitotenv.2017.08.021. Epub 2017 Aug 9.
PubMed PMID: 28802108.
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10: Otsuka M, Kadokawa H. GPR30 mediates estrone, estriol, and estradiol to
suppress gonadotropin-releasing hormone-induced luteinizing hormone secretion in
the anterior pituitary of heifers. J Reprod Dev. 2017 Oct 18;63(5):519-525. doi:
10.1262/jrd.2017-035. Epub 2017 Aug 6. PubMed PMID: 28781349; PubMed Central
PMCID: PMC5649102.

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