Ajoene

Ajoene
Names
Preferred IUPAC name
(1E)-3-(Prop-2-ene-1-sulfinyl)-1-[(prop-2-en-1-yl)disulfanyl]prop-1-ene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C9H14OS3/c1-3-6-11-12-7-5-9-13(10)8-4-2/h3-5,7H,1-2,6,8-9H2/b7-5+ checkY
    Key: IXELFRRANAOWSF-FNORWQNLSA-N checkY
  • InChI=1/C9H14OS3/c1-3-6-11-12-7-5-9-13(10)8-4-2/h3-5,7H,1-2,6,8-9H2/b7-5+
    Key: IXELFRRANAOWSF-FNORWQNLBE
  • O=S(C/C=C/SSC/C=C)C\C=C
Properties
C9H14OS3
Molar mass 234.39 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Ajoene /ˈɑːh.n/ is an organosulfur compound found in garlic (Allium sativum) extracts. It is a colorless liquid that contains sulfoxide and disulfide functional groups. The name[1] (and pronunciation) is derived from "ajo", the Spanish word for garlic. It is found as a mixture of up to four stereoisomers, which differ in terms of the stereochemistry of the central alkene (E- vs Z-) and the chirality of the sulfoxide sulfur (R- vs S-).

  1. ^ Block E, Ahmad S, Jain MK, Crecely R, Apitz-Castro R, Cruz MR (1984). "(E,Z)-Ajoene: A potent antithrombotic agent from garlic". Journal of the American Chemical Society. 106 (26): 8295–8296. doi:10.1021/ja00338a049.