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45199

Sigma-Aldrich

Enterolactone

~95% (HPLC)

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C18H18O4
Número CAS:
78473-71-9
Peso molecular:
298.33
Beilstein:
4699604
Número MDL:
MFCD01861506
Código UNSPSC:
85151701
ID de substância PubChem:
57650263
NACRES:
NA.77

Ensaio

~95% (HPLC)

Nível de qualidade

100

forma

solid

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

HVDGDHBAMCBBLR-PBHICJAKSA-N

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Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “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

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
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
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
Anja Olsen et al.
Breast cancer research and treatment, 128(3), 883-889 (2011-02-23)
Experimental and epidemiological studies have suggested that the phytoestrogen enterolactone is associated to biological mechanisms that may have positive effects on breast cancer development. In a recent study based on American breast cancer patients, high intakes of lignans, the precursor
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