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(2S,3R,4R,4aS,10bR)-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one

PubChem CID: 73192

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Compound Synonyms (2S,3R,4R,4aS,10bR)-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one, Pyrano(3,2-c)(2)benzopyran-6(2H)-one, 3,4,4a,10b-tetrahydro-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-, (2R-(2alpha,3beta,4alpha,4aalpha,10bbeta))-, BS9UP8B38P, Norbergenin?, UNII-BS9UP8B38P, CHEMBL463164, DTXSID30229787, Q7050291
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 157.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCCCC2C2CCCCC12
Np Classifier Class Isocoumarins
Deep Smiles OC[C@@H]O[C@H][C@H][C@@H][C@H]6O))O))OC=O)cc6cO)ccc6)O))O
Heavy Atom Count 22.0
Classyfire Class Benzene and substituted derivatives
Scaffold Graph Node Level OC1OC2CCCOC2C2CCCCC12
Classyfire Subclass Benzoic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 443.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (2S,3R,4R,4aS,10bR)-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Benzenoids
Xlogp -1.3
Gsk 4 400 Rule True
Molecular Formula C13H14O9
Scaffold Graph Node Bond Level O=C1OC2CCCOC2c2ccccc21
Prediction Swissadme 0.0
Inchi Key GDYGAIKPBLFCKR-YWQRSDGBSA-N
Silicos It Class Soluble
Fcsp3 0.4615384615384615
Logs -1.19
Rotatable Bond Count 1.0
Logd -0.443
Synonyms norbergenin, norbergenin(c-glycoside of gallic acid)
Esol Class Very soluble
Functional Groups CO, COC, cC(=O)OC, cO
Compound Name (2S,3R,4R,4aS,10bR)-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one
Prediction Hob Swissadme 0.0
Exact Mass 314.064
Formal Charge 0.0
Monoisotopic Mass 314.064
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 314.24
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -1.1114433818181817
Inchi InChI=1S/C13H14O9/c14-2-5-8(17)10(19)12-11(21-5)6-3(13(20)22-12)1-4(15)7(16)9(6)18/h1,5,8,10-12,14-19H,2H2/t5-,8-,10+,11+,12-/m0/s1
Smiles C1=C2C(=C(C(=C1O)O)O)[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)OC2=O
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Coumarins

  • 1. Outgoing r'ship FOUND_IN to/from Agrostis Epigeios (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Ardisia Colorata (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Ardisia Crenata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Ardisia Paniculata (Plant) Rel Props:Source_db:npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Clematis Tangutica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Eurya Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Flueggea Leucopyrus (Plant) Rel Props:Reference:ISBN:9770972795006
  • 8. Outgoing r'ship FOUND_IN to/from Flueggea Suffruticosa (Plant) Rel Props:Reference:ISBN:9788172363093; ISBN:9788185042145
  • 9. Outgoing r'ship FOUND_IN to/from Flueggea Virosa (Plant) Rel Props:Reference:ISBN:9788172363093; ISBN:9788185042145
  • 10. Outgoing r'ship FOUND_IN to/from Glechoma Grandis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Glechoma Longituba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Litsea Zeylanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Saxifraga Stolonifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Woodfordia Fruticosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all