06892

(+)-Lariciresinol

≥95.0% (HPLC)

• Synonyme(s) : (2S,3R,4R)-Tetrahydro-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-furanmethanol, 4-[(2S,3R,4R)-4-[(4-Hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenol, NSC 329247
• Formule empirique (notation de Hill): C₂₀H₂₄O₆
• Numéro CAS: 27003-73-2
• Poids moléculaire : 360.40
• Numéro Beilstein : 4560057
• Numéro MDL: MFCD07784476
• Code UNSPSC : 12352005
• ID de substance PubChem : 329748296
• Nomenclature NACRES : NA.25

Propriétés

• Pureté: ≥95.0% (HPLC)
• Forme: powder
• Application(s): metabolomics; vitamins, nutraceuticals, and natural products
• Chaîne SMILES: COc1cc(C[C@H]2CO[C@@H]([C@H]2CO)c3ccc(O)c(OC)c3)ccc1O
• InChI: 1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0/s1
• Clé InChI: MHXCIKYXNYCMHY-AUSJPIAWSA-N

Description

Description générale

Lariciresinol(LA) is a dietary phytoestrogen plant lignan. It is one of the main active phytochemicals in many traditional medicinal plants and cereals.

Application

Lariciresinol has been used as a reference standard:

• in the purification, identification, and analysis of lignan phytoestrogens and lignan glycosides
• for the determination of the enantiomeric composition of lariciresinol from the pinoresinol to lariciresinol reduction reaction using high-performance liquid chromatography (HPLC)
• forqualitative and quantitative analysis of lignans in seven types of triticalegrain using ultra-performance liquid chromatography (UPLC)

Actions biochimiques/physiologiques

Lariciresinol is a potent dietary antioxidant and a radical scavenger by potentially chelating catalytic Fe²⁺ ions. It exerts antimicrobial effects against foodborne pathogens S. aureus and E. coli O157:H7. Lariciresinol is an effective anticancer agent that inhibits cell proliferation and induces apoptosis in human HepG2 cells in vitro. It also displays anti-inflammatory and anti-diabetic effects in vitro and in vivo studies respectively.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Informations sur la sécurité

• Pictogrammes: GHS09
• Mention d'avertissement: Warning
• Mentions de danger: H400
• Conseils de prudence: P273 - P391 - P501
• Classification des risques: Aquatic Acute 1
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable