Curcumin

Curcumin
Enol form
Keto form
Names
Pronunciation /ˈkɜːrkjʊmɪn/
Preferred IUPAC name
(1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
Other names
  • (1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
  • Diferuloylmethane
  • Curcumin I
  • C.I. 75300
  • Natural Yellow 3
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.619
E number E100 (colours)
IUPHAR/BPS
KEGG
UNII
CompTox Dashboard (EPA)
  • 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+ Y
    Key: VFLDPWHFBUODDF-FCXRPNKRSA-N Y
  • InChI=1/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+
    Key: VFLDPWHFBUODDF-FCXRPNKRBF
SMILES
  • O=C(\C=C\c1ccc(O)c(OC)c1)CC(=O)\C=C\c2cc(OC)c(O)cc2
Properties
C21H20O6
Molar mass 368.385 g·mol−1
Appearance Bright yellow-orange powder
Melting point 183 °C (361 °F; 456 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Curcumin is a bright yellow chemical produced by plants of the Curcuma longa species. It is the principal curcuminoid of turmeric (Curcuma longa), a member of the ginger family, Zingiberaceae. It is sold as an herbal supplement, cosmetics ingredient, food flavoring, and food coloring.[1]

Chemically, curcumin is a polyphenol, more particularly a diarylheptanoid, belonging to the group of curcuminoids, which are phenolic pigments responsible for the yellow color of turmeric.[2]

Extensive studies have consistently failed to show any medical value for curcumin. It is difficult to study because it is both unstable and poorly bioavailable. It is unlikely to produce useful leads for drug development as a lead compound.[3]

  1. ^ Majeed S (28 December 2015). "The State of the Curcumin Market". Natural Products Insider. Archived from the original on October 17, 2017. Retrieved February 29, 2016.
  2. ^ CID 969516 from PubChem
  3. ^ Cite error: The named reference nelson was invoked but never defined (see the help page).