A metabolite of estrone
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16-Epiestriol

Item No. 33455

Technical Information
Formal Name
(16β,17β)-estra-1,3,5(10)-triene-3,16,17-triol
CAS Number
547-81-9
Synonyms
  • 16-epi Estriol
  • 16-EpiE3
  • 16β-hydroxy-17α-Estradiol
  • NSC 26646
Molecular Formula
C18H24O3
Formula Weight
Purity
≥90%
A solid
Ethanol: 1 mg/ml
SMILES
C[C@@]12[C@](C[C@@H]([C@@H]2O)O)([H])[C@@]3([H])[C@@](CC1)([H])C4=CC=C(O)C=C4CC3
InChi Code
InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,17+,18+/m1/s1
InChi Key
PROQIPRRNZUXQM-ZMSHIADSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    16-Epiestriol is a metabolite of the endogenous estrogen estrone (Item No. 10006485).1 It is formed from estrone via a 16β-hydroxy estrone intermediate by reduction of the C-17 ketone. 16-Epiestriol (200 µg/ml) inhibits the growth of carbapenem-resistant A. baumannii.2 It inhibits carrageenan-induced paw edema in rats when administered at a dose of 20 mg/kg.3 Unlike hydrocortisone, 16-epiestriol (240 µg/animal) does not increase plasma or liver glucose levels in adrenalectomized rats.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brinton, L.A., Trabert, B., Anderson, G.L., et alSerum estrogens and estrogen metabolites and endometrial cancer risk among postmenopausal women. Cancer Epidemiol. Biomarkers Prev. 25(7), 1081-1089 (2016).

    2. Skariyachan, S., Muddebihalkar, A.G., Badrinath, V., et alNatural epiestriol-16 act as potential lead molecule against prospective molecular targets of multidrug resistant Acinetobacter baumannii-Insight from in silico modelling and in vitro investigations. Infect. Genet. Evol. 82, 104314 (2020).

    3. Latman, N.S., Kishore, V., and Bruot, B.C. 16-Epiestriol: An anti-inflammatory steroid without glycogenic activity. J. Pharm. Sci. 83(6), 874-877 (1994).