An ER agonist
Related Products
Active Metabolite(s)
19459Zearalanone
Isomer(s)
28299Taleranol
Parent Compound(s)
11353Zearalenone 16549α-Zearalenol
Technical Support & Resources

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α-Zearalanol

Item No. 23424

Technical Information
Formal Name
(3S,7R)-3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one
CAS Number
26538-44-3
Synonyms
  • MK-188
  • (-)-α-Zearalanol
Molecular Formula
C18H26O5
Formula Weight
Purity
≥95%
A solid
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
λmax
219, 266, 304 nm
SMILES
OC1=C(C(O[C@@H](C)CCC[C@H](O)CCCCC2)=O)C2=CC(O)=C1
InChi Code
InChI=1S/C18H26O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,14,19-21H,2-9H2,1H3/t12-,14+/m0/s1
InChi Key
DWTTZBARDOXEAM-GXTWGEPZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    α-Zearalanol is an active metabolite formed by reduction of α-zearalenol (Item No. 16549), an estrogen receptor antagonist.1 α-Zearalanol inhibits [3H]estradiol binding to estrogen receptors (ERs) on calf uterus in a dose-dependent manner. Dietary α-zearalanol (10 mg/kg per day) increases endometrial thickness, bone mineral density, and serum levels of alkaline phosphatase in ovariectomized rats.2 It also decreases sperm count and motility and serum levels of testosterone, follicle-stimulating hormone (FSH), and luteinizing hormone (LH) in male mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kiang, D.T., Kennedy, B.J., Pathre, S.V., et alBinding characteristics of zearalenone analogs to estrogen receptors. Cancer Res. 38(11 Pt 1), 3611-3615 (1978).

    2. Li, S., Zhang, W., Duan, F., et alThe preventive and therapeutic roles of phytoestrogen α-zearalanol on osteoporetic rats due to ovariectomization. Iran J. Basic Med. Sci. 19(11), 1216-1221 (2016).

    3. Bo, C., Zhao, W., Jia, Q., et alEffects of α-zearalanol on spermatogenesis and sex hormone levels of male mice. Int. J. Clin. Exp. Med. 8(11), 20002-20013 (2015).