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(1aS,2aS,6S,6aS)-6-hydroxy-1a-(hydroxymethyl)-5-(4-methylpent-3-enyl)-2,2a,6,6a-tetrahydrooxireno[2,3-f][1]benzofuran-4-one

PubChem CID: 101289823

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 79.3
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CC3CC3CC2C1
Np Classifier Class Bisabolane sesquiterpenoids
Deep Smiles OC[C@@]C[C@@H]OC=O)C=C5[C@@H][C@@H]9O%10))O)))CCC=CC)C
Heavy Atom Count 20.0
Classyfire Class Oxepanes
Scaffold Graph Node Level OC1CC2CC3OC3CC2O1
Isotope Atom Count 0.0
Molecular Complexity 502.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name (1aS,2aS,6S,6aS)-6-hydroxy-1a-(hydroxymethyl)-5-(4-methylpent-3-enyl)-2,2a,6,6a-tetrahydrooxireno[2,3-f][1]benzofuran-4-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 0.2
Gsk 4 400 Rule True
Molecular Formula C15H20O5
Scaffold Graph Node Bond Level O=C1C=C2CC3OC3CC2O1
Prediction Swissadme 1.0
Inchi Key LQGGFVAMWSRTCC-NHULGOKLSA-N
Silicos It Class Soluble
Fcsp3 0.6666666666666666
Logs -2.663
Rotatable Bond Count 4.0
Logd 1.723
Synonyms paniculide-b
Esol Class Very soluble
Functional Groups CC1=C(C)COC1=O, CC=C(C)C, CO, C[C@@]1(C)O[C@H]1C
Compound Name (1aS,2aS,6S,6aS)-6-hydroxy-1a-(hydroxymethyl)-5-(4-methylpent-3-enyl)-2,2a,6,6a-tetrahydrooxireno[2,3-f][1]benzofuran-4-one
Prediction Hob Swissadme 1.0
Exact Mass 280.131
Formal Charge 0.0
Monoisotopic Mass 280.131
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 280.32
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -1.4462840000000001
Inchi InChI=1S/C15H20O5/c1-8(2)4-3-5-9-11-10(19-14(9)18)6-15(7-16)13(20-15)12(11)17/h4,10,12-13,16-17H,3,5-7H2,1-2H3/t10-,12-,13-,15-/m0/s1
Smiles CC(=CCCC1=C2[C@H](C[C@@]3([C@H]([C@H]2O)O3)CO)OC1=O)C
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Andrographis Paniculata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all