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rel-(3S,3aR,6S,6aS)-3,6-Bis(4-hydroxy-3-methoxyphenyl)tetrahydrofuro[3,4-c]furan-1(3H)-one

PubChem CID: 44578390

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Compound Synonyms rel-(3S,3aR,6S,6aS)-3,6-Bis(4-hydroxy-3-methoxyphenyl)tetrahydrofuro[3,4-c]furan-1(3H)-one, 92216-41-6, 4-Ketopinoresinol, CHEMBL479035
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 94.5
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC(C2CCCCC2)C2CCC(C3CCCCC3)C12
Np Classifier Class Furofuranoid lignans
Deep Smiles COcccccc6O))))[C@H]OC[C@H][C@@H]5C=O)O[C@@H]5cccccc6)OC)))O
Heavy Atom Count 27.0
Classyfire Class Lignan lactones
Scaffold Graph Node Level OC1OC(C2CCCCC2)C2COC(C3CCCCC3)C12
Isotope Atom Count 0.0
Molecular Complexity 540.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id n.a.
Iupac Name (3S,3aS,6S,6aR)-3,6-bis(4-hydroxy-3-methoxyphenyl)-3,3a,6,6a-tetrahydro-1H-furo[3,4-c]furan-4-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lignans, neolignans and related compounds
Xlogp 2.0
Gsk 4 400 Rule True
Molecular Formula C20H20O7
Scaffold Graph Node Bond Level O=C1OC(c2ccccc2)C2COC(c3ccccc3)C12
Prediction Swissadme 1.0
Inchi Key JOVBAVJQHJYOID-MDVLYUJXSA-N
Silicos It Class Moderately soluble
Fcsp3 0.35
Logs -7.955
Rotatable Bond Count 4.0
Logd 4.121
Synonyms 4-ketopinoresinol
Esol Class Soluble
Functional Groups COC, COC(C)=O, cO, cOC
Compound Name rel-(3S,3aR,6S,6aS)-3,6-Bis(4-hydroxy-3-methoxyphenyl)tetrahydrofuro[3,4-c]furan-1(3H)-one
Prediction Hob Swissadme 1.0
Exact Mass 372.121
Formal Charge 0.0
Monoisotopic Mass 372.121
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 372.4
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 -3.4925014888888892
Inchi InChI=1S/C20H20O7/c1-24-15-7-10(3-5-13(15)21)18-12-9-26-19(17(12)20(23)27-18)11-4-6-14(22)16(8-11)25-2/h3-8,12,17-19,21-22H,9H2,1-2H3/t12-,17-,18+,19+/m0/s1
Smiles COC1=C(C=CC(=C1)[C@@H]2[C@H]3CO[C@@H]([C@H]3C(=O)O2)C4=CC(=C(C=C4)O)OC)O
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Lignans

  • 1. Outgoing r'ship FOUND_IN to/from Coix Lacryma-Jobi (Plant) Rel Props:Source_db:npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Hypericum Elodeoides (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Trichosanthes Kirilowii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all