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Merck
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Key Documents

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45199

Sigma-Aldrich

Enterolactone

~95% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C18H18O4
Número de CAS:
78473-71-9
Peso molecular:
298.33
Beilstein/REAXYS Number:
4699604
MDL number:
MFCD01861506
UNSPSC Code:
85151701
PubChem Substance ID:
57650263
NACRES:
NA.77

assay

~95% (HPLC)

form

solid

storage temp.

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

InChI key

HVDGDHBAMCBBLR-PBHICJAKSA-N

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Biochem/physiol Actions

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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

Kirstine S Krogholm et al.
The British journal of nutrition, 108(10), 1904-1912 (2012-03-29)
Since collection of 24 h urine samples is very time consuming and difficult to obtain, epidemiological studies typically only obtain spot urine samples. The aim of the present study was to evaluate whether flavonoids and enterolactone in overnight urine could
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
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
Katharina Buck et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 29(28), 3730-3738 (2011-09-09)
Lignans--plant-derived compounds with estrogen-dependent and -independent anticarcinogenic properties--have been associated with postmenopausal breast cancer risk, but data are limited regarding their effect on survival. Dietary lignans are metabolized to enterolignans, which are subsequently absorbed and become bioavailable. We assessed the
Riina A Kekkonen et al.
The Journal of nutrition, 141(5), 870-876 (2011-03-18)
A high serum concentration of enterolactone, an enterolignan produced by colonic microbiota from precursors in cereals, vegetables, and fruits, is associated with reduced risk of acute coronary events. Probiotics and prebiotics modify colonic metabolism and may affect the serum enterolactone
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