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4,9-Bis[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one

PubChem CID: 10043694

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Compound Synonyms cnidicin, 14348-21-1, 4,9-Bis[(3-methyl-2-buten-1-yl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one, 4,9-bis(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one, CHEMBL1710181, 4,9-Bis((3-methylbut-2-en-1-yl)oxy)-7H-furo[3,2-g]chromen-7-one, 4,9-Bis((3-methylbut-2-en-1-yl)oxy)-7H-furo(3,2-g)chromen-7-one, 4,9-BIS[(3-METHYLBUT-2-EN-1-YL)OXY]-7H-FURO[3,2-G]CHROMEN-7-ONE, Cnidicin (Standard), 5,8-Diprenyloxypsoralen, MLS002472889, HY-N4207R, HMS2268M22, HY-N4207, BDBM50361392, MFCD32197347, AKOS040760343, DA-62429, MS-25525, SMR001397000, CS-0032431, G16930, 4,9-BIS[(3-METHYLBUT-2-EN-1-YL)OXY]FURO[3,2-G]CHROMEN-7-ONE, 112-408-7
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 57.9
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2CC3CCCC3CC2C1
Np Classifier Class Furocoumarins, Simple coumarins
Deep Smiles CC=CCOccoccc5ccc9oc=O)cc6))))))OCC=CC)C)))))))))))))))C
Heavy Atom Count 26.0
Classyfire Class Coumarins and derivatives
Description Cnidicin, also known as 58-diprenyloxypsoralen, is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Cnidicin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Cnidicin can be found in lemon, which makes cnidicin a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level OC1CCC2CC3CCOC3CC2O1
Classyfire Subclass Furanocoumarins
Isotope Atom Count 0.0
Molecular Complexity 598.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id Q96QE3, P83916, P84022, P56817, O75874, O75496, P43220, Q9NUW8, P63092
Iupac Name 4,9-bis(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one
Prediction Hob 1.0
Class Coumarins and derivatives
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 5.3
Superclass Phenylpropanoids and polyketides
Subclass Furanocoumarins
Gsk 4 400 Rule False
Molecular Formula C21H22O5
Scaffold Graph Node Bond Level O=c1ccc2cc3ccoc3cc2o1
Prediction Swissadme 1.0
Inchi Key HJMDOAWWVCOEDW-UHFFFAOYSA-N
Silicos It Class Poorly soluble
Fcsp3 0.2857142857142857
Logs -4.995
Rotatable Bond Count 6.0
Logd 4.437
Synonyms Bis-O-(3-methyl-2-butenyloxy)-7H-furo[3,2-g][1]benzopyran-7-one, Cnidicin, Knidicin, 58-Diprenyloxypsoralen, cnidicin
Esol Class Moderately soluble
Functional Groups CC=C(C)C, c=O, cOC, coc
Compound Name 4,9-Bis[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 354.147
Formal Charge 0.0
Monoisotopic Mass 354.147
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 354.4
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 -4.254092400000001
Inchi InChI=1S/C21H22O5/c1-13(2)7-10-23-18-15-5-6-17(22)26-20(15)21(25-11-8-14(3)4)19-16(18)9-12-24-19/h5-9,12H,10-11H2,1-4H3
Smiles CC(=CCOC1=C2C=COC2=C(C3=C1C=CC(=O)O3)OCC=C(C)C)C
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Psoralens
Np Classifier Superclass Coumarins

  • 1. Outgoing r'ship FOUND_IN to/from Actaea Dahurica (Plant) Rel Props:Reference:
  • 2. Outgoing r'ship FOUND_IN to/from Angelica Acutiloba (Plant) Rel Props:Reference:
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  • 4. Outgoing r'ship FOUND_IN to/from Angelica Archangelica (Plant) Rel Props:Reference:
  • 5. Outgoing r'ship FOUND_IN to/from Angelica Cyclocarpa (Plant) Rel Props:Reference:
  • 6. Outgoing r'ship FOUND_IN to/from Angelica Dahurica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Angelica Decursiva (Plant) Rel Props:Reference:
  • 8. Outgoing r'ship FOUND_IN to/from Angelica Furcijuga (Plant) Rel Props:Reference:
  • 9. Outgoing r'ship FOUND_IN to/from Angelica Genuflexa (Plant) Rel Props:Reference:
  • 10. Outgoing r'ship FOUND_IN to/from Angelica Gigas (Plant) Rel Props:Reference:
  • 11. Outgoing r'ship FOUND_IN to/from Angelica Glabra (Plant) Rel Props:Reference:
  • 12. Outgoing r'ship FOUND_IN to/from Angelica Glauca (Plant) Rel Props:Reference:
  • 13. Outgoing r'ship FOUND_IN to/from Angelica Hirsutiflora (Plant) Rel Props:Reference:
  • 14. Outgoing r'ship FOUND_IN to/from Angelica Japonica (Plant) Rel Props:Reference:
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  • 16. Outgoing r'ship FOUND_IN to/from Angelica Lucida (Plant) Rel Props:Reference:
  • 17. Outgoing r'ship FOUND_IN to/from Angelica Nubigena (Plant) Rel Props:Reference:
  • 18. Outgoing r'ship FOUND_IN to/from Angelica Officinalis (Plant) Rel Props:Reference:
  • 19. Outgoing r'ship FOUND_IN to/from Angelica Pachycarpa (Plant) Rel Props:Reference:
  • 20. Outgoing r'ship FOUND_IN to/from Angelica Pubescens (Plant) Rel Props:Reference:
  • 21. Outgoing r'ship FOUND_IN to/from Angelica Saxatilis (Plant) Rel Props:Reference:
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  • 26. Outgoing r'ship FOUND_IN to/from Angelica Tenuissima (Plant) Rel Props:Reference:
  • 27. Outgoing r'ship FOUND_IN to/from Angelica Ursina (Plant) Rel Props:Reference:
  • 28. Outgoing r'ship FOUND_IN to/from Citrus Aurantiifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2015.1027419
  • 29. Outgoing r'ship FOUND_IN to/from Citrus Aurantium (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2015.1027419
  • 30. Outgoing r'ship FOUND_IN to/from Citrus Limon (Plant) Rel Props:Source_db:fooddb_chem_all
  • 31. Outgoing r'ship FOUND_IN to/from Citrus Paradisi (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2015.1027419
  • 32. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2015.1027419
  • 33. Outgoing r'ship FOUND_IN to/from Gentiana Dahurica (Plant) Rel Props:Reference:
  • 34. Outgoing r'ship FOUND_IN to/from Pulsatilla Dahurica (Plant) Rel Props:Reference: