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Sinapyl alcohol

PubChem CID: 5280507

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Compound Synonyms Sinapyl alcohol, 537-33-7, Sinapoyl alcohol, Sinapic alcohol, 4-(3-hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenol, trans-sinapyl alcohol, 20675-96-1, 4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenol, 8O6NO04SMV, 4-Hydroxy-3,5-dimethoxycinnamyl alcohol, SINAPYL-ALCOHOL, Sinapyl alcohol, (E), 4-[(1E)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenol, Sinapyl Alcohol (>85%), (E)-4-(3-Hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenol, CHEBI:28813, CHEBI:64557, 2-Propen-1-ol, 3-(4-hydroxy-3,5-dimethoxyphenyl), (E)-, (E)-Sinapyl alcohol, UNII-8O6NO04SMV, Sinapyl alcohol(e), MFCD00192441, (E)-sinapoyl alcohol, ST069367, bmse000612, bmse010286, SCHEMBL807443, CHEMBL1800816, Sinapyl alcohol, sinapoyl alcohol, DTXSID501314695, AKOS015966876, HY-W109812, Sinapyl alcohol, technical grade, 80%, 3,5-Dimethoxy-4-hydroxycinnamyl alcohol, 4-hydroxy-3,5-dimethoxy cinnamyl alcohol, AS-76705, DA-77852, FS137914, CS-0163319, CS-0369210, 4-(3-hydroxyprop-1-enyl)-2,6-dimethoxyphenol, C02325, D94780, 4-(3-hydroxy-1-propenyl)-2,6-dimethoxy-Phenol, EN300-1866966, Q418975, (E)-4-(3-hydroxyprop-1-enyl)-2,6-dimethoxyphenol, Phenol, 4-(3-hydroxy-1-propenyl)-2,6-dimethoxy-, (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-Propen-1-ol, Phenol, 4-(3-hydroxy-1-propenyl)-2,6-dimethoxy-, (E)-, Phenol, 4-[(1E)-3-hydroxy-1-propenyl]-2,6-dimethoxy-, 2-Propen-1-ol, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (E)-, 2EC125E6-3813-49EE-903E-5730561A1B09, Phenol, 4-((1E)-3-hydroxy-1-propen-1-yl)-2,6-dimethoxy-, 664-272-8, InChI=1/C11H14O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13H,5H2,1-2H3/b4-3
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 58.9
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles OC/C=C/cccOC))ccc6)OC)))O
Heavy Atom Count 15.0
Classyfire Class Phenols
Description Sinapyl alcohol, also known as 4-(3-hydroxy-1-propenyl)-2,6-dimethoxy-phenol or 4-hydroxy-3,5-dimethoxycinnamyl alcohol, 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. Sinapyl alcohol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Sinapyl alcohol can be found in a number of food items such as ginseng, endive, sea-buckthornberry, and white cabbage, which makes sinapyl alcohol a potential biomarker for the consumption of these food products. Sinapyl alcohol is an organic compound structurally related to cinnamic acid. It is biosynthetized via the phenylpropanoid biochemical pathway, its immediate precursor being sinapaldehyde. This phytochemical is one of the monolignols, which are precursor to lignin or lignans. It is also a biosynthetic precursor to various stilbenoids and coumarins .
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Methoxyphenols
Isotope Atom Count 0.0
Molecular Complexity 191.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P30041, n.a.
Iupac Name 4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenol
Prediction Hob 1.0
Class Phenols
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 1.3
Superclass Benzenoids
Subclass Methoxyphenols
Gsk 4 400 Rule True
Molecular Formula C11H14O4
Scaffold Graph Node Bond Level c1ccccc1
Prediction Swissadme 1.0
Inchi Key LZFOPEXOUVTGJS-ONEGZZNKSA-N
Silicos It Class Soluble
Fcsp3 0.2727272727272727
Logs -1.796
Rotatable Bond Count 4.0
State Solid
Logd 1.283
Synonyms (e)-Sinapoyl alcohol, Sinapoyl alcohol, (e)-Sinapyl alcohol, (e)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propen-1-ol, 4-(3-Hydroxy-1-propenyl)-2,6-dimethoxy-phenol, 4-(3-Hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenol, 4-Hydroxy-3,5-dimethoxycinnamyl alcohol, Sinapic alcohol, Sinapyl alcohol(e), Sinapyl-alcohol, Sinapyl alcohol, trans-Sinapoyl alcohol, sinapyl alcohol
Esol Class Very soluble
Functional Groups CO, c/C=C/C, cO, cOC
Compound Name Sinapyl alcohol
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 210.089
Formal Charge 0.0
Monoisotopic Mass 210.089
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 210.23
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic homomonocyclic compounds
Lipinski Rule Of 5 True
Esol -1.9755197999999998
Inchi InChI=1S/C11H14O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13H,5H2,1-2H3/b4-3+
Smiles COC1=CC(=CC(=C1O)OC)/C=C/CO
Nring 1.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Taxonomy Direct Parent Methoxyphenols
Np Classifier Superclass Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Paulownia Tomentosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Tabernaemontana Divaricata (Plant) Rel Props:Reference:ISBN:9788172362300
  • 3. Outgoing r'ship FOUND_IN to/from Urtica Cannabina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all