Pinoresinol
SIGMA/40674 - ≥95.0% (HPLC)
Synonym: (+)-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)
CAS Number: 487-36-5
Empirical Formula (Hill Notation): C20H22O6
Molecular Weight: 358.39
MDL Number: MFCD07784516
Linear Formula: C20H22O6
Product Type: Chemical
| application(s) | metabolomics vitamins, nutraceuticals, and natural products |
| assay | ≥95.0% (HPLC) |
| form | powder or crystals |
| InChI | 1S/C20H22O6/c1-23-17-7-11 |
| InChI key | HGXBRUKMWQGOIE-AFHBHXEDSA |
| Quality Level | 100  |
| SMILES string | COc1cc(ccc1O)[C@H]2OC[C@H |
| 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 • as a reference standard for lignan analysis of Sesamum indicum L. seeds |
| 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). |
| General description: | Pinoresinol is a secondary metabolite, a lignan found in wide varieties of plants. Structurally, it is one of the simple lignans, with a dimer of coniferyl alcohol, which forms the bicyclic ring core. |
| Packaging: | Bottomless glass bottle. Contents are inside inserted fused cone. |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥95.0% (HPLC) |
| UNSPSC | 12352205 |