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Sinapaldehyde

PubChem CID: 5280802

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Compound Synonyms Sinapaldehyde, 4206-58-0, Sinapinaldehyde, Sinapyl aldehyde, Sinapoyl aldehyde, (E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylaldehyde, 20649-43-8, Sinapic aldehyde, trans-Sinapaldehyde, trans-3,5-Dimethoxy-4-hydroxycinnamaldehyde, 3,5-Dimethoxy-4-hydroxycinnamaldehyde, Trans-3,5-Dimethoxy-4-Hydroxy Cinnamaldehyde, 2-Propenal, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (2E)-, (E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenal, (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal, (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal, (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylaldehyde, 4VB87UV6WG, 3,5-Dimethoxy-4-hydroxycinnamaldehyde (E), 2-Propenal, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (E)-, CHEBI:27949, (2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenal, Cinnamaldehyde, 4-hydroxy-3,5-dimethoxy-, (E)-3,5-Dimethoxy-4-hydroxyphenylpropenaldehyde, (E)-sinapaldehyde, (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenal, 4-Hydroxy-3,5-dimethoxy-cinnemaldehyde, Sinapic aldehyde, Sinapyl aldehyde, (E)-Sinapinaldehyde, (E)-sinapoaldehyde, MFCD00075980, 3,5 Dimethoxy-4-hydroxycinnamaldehyde, (E)-sinapoyl aldehyde, bmse000606, bmse010085, UNII-4VB87UV6WG, SCHEMBL197270, CHEMBL225067, MEGxp0_001085, ACon1_001103, DTXSID10863340, HY-N1312, 3,4-dimethoxy-4-hydroxycinnamaldehyde, AKOS015999009, FS65543, NCGC00169673-01, BS-42317, DA-68299, 1ST168185, CS-0016716, 3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenal, C05610, G12202, 3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylaldehyde, EN300-1860016, trans-3,5-Dimethoxy-4-hydroxycinnamaldehyde, 98%, (E)-3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enal, BRD-K19027245-001-01-0, Q63392287, 072ADBB5-241A-428F-B856-9EF1F076A5A6, Retention index: SEE J. Agric. Food Chem. 2009, 57, 3217-3227, 627-731-3, SNY
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 C1CCCCC1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles COccc/C=C/C=O))))ccc6O))OC
Heavy Atom Count 15.0
Classyfire Class Phenols
Description Sinapaldehyde, also known as (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenal or (E)-sinapoyl aldehyde, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Sinapaldehyde is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Sinapaldehyde can be synthesized from cinnamaldehyde. Sinapaldehyde can also be synthesized into 4-acetoxy-3,5-dimethoxy-trans-cinnamaldehyde. Sinapaldehyde can be found in a number of food items such as angelica, saskatoon berry, rubus (blackberry, raspberry), and lemon verbena, which makes sinapaldehyde a potential biomarker for the consumption of these food products. In Arabidopsis thaliana, this compound is part of the lignin biosynthesis pathway. The enzyme dihydroflavonol 4-reductase uses sinapaldehyde and NADPH to produce sinapyl alcohol and NADP+ .
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Methoxyphenols
Isotope Atom Count 0.0
Molecular Complexity 213.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id n.a.
Iupac Name (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 1.4
Gsk 4 400 Rule True
Molecular Formula C11H12O4
Scaffold Graph Node Bond Level c1ccccc1
Prediction Swissadme 0.0
Inchi Key CDICDSOGTRCHMG-ONEGZZNKSA-N
Silicos It Class Soluble
Fcsp3 0.1818181818181818
Logs -2.296
Rotatable Bond Count 4.0
Logd 1.34
Synonyms (2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenal, (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylaldehyde, (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal, (E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenal, 2-Propenal, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (2E)-, 2-Propenal, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (E)-, 3,5-Dimethoxy-4-hydroxycinnamaldehyde, 3,5-Dimethoxy-4-hydroxycinnamaldehyde (E), Sinapinaldehyde, Sinapoyl aldehyde, Sinapyl aldehyde, trans-3,5-Dimethoxy-4-hydroxycinnamaldehyde, sinapaldehyde, sinapic aldehyde, sinapicaldehyde, sinapyl aldehyde
Esol Class Soluble
Functional Groups c/C=C/C=O, cO, cOC
Compound Name Sinapaldehyde
Prediction Hob Swissadme 0.0
Exact Mass 208.074
Formal Charge 0.0
Monoisotopic Mass 208.074
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 208.21
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Esol -2.0449205999999998
Inchi InChI=1S/C11H12O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-7,13H,1-2H3/b4-3+
Smiles COC1=CC(=CC(=C1O)OC)/C=C/C=O
Nring 1.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Acer Saccharinum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Aconitum Fauriei (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Acronychia Laurifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Agave Deserti (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Aglaia Pyramidata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Artemisia Arbuscula (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Asclepias Subulata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Celastrus Monospermus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Cheilanthes Mysurensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Citrus Reshni (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Conium Maculatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Dacrycarpus Imbricatus (Plant) Rel Props:Source_db:cmaup_ingredients
  • 13. Outgoing r'ship FOUND_IN to/from Daphne Feddei (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Eutrochium Purpureum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Hortonia Floribunda (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Hosta Sieboldiana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Inula Salsoloides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Jacobaea Cannabifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Juglans Nigra (Plant) Rel Props:Source_db:fooddb_chem_all;npass_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Lonchocarpus Urucu (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Magnolia Lanuginosa (Plant) Rel Props:Reference:ISBN:9770972795006
  • 22. Outgoing r'ship FOUND_IN to/from Magnolia Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 23. Outgoing r'ship FOUND_IN to/from Morinda Coreia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Myristica Argentea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Onychium Contiguum (Plant) Rel Props:Reference:ISBN:9788185042084
  • 26. Outgoing r'ship FOUND_IN to/from Passiflora Morifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 27. Outgoing r'ship FOUND_IN to/from Persicaria Bistorta (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10662600
  • 28. Outgoing r'ship FOUND_IN to/from Phyllostachys Edulis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 29. Outgoing r'ship FOUND_IN to/from Schrebera Swietenoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 30. Outgoing r'ship FOUND_IN to/from Senecio Gilliesi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 31. Outgoing r'ship FOUND_IN to/from Solanum Aculeatissimum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 32. Outgoing r'ship FOUND_IN to/from Solanum Spirale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 33. Outgoing r'ship FOUND_IN to/from Sophora Leachiana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 34. Outgoing r'ship FOUND_IN to/from Talipariti Tiliaceum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 35. Outgoing r'ship FOUND_IN to/from Vernonia Lilacina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 36. Outgoing r'ship FOUND_IN to/from Zanthoxylum Simulans (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 37. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Reference:ISBN:9788172362140
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