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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
Assay:
~95% (HPLC)
Form:
solid
Quality level:
100

Key Documents

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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
BCCP0398
BCCN6171
BCCM5624
BCCL1264
BCCM1589

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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;
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
Yulan Lin et al.
The British journal of nutrition, 109(10), 1873-1880 (2012-09-26)
The validity of using FFQ to assess dietary lignans is uncertain. We aimed to validate the use of FFQ for the assessment of dietary intake of lignans compared to the serum biomarker enterolactone, the main product of dietary lignans' metabolism
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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