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45198

Sigma-Aldrich

Enterodiol

≥95.0% (HPLC)

Sinónimos:

3,3′-[2,3-Bis(hydroxymethyl)butane-1,4-diyl]diphenol

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About This Item

Fórmula empírica (notación de Hill):
C18H22O4
Número de CAS:
77756-22-0
Peso molecular:
302.36
Beilstein/REAXYS Number:
8997364
MDL number:
MFCD00201089
UNSPSC Code:
51111800
PubChem Substance ID:
57650262
NACRES:
NA.77

assay

≥95.0% (HPLC)

form

solid

storage temp.

2-8°C

SMILES string

OCC(Cc1cccc(O)c1)C(CO)Cc2cccc(O)c2

InChI

1S/C18H22O4/c19-11-15(7-13-3-1-5-17(21)9-13)16(12-20)8-14-4-2-6-18(22)10-14/h1-6,9-10,15-16,19-22H,7-8,11-12H2

InChI key

DWONJCNDULPHLV-UHFFFAOYSA-N

Application


  • The Development and Evaluation of a Literature-Based Dietary Index for Gut Microbiota.: This study assesses the potential role of enterodiol in shaping gut microbiota, proposing a dietary index that could influence microbial diversity and activity. This research could lead to targeted dietary recommendations for enhancing gut health (Kase et al., 2024).

  • Roles of gender and smoking in the associations between urinary phytoestrogens and asthma/wheeze and lung function.: This analysis includes enterodiol among the phytoestrogens evaluated for their impact on respiratory health, revealing significant insights into how lifestyle factors modulate these effects (Zhang et al., 2024).

  • Obesity-associated inflammatory macrophage polarization is inhibited by capsaicin and phytolignans.: Investigates the efficacy of enterodiol and other phytolignans in modulating inflammatory processes in obesity, offering a potential pathway to mitigate obesity-related inflammation (Poynter et al., 2024).

  • The Perfect Cup, Coffee-Derived Polyphenols and Their Roles in Mitigating Factors Affecting Type 2 Diabetes Pathogenesis.: Highlights research on coffee-derived polyphenols, including enterodiol, exploring their therapeutic potentials in managing and preventing type 2 diabetes (Chapple et al., 2024).

  • Microbial Phenolic Metabolites Are Associated with Improved Cognitive Health.: Discusses how enterodiol, as a microbial metabolite from dietary phenolics, is linked to enhanced cognitive functions, stressing the importance of diet in mental health (Domínguez-López et al., 2024).


Biochem/physiol Actions

Referred to as a "mammalian lignan," enterodiol is produced by metabolism of plant lignans by intestinal flora.

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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Daniel Hinojosa-Nogueira et al.
Journal of agricultural and food chemistry, 65(20), 4216-4222 (2017-05-06)
Polyphenols are bioactive substances of vegetal origin with a significant impact on human health. The assessment of polyphenol intake and excretion is therefore important. The Folin-Ciocalteu (F-C) method is the reference assay to measure polyphenols in foods as well as
Alejandro de Athayde Moncorvo Collado et al.
The Journal of membrane biology, 251(4), 593-600 (2018-05-08)
The interaction of enterodiol and the well-described polyphenol epigallocatechin gallate (EGCG) with hepatic membranes has been matter of interest in the last few years. On one hand, EGCG is only able to bind to the phospholipid polar head groups, as
Hongmei Jiang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1012-1013, 106-112 (2016-01-28)
A sensitive and robust method using high performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) was developed for quantitation of 13 phytoestrogens and related metabolites in rat serum samples. A new type of column, the Kinetex core-shell C18 column, was applied for
Mingyue Zhang et al.
International journal of environmental research and public health, 12(12), 15110-15117 (2015-12-04)
Exposure to artificial or natural endocrine disruptors, such as bisphenol A (BPA) and phytoestrogens has been demonstrated to have health effects, especially in children. Biomonitoring of BPA and phytoestrogens in human urine can be used to assess the intake levels
Qi Sun et al.
The American journal of clinical nutrition, 105(1), 159-168 (2017-01-05)
Limited knowledge regarding the reproducibility of biomarkers in 24-h urine samples has hindered the collection and use of the samples in epidemiologic studies. We aimed to evaluate the reproducibility of various markers in repeat 24-h urine samples. We calculated intraclass
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