78246

Curcumin

matrix substance for MALDI-MS, ≥99.5% (HPLC)

• Synonym(s): (E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Diferulylmethane, Natural Yellow 3
• Linear Formula: [HOC₆H₃(OCH₃)CH=CHCO]₂CH₂
• CAS Number: 458-37-7
• Molecular Weight: 368.38
• Colour Index Number: 75300
• Beilstein: 2306965
• EC Number: 207-280-5
• MDL number: MFCD00008365
• PubChem Substance ID: 329768129
• NACRES: NA.21

Properties

• grade: matrix substance for MALDI-MS
• Quality Level: 100
• vapor density: 13 (vs air)
• assay: ≥99.5% (HPLC)
• form: powder
• technique(s): MALDI-MS: suitable
• mp: 183-188 °C
• cation traces: Na: ≤50 mg/kg
• storage temp.: 2-8°C
• SMILES string: COc1cc(\C=C\C(=O)CC(=O)\C=C\c2ccc(O)c(OC)c2)ccc1O
• 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

Description

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable