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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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10 mg
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$1,120.00

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.

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This Item
G104647752SMB00104
(+)-Lariciresinol ≥95.0% (HPLC)

Sigma-Aldrich

06892

(+)-Lariciresinol

[6]-Gingerol ≥98% (HPLC)

Sigma-Aldrich

G1046

[6]-Gingerol

Formononetin ≥99.0% (TLC)

Sigma-Aldrich

47752

Formononetin

Cycloolivil ≥95% (LC/MS-ELSD)

Sigma-Aldrich

SMB00104

Cycloolivil

assay

≥95.0% (HPLC)

assay

≥98% (HPLC)

assay

≥99.0% (TLC)

assay

≥95% (LC/MS-ELSD)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

form

powder

form

-

form

solid

form

solid

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

-

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM4459
BCCL1415
BCCK0188
BCCF2860
BCCH6861

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Bomi Hwang et al.
Biochemical and biophysical research communications, 410(3), 489-493 (2011-06-18)
Lariciresinol is an enterolignan precursor isolated from the herb Sambucus williamsii, a folk medicinal plant used for its therapeutic properties. In this study, the antifungal properties and mode of action of lariciresinol were investigated. Lariciresinol displays potent antifungal properties against
Hisashi Nishiwaki et al.
Journal of agricultural and food chemistry, 59(24), 13089-13095 (2011-11-10)
All stereoisomers of lariciresinol were synthesized to examine the effect of stereochemistry on plant growth. Configuration of benzylic 7-positions was constructed through S(N)1 or S(N)2 intramolecular etherification. 8- and 8'-position configurations were established from the starting material except for all
Niina M Saarinen et al.
International journal of cancer, 123(5), 1196-1204 (2008-06-06)
Lariciresinol is a dietary lignan that accounts for a significant portion of the total phytoestrogen intake from Western foods. Recent epidemiological studies suggest that high dietary intake of lignans and lariciresinol is associated with reduced breast cancer risk. However, no
View All Related Papers

Global Trade Item Number

SKUGTIN
P39001-100G04061833553985
P39001-5G04061833553992
06892-10MG04061838647078

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