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45199

Sigma-Aldrich

Enterolacton

~95% (HPLC)

Synonym(e):

trans-α,β-Bis-(3-hydroxybenzyl)-butyrolacton

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About This Item

Empirische Formel (Hill-System):
C18H18O4
CAS-Nummer:
78473-71-9
Molekulargewicht:
298.33
Beilstein:
4699604
MDL-Nummer:
MFCD01861506
UNSPSC-Code:
85151701
PubChem Substanz-ID:
57650263
NACRES:
NA.77

Assay

~95% (HPLC)

Form

solid

Lagertemp.

2-8°C

SMILES String

Oc1cccc(C[C@@H]2COC(=O)[C@H]2Cc3cccc(O)c3)c1

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

InChIKey

HVDGDHBAMCBBLR-PBHICJAKSA-N

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Biochem./physiol. Wirkung

Enterolactone is the major human metabolite of dietary sesamin (lignan from sesame seeds). A phytoestrogen, it shows an inverse correlation with risk of breast cancer in one study.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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(±)-Equol ≥99.0% (TLC)

Sigma-Aldrich

45405

(±)-Equol

S-Equol ≥97% (HPLC)

Sigma-Aldrich

SML2147

S-Equol

Genistin analytical standard

Supelco

73822

Genistin

Mark J McCann et al.
Molecular nutrition & food research, 57(2), 212-224 (2012-11-14)
There is evidence that a mammalian lignan, enterolactone (ENL), decreases the proliferation rate of prostate cancer cells, although previous studies have used concentrations difficult to achieve through dietary modification. We have therefore investigated the anti-proliferative effects of ENL in an
Anne Tuomisto et al.
Scientific reports, 9(1), 11209-11209 (2019-08-03)
The dietary lignan metabolite, enterolactone, has been suggested to have anti-cancer functions, and high serum enterolactone concentrations have been associated with decreased risk of breast and prostate cancers. We hypothesized that serum enterolactone concentrations as a marker of plant-based foods
Karin Preindl et al.
Analytical chemistry, 91(17), 11334-11342 (2019-08-10)
We are constantly exposed to a variety of environmental contaminants and hormones, including those mimicking endogenous estrogens. These highly heterogeneous molecules are collectively referred to as xenoestrogens and hold the potential to affect and alter the delicate hormonal balance of
Clare Whitton et al.
Public health nutrition, 21(15), 2735-2743 (2018-08-08)
Short screeners for assessing dietary quality are lacking in Asia. We recently developed a short thirty-seven-item diet screener (DS). The present study aimed to evaluate reproducibility and relative validity of the DS in assessing a priori dietary quality indices (DQI;
Li-Quan Wang
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 777(1-2), 289-309 (2002-09-25)
The mammalian phytoestrogens enterodiol (END) and enterolactone (ENL) are produced in the colon by the action of bacteria on the plant precursors matairesinol (MAT), secoisolariciresinol (SECO), their glycosides, and other precursors in the diet. Both END and ENL have been
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