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(-)-Columbianetin

PubChem CID: 442104

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Compound Synonyms (R)-Columbianetin, (-)-columbianetin, Columbianetin, R-(-)-Columbianetin, 52842-47-4, (8R)-8-(2-hydroxypropan-2-yl)-8,9-dihydro-2H-furo[2,3-h]chromen-2-one, (8R)-8,9-dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one, CHEBI:3828, SCHEMBL21527679, DTXSID30331738, (8R)-8-(2-hydroxypropan-2-yl)-8,9-dihydrofuro[2,3-h]chromen-2-one, HY-N12968, CS-1099504, C09210, Q27106206
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 CC1CCC2CCC3CCCC3C2C1
Np Classifier Class Furocoumarins
Deep Smiles O=ccccco6)cC[C@@H]Oc5cc9))))CO)C)C
Heavy Atom Count 18.0
Classyfire Class Coumarins and derivatives
Description Columbianetin, also known as columbianetin, (S)-isomer, is a member of the class of compounds known as angular furanocoumarins. Angular furanocoumarins are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Columbianetin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Columbianetin can be found in fennel and wild celery, which makes columbianetin a potential biomarker for the consumption of these food products.
Scaffold Graph Node Level OC1CCC2CCC3OCCC3C2O1
Classyfire Subclass Furanocoumarins
Isotope Atom Count 0.0
Molecular Complexity 387.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Iupac Name (8R)-8-(2-hydroxypropan-2-yl)-8,9-dihydrofuro[2,3-h]chromen-2-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 1.9
Gsk 4 400 Rule True
Molecular Formula C14H14O4
Scaffold Graph Node Bond Level O=c1ccc2ccc3c(c2o1)CCO3
Prediction Swissadme 1.0
Inchi Key YRAQEMCYCSSHJG-LLVKDONJSA-N
Silicos It Class Soluble
Fcsp3 0.3571428571428571
Logs -2.658
Rotatable Bond Count 1.0
Logd 1.812
Synonyms Columbianetin, columbianetin
Esol Class Soluble
Functional Groups CO, c=O, cOC, coc
Compound Name (-)-Columbianetin
Prediction Hob Swissadme 1.0
Exact Mass 246.089
Formal Charge 0.0
Monoisotopic Mass 246.089
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 246.26
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -1.8505355111111108
Inchi InChI=1S/C14H14O4/c1-14(2,16)11-7-9-10(17-11)5-3-8-4-6-12(15)18-13(8)9/h3-6,11,16H,7H2,1-2H3/t11-/m1/s1
Smiles CC(C)([C@H]1CC2=C(O1)C=CC3=C2OC(=O)C=C3)O
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Coumarins

  • 1. Outgoing r'ship FOUND_IN to/from Angelica Acutiloba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Angelica Gigas (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Angelica Pubescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Angelica Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Apium Graveolens (Plant) Rel Props:Source_db:fooddb_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Aralia Continentalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Cnidium Monieri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Cnidium Monnieri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Foeniculum Vulgare (Plant) Rel Props:Source_db:fooddb_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Hansenia Forbesii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Hansenia Weberbaueriana (Plant) Rel Props:Source_db:cmaup_ingredients
  • 12. Outgoing r'ship FOUND_IN to/from Heracleum Sprengelianum (Plant) Rel Props:Reference:ISBN:9788185042084
  • 13. Outgoing r'ship FOUND_IN to/from Heracleum Wallichii (Plant) Rel Props:Reference:ISBN:9788185042084
  • 14. Outgoing r'ship FOUND_IN to/from Ostericum Grosseserratum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Phellodendron Japonicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Torilis Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all