Pular para o conteúdo
Merck
Todas as fotos(1)

Key Documents

06892

Sigma-Aldrich

(+)-Lariciresinol

≥95.0% (HPLC)

Sinônimo(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

Faça loginpara ver os preços organizacionais e de contrato


About This Item

Fórmula empírica (Notação de Hill):
C20H24O6
Número CAS:
Peso molecular:
360.40
Beilstein:
4560057
Número MDL:
Código UNSPSC:
12352005
ID de substância PubChem:
NACRES:
NA.25

Nível de qualidade

Ensaio

≥95.0% (HPLC)

forma

powder

aplicação(ões)

metabolomics
vitamins, nutraceuticals, and natural products

cadeia de caracteres 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

chave InChI

MHXCIKYXNYCMHY-AUSJPIAWSA-N

Categorias relacionadas

Descrição geral

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

Aplicação

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)

Ações bioquímicas/fisiológicas

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.

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogramas

Environment

Palavra indicadora

Warning

Frases de perigo

Declarações de precaução

Classificações de perigo

Aquatic Acute 1

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

Já possui este produto?

Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

Os clientes também visualizaram

Slide 1 of 2

1 of 2

Eudesmine ≥95% (LC/MS-ELSD)

Sigma-Aldrich

SMB00182

Eudesmine

Enterolactone ~95% (HPLC)

Sigma-Aldrich

45199

Enterolactone

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
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
Simone Angeloni et al.
Journal of mass spectrometry : JMS, 53(9), 842-848 (2018-06-21)
Lignans are polyphenolic compounds that are considered phytoestrogens for their plant origins, and they possess different biological activities. Three different extraction methods, ie, "dilute and shoot", acidic hydrolysis, and enzymatic digestion, have been compared for extracting lignans (secoisolariciresinol (SECO), matairesinol
Heidi Schwartz et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 838(2), 78-85 (2006-06-06)
The paper describes a method for the determination of selected lignans in plant foods. First, samples were submitted to methanolysis resulting in cleavage of ester bonds between lignan glycosides and organic acids. Glycosidic linkages were then broken by enzymatic hydrolysis

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica