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(Z)-Ajoene

PubChem CID: 9881148

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Compound Synonyms (Z)-Ajoene, Ajoene, (Z)-, 92285-00-2, UNII-J9XLK7547H, J9XLK7547H, Disulfide, 2-propenyl (1Z)-3-(2-propenylsulfinyl)-1-propenyl, Disulfide, 2-propenyl 3-(2-propenylsulfinyl)-1-propenyl, (Z)-, Disulfide, 2-propen-1-yl (1Z)-3-(2-propen-1-ylsulfinyl)-1-propen-1-yl, CHEBI:80707, (Z)-1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene, trans-Ajoene, 4,5,9-Trithiadodeca-1,6,11-triene 9-oxide, 2-Propenyl-3-(2-propenylsulfinyl)-1-propenyl disulfide, CHEMBL122289, SCHEMBL3305767, DTXSID101318564, Allyl 3-allylsulfinyl-1-propenyl disulfide, 4,5,9-Trithia-1,6,11-dodecatriene 9-oxide, C16757, z-4,5,9-trithiadodeca-1,6,11-triene 9-oxide, Q27149741, 2-Propenyl 3-(2-propenylsulfinyl)-1-propenyl disulfide, 9CI, 3-{[(1Z)-3-(prop-2-ene-1-sulfinyl)prop-1-en-1-yl]disulfanyl}prop-1-ene
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 86.9
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Deep Smiles C=CCSS/C=CCS=O)CC=C
Heavy Atom Count 13.0
Classyfire Class Sulfoxides
Description Isolated from garlic (Allium sativum) extracts. Nutriceutical with anti-cancer props. Ajoene (pronounced /???ho?i?n/) is a chemical compound available from garlic (Allium sativum). The name (and pronunciation) is derived from "ajo", the Spanish word for garlic. It is found as a mixture of two isomers, E-, and Z- 4,5,9-trithiadodeca-1,6,11-triene 9-oxide., Ajoene, an unsaturated disulfide, is formed from the bonding of three allicin molecules. Allicin is a sulfinyl compound that gives garlic its strong odor and flavor. The release of allicin occurs after a garlic clove is crushed or finely chopped. Subsequent formation of ajoene occurs when allicin is dissolved in various solvents including edible oils. Ajoene is also found in garlic extract. Ajoene is most stable and most abundant in macerate of garlic (chopped garlic in edible oil).
Isotope Atom Count 0.0
Molecular Complexity 199.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P00390, P28593, n.a.
Iupac Name (Z)-1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene
Prediction Hob 1.0
Class Sulfoxides
Veber Rule True
Classyfire Superclass Organosulfur compounds
Xlogp 1.7
Superclass Organosulfur compounds
Gsk 4 400 Rule True
Molecular Formula C9H14OS3
Prediction Swissadme 0.0
Inchi Key IXELFRRANAOWSF-ALCCZGGFSA-N
Silicos It Class Soluble
Fcsp3 0.3333333333333333
Logs -2.183
Rotatable Bond Count 8.0
Logd 0.82
Synonyms 2-Propenyl 3-(2-propenylsulfinyl)-1-propenyl disulfide, 9CI, 2-Propenyl-3-(2-propenylsulfinyl)-1-propenyl disulfide, 4,5,9-Trithia-1,6,11-dodecatriene 9-oxide, 4,5,9-Trithiadodeca-1,6,11-triene 9-oxide, Ajoene, trans-, Allyl 3-allylsulfinyl-1-propenyl disulfide, Disulfide, 2-propenyl 3-(2-propenylsulfinyl)-1-propenyl, Trans-ajoene, 2-Propenyl 3-(2-propenylsulfinyl)-1-propenyl disulfide, 9ci, trans-Ajoene, (z)-ajoene
Esol Class Very soluble
Functional Groups C/C=CSSC, C=CC, CS(C)=O
Compound Name (Z)-Ajoene
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 234.021
Formal Charge 0.0
Monoisotopic Mass 234.021
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 234.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aliphatic acyclic compounds
Lipinski Rule Of 5 True
Esol -1.8426481999999997
Inchi 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-
Smiles C=CCSS/C=C\CS(=O)CC=C
Nring 0.0
Defined Bond Stereocenter Count 1.0
Egan Rule True
Taxonomy Direct Parent Sulfoxides

  • 1. Outgoing r'ship FOUND_IN to/from Allium Ampeloprasum (Plant) Rel Props:Reference:
  • 2. Outgoing r'ship FOUND_IN to/from Allium Angulosum (Plant) Rel Props:Reference:
  • 3. Outgoing r'ship FOUND_IN to/from Allium Ascalonicum (Plant) Rel Props:Reference:
  • 4. Outgoing r'ship FOUND_IN to/from Allium Azureum (Plant) Rel Props:Reference:
  • 5. Outgoing r'ship FOUND_IN to/from Allium Carolinianum (Plant) Rel Props:Reference:
  • 6. Outgoing r'ship FOUND_IN to/from Allium Cepa (Plant) Rel Props:Reference:
  • 7. Outgoing r'ship FOUND_IN to/from Allium Chinense (Plant) Rel Props:Reference:
  • 8. Outgoing r'ship FOUND_IN to/from Allium Consanguineum (Plant) Rel Props:Reference:
  • 9. Outgoing r'ship FOUND_IN to/from Allium Fistulosum (Plant) Rel Props:Reference:
  • 10. Outgoing r'ship FOUND_IN to/from Allium Hookeri (Plant) Rel Props:Reference:
  • 11. Outgoing r'ship FOUND_IN to/from Allium Humile (Plant) Rel Props:Reference:
  • 12. Outgoing r'ship FOUND_IN to/from Allium Macleanii (Plant) Rel Props:Reference:
  • 13. Outgoing r'ship FOUND_IN to/from Allium Macrostemon (Plant) Rel Props:Reference:
  • 14. Outgoing r'ship FOUND_IN to/from Allium Monspessulanum (Plant) Rel Props:Reference:
  • 15. Outgoing r'ship FOUND_IN to/from Allium Neapolitanum (Plant) Rel Props:Reference:
  • 16. Outgoing r'ship FOUND_IN to/from Allium Nutans (Plant) Rel Props:Reference:
  • 17. Outgoing r'ship FOUND_IN to/from Allium Przewalskianum (Plant) Rel Props:Reference:
  • 18. Outgoing r'ship FOUND_IN to/from Allium Rhabdotum (Plant) Rel Props:Reference:
  • 19. Outgoing r'ship FOUND_IN to/from Allium Rosenorum (Plant) Rel Props:Reference:
  • 20. Outgoing r'ship FOUND_IN to/from Allium Sativum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Allium Schoenoprasum (Plant) Rel Props:Reference:
  • 22. Outgoing r'ship FOUND_IN to/from Allium Stipitatum (Plant) Rel Props:Reference:
  • 23. Outgoing r'ship FOUND_IN to/from Allium Stracheyi (Plant) Rel Props:Reference:
  • 24. Outgoing r'ship FOUND_IN to/from Allium Tuberosum (Plant) Rel Props:Reference:
  • 25. Outgoing r'ship FOUND_IN to/from Allium Ursinum (Plant) Rel Props:Reference:
  • 26. Outgoing r'ship FOUND_IN to/from Allium Victorialis (Plant) Rel Props:Reference:
  • 27. Outgoing r'ship FOUND_IN to/from Allium Wallichii (Plant) Rel Props:Reference:
  • 28. Outgoing r'ship FOUND_IN to/from Coriandrum Sativum (Plant) Rel Props:Reference:
  • 29. Outgoing r'ship FOUND_IN to/from Lepidium Sativum (Plant) Rel Props:Reference:
  • 30. Outgoing r'ship FOUND_IN to/from Pisum Sativum (Plant) Rel Props:Reference:
  • 31. Outgoing r'ship FOUND_IN to/from Triticum Sativum (Plant) Rel Props:Reference: