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Acetovanillone

PubChem CID: 2214

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Compound Synonyms Acetovanillone, apocynin, 498-02-2, 4'-Hydroxy-3'-methoxyacetophenone, 1-(4-Hydroxy-3-methoxyphenyl)ethanone, Acetoguaiacone, Apocynine, Acetoguaiacon, 4-Acetyl-2-methoxyphenol, Acetovanilone, Acetovanyllon, Ethanone, 1-(4-hydroxy-3-methoxyphenyl)-, 3-Methoxy-4-hydroxyacetophenone, 4-HYDROXY-3-METHOXYACETOPHENONE, 1-(4-hydroxy-3-methoxyphenyl)ethan-1-one, 4-Hydroxy-3-methoxyphenyl methyl ketone, Acetophenone, 4'-hydroxy-3'-methoxy-, NSC 209524, EINECS 207-854-5, 3-Metoksy-4-hydroksyacetofenon, CCRIS 7285, BRN 0637373, B6J7B9UDTR, NSC-209524, CHEBI:2781, 3-Metoksy-4-hydroksyacetofenon [Polish], AI3-15892, APOCYNIN [MI], 2-methoxy-4-acetylphenol, Acetovanillon, DTXSID7060097, 4-08-00-01814 (Beilstein Handbook Reference), 1-(4-hydroxy-3-methoxy-phenyl)-ethanone, WLN: 1VR DQ CO1, UNII-B6J7B9UDTR, 4-Acetylguaiacol, Apocynin (Standard), MFCD00008747, 1-(4-hydroxy-3-methoxy-phenyl)ethanone, apocynin (acetovanillone), 16522-48-8, bmse000584, bmse010031, Phenol, 4-acetyl-2-methoxy, MLS001304972, SCHEMBL109514, 4-hydroxy3-methoxyacetophenone, 4hydroxy-3-methoxyacetophenone, Acetovanillone, >=98%, FG, CHEMBL346919, DTXCID1040740, HY-N0088R, 4-hydroxy -3-methoxyacetophenone, NSC2146, Acetovanillone, analytical standard, HMS3651H03, 3'-Methoxy-4'-hydroxyacetophenone, HY-N0088, NSC-2146, STR03975, BBL009710, NSC209524, s2425, STL141075, ZINC00162515, AKOS000120562, 4-Hydroxy-3-methoxyphenyl methyl keton, CCG-266327, CS-5647, DB12618, FA17954, FS-3673, 1-(4-hydroxy-3-methoxyphenyl)-ethanone, NCGC00247065-01, 4'-Hydroxy-3'-methoxyacetophenone, 98%, AC-29981, SMR000752909, 1-(4-Hydroxy-3-methoxyphenyl)-1-ethanone, H0261, NS00006260, SW219526-1, EN300-18156, D70564, AA-504/20839006, Q414754, ACETOPHENONE,4-HYDROXY,3-METHOXY ACETOVANILLON, BRD-K64990520-001-08-4, Z57234303, ACETOPHENONE,4-HYDROXY,3-METHOXY ACETOVANILLON, F2191-0004, Acetovanillone, Apocynin?5-Acetyl-2-hydroxyanisole, *?1-(4-Hydroxy-3-methoxyphenyl)-ethanone, 1-(4-Hydroxy-3-methoxy-phenyl)ethanone, 4-Hydroxy-3-methoxyacetophenone, 4-Acetyl-2-methoxyphenol, 207-854-5, I75
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 46.5
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Deep Smiles COcccccc6O))))C=O)C
Heavy Atom Count 12.0
Classyfire Class Organooxygen compounds
Description Acetovanillone, also known as 4'-hydroxy-3'-methoxyacetophenone or acetoguaiacon, is a member of the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Acetovanillone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Acetovanillone is a faint, sweet, and vanillin tasting compound found in corn and garden onion, which makes acetovanillone a potential biomarker for the consumption of these food products. Acetovanillone may be a unique S.cerevisiae (yeast) metabolite.
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Carbonyl compounds
Isotope Atom Count 0.0
Molecular Complexity 167.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P83916, O75496, Q9NUW8, n.a., P0DTD1
Iupac Name 1-(4-hydroxy-3-methoxyphenyl)ethanone
Prediction Hob 1.0
Class Organooxygen compounds
Veber Rule True
Classyfire Superclass Organic oxygen compounds
Xlogp 0.5
Superclass Organic oxygen compounds
Subclass Carbonyl compounds
Gsk 4 400 Rule True
Molecular Formula C9H10O3
Scaffold Graph Node Bond Level c1ccccc1
Prediction Swissadme 0.0
Inchi Key DFYRUELUNQRZTB-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.2222222222222222
Logs -1.517
Rotatable Bond Count 2.0
Logd 1.318
Synonyms -acetylguaiacol, -Hydroxy-3-methoxyphenyl methyl keton, -Methoxy-4-acetylphenol, '-Methoxy-4'-hydroxyacetophenone, 1-(4-hydroxy-3-methoxyphenyl)-ethanone, 1-(4-Hydroxy-3-methoxyphenyl)-ethanone (acetovanillone), 1-(4-hydroxy-3-methoxyphenyl)ethan-1-one, 1-(4-Hydroxy-3-methoxyphenyl)ethanone, 2-Methoxy-4-acetylphenol, 3-Methoxy-4-hydroxyacetophenone, 3-Metoksy-4-hydroksyacetofenon, 3'-Methoxy-4'-hydroxyacetophenone, 4-Acetyl-2-methoxyphenol, 4-Acetylguaiacol, 4-Hydroxy-3-methoxyacetophenone, 4-Hydroxy-3-methoxyphenyl methyl keton, 4-Hydroxy-3-methoxyphenyl methyl ketone, 4'-H-3'-MAP, 4'-Hydroxy-3'-methoxyacetophenone, 8CI, Acetoguaiacon, Acetoguaiacone, Acetophenone, 4'-hydroxy-3'-methoxy-, ACETOPHENONE,4-HYDROXY,3-METHOXY ACETOVANILLON, Acetovanillon, Acetovanillone, Acetovanilone, Acetovanyllon, Apocynin, Apocynine, Ethanone, 1-(4-hydroxy-3-methoxyphenyl)-, Phenol, 4-acetyl-2-methoxy, Vanilloyl methyl ketone, 4'-Hydroxy-3'-methoxyacetophenone, 3-Methoxy-4-hydroxyphenylethanone, 3’-methoxy-4’-hydroxyacetophenone, 4’-hydroxy-3’-methoxyacetophenone, Acetoguaiacol, Acetoguaicone, 4-hydroxy-3-methoxyacetophenone, 4-hydroxy-3-methoxyacetophenone (apocyanin), 4-hydroxyl-3-methoxy-acetophenone, acetoguaiacone, acetovanillone, apocynin
Esol Class Very soluble
Functional Groups cC(C)=O, cO, cOC
Compound Name Acetovanillone
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 166.063
Formal Charge 0.0
Monoisotopic Mass 166.063
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 166.17
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic homomonocyclic compounds
Lipinski Rule Of 5 True
Esol -1.4295912
Inchi InChI=1S/C9H10O3/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-5,11H,1-2H3
Smiles CC(=O)C1=CC(=C(C=C1)O)OC
Nring 1.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Alkyl-phenylketones

  • 1. Outgoing r'ship FOUND_IN to/from Achlys Triphylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Aconitum Liljestrandii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Agave Cocui (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Albizia Procera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Allium Cepa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Anastatica Hierochuntica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Apocynum Androsaemifolium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Apocynum Cannabinum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Artemisia Giraldii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Artemisia Porrecta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Atropa Acuminata (Plant) Rel Props:Reference:ISBN:9788172362089
  • 12. Outgoing r'ship FOUND_IN to/from Bromelia Pinguin (Plant) Rel Props:Source_db:npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Bulbophyllum Protractum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Bursera Tonkinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Calystegia Pubescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Campanula Hypopolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Ceratostigma Willmottianum (Plant) Rel Props:Source_db:npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Chasmanthera Dependens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Chiloscyphus Rivularis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Cocos Nucifera (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 21. Outgoing r'ship FOUND_IN to/from Conocarpus Erectus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 22. Outgoing r'ship FOUND_IN to/from Cordyceps Sinensis (Plant) Rel Props:Source_db:npass_chem_all
  • 23. Outgoing r'ship FOUND_IN to/from Corydalis Pallida (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Crepis Czerepanovii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Croton Urucurana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 26. Outgoing r'ship FOUND_IN to/from Cylindropuntia Leptocaulis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 27. Outgoing r'ship FOUND_IN to/from Cynanchum Wilfordii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 28. Outgoing r'ship FOUND_IN to/from Cypripedium Calceolus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 29. Outgoing r'ship FOUND_IN to/from Dendrocalamus Strictus (Plant) Rel Props:Source_db:npass_chem_all
  • 30. Outgoing r'ship FOUND_IN to/from Diospyros Glaucifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 31. Outgoing r'ship FOUND_IN to/from Ecballium Elaterium (Plant) Rel Props:Reference:ISBN:9788172360481
  • 32. Outgoing r'ship FOUND_IN to/from Fabiana Imbricata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 33. Outgoing r'ship FOUND_IN to/from Flemingia Philippinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 34. Outgoing r'ship FOUND_IN to/from Garcinia Ovalifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 35. Outgoing r'ship FOUND_IN to/from Gossypium Herbaceum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 36. Outgoing r'ship FOUND_IN to/from Hortonia Floribunda (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 37. Outgoing r'ship FOUND_IN to/from Humulus Japonicus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 38. Outgoing r'ship FOUND_IN to/from Huperzia Selago (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 39. Outgoing r'ship FOUND_IN to/from Hymenoxys Grandiflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 40. Outgoing r'ship FOUND_IN to/from Hyoscyamus Niger (Plant) Rel Props:Reference:ISBN:9788172362300
  • 41. Outgoing r'ship FOUND_IN to/from Imperata Cylindrica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 42. Outgoing r'ship FOUND_IN to/from Indigofera Tinctoria (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 43. Outgoing r'ship FOUND_IN to/from Iris Germanica (Plant) Rel Props:Reference:ISBN:9788185042114
  • 44. Outgoing r'ship FOUND_IN to/from Iris Tectorum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 45. Outgoing r'ship FOUND_IN to/from Isatis Tinctoria (Plant) Rel Props:Source_db:cmaup_ingredients
  • 46. Outgoing r'ship FOUND_IN to/from Kielmeyera Rubriflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 47. Outgoing r'ship FOUND_IN to/from Lactuca Laciniata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 48. Outgoing r'ship FOUND_IN to/from Lampranthus Sociorum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 49. Outgoing r'ship FOUND_IN to/from Larix Lyallii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 50. Outgoing r'ship FOUND_IN to/from Lupinus Pilosus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 51. Outgoing r'ship FOUND_IN to/from Maackia Floribunda (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 52. Outgoing r'ship FOUND_IN to/from Magnolia Fraseri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 53. Outgoing r'ship FOUND_IN to/from Meliosma Wightii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 54. Outgoing r'ship FOUND_IN to/from Merremia Quinquefolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 55. Outgoing r'ship FOUND_IN to/from Mesembryanthemum Tortuosum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 56. Outgoing r'ship FOUND_IN to/from Nauclea Rhynchophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 57. Outgoing r'ship FOUND_IN to/from Neopicrorhiza Scrophulariiflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 58. Outgoing r'ship FOUND_IN to/from Oroxylum Indicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 59. Outgoing r'ship FOUND_IN to/from Oryza Sativa (Plant) Rel Props:Reference:ISBN:9788172362140
  • 60. Outgoing r'ship FOUND_IN to/from Othonna Tagetes (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 61. Outgoing r'ship FOUND_IN to/from Paeonia Rockii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 62. Outgoing r'ship FOUND_IN to/from Perymenium Mendezii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 63. Outgoing r'ship FOUND_IN to/from Philadelphus Coronarius (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 64. Outgoing r'ship FOUND_IN to/from Phyllanthus Tenellus (Plant) Rel Props:Source_db:npass_chem_all
  • 65. Outgoing r'ship FOUND_IN to/from Picea Engelmannii (Plant) Rel Props:Source_db:npass_chem_all
  • 66. Outgoing r'ship FOUND_IN to/from Picea Glauca (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 67. Outgoing r'ship FOUND_IN to/from Picrorhiza Kurroa (Plant) Rel Props:Reference:ISBN:9788172361792
  • 68. Outgoing r'ship FOUND_IN to/from Picrorhiza Kurrooa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 69. Outgoing r'ship FOUND_IN to/from Pinus Resinosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 70. Outgoing r'ship FOUND_IN to/from Polygala Fruticosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 71. Outgoing r'ship FOUND_IN to/from Premna Serratifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1998.9700905
  • 72. Outgoing r'ship FOUND_IN to/from Pteris Cretica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 73. Outgoing r'ship FOUND_IN to/from Pteris Pedata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 74. Outgoing r'ship FOUND_IN to/from Pterocarpus Macrocarpus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 75. Outgoing r'ship FOUND_IN to/from Randia Formosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 76. Outgoing r'ship FOUND_IN to/from Rubus Occidentalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 77. Outgoing r'ship FOUND_IN to/from Sargentodoxa Cuneata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 78. Outgoing r'ship FOUND_IN to/from Scandix Pecten-Veneris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 79. Outgoing r'ship FOUND_IN to/from Senecio Miser (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 80. Outgoing r'ship FOUND_IN to/from Simaba Cuneata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 81. Outgoing r'ship FOUND_IN to/from Sorbaria Arborea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 82. Outgoing r'ship FOUND_IN to/from Stellaria Dichotoma (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 83. Outgoing r'ship FOUND_IN to/from Syzygium Levinei (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 84. Outgoing r'ship FOUND_IN to/from Tarchonanthus Camphoratus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 85. Outgoing r'ship FOUND_IN to/from Thalictrum Podocarpum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 86. Outgoing r'ship FOUND_IN to/from Trichilia Catigua (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 87. Outgoing r'ship FOUND_IN to/from Tripteris Microcarpa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 88. Outgoing r'ship FOUND_IN to/from Turbina Corymbosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 89. Outgoing r'ship FOUND_IN to/from Urginea Riparia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 90. Outgoing r'ship FOUND_IN to/from Ventilago Madraspatana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 91. Outgoing r'ship FOUND_IN to/from Vincetoxicum Atratum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 92. Outgoing r'ship FOUND_IN to/from Vitis Vinifera (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.3313
  • 93. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:fooddb_chem_all
  • 94. Outgoing r'ship FOUND_IN to/from Zingiber Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all