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06709

Supelco

Pinoresinol

analytical standard

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Synonym(s):
(+)-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)
Empirical Formula (Hill Notation):
C20H22O6
CAS Number:
487-36-5
Molecular Weight:
358.39
MDL number:
MFCD07784516
UNSPSC Code:
85151701
PubChem Substance ID:
329748263
NACRES:
NA.24

Quality Level

100

grade

analytical standard

Assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

SMILES string

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

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

InChI key

HGXBRUKMWQGOIE-AFHBHXEDSA-N

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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).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Recommended products

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WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sheng-Zhuo Huang et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 38(1), 64-69 (2013-04-20)
To study the chemical constituents from Daphne acutiloba. The constituents were separated by column chromatography, and their structures were elucidated by spectroscopic data analyses. Fifteen compounds were isolated from the EtOAc extract and identified as wikstroelide M (1), vesiculosin (2)
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
An enantiocomplementary dirigent protein for the enantioselective laccase-catalyzed oxidative coupling of phenols.
Benjamin Pickel et al.
Angewandte Chemie (International ed. in English), 49(1), 202-204 (2009-12-01)
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
Wen-Jie Li et al.
Molecules (Basel, Switzerland), 17(8), 8773-8781 (2012-07-27)
Two new compounds, (2S,3R)-methyl 7-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3-(hydroxymethyl)-2,3-dihydrobenzofuran-5-carboxylate (1) and (4R,5S)-5-(3-hydroxy-2,6-dimethylphenyl)-4-isopropyldihydrofuran-2-one (2), tentatively named norcurlignan and limlactone, respectively, were isolated from Liriope muscari, together with the known compound (-)-pinoresinol (3). The structures of these compounds were elucidated and characterized on the basis of
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