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(+)-Lariciresinol

SIGMA/06892 - ≥95.0% (HPLC)

Synonym: (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

CAS Number: 27003-73-2
Empirical Formula (Hill Notation): C20H24O6
Molecular Weight: 360.40
MDL Number: MFCD07784476
Linear Formula: C20H24O6
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-06892-10MG 10 mg
 $1040.00
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application(s) metabolomics
vitamins, nutraceuticals, and natural products
assay ≥95.0% (HPLC)
form powder
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
Quality Level 100 
SMILES string COc1cc(C[C@H]2CO[C@@H]([C@H]2CO)c3ccc(O)c(OC)c3)ccc1O
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.
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.
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
Symbol GHS09  GHS09
Signal word Warning
Hazard statements H400
Precautionary statements P273
Hazard Codes N
Risk Statements 50
Safety Statements 61
RIDADR UN 3077 9 / PGIII
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95.0% (HPLC)
UNSPSC 12352005

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