A weak estrogen with neuroprotective effects
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17α-Estradiol

Item No. 20776

Technical Information
Formal Name
(17α)-estra-1,3,5(10)-triene-3,17-diol
CAS Number
57-91-0
Synonyms
  • Alfatradiol
  • α-Estradiol
  • 17-epi Estradiol
  • NSC 20293
  • 17α-Oestradiol
Molecular Formula
C18H24O2
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.2 mg/mlEthanol: 2.5 mg/ml
SMILES
O[C@@H]1CC[C@@]2([H])[C@]([C@]3([H])CC[C@@]21C)([H])CCC4=C3C=CC(O)=C4
InChi Code
InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1
InChi Key
VOXZDWNPVJITMN-SFFUCWETSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    17α-Estradiol is the natural optical isomer of 17β-estradiol (Item No. 10006315), the major estrogen secreted by the premenopausal ovary. 17α-Estradiol is a less active isomer than its counterpart, displaying 100-fold lower estrogenic activity relative to 17β-estradiol.1 It can inhibit 5α-reductase, which plays a role in regulating hair growth. 17α -estradiol is reported to activate the MAPK/ERK and PI3K-Akt signaling pathways via activation of the estrogen receptor-X and has been shown to be neuroprotective after an ischemic stroke and oxidative stress and in transgenic mice with Alzheimer’s disease.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Toran-Allerand, C.D., Tinnikov, A.A., Singh, R.J., et al17α-estradiol: A brain-active estrogen? Endocrinology 146(9), 3843-3850 (2005).

    2. Green, P.S., Bishop, J., and Simpkins, J.W. 17α-estradiol exerts neuroprotective effects on SK-N-SH cells. J. Neurosci. 17(2), 511-515 (1997).