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Merck

45199

Enterolactone

~95% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C18H18O4
CAS Number:
78473-71-9
Molecular Weight:
298.33
UNSPSC Code:
85151701
NACRES:
NA.77
PubChem Substance ID:
57650263
MDL number:
MFCD01861506
Beilstein/REAXYS Number:
4699604

Product Name

Enterolactone, ~95% (HPLC)

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

SMILES string

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

InChI key

HVDGDHBAMCBBLR-PBHICJAKSA-N

assay

~95% (HPLC)

form

solid

storage temp.

2-8°C

Quality Level

100

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6171
BCCM5624
BCCL1264
BCCM1589
BCCK7515

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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
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
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;
Julie Aarestrup et al.
The British journal of nutrition, 109(12), 2269-2275 (2012-11-02)
The phyto-oestrogen enterolactone has been hypothesised to protect against hormone-dependent cancers, probably through its antioestrogenic potential. We investigated whether a higher level of plasma enterolactone was associated with a lower incidence of endometrial cancer in a case-cohort study in the
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