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 |
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) |
Application: |
- Hybrid Ethylcellulose Polymeric Films: Ag(I)-Based Components and Curcumin as Reinforcing Ingredients for Enhanced Food Packaging Properties: This research discusses the development of hybrid ethylcellulose films integrating curcumin to improve food packaging, emphasizing the analytical chemistry aspects like ingredient compatibility and performance evaluation (Crispini A et al., 2024 ).
- Intelligent double-layer film based on gellan gum/modified anthocyanin/curcumin/sodium alginate/zinc oxide for monitoring shrimp freshness: This article describes the creation of an intelligent film incorporating curcumin for real-time monitoring of shrimp freshness, showcasing a practical application of curcumin in food safety and shelf-life extension (Li C et al., 2024 ).
- Cyclodextrin-grafted redox-responsive hydrogel mediated by disulfide bridges for regulated drug delivery: This study examines a curcumin-incorporated cyclodextrin hydrogel, highlighting the use of curcumin in developing advanced drug delivery systems with potential applications in targeted therapy (Xu X et al., 2024 ).
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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 |