Curcumin

CAS: 458-37-7

Ref. TR-C838500

Product Information

• Name: Curcumin
• Synonyms: (1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione, (1E,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one, (1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, (E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, (E,E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadien-3,5-dione, (E,E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-, (1E,6E)-, 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-, (E,E)-, 1,7-Bis(4-Hidroxi-3-Metoxifenil)Hepta-1,6-Dieno-3,5-Diona, 1,7-Bis(4-Hydroxy-3-Methoxyphenyl)-1,6-Heptadiene-3,5-Dione, 1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-dien-3,5-dion, 1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione, Biocurcumax, Br 213, C Yellow 15, Colorant E 100, Curcuma, Curcuma yellow, Curcumax, Curcumin I, Curcumin W, Curcumine, Cureit, Curouma, Diferuloylmethane, E 100 (dye), E-100, E100, Gelbwurz, Haidr, Halad, Haldar, Halud, Hepta-1,6-Diene-3,5-Dione, 1,7-Bis(4-Hydroxy-3-Methoxyphenyl)- (1E,6E), INS 100i, Indian Saffron, Jianghuangsu, Kacha Haldi, Kachs Haldi, Kiriyasu Oil Yellow U, Lipocurc, Longvida, Merita Earth, NanoCurc, Natural Yellow 3, Natxtra, Nsc 32982, Safra D'Inde, San-Ei Curcumine AL, San-Ei Gen Curcumine AL, Souchet, Terra Merita, Theracurmin, Theracurmin CR 011L, Tumeric Yellow, Turmeric, Turmeric (dye), Turmeric yellow, Ukon, Ukon (dye), Vacurin, Yellow Ginger, Yellow Root, Yo-Kin, trans,trans-Curcumin, C.I. 75300, C.I. 75300, C.I. Natural Yellow 3, curcumin

Description

Applications A natural phenolic compound. Potent anti-tumor agent having anti-inflammatory and antioxidant properties. 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 currently being examined as a possible therapeutic for the treatment of Alzheimers disease. Neuroprotective. Dyes and metabolites.
References Srinivasan, et al.: J. Pharm. Pharmacol., 5, 448 (1953), Tu, B., et al.: J .Cell Biol., 164, 341 (2004), Xu, G., et al.: Biochemistry, 44, 9817 (2005), Johnson, J., et al.: Cancer Lett., 255, 170 (2007), Chem. and Eng. News 90(31), 44 (2012)

• Brand: TRC

Chemical properties

• Molecular weight: 368.38
• Formula: C₂₁H₂₀O₆
• Color/Form: Orange
• InChI: 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: InChIKey=VFLDPWHFBUODDF-FCXRPNKRSA-N
• SMILES: COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(O)c(OC)c2)ccc1O