45198

Enterodiol

≥95.0% (HPLC)

• Synonym(s): 3,3′-[2,3-Bis(hydroxymethyl)butane-1,4-diyl]diphenol
• Empirical Formula (Hill Notation): C₁₈H₂₂O₄
• CAS Number: 77756-22-0
• Molecular Weight: 302.36
• UNSPSC Code: 51111800
• NACRES: NA.77
• PubChem Substance ID: 57650262
• MDL number: MFCD00201089
• Beilstein/REAXYS Number: 8997364
• Form: solid
• Assay: ≥95.0% (HPLC)

Properties

• Quality Segment: 100
• 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

Description

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.

Safety Information

• 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