A phytoestrogen
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(±)-Enterolactone

Item No. 10112

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(±)-dihydro-(3,4)-bis[(3-hydroxyphenyl)methyl]-2(3H)-furanone
CAS Number
78473-71-9
Synonyms
  • HPMF
Molecular Formula
C18H18O4
Formula Weight
298.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: miscibleEthanol:PBS (pH 7.2) (1:5): 100 µg/ml
SMILES
OC1=CC(C[C@@H]([C@H](CC2=CC=CC(O)=C2)CO3)C3=O)=CC=C1
InChi Code
InChI=1S/C18H18O4/c19-15-5-1-3-12(8-15)7-14-11-22-18(21)17(14)10-13-4-2-6-16(20)9-13/h1-6,8-9,14,17,19-20H,7,10-11H2/t14-,17+/m1/s1
InChi Key
HVDGDHBAMCBBLR-PBHICJAKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $49

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    1 mg

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    5 mg

    $196

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    Cayman Chemical
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    Product Description

    Diets high in fiber contain plant lignan species that may be directly responsible for some observed health benefits of these diets.1 Enterolactone is an enterobacterial breakdown product of plant lignans that is absorbed and can be measured in human serum. Enterolactone and other lignans and phytoestrogens have been associated with a reduced risk of acute coronary events, hormone-dependent cancers, and possibly osteoporosis. Recent observations have shown an inverse association between serum enterolactone levels and serum isoprostane levels.2 This association implies a protective effect against oxidative injury associated with the dietary lignans themselves, enterolactone, or some intermediate in this pathway.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Morton, L.W., Caccetta, R.A.A., Puddey, I.B., et al. Chemistry and biological effects of dietary phenolic compounds: Relevance to cardiovascular disease. Clin. Exp. Pharmacol. Physiol. 27, 152-159 (2000).

    2. Vanharanta, M., Voutilainen, S., Nurmi, T., et al. Association between low serum enterolactone and increased plasma F2-isoprostanes, a measure of lipid peroxidation. Atherosclerosis 160, 465-469 (2002).