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06892

(+)-Lariciresinol

≥95.0% (HPLC)

Synonym(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

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About This Item

Empirical Formula (Hill Notation):
C20H24O6
CAS Number:
27003-73-2
Molecular Weight:
360.40
NACRES:
NA.25
PubChem Substance ID:
329748296
UNSPSC Code:
12352005
MDL number:
MFCD07784476
Beilstein/REAXYS Number:
4560057
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Quality Segment

100

assay

≥95.0% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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

InChI key

MHXCIKYXNYCMHY-AUSJPIAWSA-N

General description

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)

Biochem/physiol Actions

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H400

Hazard Classifications

Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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