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Calycanthoside

PubChem CID: 5318566

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Compound Synonyms Calycanthoside, 483-91-0, ISOFRAXIDIN-7-GLUCOSIDE, Isofraxidin 7-O-beta-D-Glucoside, X9UV2YMM9C, Isofraxidin beta-D-glucoside, 6,8-dimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one, 6,8-Dimethoxy-7-(beta-D-glucopyranosyloxy)coumarin, 7-(beta-D-Glucopyranosyloxy)-6,8-dimethoxy-2H-1-benzopyran-2-one, 2H-1-Benzopyran-2-one, 7-(beta-D-glucopyranosyloxy)-6,8-dimethoxy-, 6,8-Dimethoxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2H-chromen-2-one, 6,8-dimethoxy-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-2-one, UNII-X9UV2YMM9C, DTXSID001031715, AAA48391, HY-N3524, AKOS032961731, ISOFRAXIDIN .BETA.-D-GLUCOSIDE, FS-9924, DA-51553, CS-0023735, E88638, 483-91-0A, 6,8-dimethoxy-7-(beta-d-glucopyranosyloxy) coumarin, Q17324754, 6,8-DIMETHOXY-7-(.BETA.-D-GLUCOPYRANOSYLOXY)COUMARIN, 2H-1-BENZOPYRAN-2-ONE, 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-6,8-DIMETHOXY-, 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-6,8-DIMETHOXY-2H-1-BENZOPYRAN-2-ONE, 7-(ss-D-Glucopyranosyloxy)-6,8-dimethoxy-2H-1-benzopyran-2-one, Calycanthoside, 6,8-Dimethoxy-7-(ss-D-glucopyranosyloxy)coumarin, Isofraxidin 7-O-ss-D-Glucopyranoside, Isofraxidin ss-D-Glucoside, NCGC00385567-01!6,8-dimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 144.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2CCC(CC3CCCCC3)CC2C1
Np Classifier Class Simple coumarins
Deep Smiles OC[C@H]O[C@@H]OccOC))cccc6OC)))oc=O)cc6))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 27.0
Classyfire Class Coumarins and derivatives
Scaffold Graph Node Level OC1CCC2CCC(OC3CCCCO3)CC2O1
Classyfire Subclass Coumarin glycosides
Isotope Atom Count 0.0
Molecular Complexity 554.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name 6,8-dimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Prediction Hob 1.0
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp -0.3
Gsk 4 400 Rule True
Molecular Formula C17H20O10
Scaffold Graph Node Bond Level O=c1ccc2ccc(OC3CCCCO3)cc2o1
Prediction Swissadme 0.0
Inchi Key IKUQEFGEUOOPGY-QSDFBURQSA-N
Silicos It Class Soluble
Fcsp3 0.4705882352941176
Logs -1.864
Rotatable Bond Count 5.0
Logd -0.433
Synonyms calycanthoside, isofraxidin-7-glucoside
Esol Class Very soluble
Functional Groups CO, c=O, cOC, cO[C@@H](C)OC, coc
Compound Name Calycanthoside
Prediction Hob Swissadme 0.0
Exact Mass 384.106
Formal Charge 0.0
Monoisotopic Mass 384.106
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 384.3
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 -0.9069634740740748
Inchi InChI=1S/C17H20O10/c1-23-8-5-7-3-4-10(19)26-14(7)16(24-2)15(8)27-17-13(22)12(21)11(20)9(6-18)25-17/h3-5,9,11-13,17-18,20-22H,6H2,1-2H3/t9-,11-,12+,13-,17+/m1/s1
Smiles COC1=C(C(=C2C(=C1)C=CC(=O)O2)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)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 Artemisia Abrotanum (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 2. Outgoing r'ship FOUND_IN to/from Artemisia Annua (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Dioscorea Gracillima (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Echium Rubrum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Eichhornia Crassipes (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Eleutherococcus Gracilistylus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Eleutherococcus Senticosus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Entada Africana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Entada Polystachya (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Erica Cinerea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Fumaria Indica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Gentianella Nitida (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Heliotropium Arguzioides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Iberis Sempervirens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Monomeria Barbata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Narcissus Papyraceus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Nepeta Leucophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Plectranthus Nummularius (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Polytrichum Ohioense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Pseuduvaria Indochinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Pteris Setuloso-Costulata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 22. Outgoing r'ship FOUND_IN to/from Roemeria Carica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 23. Outgoing r'ship FOUND_IN to/from Sarcandra Glabra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Schumanniophyton Magnificum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Solanum Tuberosum (Plant) Rel Props:Reference:ISBN:9788185042114
  • 26. Outgoing r'ship FOUND_IN to/from Vitex Limonifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all