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Episesamin

PubChem CID: 5204

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Compound Synonyms Asarinin, Episesamin, 7076-24-6, DESAMIN, NSC640330, 5-[3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole, 2,6-Bis(3,4-(methylenedioxy)phenyl)-3,7-dioxabicyclo(3.3.0)octane, NSC36403, PSEUDO CUBEBIN, Sesamin, (+)-, 1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-, 1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-, DL-Asarinin, SCHEMBL94518, MLS002473155, CHEMBL1904496, DTXSID50871787, PEYUIKBAABKQKQ-UHFFFAOYSA-N, HMS2270B16, HMS3336K07, HMS3369D21, AAA13305, 1,4-Bis(1,3-benzodioxole-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan, AKOS000277435, AKOS024282464, AC-6079, NSC-640330, DA-49023, NCI60_013439, SMR001397247, 2,6-Bis(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo[3.3.0]octane, 1H,4-c]furan, tetrahydro-1,4-bis[3,4-(methylenedioxy)phenyl]-, (+)-, 1H,3H-Furo(3,4-c)furan, tetrahydro-1,4-bis(3,4-(methylenedioxy)phenyl)-, (+)-, 1H,4-c]furan, tetrahydro-1,4-bis[3,4-(methylenedioxy)phenyl]-, (1S,3aR,4S,6aR)-, 1, 5,5'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-, [1S-(1.alpha.,3a.alpha.,4.alpha.,6a.alpha.)]-, 1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-, (1S-(1.alpha.,3a.alpha.,4.alpha.,6a.alpha.))-, 5-[6-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-1,3-benzodioxole
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 55.4
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CCC(C3CCC4C(C5CCC6CCCC6C5)CCC34)CC2C1
Np Classifier Class Furofuranoid lignans
Deep Smiles COccO5)cccc6))COCCC5COC5cccccc6)OCO5
Heavy Atom Count 26.0
Classyfire Class Furanoid lignans
Description Constituent of sesame oil. (+)-Sesamin is found in many foods, some of which are ginkgo nuts, sesame, flaxseed, and fats and oils.
Scaffold Graph Node Level C1OC2CCC(C3OCC4C3COC4C3CCC4OCOC4C3)CC2O1
Isotope Atom Count 0.0
Molecular Complexity 482.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P83916, Q9UNA4, O75496, P43220, Q9NUW8, Q13148, n.a., Q03431
Iupac Name 5-[3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
Prediction Hob 1.0
Class Furanoid lignans
Veber Rule True
Classyfire Superclass Lignans, neolignans and related compounds
Xlogp 2.7
Superclass Lignans, neolignans and related compounds
Gsk 4 400 Rule True
Molecular Formula C20H18O6
Scaffold Graph Node Bond Level c1cc2c(cc1C1OCC3C(c4ccc5c(c4)OCO5)OCC13)OCO2
Prediction Swissadme 1.0
Inchi Key PEYUIKBAABKQKQ-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.4
Logs -5.868
Rotatable Bond Count 2.0
Logd 2.918
Synonyms (+)-segamin, (+)-Sesamin, D-(+)-sesamin, D-sesamin, Desamin, Fagarol, Pseudo cubebin, Sesamin, (+)-, Sezamin, (+)-Asarinin, (+)-Episesamin, 1-Asarinine, Episesamin, Isosesamin, L-asarinin, Xanthoxylin S, (+)-Segamin, D-(+)-Sesamin, D-Sesamin, Sesamin, (1R-(1alpha,3aalpha,4beta,6aalpha))-isomer, Epi-sesamin, Sesamin, Sesamin, (1R-(1alpha,3aalpha,4alpha,6aalpha))-isomer, Asarinin, (+)-sesamin, d-sesamin, sesamin, sesamin, d-, sesamin,(+)
Esol Class Soluble
Functional Groups COC, c1cOCO1
Compound Name Episesamin
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 354.11
Formal Charge 0.0
Monoisotopic Mass 354.11
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 354.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -3.9349580615384627
Inchi InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2
Smiles C1C2C(COC2C3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6
Nring 6.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Furanoid lignans
Np Classifier Superclass Lignans

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  • 8. Outgoing r'ship FOUND_IN to/from Chrysanthemum Indicum (Plant) Rel Props:Reference:ISBN:9788185042114
  • 9. Outgoing r'ship FOUND_IN to/from Cleistanthus Collinus (Plant) Rel Props:Reference:ISBN:9788185042114
  • 10. Outgoing r'ship FOUND_IN to/from Commiphora Wightii (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 11. Outgoing r'ship FOUND_IN to/from Cuscuta Australis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
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  • 13. Outgoing r'ship FOUND_IN to/from Daphne Mucronata (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788185042114
  • 14. Outgoing r'ship FOUND_IN to/from Daphne Oleoides (Plant) Rel Props:Reference:ISBN:9788172360481
  • 15. Outgoing r'ship FOUND_IN to/from Eleutherococcus Gracilistylus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Eleutherococcus Senticosus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Ginkgo Biloba (Plant) Rel Props:Source_db:fooddb_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Gmelina Asiatica (Plant) Rel Props:Reference:ISBN:9770972795006
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  • 22. Outgoing r'ship FOUND_IN to/from Machilus Glaucescens (Plant) Rel Props:Reference:ISBN:9770972795006
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  • 30. Outgoing r'ship FOUND_IN to/from Piper Longum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 31. Outgoing r'ship FOUND_IN to/from Piper Mullesua (Plant) Rel Props:Reference:ISBN:9788185042084
  • 32. Outgoing r'ship FOUND_IN to/from Piper Peepuloides (Plant) Rel Props:Reference:ISBN:9788185042084
  • 33. Outgoing r'ship FOUND_IN to/from Piper Retrofractum (Plant) Rel Props:Reference:ISBN:9788172363130; ISBN:9788185042138
  • 34. Outgoing r'ship FOUND_IN to/from Piper Sylvaticum (Plant) Rel Props:Reference:ISBN:9788185042114
  • 35. Outgoing r'ship FOUND_IN to/from Sesamum Indicum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 36. Outgoing r'ship FOUND_IN to/from Tanacetum Cinerariifolium (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 37. Outgoing r'ship FOUND_IN to/from Virola Surinamensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 38. Outgoing r'ship FOUND_IN to/from Xanthium Spinosum (Plant) Rel Props:Reference:ISBN:9788185042145
  • 39. Outgoing r'ship FOUND_IN to/from Zanthoxylum Acanthopodium (Plant) Rel Props:Reference:ISBN:9788185042084
  • 40. Outgoing r'ship FOUND_IN to/from Zanthoxylum Armatum (Plant) Rel Props:Reference:ISBN:9788172360818; ISBN:9788185042084
  • 41. Outgoing r'ship FOUND_IN to/from Zanthoxylum Nitidum (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/19551734
  • 42. Outgoing r'ship FOUND_IN to/from Zanthoxylum Oxyphyllum (Plant) Rel Props:Reference:ISBN:9788185042084
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