Hmdb loader

Showing metabocard for Cinnamic acid (HMDB0000567)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:14:57 UTC
HMDB IDHMDB0000567
Secondary Accession Numbers
  • HMDB00567
Metabolite Identification
Common NameCinnamic acid
DescriptionCinnamic acid, also known as (Z)-cinnamate or 3-phenyl-acrylate, belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Cinnamic acid can be obtained from oil of cinnamon, or from balsams such as storax. Cinnamic acid is a weakly acidic compound (based on its pKa). It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Cinnamic acid exists in all living organisms, ranging from bacteria to plants to humans. Outside of the human body, cinnamic acid has been detected, but not quantified in, chinese cinnamons. In plants, cinnamic acid is a central intermediate in the biosynthesis of myriad natural products include lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and phenylpropanoids.
Structure
Data?1676999697
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000567 (Cinnamic acid)


  Mrv1652306201922002D          

 11 11  0  0  0  0            999 V2000
10000.291310000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.116310000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.832010000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.545610000.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.8320 9999.5885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.577710000.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.863310000.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.148710000.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1487 9999.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8632 9999.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5777 9999.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  6  1  0  0  0  0
  1  6  1  0  0  0  0
M  END
Download

3D MOL for HMDB0000567 (Cinnamic acid)

HMDB0000567
     RDKit          3D
Cinnamic acid
 19 19  0  0  0  0  0  0  0  0999 V2000
   -4.0012    0.1928    0.3864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6952    0.1611    0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0056    1.0343    1.0465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2202   -0.8048   -0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9972   -1.0097   -1.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1853   -0.3238   -0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3447    0.9871   -0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5576    1.4621    0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6482    0.6526    0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983   -0.6723    0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3238   -1.1489   -0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.0367    2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257   -1.4629   -1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8721   -1.8643   -1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4352    1.7250   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327    2.5071    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5817    1.0226    0.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3713   -1.3064    0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521   -2.1884   -0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
 11 19  1  0
M  END
Download

3D SDF for HMDB0000567 (Cinnamic acid)


  Mrv1652306201922002D          

 11 11  0  0  0  0            999 V2000
10000.291310000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.116310000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.832010000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.545610000.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.8320 9999.5885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.577710000.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.863310000.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.148710000.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1487 9999.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8632 9999.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5777 9999.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  6  1  0  0  0  0
  1  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000567

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)\C=C/C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6-

> <INCHI_KEY>
WBYWAXJHAXSJNI-SREVYHEPSA-N

> <FORMULA>
C9H8O2

> <MOLECULAR_WEIGHT>
148.1586

> <EXACT_MASS>
148.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
15.026333545368203

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-3-phenylprop-2-enoic acid

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
2.13608626

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.009231934706283

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
43.059900000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cis-cinnamic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0000567 (Cinnamic acid)

HMDB0000567
     RDKit          3D
Cinnamic acid
 19 19  0  0  0  0  0  0  0  0999 V2000
   -4.0012    0.1928    0.3864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6952    0.1611    0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0056    1.0343    1.0465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2202   -0.8048   -0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9972   -1.0097   -1.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1853   -0.3238   -0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3447    0.9871   -0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5576    1.4621    0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6482    0.6526    0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983   -0.6723    0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3238   -1.1489   -0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.0367    2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257   -1.4629   -1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8721   -1.8643   -1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4352    1.7250   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327    2.5071    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5817    1.0226    0.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3713   -1.3064    0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521   -2.1884   -0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
 11 19  1  0
M  END
Download

PDB for HMDB0000567 (Cinnamic acid)

HEADER    PROTEIN                                 20-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-19         0                                  
HETATM    1  C   UNK     0    8667.2108668.207   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.7508668.207   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8670.0868667.437   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8671.4188668.207   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8670.0868665.899   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8665.8788667.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8664.5458668.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8663.2118667.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8663.2118665.897   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8664.5458665.127   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.8788665.897   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    7   11    1                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
Download

3D PDB for HMDB0000567 (Cinnamic acid)

COMPND    HMDB0000567
HETATM    1  O1  UNL     1      -4.001   0.193   0.386  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.695   0.161   0.271  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.006   1.034   1.046  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.220  -0.805  -0.652  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.997  -1.010  -1.003  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.185  -0.324  -0.585  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.345   0.987  -0.263  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.558   1.462   0.254  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.648   0.653   0.464  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.498  -0.672   0.138  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.324  -1.149  -0.365  1.00  0.00           C  
HETATM   12  H1  UNL     1      -2.143   1.037   2.040  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.026  -1.463  -1.124  1.00  0.00           H  
HETATM   14  H3  UNL     1      -0.872  -1.864  -1.755  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.435   1.725  -0.474  1.00  0.00           H  
HETATM   16  H5  UNL     1       1.633   2.507   0.496  1.00  0.00           H  
HETATM   17  H6  UNL     1       3.582   1.023   0.863  1.00  0.00           H  
HETATM   18  H7  UNL     1       3.371  -1.306   0.306  1.00  0.00           H  
HETATM   19  H8  UNL     1       1.252  -2.188  -0.605  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   12
CONECT    4    5    5   13
CONECT    5    6   14
CONECT    6    7    7   11
CONECT    7    8   15
CONECT    8    9    9   16
CONECT    9   10   17
CONECT   10   11   11   18
CONECT   11   19
END
Download

SMILES for HMDB0000567 (Cinnamic acid)

OC(=O)\C=C/C1=CC=CC=C1
Download

INCHI for HMDB0000567 (Cinnamic acid)

InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6-
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
(2Z)-3-Phenyl-2-propenoic acidChEBI
(2Z)-3-Phenylacrylic acidChEBI
(Z)-3-Phenyl-2-propenoic acidChEBI
(Z)-Cinnamic acidChEBI
cis-beta-CarboxystyreneChEBI
cis-ZimtsaeureChEBI
(2Z)-3-Phenyl-2-propenoateGenerator
(2Z)-3-PhenylacrylateGenerator
(Z)-3-Phenyl-2-propenoateGenerator
(Z)-CinnamateGenerator
cis-b-CarboxystyreneGenerator
cis-Β-carboxystyreneGenerator
CinnamateGenerator
Cinnamic acid, 1-(13)C-labeled CPDHMDB
Cinnamic acid, 13C-labeled CPDHMDB
trans-Cinnamic acidHMDB
(e)-Cinnamic acid, 2-(14)C-labeled CPDHMDB
Cinnamic acid, (Z)-isomerHMDB
Cinnamic acid, (trans)-(e)-isomerHMDB
Cinnamic acid, 14C-labeled CPDHMDB
Cinnamic acid, 3H-labeled CPD (Z)-isomerHMDB
Cinnamic acid, sodium saltHMDB
Cinnamic acid, sodium salt(Z)-isomerHMDB
Sodium cinnamateHMDB
e-Z Cinnamic acidHMDB
Cinnamic acid, 2-(13)C-labeled CPDHMDB
Cinnamic acid, 2-(14)C-labeled CPDHMDB
Cinnamic acid, 3-(14)C-labeled CPDHMDB
Cinnamic acid, radical ion(1-)HMDB
e-Cinnamic acidHMDB
Cinnamic acid, 1-14C-labeled CPDHMDB
Cinnamic acid, 14C-labeled CPD (e)-isomerHMDB
Cinnamic acid, 3H-labeled CPD (e)-isomerHMDB
Cinnamic acid, ion(1-)HMDB
Cinnamic acid, ion(1-)-(e)-isomerHMDB
Cinnamic acid, nickel (+2) saltHMDB
Cinnamic acid, potassium saltHMDB
Cinnamic acid, sodium salt(e)-isomerHMDB
Cinnamic acid, zinc salt(e)-isomerHMDB
Tritium labeled (e)-cinnamic acidHMDB
Tritium labeled (Z)-cinnamic acidHMDB
(e)-3-Phenyl-2-propenoateHMDB
(e)-3-Phenyl-2-propenoic acidHMDB
3-Phenyl-2-propenoateHMDB
3-Phenyl-2-propenoic acidHMDB
3-Phenyl-acrylateHMDB
3-Phenyl-acrylic acidHMDB
3-PhenylacrylateHMDB
3-Phenylacrylic acidHMDB
3-PhenylpropenoateHMDB
3-Phenylpropenoic acidHMDB
BenzenepropenoateHMDB
Benzenepropenoic acidHMDB
Benzylideneacetic acidHMDB
beta-Phenylacrylic acidHMDB
Cinnamylic acidHMDB
PhenylacrylateHMDB
Phenylacrylic acidHMDB
cis-CinnamateHMDB
(Z)-3-Phenylacrylic acidHMDB
Allocinnamic acidHMDB
Isocinnamic acidHMDB
cis-Cinnamic acidHMDB
Β-phenylacrylic acidHMDB
Cinnamic acidHMDB
Chemical FormulaC9H8O2
Average Molecular Weight148.1586
Monoisotopic Molecular Weight148.0524295
IUPAC Name(2Z)-3-phenylprop-2-enoic acid
Traditional Namecis-cinnamic acid
CAS Registry Number102-94-3
SMILES
OC(=O)\C=C/C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6-
InChI KeyWBYWAXJHAXSJNI-SREVYHEPSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassCinnamic acids
Direct ParentCinnamic acids
Alternative Parents
Substituents
  • Cinnamic acid
  • Styrene
  • Benzenoid
  • Monocyclic benzene moiety
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point132 - 135 °CNot Available
Boiling Point265.00 to 266.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.57 mg/mL at 25 °CNot Available
LogP2.13HANSCH,C ET AL. (1995)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Baker145.3130932474
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.62 g/LALOGPS
logP2.38ALOGPS
logP2.14ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)4.01ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity43.06 m³·mol⁻¹ChemAxon
Polarizability15.03 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+132.7231661259
DarkChem[M-H]-126.86731661259
AllCCS[M+H]+130.30532859911
AllCCS[M-H]-128.56532859911
DeepCCS[M+H]+129.70930932474
DeepCCS[M-H]-126.85630932474
DeepCCS[M-2H]-163.00330932474
DeepCCS[M+Na]+138.27430932474
AllCCS[M+H]+130.332859911
AllCCS[M+H-H2O]+125.732859911
AllCCS[M+NH4]+134.632859911
AllCCS[M+Na]+135.832859911
AllCCS[M-H]-128.632859911
AllCCS[M+Na-2H]-129.832859911
AllCCS[M+HCOO]-131.132859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.5.24 minutes32390414
Predicted by Siyang on May 30, 202212.449 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20225.54 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1951.8 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid415.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid152.8 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid267.6 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid221.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid472.4 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid496.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)127.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1103.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid418.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1139.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid286.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid379.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate445.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA317.9 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water57.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Cinnamic acidOC(=O)\C=C/C1=CC=CC=C12773.6Standard polar33892256
Cinnamic acidOC(=O)\C=C/C1=CC=CC=C11370.5Standard non polar33892256
Cinnamic acidOC(=O)\C=C/C1=CC=CC=C11442.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cinnamic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)/C=C\C1=CC=CC=C11551.3Semi standard non polar33892256
Cinnamic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C=C\C1=CC=CC=C11791.2Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.168 +/- 0.044 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.194 +/- 0.05 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.279 +/- 0.051 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.261 +/- 0.052 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.134 +/- 0.039 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.142 +/- 0.035 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.342 +/- 0.242 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.111 +/- 0.03 uMAdult (>18 years old)Male
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0.77 umol/mmol creatinineAdult (>18 years old)Male
Normal
    • Shaykhutdinov RA,...
 details
UrineDetected and Quantified1.6 (0.9-2.2) umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0.069 +/- 0.022 umol/mmol creatinineAdult (>18 years old)Male
Normal		 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012698
KNApSAcK IDC00034743
Chemspider ID10286933
KEGG Compound IDC10438
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCinnamic acid
METLIN ID310
PubChem Compound5372954
PDB IDNot Available
ChEBI ID35699
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1123131
References
Synthesis ReferenceAn, Hong; He, Xifeng; Fu, Jing. Synthesis of cinnamic acid. Huagong Shikan (2005), 19(7), 32-33, 41.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Kukongviriyapan V, Phromsopha N, Tassaneeyakul W, Kukongviriyapan U, Sripa B, Hahnvajanawong V, Bhudhisawasdi V: Inhibitory effects of polyphenolic compounds on human arylamine N-acetyltransferase 1 and 2. Xenobiotica. 2006 Jan;36(1):15-28. [PubMed:16507510 ]