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
EC Number: 207-280-5
MDL Number: MFCD00008365
Linear Formula: [HOC6H3(OCH3)CH=CHCO]2CH2
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 78246-100MG
assay |
≥99.5% (HPLC) |
cation traces |
Na: ≤50 mg/kg |
form |
powder |
grade |
matrix substance for MALDI-MS |
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 |
mp |
183-188 °C |
Quality Level |
100 ![External link](https://krackeler.com/images/sigma/ext-link.gif) |
SMILES string |
COc1cc(C=CC(=O)CC(=O)C=Cc2ccc(O)c(OC)c2)ccc1O |
storage temp. |
2-8°C |
technique(s) |
MALDI-MS: suitable |
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. |
Hazard Codes |
Xi |
Risk Statements |
36/37/38 |
Safety Statements |
26 |
RIDADR |
NONH for all modes of transport |
WGK Germany |
WGK 3 |
Flash Point(F) |
Not applicable |
Flash Point(C) |
Not applicable |
Purity |
≥99.5% (HPLC) |
mp |
183-188 °C |
Storage Temp. |
2-8°C |
Colour Index Number |
75300 |
UNSPSC |
12000000 |