Para-Coumaric Acid

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as hydroxycinnamic acids. These are compounds containing an cinnamic acid where the benzene ring is hydroxylated.

Hydroxycinnamic acids

Organic compounds

Phenylpropanoids and polyketides

Cinnamic acids and derivatives

Hydroxycinnamic acids and derivatives

Calculated Property

kind Value Source
logP 1.74 ALOGPS
logS -2.2 ALOGPS
Water Solubility 1.02e+00 g/l ALOGPS
logP 1.83 ChemAxon
IUPAC Name (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid ChemAxon
Traditional IUPAC Name coumaric acid ChemAxon
Molecular Weight 164.158 ChemAxon
Monoisotopic Weight 164.047344122 ChemAxon
SMILES OC(=O)C=CC1=CC=C(O)C=C1 ChemAxon
Molecular Formula C9H8O3 ChemAxon
InChI InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+ ChemAxon
InChIKey InChIKey=NGSWKAQJJWESNS-ZZXKWVIFSA-N ChemAxon
Polar Surface Area (PSA) 57.53 ChemAxon
Refractivity 45.04 ChemAxon
Polarizability 16.43 ChemAxon
Rotatable Bond Count 2 ChemAxon
H Bond Acceptor Count 3 ChemAxon
H Bond Donor Count 2 ChemAxon
pKa (strongest acidic) 4 ChemAxon
pKa (strongest basic) -6 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • PPH : in Rhodospirillum centenum
  • Photoactive yellow protein : in Halorhodospira halophila
  • Prostaglandin reductase 1 : in Human
  • Histidine ammonia-lyase : in Rhodobacter sphaeroides (strain ATCC 17023 / 2.4.1 / NCIB 8253 / DSM 158)