CINNAMIC ACID

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Synonyms
UNII U14A832J8D
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key WBYWAXJHAXSJNI-VOTSOKGWSA-N
Smiles OC(=O)\C=C\c1ccccc1
InChI
InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+

Physicochemical Descriptors

Property Name Value
Molecular Formula C9H8O2
Molecular Weight 148.16
AlogP 1.93
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 2.0
Polar Surface Area 37.29
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 11.0
Assay Description Organism Bioactivity Reference
Phytotoxicity against Echinochloa crus-galli (barnyard grass) assessed as mortality measured after 3 days at 5 mg/ml by foliar spraying Echinochloa crus-galli 60.0 %
Inhibition of yeast alpha-glucosidase using p-nitrophenyl-alpha-D-glucopyranoside as substrate preincubated at 300 uM for 10 min before substrate addition and measured after 10 min by spectrophotometry Saccharomyces cerevisiae 4.5 %
Inhibition of yeast alpha-glucosidase using p-nitrophenyl-alpha-D-glucopyranoside as substrate preincubated for 10 min before substrate addition and measured after 10 min by spectrophotometry Saccharomyces cerevisiae 300000.0 nM
Stimulation of cellulase activity in Fusarium oxysporum f. sp. niveum at 1600 mg/L measured 7 days post compound treatment by DNS method Fusarium oxysporum f. sp. niveum 2006.0 %
Stimulation of proteinase activity in Fusarium oxysporum f. sp. niveum at 1600 mg/L measured 7 days post compound treatment Fusarium oxysporum f. sp. niveum 760.0 %
Stimulation of proteinase activity in Fusarium oxysporum f. sp. niveum at 1600 mg/L measured 7 days post compound treatment by DNS method Fusarium oxysporum f. sp. niveum 590.0 %
Growth inhibition of Neurospora crassa assessed as inhibition of mycelial growth at 200 mg/L Neurospora crassa 94.0 %
Growth inhibition of Fusarium oxysporum f. sp. niveum assessed as inhibition of mycelium dry weight at 1600 mg/L measured 7 days post compound treatment Fusarium oxysporum f. sp. niveum 63.3 %
Stimulation of amylase activity in Fusarium oxysporum f. sp. niveum at 1600 mg/L measured 7 days post compound treatment by DNS method (Rvb = 3.7 +/- 0.5 umol/min/ml) Fusarium oxysporum f. sp. niveum 4.6 umol/min/ml
Stimulation of amylase activity in Fusarium oxysporum f. sp. niveum at 400 mg/L measured 7 days post compound treatment by DNS method (Rvb = 3.7 +/- 0.5 umol/min/ml) Fusarium oxysporum f. sp. niveum 5.2 umol/min/ml
Stimulation of cellulase activity in Fusarium oxysporum f. sp. niveum at 1600 mg/L measured 7 days post compound treatment by DNS method (Rvb = 0.03 +/- 0.1 umol/min/ml) Fusarium oxysporum f. sp. niveum 0.33 umol/min/ml
Stimulation of proteinase activity in Fusarium oxysporum f. sp. niveum at 1600 mg/L measured 7 days post compound treatment (Rvb = 0.42 +/- 0.2 U//min/ml) Fusarium oxysporum f. sp. niveum 3.21 U/min/ml
Stimulation of pectinase activity in Fusarium oxysporum f. sp. niveum at 1600 mg/L measured 7 days post compound treatment by DNS method (Rvb = 0.01 +/- 0.0 U//ml/min) Fusarium oxysporum f. sp. niveum 0.052 U/ml/min
Stimulation of mycotoxin production in Fusarium oxysporum f. sp. niveum at 1600 mg/L measured 7 days post compound treatment by spectrophotometry (Rvb = 26.9 +/- 4.9 ug/mL) Fusarium oxysporum f. sp. niveum 13.25 ug ml-1
Growth inhibition of Fusarium oxysporum f. sp. niveum assessed as reduction in sporulation measured 7 days post compound treatment Fusarium oxysporum f. sp. niveum None
Growth inhibition of Fusarium oxysporum f. sp. niveum assessed as reduction in conidial germination measured 7 days post compound treatment Fusarium oxysporum f. sp. niveum None
Growth inhibition of Fusarium oxysporum f. sp. niveum assessed as colony diameter at 1600 mg/L measured 7 days post compound treatment (Rvb = 7.0 +/- 0.63 cm) Fusarium oxysporum f. sp. niveum 0.0 cm
Growth inhibition of Fusarium oxysporum f. sp. niveum assessed as reduction in hyphal growth measured 7 days post compound treatment Fusarium oxysporum f. sp. niveum None
Growth inhibition of Fusarium oxysporum f. sp. niveum assessed as mycelium dry weight at 1600 mg/L measured 7 days post compound treatment (Rvb = 0.22 +/- 0.01 g) Fusarium oxysporum f. sp. niveum 0.08 g
Antimicrobial activity against Athelia rolfsii assessed as growth inhibition at 100 ppm by agar dilution method Athelia rolfsii 100.0 %
Antimicrobial activity against Athelia rolfsii assessed as growth inhibition at 10 ppm by agar dilution method Athelia rolfsii 24.0 %
Antimicrobial activity against Pythium sp. assessed as growth inhibition at 10 ppm by agar dilution method Pythium 12.0 %
Antimicrobial activity against Pythium sp. assessed as growth inhibition at 100 ppm by agar dilution method Pythium 97.0 %
Antibacterial activity against Ralstonia solanacearum grown on potato semi-synthetic agar medium at 5 umol/disk by paper disk method Ralstonia solanacearum 13.0 mm
Antibacterial activity against Ralstonia solanacearum grown on potato semi-synthetic agar medium at 0.5 umol/disk by paper disk method Ralstonia solanacearum None
Insecticidal activity against Mechoris ursulus assessed as mortality at 1 mg/paper at 25 +/- 1 degC measured after 48 hr by filter paper diffusion method Mechoris ursulus 53.3 %
Insecticidal activity against Mechoris ursulus assessed as mortality at 2.5 mg/paper at 25 +/- 1 degC measured after 48 hr by filter paper diffusion method Mechoris ursulus 73.3 %
Insecticidal activity against Mechoris ursulus assessed as mortality at 5 mg/paper at 25 +/- 1 degC measured after 48 hr by filter paper diffusion method Mechoris ursulus 86.7 %
Nematicidal activity against second-stage juveniles of Meloidogyne incognita (root-knot nematode) after 1 day by inverted microscopic analysis Meloidogyne incognita 250.0 ug.mL-1
Nematicidal activity against second-stage juveniles of Meloidogyne incognita (root-knot nematode) after 1 hr by inverted microscopic analysis Meloidogyne incognita 250.0 mg/L
Toxicity to Musca domestica (house fly) applied to pronotum assessed as compound level per fly causing insect mortality measured after 24 hr Musca domestica 500.0 ug
Displacement of [3H]TBOB binding to GABA receptor in Musca domestica (house fly) heads homogenates assessed as [3H]TBOB binding at 500 uM incubated for 90 min by scintillation counting method Musca domestica 101.0 %
Antimicrobial activity against Trichophyton rubrum MTCC 296 assessed as growth inhibition after 5 days by broth microdilution method Trichophyton rubrum 420000.0 nM
Antimicrobial activity against Aspergillus sydowii MTCC 4335 assessed as growth inhibition after 5 days by broth microdilution method Aspergillus sydowii 1680000.0 nM
Antimicrobial activity against Aspergillus parasiticus MTCC 2797 assessed as growth inhibition after 5 days by broth microdilution method Aspergillus parasiticus 3370000.0 nM
Antimicrobial activity against Aspergillus niger MTCC 404 assessed as growth inhibition after 5 days by broth microdilution method Aspergillus niger 1680000.0 nM
Antimicrobial activity against Pichia kudriavzevii MTCC 231 assessed as growth inhibition after 24 hr by broth microdilution method Pichia kudriavzevii 840000.0 nM
Antimicrobial activity against Candida albicans MTCC 3017 assessed as growth inhibition after 24 hr by broth microdilution method Candida albicans 420000.0 nM
Antimicrobial activity against Enterobacter cloacae MTCC 509 assessed as growth inhibition after 24 hr by broth microdilution method Enterobacter cloacae 6750000.0 nM
Antimicrobial activity against Pseudomonas aeruginosa MTCC 424 assessed as growth inhibition after 24 hr by broth microdilution method Pseudomonas aeruginosa 13500000.0 nM
Antimicrobial activity against Klebsiella pneumoniae MTCC 109 assessed as growth inhibition after 24 hr by broth microdilution method Klebsiella pneumoniae 6750000.0 nM
Antimicrobial activity against Escherichia coli MTCC 43 assessed as growth inhibition after 24 hr by broth microdilution method Escherichia coli 13500000.0 nM
Antimicrobial activity against Burkholderia cepacia MTCC 438 assessed as growth inhibition after 24 hr by broth microdilution method Burkholderia cepacia 6750000.0 nM
Antimicrobial activity against Micrococcus luteus MTCC 2470 assessed as growth inhibition after 24 hr by broth microdilution method Micrococcus luteus 6750000.0 nM
Antimicrobial activity against Bacillus subtilis MTCC 121 assessed as growth inhibition after 24 hr by broth microdilution method Bacillus subtilis 6750000.0 nM
Antimicrobial activity against Staphylococcus aureus MTCC 3160 assessed as growth inhibition after 24 hr by broth microdilution method Staphylococcus aureus 3370000.0 nM
Inhibition of autoxidation of pure triacylglycerols of sunflower oil at 1 mM by iodometric analysis None None
Antioxidant activity assessed as DPPH radical scavenging activity at 3.6 mM after 20 min None 0.35 %
Antioxidant activity assessed as DPPH radical scavenging activity at 3.6 mM after 10 min None 0.32 %
Antioxidant activity assessed as DPPH radical scavenging activity at 1.8 mM after 20 min None 0.35 %
Antioxidant activity assessed as DPPH radical scavenging activity at 0.9 mM after 20 min None 0.32 %
Antioxidant activity assessed as DPPH radical scavenging activity at 1.8 mM after 10 min None 0.32 %
Antioxidant activity assessed as DPPH radical scavenging activity at 0.9 mM after 10 min None 0.3 %

Cross References

Resources Reference
ChEMBL CHEMBL27246
FDA SRS U14A832J8D
PDB TCA
PubChem 444539
SureChEMBL SCHEMBL1332
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