Identification

PhytoHub ID
PHUB000589
Name
Coumaric acid (o-)
Systematic Name
2’-hydroxycinnamic acid
Synonyms
  • 2-Hydroxycinnamic acid
  • 3-(2-hydroxyphenyl)acrylic acid
  • trans-2-coumaric acid
  • trans-2-hydroxycinnamic acid
CAS Number
614-60-8
Average Mass
164.16
Monoisotopic Mass
164.047344118
Chemical Formula
C9H8O3
IUPAC Name
trans-2-hydroxycinnamic acid
InChI Key
PMOWTIHVNWZYFI-AATRIKPKSA-N
InChI Identifier
InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+
SMILES
OC(=O)\C=C\C1=C(O)C=CC=C1
Structure

Calculated Properties

Solubility (ALOGPS)
1.15e+00 g/l
LogS (ALOGPS)
-2.15
LogP (ALOGPS)
1.90
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
2
Polar Surface Area
57.53
Refractivity
45.040800000000004
Polarizability
16.27171443151333
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-6.042883115419331
pKa (strongest acidic)
3.845591042532155
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
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
Hydroxycinnamic acids and derivatives
Direct Parent Name
Hydroxycinnamic acids
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acids", "Coumaric acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Styrenes"]
External Descriptor Annotations
["2-coumaric acid", "Monolignols", "phenols"]
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Coumaric acid", "Coumaric acid or derivatives", "Hydrocarbon derivative", "Hydroxycinnamic acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Styrene"]

Spectra

Record IDSourceDescriptionView
JP011904MassBankEI-B Spectrum - -, [M]+*View Spectra
KO000441MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO000442MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO000443MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO000444MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO000445MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
KZ000087MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR010183MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR010184MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR100185MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100593MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra

Food Sources

Metabolism

No metabolism information available

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