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
| 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 |
| 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 |
