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p-Coumaryl alcohol

PubChem CID: 5280535

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Compound Synonyms p-Coumaryl alcohol, 3690-05-9, 4-Coumaryl alcohol, 4-Hydroxycinnamyl alcohol, 20649-40-5, Paracoumaryl alcohol, 4-[(E)-3-hydroxyprop-1-enyl]phenol, (e)-p-coumaryl alcohol, p-Coumaric alcohol, trans-p-Coumaryl alcohol, 4-[(1E)-3-hydroxyprop-1-en-1-yl]phenol, p-Hydroxycinnamic alcohol, 3-Ohpp, 4-(3-hydroxyprop-1-en-1-yl)phenol, p-Hydroxycinnamyl alcohol, (E)-4-(3-Hydroxy-1-propen-1-yl)phenol, UNII-61POZ1QQ11, 4-(3-Hydroxy-1-propen-1-yl)phenol, 61POZ1QQ11, 2-Propen-1-ol, 3-(p-hydroxyphenyl)-, 4-((1E)-3-Hydroxy-1-propenyl)phenol, Phenol, 4-((1E)-3-hydroxy-1-propenyl)-, 2-Propen-1-ol, 3-(p-hydroxyphenyl)-, (E)-, CHEBI:64555, Phenol, 4-(3-hydroxy-1-propenyl)-, MFCD02169461, p-Coumarylalcohol, 4-[(1E)-3-Hydroxy-1-propenyl]phenol, Phenol, 4-[(1E)-3-hydroxy-1-propenyl]-, Benzotetronate, (E)-4-(3-Hydroxyprop-1-en-1-yl)phenol, p-Cumaric alcohol, p-Hydroxycinnamic alcohol, (E)-4-coumaroyl alcohol, 4-hydroxy-cinnamyl alcohol, bmse000592, bmse010083, bmse010287, COUMARYL ALCOHOL, P-, SCHEMBL221967, CHEMBL109034, 3-(4-Hydroxyphenyl)-1-propane, CHEBI:28386, HY-N3102A, DTXSID50895024, MCC1870, HMS1547L14, HY-N3102, ZINC01529484, AKOS006278806, 4-[(E)-3-hydroxy-1-propenyl]phenol, MS-2010, DA-69160, 4-[(1E)-3-Hydroxy-1-propenyl]phenol #, CS-0023227, CS-0255024, A11786, C02646, EN300-221926, EN300-702603, Q420084, Q27103667, Z2235811101
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 40.5
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/cccccc6))O
Heavy Atom Count 11.0
Classyfire Class Cinnamyl alcohols
Description 4-coumaryl alcohol, also known as 4-hydroxycinnamyl alcohol or 4-coumaric acid, (E)-isomer, is a member of the class of compounds known as cinnamyl alcohols. Cinnamyl alcohols are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety. 4-coumaryl alcohol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 4-coumaryl alcohol can be synthesized from (E)-cinnamyl alcohol. 4-coumaryl alcohol is also a parent compound for other transformation products, including but not limited to, trans-coumaryl acetate, p-hydroxyphenyl lignin, and 4-hydroxy cinnamyl alcohol diacetate. 4-coumaryl alcohol can be found in a number of food items such as lemon balm, ginseng, red raspberry, and feijoa, which makes 4-coumaryl alcohol a potential biomarker for the consumption of these food products. 4-coumaryl alcohol can be found primarily in human testes tissue. Paracoumaryl alcohol, also called p-coumaryl alcohol, 4-coumaryl alcohol, 4-hydroxycinnamyl alcohol, or 4-(3-hydroxy-1-propenyl)phenol, is a phytochemical, one of the monolignols. It is synthesized via the phenylpropanoid biochemical pathway. When polymerized, p-coumaryl alcohol forms lignin or lignans .
Scaffold Graph Node Level C1CCCCC1
Isotope Atom Count 0.0
Molecular Complexity 124.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P22079, P30041, P05164, P11678, O00204, P22309, P0DMM9, n.a.
Iupac Name 4-[(E)-3-hydroxyprop-1-enyl]phenol
Prediction Hob 1.0
Class Cinnamyl alcohols
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 1.3
Superclass Phenylpropanoids and polyketides
Gsk 4 400 Rule True
Molecular Formula C9H10O2
Scaffold Graph Node Bond Level c1ccccc1
Prediction Swissadme 0.0
Inchi Key PTNLHDGQWUGONS-OWOJBTEDSA-N
Silicos It Class Soluble
Fcsp3 0.1111111111111111
Logs -0.713
Rotatable Bond Count 2.0
State Solid
Logd 1.295
Synonyms (E)-4-Coumaryl alcohol, 4-Hydroxycinnamyl alcohol, p-Coumaryl alcohol, 3-(4-Hydroxyphenyl)-1-propane, 3-OHPP, 4-Coumarinol, 4-Hydroxy-2H-1-benzopyran-2-one, 4-Hydroxy-2H-chromen-2-one, 4-Hydroxycoumarin, 4-Hydroxycoumarine, Benzotetronate, Benzotetronic acid, Hydroxy coumarin, trans-3-(4'-Hydroxyphenyl)-2-propenoic acid, trans-HPPA, p-Hydroxycinnamic acid, Para-coumaric acid, 4-Coumaric acid, (E)-isomer, 4-Hydroxycinnamic acid, p-Coumaric acid, 4-Coumaric acid, (E)-4-Coumaroyl alcohol, (E)-p-Coumaryl alcohol, 3-(p-Hydroxyphenyl)-2-propen-1-ol, 4-(3-Hydroxy-1-propen-1-yl)phenol, 4-Coumaryl alcohol, 4-Hydroxycinnamic alcohol, 4-[(1E)-3-Hydroxy-1-propenyl]phenol, Paracoumaryl alcohol, p-Coumaric alcohol, p-Cumaric alcohol, p-Hydroxycinnamic alcohol, p-Hydroxycinnamyl alcohol, trans-p-Coumaryl alcohol, p-coumaryl alcohol
Esol Class Very soluble
Functional Groups CO, c/C=C/C, cO
Compound Name p-Coumaryl alcohol
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 150.068
Formal Charge 0.0
Monoisotopic Mass 150.068
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 150.17
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 -1.8743337636363633
Inchi InChI=1S/C9H10O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-6,10-11H,7H2/b2-1+
Smiles C1=CC(=CC=C1/C=C/CO)O
Nring 1.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Taxonomy Direct Parent Cinnamyl alcohols
Np Classifier Superclass Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Alpinia Galanga (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Alpinia Officinarum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Boschniakia Rossica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Capsicum Annuum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Fragaria Vesca (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.3095
  • 6. Outgoing r'ship FOUND_IN to/from Pinellia Ternata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Taraxacum Borealisinense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Taraxacum Coreanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Taraxacum Mongolicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Taraxacum Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Taraxacum Platycarpum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all