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Xanthoxylin

PubChem CID: 66654

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Compound Synonyms Xanthoxylin, 90-24-4, 2'-Hydroxy-4',6'-dimethoxyacetophenone, Xanthoxyline, 1-(2-Hydroxy-4,6-dimethoxyphenyl)ethanone, Brevifolin, 2-Hydroxy-4,6-dimethoxyacetophenone, 1-(2-Hydroxy-4,6-dimethoxyphenyl)ethan-1-one, Brevifolin (Zanthoxylum), Brevifolin (VAN), 2,4-Di-O-methylphloroacetophenone, 4',6'-dimethoxy-2'-hydroxyacetophenone, Acetophenone der., Phloracetophenone dimethyl ether, Phloroacetophenone 2,4-dimethyl ether, 4,6-Dimethoxy-2-hydroxyacetophenone, UNII-Z8RSY5TZPA, Z8RSY5TZPA, Ethanone, 1-(2-hydroxy-4,6-dimethoxyphenyl)-, 1-Acetyl-2-hydroxy-4,6-dimethoxybenzene, 6-Methoxypaeonol, MFCD00017243, XANTHOXYLIN [MI], EINECS 201-978-3, NSC 17392, NSC-17392, 2-Hydroxyl-4,6-dimethoxy-acetophenone, XANTHOXYLINE [WHO-DD], 2-Acetyl-3,5-dimethoxyphenol, AI3-26010, 1-(2-hydroxy-4,6-dimethoxy-phenyl)ethanone, Acetophenone, 2'-hydroxy-4',6'-dimethoxy-, CHEBI:10070, DTXSID10237981, 2-Hydroxy-4, 6-dimethoxyacetophenone, 4, 6-Dimethoxy-2-hydroxyacetophenone, PHLOROACETOPHENONE DIMETHYL ETHER, 2'-Hydroxy-4',6'-dimethoxy-Acetophenone, 1-(2-Hydroxy-4,6-dimethylphenyl)-ethanone, 1-(2-hydroxy-4,6-dimethoxyphenyl)-ethanone, Ethanone,1-(2-hydroxy-4,6-dimethoxyphenyl)-, 2',4'-DIMETHOXY-6'-HYDROXYACETOPHENONE, Spectrum_000577, SpecPlus_000713, Spectrum2_000463, Spectrum3_000181, Spectrum4_001499, Spectrum5_000237, Acetophenone,6'-dimethoxy-, SCHEMBL44708, BSPBio_001701, KBioGR_002137, KBioSS_001057, SPECTRUM200441, MLS002207182, DivK1c_006809, SPBio_000566, CHEMBL450288, KBio1_001753, KBio2_001057, KBio2_003625, KBio2_006193, KBio3_001201, DTXCID60160472, HY-N1063, NSC17392, CCG-38702, s4781, AKOS015856339, FH54275, SDCCGMLS-0066937.P001, 2'-hyroxy-4',6'-dimethoxyacetophenone, NCGC00095824-01, NCGC00095824-02, AC-35124, AS-40799, SMR001306755, SY048579, (2-hydroxy-4,6-dimethoxy-phenyl)-ethanone, CS-0016347, D2683, NS00039355, 1-(2-Hydroxy-4,6-dimethoxyphenyl)ethanone #, 2'-Hydroxy-4',6'-dimethoxyacetophenone, 97%, EN300-6477862, AQ-358/42007313, SR-05000002434, Acetophenone, 2'-hydroxy-4',6'-dimethoxy- (8CI), SR-05000002434-1, BRD-K12260308-001-02-6, BRD-K12260308-001-04-2, Q18210424, Z1255434817, 2 inverted exclamation mark -Hydroxy-4 inverted exclamation mark ,6 inverted exclamation mark -dimethoxyacetophenone, 477-94-1
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 55.8
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Np Classifier Class Acyl phloroglucinols
Deep Smiles COcccOC))ccc6C=O)C)))O
Heavy Atom Count 14.0
Classyfire Class Organooxygen compounds
Description obtained from Zanthoxylum piperitum (Japanese pepper tree) and Sapium sebiferum (Chinese tallowtree). Xanthoxylin is found in many foods, some of which are herbs and spices, german camomile, fats and oils, and pomegranate.
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Carbonyl compounds
Isotope Atom Count 0.0
Molecular Complexity 204.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id n.a., Q16637, P28482, O75604, P08684, O94782, O75496, Q9NUW8, Q9NPD5, Q9Y6L6, P53350
Iupac Name 1-(2-hydroxy-4,6-dimethoxyphenyl)ethanone
Prediction Hob 1.0
Class Benzene and substituted derivatives
Veber Rule True
Classyfire Superclass Organic oxygen compounds
Target Id NPT93, NPT282, NPT45, NPT109
Xlogp 1.7
Superclass Benzenoids
Subclass Phenols and derivatives
Gsk 4 400 Rule True
Molecular Formula C10H12O4
Scaffold Graph Node Bond Level c1ccccc1
Prediction Swissadme 1.0
Inchi Key FBUBVLUPUDBFME-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.3
Logs -2.022
Rotatable Bond Count 3.0
State Solid
Logd 1.711
Synonyms 1-(2-Hydroxy-4,6-dimethoxyphenyl)-ethanone, 1-(2-Hydroxy-4,6-dimethoxyphenyl)ethan-1-one, 1-(2-Hydroxy-4,6-dimethoxyphenyl)ethanone, 1-Acetyl-2-hydroxy-4,6-dimethoxybenzene, 2-Hydroxy-4, 6-dimethoxyacetophenone, 2-Hydroxy-4,6-dimethoxyacetophenone, 2-Hydroxyl-4,6-dimethoxy-acetophenone, 2,4-Di-O-methylphloroacetophenone, 2'-Hydroxy-4',6'-dimethoxy-acetophenone, 2'-Hydroxy-4',6'-dimethoxyacetophenone, 2',4,-Dimethylpholoroacetophenone, 4, 6-Dimethoxy-2-hydroxyacetophenone, 4,6-Dimethoxy-2-hydroxyacetophenone, 6-Methoxypaeonol, Acetophenone der., Acetophenone, 2'-hydroxy-4',6'-dimethoxy-, Acetophenone, 2'-hydroxy-4',6'-dimethoxy- (8ci), Brevifolin, Brevifolin (zanthoxylum), Ethanone, 1-(2-hydroxy-4,6-dimethoxyphenyl)-, Phloracetophenone dimethyl ether, Phloroacetophenone 2,4-dimethyl ether, Xanthoxylin, Xanthoxyline, brevifolin, phloracetophenone dimethylether, xanthoxylin, xanthoxylin(2-hydroxy-4,6-dimethoxyacetophenone), xanthoxyline
Substituent Name Acylphloroglucinol derivative, M-dimethoxybenzene, Dimethoxybenzene, Methoxyphenol, Acetophenone, Methoxybenzene, Aryl alkyl ketone, Aryl ketone, Phenol ether, Benzoyl, Anisole, Alkyl aryl ether, Vinylogous acid, Ketone, Ether, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aromatic homomonocyclic compound
Esol Class Soluble
Functional Groups cC(C)=O, cO, cOC
Compound Name Xanthoxylin
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 196.074
Formal Charge 0.0
Monoisotopic Mass 196.074
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 196.2
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 -2.2717952571428572
Inchi InChI=1S/C10H12O4/c1-6(11)10-8(12)4-7(13-2)5-9(10)14-3/h4-5,12H,1-3H3
Smiles CC(=O)C1=C(C=C(C=C1OC)OC)O
Nring 1.0
Np Classifier Biosynthetic Pathway Polyketides
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Alkyl-phenylketones
Np Classifier Superclass Phloroglucinols

  • 1. Outgoing r'ship FOUND_IN to/from Artemisia Annua (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Artemisia Brevifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Beaucarnea Recurvata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Blumea Balsamifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Centaurea Arenaria (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Centipeda Minima (Plant) Rel Props:Reference:ISBN:9788172361792
  • 7. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Clausena Excavata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Cotylelobium Scabriusculum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Cratystylis Conocephala (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Diospyros Abyssinica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Diospyros Elliptifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Diospyros Peregrina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Duchesnea Indica (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 15. Outgoing r'ship FOUND_IN to/from Erodium Cicutarium (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/11837680
  • 16. Outgoing r'ship FOUND_IN to/from Euphorbia Humifusa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Euphorbia Maculata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Geranium Sibiricum (Plant) Rel Props:Reference:ISBN:9788172362300; ISBN:9788185042138
  • 19. Outgoing r'ship FOUND_IN to/from Gutenbergia Cordifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Hippomane Mancinella (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Matricaria Chamomilla (Plant) Rel Props:Reference:ISBN:9780896038776; ISBN:9788172361792; ISBN:9788185042114
  • 22. Outgoing r'ship FOUND_IN to/from Mikania Scandens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 23. Outgoing r'ship FOUND_IN to/from Phyllodium Pulchellum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Punica Granatum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Scorzonera Hispanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 26. Outgoing r'ship FOUND_IN to/from Trapa Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 27. Outgoing r'ship FOUND_IN to/from Triadica Sebifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 28. Outgoing r'ship FOUND_IN to/from Zanthoxylum Armatum (Plant) Rel Props:Reference:ISBN:9788171360536
  • 29. Outgoing r'ship FOUND_IN to/from Zanthoxylum Bungeanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 30. Outgoing r'ship FOUND_IN to/from Zanthoxylum Piperitum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 31. Outgoing r'ship FOUND_IN to/from Zanthoxylum Rhetsa (Plant) Rel Props:Reference:ISBN:9788172360818