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Auranetin

PubChem CID: 10643

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Compound Synonyms Auranetin, 522-16-7, Aurantin, 3,6,7,8-tetramethoxy-2-(4-methoxyphenyl)chromen-4-one, 6532ZBU2J5, UNII-6532ZBU2J5, FLAVONE, 3,4',6,7,8-PENTAMETHOXY-, DTXSID40966575, 4H-1-Benzopyran-4-one, 3,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-, 3,4',6,7,8-Pentamethoxyflavone, 3,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, 12619-61-3, CHEBI:175776, DTXCID601394208, 3,6,7,8,4'-pentamethoxyflavone, AAA52216, LMPK12111612, DB-228470, 3,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one, 610-798-8
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 72.5
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC(C2CCCCC2)CC2CCCCC12
Np Classifier Class Flavonols
Deep Smiles COcccccc6))coccOC))cOC))ccc6c=O)c%10OC))))))OC
Heavy Atom Count 27.0
Classyfire Class Flavonoids
Description Isolated from orange peel (Citrus aurantium). Auranetin is found in citrus.
Scaffold Graph Node Level OC1CC(C2CCCCC2)OC2CCCCC12
Classyfire Subclass O-methylated flavonoids
Isotope Atom Count 0.0
Molecular Complexity 553.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 3,6,7,8-tetramethoxy-2-(4-methoxyphenyl)chromen-4-one
Nih Violation False
Prediction Hob 1.0
Class Flavonoids
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 3.2
Superclass Phenylpropanoids and polyketides
Is Pains False
Subclass O-methylated flavonoids
Gsk 4 400 Rule True
Molecular Formula C20H20O7
Scaffold Graph Node Bond Level O=c1cc(-c2ccccc2)oc2ccccc12
Prediction Swissadme 0.0
Inchi Key DGNOHOXRWCCDLK-UHFFFAOYSA-N
Silicos It Class Poorly soluble
Fcsp3 0.25
Logs -5.255
Rotatable Bond Count 6.0
State Solid
Logd 5.209
Synonyms 3,4',6,7,8-Pentamethoxyflavone, Auranetin, Aurantin, 3,6,7,8,4'-pentamethoxyflavone, auranetin
Substituent Name 8-methoxyflavonoid-skeleton, 7-methoxyflavonoid-skeleton, 6-methoxyflavonoid-skeleton, 4p-methoxyflavonoid-skeleton, 3-methoxyflavonoid-skeleton, Flavone, Chromone, 1-benzopyran, Benzopyran, Methoxybenzene, Phenol ether, Anisole, Pyranone, Alkyl aryl ether, Benzenoid, Pyran, Monocyclic benzene moiety, Heteroaromatic compound, Oxacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Organooxygen compound, Aromatic heteropolycyclic compound
Esol Class Moderately soluble
Functional Groups c=O, cOC, coc
Compound Name Auranetin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 372.121
Formal Charge 0.0
Brenk Violation False
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 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -3.8733311185185193
Inchi InChI=1S/C20H20O7/c1-22-12-8-6-11(7-9-12)16-19(25-4)15(21)13-10-14(23-2)18(24-3)20(26-5)17(13)27-16/h6-10H,1-5H3
Smiles COC1=CC=C(C=C1)C2=C(C(=O)C3=CC(=C(C(=C3O2)OC)OC)OC)OC
Nring 5.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent 8-O-methylated flavonoids
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Citrus Acida (Plant) Rel Props:Reference:
  • 2. Outgoing r'ship FOUND_IN to/from Citrus Aurantiifolia (Plant) Rel Props:Reference:
  • 3. Outgoing r'ship FOUND_IN to/from Citrus Aurantium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Citrus Bergamia (Plant) Rel Props:Reference:
  • 5. Outgoing r'ship FOUND_IN to/from Citrus Chachiensis (Plant) Rel Props:Reference:
  • 6. Outgoing r'ship FOUND_IN to/from Citrus Decumana (Plant) Rel Props:Reference:
  • 7. Outgoing r'ship FOUND_IN to/from Citrus Erythrosa (Plant) Rel Props:Reference:
  • 8. Outgoing r'ship FOUND_IN to/from Citrus Funadoko (Plant) Rel Props:Reference:
  • 9. Outgoing r'ship FOUND_IN to/from Citrus Glauca (Plant) Rel Props:Reference:
  • 10. Outgoing r'ship FOUND_IN to/from Citrus Grandis (Plant) Rel Props:Reference:
  • 11. Outgoing r'ship FOUND_IN to/from Citrus Hassaku (Plant) Rel Props:Reference:
  • 12. Outgoing r'ship FOUND_IN to/from Citrus Hybr (Plant) Rel Props:Reference:
  • 13. Outgoing r'ship FOUND_IN to/from Citrus Hystrix (Plant) Rel Props:Reference:
  • 14. Outgoing r'ship FOUND_IN to/from Citrus Indica (Plant) Rel Props:Reference:
  • 15. Outgoing r'ship FOUND_IN to/from Citrus Jambhiri (Plant) Rel Props:Reference:
  • 16. Outgoing r'ship FOUND_IN to/from Citrus Japonica (Plant) Rel Props:Reference:
  • 17. Outgoing r'ship FOUND_IN to/from Citrus Junos (Plant) Rel Props:Reference:
  • 18. Outgoing r'ship FOUND_IN to/from Citrus Latifolia (Plant) Rel Props:Reference:
  • 19. Outgoing r'ship FOUND_IN to/from Citrus Latipes (Plant) Rel Props:Reference:
  • 20. Outgoing r'ship FOUND_IN to/from Citrus Limon (Plant) Rel Props:Reference:ISBN:9788172360818
  • 21. Outgoing r'ship FOUND_IN to/from Citrus Limonia (Plant) Rel Props:Reference:
  • 22. Outgoing r'ship FOUND_IN to/from Citrus Maxima (Plant) Rel Props:Reference:
  • 23. Outgoing r'ship FOUND_IN to/from Citrus Medica (Plant) Rel Props:Reference:
  • 24. Outgoing r'ship FOUND_IN to/from Citrus Mitis (Plant) Rel Props:Reference:
  • 25. Outgoing r'ship FOUND_IN to/from Citrus Natsudaidai (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 26. Outgoing r'ship FOUND_IN to/from Citrus Nobilis (Plant) Rel Props:Reference:
  • 27. Outgoing r'ship FOUND_IN to/from Citrus Paradisi (Plant) Rel Props:Reference:
  • 28. Outgoing r'ship FOUND_IN to/from Citrus Pennivesiculata (Plant) Rel Props:Reference:
  • 29. Outgoing r'ship FOUND_IN to/from Citrus Pseudolimon (Plant) Rel Props:Reference:
  • 30. Outgoing r'ship FOUND_IN to/from Citrus Reshni (Plant) Rel Props:Reference:
  • 31. Outgoing r'ship FOUND_IN to/from Citrus Reticulata (Plant) Rel Props:Reference:
  • 32. Outgoing r'ship FOUND_IN to/from Citrus Rugulosa (Plant) Rel Props:Reference:
  • 33. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Reference:
  • 34. Outgoing r'ship FOUND_IN to/from Citrus Sudachii (Plant) Rel Props:Reference:
  • 35. Outgoing r'ship FOUND_IN to/from Citrus Tachibana (Plant) Rel Props:Reference:
  • 36. Outgoing r'ship FOUND_IN to/from Citrus Tamurana (Plant) Rel Props:Reference:
  • 37. Outgoing r'ship FOUND_IN to/from Citrus Tangemna (Plant) Rel Props:Reference:
  • 38. Outgoing r'ship FOUND_IN to/from Citrus Tangerina (Plant) Rel Props:Reference:
  • 39. Outgoing r'ship FOUND_IN to/from Citrus Tankan (Plant) Rel Props:Reference:
  • 40. Outgoing r'ship FOUND_IN to/from Citrus Trifoliata (Plant) Rel Props:Reference:
  • 41. Outgoing r'ship FOUND_IN to/from Citrus Unshiu (Plant) Rel Props:Reference:
  • 42. Outgoing r'ship FOUND_IN to/from Citrus Wilsonii (Plant) Rel Props:Reference:
  • 43. Outgoing r'ship FOUND_IN to/from Citrus X (Plant) Rel Props:Reference:
  • 44. Outgoing r'ship FOUND_IN to/from Citrus Yuko (Plant) Rel Props:Reference: