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Merck

40674

Pinoresinol

≥95.0% (HPLC)

Synonim(y):

(+)-Pinoresinol, 4,4′-((1S,3aR,4S,6aR)-Hexahydrofuro[3,4-c]furan-1,4-diyl)bis(2-methoxyphenol), 4,4′-[(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2-methoxyphenol)

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C20H22O6
Numer CAS:
Masa cząsteczkowa:
358.39
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:

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InChI

1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1

SMILES string

COc1cc(ccc1O)[C@H]2OC[C@H]3[C@@H]2CO[C@@H]3c4ccc(O)c(OC)c4

InChI key

HGXBRUKMWQGOIE-AFHBHXEDSA-N

assay

≥95.0% (HPLC)

form

powder or crystals

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

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1 of 4

Ta pozycja
06709PHL89525SMB00436
form

powder or crystals

form

-

form

solid

form

powder

assay

≥95.0% (HPLC)

assay

≥95.0% (HPLC)

assay

≥90.0% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

200

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

cleaning products
cosmetics
food and beverages
personal care

application(s)

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

General description

Pinoresinol is a secondary metabolite, a lignan found in wide varieties of plants.[1] Structurally, it is one of the simple lignans, with a dimer of coniferyl alcohol, which forms the bicyclic ring core.[1]

Application

Pinoresinol has been used:
  • as a reference standard for qualitative and quantitative analysis of lignans from Triticale (X Triticosecale Wittmack) grains using ultra-performance liquid chromatography (UPLC) with photodiode and mass TQD detectors
  • as an enterolignan precursor to study its estrogenic activity on the proliferation of human breast cancer MCF-7 cells[2]
  • as a reference standard for lignan analysis of Sesamum indicum L. seeds[3]

Biochem/physiol Actions

Pinoresinol is present in a number of plants including medical plants like Sambucus williamsii, Eucommia ulmoides (duzhong), Styrax sp, Forsythia suspensa, and in extra virgin olive oil. The genus Sambucus is widely distributed in Europe, Asia, and North Africa, and has been used in traditional medicine as an analgesic, antivirus, antiinflammatory, homoeostatic, and diuretic drugs which act on bruises, fractures, and edema. Pinoresinol displays potent antifungal properties by causing damage to the fungal plasma membrane. It exerts anti-oxidative and anti-inflammatory activities by inhibition of TNF- α production (presumably through inhibition of NF- κB and AP-1).
exerts anti-oxidative and anti-inflammatory activities by inhibition of TNF-α production

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.
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Klasa składowania

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Frank C Schroeder et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(42), 15497-15501 (2006-10-13)
Pinoresinol, a lignan of wide distribution in plants, is found to occur as a minor component in the defensive secretion produced by glandular hairs of caterpillars of the cabbage butterfly, Pieris rapae. The compound or a derivative is appropriated by
Kishan Chandra et al.
Biotechnology reports (Amsterdam, Netherlands), 22, e00336-e00336 (2019-04-25)
Members of Cytochromes P450 super family of enzymes catalyse important biochemical reactions in plants. Some of these reactions are so important that they contribute to enormous chemical diversity seen in plants. Many unique secondary metabolites formed by mediation of these
Lignans in triticale grain and triticale products
Makowska A, et al.,
Journal of Cereal Science, 93, 102939-102939 (2020)
J L Peñalvo et al.
European journal of clinical nutrition, 66(7), 795-798 (2012-05-17)
Lignan-rich diets have been associated with favorable health effects through improved metabolic profile. In this study, we hypothesized that dietary lignan intake could be also associated with childhood obesity. We studied prevalent obesity in relation to lignan intake within the
Arin Wikul et al.
Bioorganic & medicinal chemistry letters, 22(16), 5215-5217 (2012-07-24)
Defatted sesame seeds have been reported for hypoglycemic effect in mice and T2DM women. An attempted to identify active components responsible for this effect was conducted using α-glucosidase-guided fractionation, resulting in the isolation of various lignans. Of compounds isolated, only

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