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06709

Supelco

Pinoresinol

analytical standard

Sinonimo/i:

(+)-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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About This Item

Formula empirica (notazione di Hill):
C20H22O6
Numero CAS:
487-36-5
Peso molecolare:
358.39
Numero MDL:
MFCD07784516
Codice UNSPSC:
85151701
ID PubChem:
329748263
NACRES:
NA.24

Livello qualitativo

100

Grado

analytical standard

Saggio

≥95.0% (HPLC)

Durata

limited shelf life, expiry date on the label

tecniche

HPLC: suitable
gas chromatography (GC): suitable

applicazioni

cleaning products
cosmetics
food and beverages
personal care

Formato

neat

Stringa SMILE

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
HGXBRUKMWQGOIE-AFHBHXEDSA-N

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Categorie correlate

Azioni biochim/fisiol

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).

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Prodotti consigliati

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
BCCG6478
BCCG5387
BCCF0564
BCCC4146
BCBW9369

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(−)-Arctigenin ≥95% (LC/MS-ELSD)

Sigma-Aldrich

SMB00075

(−)-Arctigenin

Secoisolariciresinol diglucoside ≥97% (HPLC)

Sigma-Aldrich

S0202

Secoisolariciresinol diglucoside

Coniferyl alcohol 98%

Sigma-Aldrich

223735

Coniferyl alcohol

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
Y Fukuhara et al.
Enzyme and microbial technology, 52(1), 38-43 (2012-12-04)
Bacterial genes for the degradation of major dilignols produced in lignifying xylem are expected to be useful tools for the structural modification of lignin in plants. For this purpose, we isolated pinZ involved in the conversion of pinoresinol from Sphingobium
Kye-Won Kim et al.
The Journal of biological chemistry, 287(41), 33957-33972 (2012-08-03)
How stereoselective monolignol-derived phenoxy radical-radical coupling reactions are differentially biochemically orchestrated in planta, whereby for example they afford (+)- and (-)-pinoresinols, respectively, is both a fascinating mechanistic and evolutionary question. In earlier work, biochemical control of (+)-pinoresinol formation had been
Tsung-Hsien Chou et al.
Planta medica, 78(9), 919-925 (2012-04-14)
A new orthoquinone, berryammone A (1), and four new naphthalenone derivatives, berryammone B (2), berryammone C (3), 6-O-methylberryammone C (4), and 4-O-methylberryammone C (5), have been isolated from the stem of Berrya ammonilla, together with eleven known compounds (6-16). The
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)
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