Synonym: (E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione; Diferuloylmethane; Diferulylmethane; Natural Yellow 3
CAS Number: 458-37-7
Empirical Formula (Hill Notation): C21H20O6
Molecular Weight: 368.38
MDL Number: MFCD00008365
Linear Formula: [HOC6H3(OCH3)CH=CHCO]2CH2
Product Type: Chemical
| assay |
≥98.0% (HPLC) |
| form |
powder |
| grade |
primary reference standard |
| InChI |
1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+ |
| InChI key |
VFLDPWHFBUODDF-FCXRPNKRSA-N |
| manufacturer/tradename |
PhytoLab |
| product line |
phyproof® Reference Substance |
| SMILES string |
COc1cc(C=CC(=O)CC(=O)C=Cc2ccc(O)c(OC)c2)ccc1O |
| vapor density |
13 (vs air) |
| Biochem/physiol Actions: |
A natural phenolic compound. Potent anti-tumor agent having anti-inflammatory and anti-oxidant properties. Curcumin has been cited as a potential chemopreventive agent, in addition to its chemotherapeutic activity. Induces apoptosis in cancer cells and inhibits phorbol ester-induced protein kinase C (PKC) activity. Reported to inhibit production of inflammatory cytokines by peripheral blood monocytes and alveolar macrophages. Potent inhibitor of EGFR tyrosine kinase and IκB kinase. Inhibits inducible nitric oxide synthase (iNOS), cycloxygenase and lipoxygenase. Easily penetrates into the cytoplasm of cells, accumulating in membranous structures such as plasma membrane, endoplasmic reticulum and nuclear envelope. |
| General description: |
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG |
| Legal Information: |
phyproof is a registered trademark of PhytoLab GmbH & Co. KG |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98.0% (HPLC) |
| Colour Index Number |
75300 |
| UNSPSC |
41116107 |
