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Chamissonolide

PubChem CID: 10019140

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Compound Synonyms chamissonolide, 2alpha-acetoxy-2,3-dihydro-4betaH-helenalin, [(3aR,5R,5aS,6S,8R,8aS,9S,9aS)-8,9-dihydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate, 78853-98-2, Chamissonolid, ((3aR,5R,5aS,6S,8R,8aS,9S,9aS)-8,9-dihydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno(6,5-b)furan-6-yl) acetate, (3AR,4S,4as,5R,7S,7as,8R,9ar)-4,5-dihydroxy-4a,8-dimethyl-3-methylidene-2-oxo-dodecahydroazuleno(6,5-b)furan-7-yl acetic acid, (3AR,4S,4as,5R,7S,7as,8R,9ar)-4,5-dihydroxy-4a,8-dimethyl-3-methylidene-2-oxo-dodecahydroazuleno[6,5-b]furan-7-yl acetic acid, CHAMISSONOLIDE(P), CHEMBL520363, SCHEMBL23601535, BDBM50433465
Topological Polar Surface Area 93.1
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 23.0
Isotope Atom Count 0.0
Molecular Complexity 557.0
Database Name cmaup_ingredients;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Uniprot Id Q04206, n.a., P01103
Iupac Name [(3aR,5R,5aS,6S,8R,8aS,9S,9aS)-8,9-dihydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate
Prediction Hob 1.0
Xlogp 1.3
Molecular Formula C17H24O6
Prediction Swissadme 1.0
Inchi Key TVXMVPIXPQJTJQ-ZBUGIYPBSA-N
Fcsp3 0.7647058823529411
Logs -2.922
Rotatable Bond Count 2.0
Logd 1.51
Compound Name Chamissonolide
Prediction Hob Swissadme 1.0
Exact Mass 324.157
Formal Charge 0.0
Monoisotopic Mass 324.157
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 324.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Esol -2.5318126
Inchi InChI=1S/C17H24O6/c1-7-5-10-13(8(2)16(21)23-10)15(20)17(4)12(19)6-11(14(7)17)22-9(3)18/h7,10-15,19-20H,2,5-6H2,1,3-4H3/t7-,10-,11+,12-,13-,14-,15+,17-/m1/s1
Smiles C[C@@H]1C[C@@H]2[C@H]([C@@H]([C@]3([C@H]1[C@H](C[C@H]3O)OC(=O)C)C)O)C(=C)C(=O)O2
Nring 3.0
Defined Bond Stereocenter Count 0.0

  • 1. Outgoing r'ship FOUND_IN to/from Ipomoea Asarifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Naregamia Alata (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Phoebe Cinnamomifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Trocholejeunea Sandvicensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all