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Xanthotoxol

PubChem CID: 65090

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Compound Synonyms Xanthotoxol, 2009-24-7, 8-Hydroxypsoralen, 8-Hydroxypsoralene, Psoralen, 8-hydroxy-, 7H-Furo[3,2-g][1]benzopyran-7-one, 9-hydroxy-, 9-Hydroxy-7H-furo[3,2-g]chromen-7-one, 9-hydroxyfuro[3,2-g]chromen-7-one, 8-Hydroxyfuranocoumarin, Xanthotoxol (6CI), 9-Hydroxy-7H-furo(3,2-g)(1)benzopyran-7-one, Xanthoxol, NSC 401269, EINECS 217-923-1, BRN 0189491, CHEBI:15709, 6,7-Dihydroxy-5-benzofuranacrylic acid gamma-lactone, 8RL486L8A5, NSC401269, 9-Hydroxy-7H-furo[3,2-g][1]benzopyran-7-one, NSC-401269, 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-hydroxy-, 5-Benzofuranacrylic acid, 6,7-dihydroxy-, gamma-lactone, DTXSID50173910, 5-19-06-00014 (Beilstein Handbook Reference), 5-Benzofuranacrylic acid, 6,7-dihydroxy-, .delta.-lactone, 9-hydroxy-2H-furo[3,2-g]chromen-2-one, 2-Propenoic acid, 3-(6,7-dihydroxy-5-benzofuranyl)-, .delta.-lactone, XANTHOTOL, 9-hydroxyfuro(3,2-g)chromen-7-one, 9-hydroxy-2H-furo(3,2-g)chromen-2-one, 9-Hydroxy-7H-furo(3,2-g)chromen-7-one, 8-hydroxy-psoralen, 7H-Furo[3,2-g][1]benzopyran-7-one,9-hydroxy-, 8-Hydroxyanthotoxol, MFCD00017408, 8-hydroxyfurocoumarin, 8-hydroxyfurocoumarins, 9-hydroxy-furo[3,2-g]chromen-7-one, Xanthotol, Xanthotoxol, Xanthotoxol (Standard), 8-hydroxyfuranocoumarins, an 8-hydroxyfurocoumarin, 7H-Furo[3, 9-hydroxy-, CHEMBL1192, MLS002472938, SCHEMBL499269, UNII-8RL486L8A5, DTXCID8096401, HMS2267B05, HMS3886P18, BDBM50361378, HY-30152R, s9174, AKOS000276803, CCG-266594, CS-8023, FX09864, NCGC00247457-01, AC-12979, AC-34294, BS-21947, HY-30152, SMR001397046, 8-Hydroxypsoralene, 8-Hydroxyfuranocoumarin, DB-045082, NS00026515, 9-Hydroxy-7H-furo[3,2-g]chromen-7-one #, C00841, H10450, AN-308/21259007, Q4021722, 9-Hydroxy-7H-furo[3,2-g][1]benzopyran-7-one, 9CI, 5-Benzofuranacrylic acid, 6,7-dihydroxy-, delta-lactone, 5-Benzofuranacrylic acid, 6,7-dihydroxy-, gamma-lactone (7CI), 2-Propenoic acid,7-dihydroxy-5-benzofuranyl)-, .delta.-lactone, 2-Propenoic acid, 3-(6,7-dihydroxy-5-benzofuranyl)-, delta-lactone
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 59.7
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2CC3CCCC3CC2C1
Np Classifier Class Furocoumarins, Simple coumarins
Deep Smiles O=ccccco6)cO)ccc6)cco5
Heavy Atom Count 15.0
Classyfire Class Coumarins and derivatives
Description Isolated from Aegle marmelos (bael fruit), Angelica archangelica (angelica) and the seeds of Pastinaca sativa (parsnip). Xanthotoxol is found in many foods, some of which are fats and oils, green vegetables, herbs and spices, and fig.
Scaffold Graph Node Level OC1CCC2CC3CCOC3CC2O1
Classyfire Subclass Furanocoumarins
Isotope Atom Count 0.0
Molecular Complexity 312.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P22309, n.a., P56817, P17405
Iupac Name 9-hydroxyfuro[3,2-g]chromen-7-one
Prediction Hob 1.0
Class Coumarins and derivatives
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 1.6
Superclass Phenylpropanoids and polyketides
Subclass Furanocoumarins
Gsk 4 400 Rule True
Molecular Formula C11H6O4
Scaffold Graph Node Bond Level O=c1ccc2cc3ccoc3cc2o1
Prediction Swissadme 0.0
Inchi Key JWVYQQGERKEAHW-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.0
Logs -3.147
Rotatable Bond Count 0.0
State Solid
Logd 1.709
Synonyms 5-Benzofuranacrylic acid, 6,7-dihydroxy-, gamma-lactone, 6,7-Dihydroxy-5-benzofuranacrylic acid gamma-lactone, 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-hydroxy-, 7H-Furo[3,2-g][1]benzopyran-7-one, 9-hydroxy-, 8-Hydroxy-psoralen, 8-Hydroxyanthotoxol, 8-Hydroxyfuranocoumarin, 8-hydroxyfuranocoumarins, 8-hydroxyfurocoumarin, 8-hydroxyfurocoumarins, 8-Hydroxypsoralen, 8-Hydroxypsoralene, 9-Hydroxy-7H-furo(3,2-g)(1)benzopyran-7-one, 9-Hydroxy-7H-furo[3,2-g][1]benzopyran-7-one, 9-Hydroxy-7H-furo[3,2-g][1]benzopyran-7-one, 9CI, 9-hydroxy-7H-furo[3,2-g]chromen-7-one, an 8-hydroxyfurocoumarin, Psoralen, 8-hydroxy-, Xanthotoxol (6CI), xanthotoxol
Substituent Name 8-hydroxypsoralen, 1-benzopyran, Benzopyran, Benzofuran, Pyranone, Benzenoid, Pyran, Heteroaromatic compound, Furan, Lactone, Oxacycle, Organoheterocyclic compound, Monocarboxylic acid or derivatives, Hydrocarbon derivative, Organooxygen compound, Aromatic heteropolycyclic compound
Esol Class Soluble
Functional Groups c=O, cO, coc
Compound Name Xanthotoxol
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 202.027
Formal Charge 0.0
Monoisotopic Mass 202.027
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 202.16
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 -1.9048563333333333
Inchi InChI=1S/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H
Smiles C1=CC(=O)OC2=C(C3=C(C=CO3)C=C21)O
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent 8-hydroxypsoralens
Np Classifier Superclass Coumarins

  • 1. Outgoing r'ship FOUND_IN to/from Aegle Marmelos (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172360818
  • 2. Outgoing r'ship FOUND_IN to/from Angelica Archangelica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Angelica Dahurica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Angelica Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Angelica Talwaniana (Plant) Rel Props:Source_db:npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Clausena Anisata (Plant) Rel Props:Reference:ISBN:9788185042114
  • 7. Outgoing r'ship FOUND_IN to/from Clausena Indica (Plant) Rel Props:Reference:ISBN:9770972795006
  • 8. Outgoing r'ship FOUND_IN to/from Clausena Kanpurensis (Plant) Rel Props:Reference:ISBN:9780387706375
  • 9. Outgoing r'ship FOUND_IN to/from Cnidium Monieri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Cnidium Monnieri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Feronia Limonia (Plant) Rel Props:Reference:ISBN:9788185042138
  • 12. Outgoing r'ship FOUND_IN to/from Ficus Carica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Foeniculum Vulgare (Plant) Rel Props:Reference:ISBN:9788190648912
  • 14. Outgoing r'ship FOUND_IN to/from Glehnia Littoralis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Heracleum Candicans (Plant) Rel Props:Reference:ISBN:9788185042084
  • 16. Outgoing r'ship FOUND_IN to/from Heracleum Lanatum (Plant) Rel Props:Reference:ISBN:9788185042084
  • 17. Outgoing r'ship FOUND_IN to/from Limonia Acidissima (Plant) Rel Props:Reference:ISBN:9788171360536
  • 18. Outgoing r'ship FOUND_IN to/from Pastinaca Sativa (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Petroselinum Crispum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Peucedanum Japonicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Peucedanum Rubricaule (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 22. Outgoing r'ship FOUND_IN to/from Prangos Pabularia (Plant) Rel Props:Reference:ISBN:9788185042084
  • 23. Outgoing r'ship FOUND_IN to/from Torilis Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Zanthoxylum Spinosum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all