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4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione

PubChem CID: 3756497

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Compound Synonyms 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione, 109402-60-0, 4-Hydroxy-9-(hydroxymethyl)-6-methyl-3-methylene-3,3a,4,5-tetrahydroazuleno[4,5-b]furan-2,7(9aH,9bH)-dione, SCHEMBL235693
Topological Polar Surface Area 83.8
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 20.0
Description Constituent of Cichorium intybus (chicory) Lactucin is a bitter substance that forms a white crystalline solid and belongs to the group of sesquiterpene lactones. It is found in some varieties of lettuce and is an ingredient of lactucarium. It has been shown to have analgesic and sedative properties.
Isotope Atom Count 0.0
Molecular Complexity 583.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione
Prediction Hob 1.0
Class Lactones
Xlogp -0.7
Superclass Organoheterocyclic compounds
Subclass Gamma butyrolactones
Molecular Formula C15H16O5
Prediction Swissadme 0.0
Inchi Key VJQAFLAZRVKAKM-UHFFFAOYSA-N
Fcsp3 0.4666666666666667
Logs -2.747
Rotatable Bond Count 1.0
State Solid
Logd 0.852
Synonyms Lactucin, 11beta,13-Dihydrolactucin
Compound Name 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 276.1
Formal Charge 0.0
Monoisotopic Mass 276.1
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 276.28
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Esol -1.0333856000000001
Inchi InChI=1S/C15H16O5/c1-6-3-9(17)12-7(2)15(19)20-14(12)13-8(5-16)4-10(18)11(6)13/h4,9,12-14,16-17H,2-3,5H2,1H3
Smiles CC1=C2C(C3C(C(C1)O)C(=C)C(=O)O3)C(=CC2=O)CO
Nring 3.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Gamma butyrolactones

  • 1. Outgoing r'ship FOUND_IN to/from Cichorium Endivia (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Cichorium Intybus (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Ixeris Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Lactuca Laciniata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Lactuca Sativa (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Lactuca Virosa (Plant) Rel Props:Source_db:cmaup_ingredients
  • 7. Outgoing r'ship FOUND_IN to/from Ulva Lactuca (Plant) Rel Props:Source_db:cmaup_ingredients