C7727

Curcumin

≥94% (curcuminoid content), ≥80% (Curcumin)

• Sinônimo(s): (E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Diferulylmethane, Natural Yellow 3
• Fórmula linear: [HOC₆H₃(OCH₃)CH=CHCO]₂CH₂
• Número CAS: 458-37-7
• Peso molecular: 368.38
• Número do índice de cores: 75300
• Beilstein: 2306965
• Número CE: 207-280-5
• Número MDL: MFCD00008365
• Código UNSPSC: 12352205
• ID de substância PubChem: 24892983
• NACRES: NA.47

Propriedades

• densidade de vapor: 13 (vs air)
• Nível de qualidade: 200
• Ensaio: ≥80% (Curcumin); ≥94% (curcuminoid content)
• Formulário: powder
• pf: 175 °C
• solubilidade: ethanol: 1 mg/mL; DMSO: >11 mg/mL; 0.5 M NaOH: soluble (then immediately diluted in PBS)
• aplicação(ões): metabolomics; vitamins, nutraceuticals, and natural products
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: 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+
• chave InChI: VFLDPWHFBUODDF-FCXRPNKRSA-N
• Informações sobre genes: human ... APP(351) , CYP1A2(1544)

Descrição

Descrição geral

Curcumin is a yellow colored polyphenol obtained from the rhizome of Curcuma longa L. It is also known as diferuloyl methane, a symmetric molecule with a seven carbon linker connecting two o-methoxy phenolic groups containing aromatic rings. Curcumin is synthesized by Pabon′s reaction using vanillin and acetyl acetone in the presence of boric oxide. It constitutes an important part of various diets and herbal medicines, especially in the Asian continent for its various salubrious effects on human health.

Aplicação

Curcumin has been used:

• to study its in vitro effect on the inflammation and expression of tumour factor in patients with chronic kidney diseases
• to determine its influence when used in combination with high frequency ultrasound on human cervical carcinoma cells
• to study the possibility of using magnetic purification of curcumin from Curcuma longa by surface active maghemite nanoparticles (SAMNs)
• to examine its effect on the amyloid-β peptide levels along with the maturation of amyloid-β precursor proteins in various cell lines and primary cortical neurons in mouse
• as a supplement to evaluate its anti-carcinogenic and anti-apoptotic effect on cancer cells and cardiomyocytes
• to test its anti-inflammatory effect in human promyelocytic leukemia cell line, the HL-60

Ações bioquímicas/fisiológicas

A natural phenolic compound responsible for the yellow color of turmeric. Potent anti-tumor agent that acts against highly diverse tumor-specific pathways. Anti-inflammatory and anti-oxidant. 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), cyclooxygenase (COX-2) and 5-lipoxygenase (5-LOX).

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.

Curcumin is postulated to have anti-depressant, anti-stress and neuroprotective effects on humans and other animals. Additionally, it also shows anti-fungal, antiviral, anti-microbial, chemosensitizing, radiosensitizing, and wound healing activities.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable