Identification

PhytoHub ID
PHUB000586
Name
Cinnamic acid
Systematic Name
Cinnamic acid
Synonyms
  • 3-Prenylacrylic acid
  • trans-cinnamic acid
CAS Number
621-82-9
Average Mass
148.161
Monoisotopic Mass
148.052429498
Chemical Formula
C9H8O2
IUPAC Name
cinnamic acid
InChI Key
WBYWAXJHAXSJNI-VOTSOKGWSA-N
InChI Identifier
InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
SMILES
OC(=O)\C=C\C1=CC=CC=C1
Structure

Calculated Properties

Solubility (ALOGPS)
6.18e-01 g/l
LogS (ALOGPS)
-2.38
LogP (ALOGPS)
2.38
Hydrogen Acceptors
2
Hydrogen Donors
1
Rotatable Bond Count
2
Polar Surface Area
37.3
Refractivity
43.0599
Polarizability
15.428508082668532
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
Not Available
pKa (strongest acidic)
4.31718769332087
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
Yes
MDDR-like Rule
No

Taxonomy

Family
(Poly)phenol metabolites
Class
Phenolic acid metabolites
Sub-class
Cinnamic acids

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Cinnamic acids and derivatives
Super-class
Phenylpropanoids and polyketides
Sub-class
Cinnamic acids
Direct Parent Name
Cinnamic acids
Alternative Parent Names
["Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Styrenes"]
External Descriptor Annotations
["Monolignols", "cinnamic acid"]
Substituent Names
["Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Styrene"]

Spectra

Record IDSourceDescriptionView
JP010374MassBankEI-B Spectrum - -, [M]+*View Spectra
KO000401MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO000402MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO000403MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO000404MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO000405MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
KZ000090MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR010191MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR100060MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100513MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PS010501ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS044701ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS044704ReSpectN/A Spectrum - 40, [M+H]+View Spectra

Metabolism

No metabolism information available

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