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:
Molecular Weight:
298.33
UNSPSC Code:
85151701
NACRES:
NA.77
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4699604
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
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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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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
José L Peñalvo et al.
The Journal of nutrition, 142(4), 751-756 (2012-03-02)
Fiber-rich diets are associated with favorable lipid profiles, but the specific compounds and the mechanisms behind this effect are yet to be fully understood. Lignans are fiber-related polyphenols that have been associated with lower prevalence of cardiovascular disease. The objective
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
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;
Pauliina Damdimopoulou et al.
The Journal of nutrition, 141(9), 1583-1589 (2011-07-15)
Enterolactone (EL) is an enterolignan produced by gut microbiota from dietary plant lignans. Epidemiological and experimental studies suggest that EL and plant lignans may reduce the risk of breast and prostate cancer as well as cardiovascular disease. These effects are
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