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Columbianadin

PubChem CID: 6436246

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Compound Synonyms Columbianadin, 5058-13-9, Zosimin, CHEBI:132624, (S)-2-(2-oxo-8,9-dihydro-2H-furo[2,3-h]chromen-8-yl)propan-2-yl (Z)-2-methylbut-2-enoate, 2-[(8S)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]propan-2-yl (Z)-2-methylbut-2-enoate, 2-[(8S)-2-oxo-8,9-dihydro-2H-furo[2,3-h][1]benzopyran-8-yl]propan-2-yl (2Z)-2-methylbut-2-enoate, 2-Butenoic acid, 2-methyl-, 1-(8,9-dihydro-2-oxo-2H-furo(2,3-h)-1-benzopyran-8-yl)-1-methylethyl ester, (S-(Z))-, 2-((8S)-2-oxo-8,9-dihydro-2H-furo(2,3-h)(1)benzopyran-8-yl)propan-2-yl (2Z)-2-methylbut-2-enoate, MFCD07781426, Columbianadin (Standard), MLS000574825, CHEMBL1324067, HY-N0362R, (S,Z)-2-(2-oxo-8,9-dihydro-2H-furo[2,3-h]chromen-8-yl)propan-2-yl 2-methylbut-2-enoate, DTXSID401317565, HMS2218E06, HY-N0362, s9017, ZB1858, AKOS030573517, CCG-267789, CS-7661, FC73810, NCGC00247538-01, AC-34185, BS-42416, DA-72314, SMR000156217, C3479, (Z)-2-Methylbut-2-enoic Acid (S)-2-(2-Oxo-8,9-dihydro-2H-furo[2,3-h]chromen-8-yl)propan-2-yl Ester, [1-methyl-1-[(8S)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]ethyl] (Z)-2-methylbut-2-enoate, 2-Butenoic acid, 2-methyl-, 1-(8,9-dihydro-2-oxo-2H-furo(2,3-h)-1-benzopyran-8-yl)-1-methylet- hyl ester, (S-(Z))-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 61.8
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2CCC3CCCC3C2C1
Np Classifier Class Furocoumarins
Deep Smiles C/C=CC=O)OC[C@H]OccC5)coc=O)ccc6cc%10))))))))))))C)C))))/C
Heavy Atom Count 24.0
Classyfire Class Coumarins and derivatives
Description Zosimin 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. Zosimin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Zosimin can be found in carrot and wild carrot, which makes zosimin 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 589.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Uniprot Id P02545, B2RXH2, P25779, P00352, Q194T2, P15428, Q16236, P83916, P39748, P84022, O89049, P03372, P9WQ81, P43220, P63092, Q9NUW8, Q13148, Q8WZA2, Q03431, P27695
Iupac Name 2-[(8S)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]propan-2-yl (Z)-2-methylbut-2-enoate
Prediction Hob 1.0
Class Coumarins and derivatives
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Target Id NPT483, NPT48, NPT94, NPT151
Xlogp 3.7
Superclass Phenylpropanoids and polyketides
Subclass Furanocoumarins
Gsk 4 400 Rule True
Molecular Formula C19H20O5
Scaffold Graph Node Bond Level O=c1ccc2ccc3c(c2o1)CCO3
Prediction Swissadme 1.0
Inchi Key JRIBPWOXWIRQOQ-GHAIFCDISA-N
Silicos It Class Moderately soluble
Fcsp3 0.3684210526315789
Logs -3.909
Rotatable Bond Count 4.0
Logd 3.017
Synonyms Columbianadin, Zosimin, columbianadin, zosimin
Esol Class Moderately soluble
Functional Groups C/C=C(/C)C(=O)OC, c=O, cOC, coc
Compound Name Columbianadin
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 328.131
Formal Charge 0.0
Monoisotopic Mass 328.131
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 328.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -3.173890133333334
Inchi InChI=1S/C19H20O5/c1-5-11(2)18(21)24-19(3,4)15-10-13-14(22-15)8-6-12-7-9-16(20)23-17(12)13/h5-9,15H,10H2,1-4H3/b11-5-/t15-/m0/s1
Smiles C/C=C(/C)\C(=O)OC(C)(C)[C@@H]1CC2=C(O1)C=CC3=C2OC(=O)C=C3
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Taxonomy Direct Parent Angular furanocoumarins
Np Classifier Superclass Coumarins

  • 1. Outgoing r'ship FOUND_IN to/from Angelica Decursiva (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Angelica Pubescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Aralia Continentalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Cnidium Monieri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Cnidium Monnieri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Daucus Carota (Plant) Rel Props:Source_db:fooddb_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Heracleum Sprengelianum (Plant) Rel Props:Reference:ISBN:9788185042084
  • 8. Outgoing r'ship FOUND_IN to/from Peucedanum Grande (Plant) Rel Props:Reference:ISBN:9780387706375
  • 9. Outgoing r'ship FOUND_IN to/from Peucedanum Palustre (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Pinus Sylvestris (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/15322796
  • 11. Outgoing r'ship FOUND_IN to/from Tordyliopsis Brunonis (Plant) Rel Props:Reference:ISBN:9788185042138
  • 12. Outgoing r'ship FOUND_IN to/from Torilis Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Zosima Absinthifolia (Plant) Rel Props:Source_db:npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Zosima Orientalis (Plant) Rel Props:Reference:ISBN:9780387706375