Accession Number: pdtdbl00092

Details of the Ligand

Ligand Name : Gingerol
Systematic Names : 6-Gingerol; Gingerol; [6]-Gingerol; (S)-(+)-[6]Gingerol; (6)-Gingerol
Molecular Formula : C17H26O4
Molecular Weight : g/mol
IUPAC Name : (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one
Canonical SMILES : CCCCCC(CC(=O)CCC1=CC(=C(C=C1)O)OC)O
Ligand Description :
  • Gingerol, or sometimes [6]-gingerol, is the active constituent of fresh ginger. Chemically, gingerol is a relative of capsaicin and piperine, the compounds which give chilli peppers and black pepper their respective spicyness. It is normally found as a pungent yellow oil, but also can form a low-melting crystalline solid.
  • Cooking ginger transforms gingerol into zingerone, which is less pungent and has a spicy-sweet aroma. When ginger is dried, gingerol undergoes a dehydration reaction forming shogaols, which are about twice as pungent as gingerol. This explains why dried ginger is more pungent than fresh ginger.
  • Ginger also contains 8-gingerol, 10-gingerol, and 12-gingerol.
  • [6]-Gingerol administered by intraperitoneal injection has been used to induce a hypothermic state in rats.
  • Gingerol seems to be effective in an animal model of rheumatoid arthritis.
  • Gingerol and its analogues have a favourable toxicity profile, but are cytotoxic towards a range of cancer cell lines including blood cancer and lung cancer.
  • Gingerol has been investigated in vitro for its effect on cancerous tumors of the bowel, breast tissue, ovaries, and pancreas, with positive results.
  • The product is sometimes used for gingering of horses, a practice that is seen in the horse show world, and which is illegal in some, but not all disciplines.
Related Plants :
Ginger
Ligand Related Dockings :
NA
Ligand References :
  1. https://en.wikipedia.org/wiki/Gingerol
  2. https://pubchem.ncbi.nlm.nih.gov/compound/442793
  3. http://chem.sis.nlm.nih.gov/chemidplus/rn/23513-14-6
Gingerol

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