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[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

PubChem CID: 44429837

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Compound Synonyms acetoside, BDBM50377909
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 245.0
Hydrogen Bond Donor Count 9.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCC(CCCC2CCCCC2)CC1CC1CCCCC1
Np Classifier Class Cinnamic acids and derivatives, Phenylethanoids
Deep Smiles OC[C@H]O[C@@H]OCCcccccc6)O))O))))))))[C@@H][C@H][C@@H]6OC=O)/C=C/cccccc6)O))O))))))))))O[C@H]O[C@H]C)[C@H][C@@H][C@@H]6O))O))O)))))))O
Heavy Atom Count 44.0
Classyfire Class Cinnamic acids and derivatives
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1COC(OCCC2CCCCC2)CC1OC1CCCCO1
Classyfire Subclass Hydroxycinnamic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 936.0
Database Name cmaup_ingredients;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp -0.5
Gsk 4 400 Rule False
Molecular Formula C29H36O15
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1COC(OCCc2ccccc2)CC1OC1CCCCO1
Prediction Swissadme 0.0
Inchi Key FBSKJMQYURKNSU-QYBPYJDPSA-N
Silicos It Class Soluble
Fcsp3 0.4827586206896552
Logs -2.135
Rotatable Bond Count 11.0
Logd 0.085
Synonyms acetoside, acteoside
Esol Class Soluble
Functional Groups CO, CO[C@@H](C)OC, C[C@@H](OC)OC, c/C=C/C(=O)OC, cO
Compound Name [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Prediction Hob Swissadme 0.0
Exact Mass 624.205
Formal Charge 0.0
Monoisotopic Mass 624.205
Hydrogen Bond Acceptor Count 15.0
Molecular Weight 624.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Esol -2.8732885818181857
Inchi InChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/b7-4+/t13-,20-,22-,23+,24+,25-,26-,27-,28-,29-/m1/s1
Smiles C[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)O
Nring 4.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Phenylethanoids (C6-C2), Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Abies Veitchii (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Ainsliaea Macrocephala (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Boronia Ternata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Boschniakia Rossica (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Buddleja Globosa (Plant) Rel Props:Reference:ISBN:9788172362089; ISBN:9788185042084
  • 6. Outgoing r'ship FOUND_IN to/from Buddleja Officinalis (Plant) Rel Props:Reference:ISBN:9788185042084
  • 7. Outgoing r'ship FOUND_IN to/from Buxus Microphylla (Plant) Rel Props:Source_db:cmaup_ingredients
  • 8. Outgoing r'ship FOUND_IN to/from Casearia Membranacea (Plant) Rel Props:Source_db:cmaup_ingredients
  • 9. Outgoing r'ship FOUND_IN to/from Cephalaria Ambrosioides (Plant) Rel Props:Source_db:cmaup_ingredients
  • 10. Outgoing r'ship FOUND_IN to/from Cinnamomum Kotoense (Plant) Rel Props:Source_db:cmaup_ingredients
  • 11. Outgoing r'ship FOUND_IN to/from Cistanche Mongolica (Plant) Rel Props:Reference:ISBN:9788185042145
  • 12. Outgoing r'ship FOUND_IN to/from Clerodendrum Infortunatum (Plant) Rel Props:Reference:ISBN:9788172362133; ISBN:9788185042114
  • 13. Outgoing r'ship FOUND_IN to/from Colchicum Robustum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 14. Outgoing r'ship FOUND_IN to/from Conospermum Teretifolium (Plant) Rel Props:Source_db:cmaup_ingredients
  • 15. Outgoing r'ship FOUND_IN to/from Cytisus Ratisbonensis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 16. Outgoing r'ship FOUND_IN to/from Dicoma Anomala (Plant) Rel Props:Source_db:cmaup_ingredients
  • 17. Outgoing r'ship FOUND_IN to/from Digitalis Purpurea (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/9834166
  • 18. Outgoing r'ship FOUND_IN to/from Epidendrum Rigidum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 19. Outgoing r'ship FOUND_IN to/from Forsythia Viridissima (Plant) Rel Props:Reference:ISBN:9788185042145
  • 20. Outgoing r'ship FOUND_IN to/from Galeopsis Tetrahit (Plant) Rel Props:Source_db:cmaup_ingredients
  • 21. Outgoing r'ship FOUND_IN to/from Lamium Album (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/7766391
  • 22. Outgoing r'ship FOUND_IN to/from Luculia Pinceana (Plant) Rel Props:Source_db:cmaup_ingredients
  • 23. Outgoing r'ship FOUND_IN to/from Marrubium Vulgare (Plant) Rel Props:Source_db:cmaup_ingredients
  • 24. Outgoing r'ship FOUND_IN to/from Musa Paradisiaca (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/11958614
  • 25. Outgoing r'ship FOUND_IN to/from Nepeta Cataria (Plant) Rel Props:Source_db:cmaup_ingredients
  • 26. Outgoing r'ship FOUND_IN to/from Orobanche Aegyptiaca (Plant) Rel Props:Reference:ISBN:9788172362461
  • 27. Outgoing r'ship FOUND_IN to/from Osmanthus Fragrans (Plant) Rel Props:Reference:ISBN:9788185042084
  • 28. Outgoing r'ship FOUND_IN to/from Paulownia Tomentosa (Plant) Rel Props:Reference:ISBN:9788185042114
  • 29. Outgoing r'ship FOUND_IN to/from Pinus Mugo (Plant) Rel Props:Source_db:cmaup_ingredients
  • 30. Outgoing r'ship FOUND_IN to/from Pityrogramma Ebenea (Plant) Rel Props:Source_db:cmaup_ingredients
  • 31. Outgoing r'ship FOUND_IN to/from Plantago Asiatica (Plant) Rel Props:Source_db:cmaup_ingredients
  • 32. Outgoing r'ship FOUND_IN to/from Plantago Depressa (Plant) Rel Props:Source_db:cmaup_ingredients
  • 33. Outgoing r'ship FOUND_IN to/from Plantago Lanceolata (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/15386192
  • 34. Outgoing r'ship FOUND_IN to/from Plantago Major (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 35. Outgoing r'ship FOUND_IN to/from Rosa Rugosa (Plant) Rel Props:Source_db:cmaup_ingredients
  • 36. Outgoing r'ship FOUND_IN to/from Sesamum Indicum (Plant) Rel Props:Reference:ISBN:9788185042145
  • 37. Outgoing r'ship FOUND_IN to/from Stachys Affinis (Plant) Rel Props:Reference:ISBN:9788185042145
  • 38. Outgoing r'ship FOUND_IN to/from Strychnos Camptoneura (Plant) Rel Props:Source_db:cmaup_ingredients
  • 39. Outgoing r'ship FOUND_IN to/from Syringa Vulgaris (Plant) Rel Props:Reference:ISBN:9788172363093
  • 40. Outgoing r'ship FOUND_IN to/from Vellozia Nivea (Plant) Rel Props:Source_db:cmaup_ingredients
  • 41. Outgoing r'ship FOUND_IN to/from Verbena Officinalis (Plant) Rel Props:Reference:ISBN:9788172363093; ISBN:9788185042145
  • 42. Outgoing r'ship FOUND_IN to/from Volkameria Aculeata (Plant) Rel Props:Reference:ISBN:9788172362133; ISBN:9788185042114
  • 43. Outgoing r'ship FOUND_IN to/from Zanthoxylum Ailanthoides (Plant) Rel Props:Source_db:cmaup_ingredients