Hmdb loader

Showing metabocard for cis-p-Coumaric acid (HMDB0030677)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 17:38:22 UTC
Update Date2023-02-21 17:19:39 UTC
HMDB IDHMDB0030677
Secondary Accession Numbers
  • HMDB30677
Metabolite Identification
Common Namecis-p-Coumaric acid
Descriptioncis-p-Coumaric acid, also known as cis-4-hydroxycinnamic acid, is a hydroxy derivative of cinnamic acid. Cinnamic acid and its derivatives are used as important components in flavours, perfumes, synthetic indigo, and pharmaceuticals. There are three isomers of coumaric acid: o-coumaric acid, m-coumaric acid, and p-coumaric acid. These isomers differ by the position of the hydroxy substitution. p-Coumaric acid is the most abundant isomer in nature (Wikipedia). cis-p-Coumaric acid is found in coriander.
Structure
Data?1676999979
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0030677 (cis-p-Coumaric acid)


  Mrv1652306141920472D          

 12 12  0  0  0  0            999 V2000
 9999.970210000.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.795210000.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5083 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.223510000.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.5083 9999.1766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.255510000.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.541110000.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.826510000.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8265 9999.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5410 9998.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2555 9999.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1120 9998.7631    0.0000 O   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
  9 12  1  0  0  0  0
M  END
Download

3D MOL for HMDB0030677 (cis-p-Coumaric acid)

HMDB0030677
     RDKit          3D
cis-p-Coumaric acid
 20 20  0  0  0  0  0  0  0  0999 V2000
    1.7652    1.0637    1.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6303    0.5991    0.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9491    0.9334    1.1728 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978   -0.2189   -0.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905   -0.6733   -0.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -0.5401   -0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4056   -0.4513    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416   -0.1824    1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6748    0.0013    0.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0034    0.2691    0.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2518   -0.0886   -1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9451   -0.3499   -1.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5490    1.3424    0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4590   -0.4714   -0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965   -1.2871   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2676   -0.6670    1.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0230   -0.1221    2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3766    1.2058    0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9826    0.0540   -1.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -0.4168   -2.4458 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
  9 11  1  0
 11 12  2  0
 12  6  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  7 16  1  0
  8 17  1  0
 10 18  1  0
 11 19  1  0
 12 20  1  0
M  END
Download

3D SDF for HMDB0030677 (cis-p-Coumaric acid)


  Mrv1652306141920472D          

 12 12  0  0  0  0            999 V2000
 9999.970210000.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.795210000.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5083 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.223510000.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.5083 9999.1766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.255510000.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.541110000.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.826510000.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8265 9999.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5410 9998.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2555 9999.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1120 9998.7631    0.0000 O   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
  9 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030677

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3-

> <INCHI_KEY>
NGSWKAQJJWESNS-UTCJRWHESA-N

> <FORMULA>
C9H8O3

> <MOLECULAR_WEIGHT>
164.158

> <EXACT_MASS>
164.047344122

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
16.28354396015

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3-(4-hydroxyphenyl)prop-2-enoic acid

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
1.832520938333333

> <ALOGPS_LOGS>
-2.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.514997250797075

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5022437581354073

> <JCHEM_PKA_STRONGEST_BASIC>
-5.954717586543567

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
45.040800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cis-p-coumaric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0030677 (cis-p-Coumaric acid)

HMDB0030677
     RDKit          3D
cis-p-Coumaric acid
 20 20  0  0  0  0  0  0  0  0999 V2000
    1.7652    1.0637    1.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6303    0.5991    0.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9491    0.9334    1.1728 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978   -0.2189   -0.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905   -0.6733   -0.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -0.5401   -0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4056   -0.4513    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416   -0.1824    1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6748    0.0013    0.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0034    0.2691    0.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2518   -0.0886   -1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9451   -0.3499   -1.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5490    1.3424    0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4590   -0.4714   -0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965   -1.2871   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2676   -0.6670    1.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0230   -0.1221    2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3766    1.2058    0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9826    0.0540   -1.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -0.4168   -2.4458 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
  9 11  1  0
 11 12  2  0
 12  6  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  7 16  1  0
  8 17  1  0
 10 18  1  0
 11 19  1  0
 12 20  1  0
M  END
Download

PDB for HMDB0030677 (cis-p-Coumaric acid)

HEADER    PROTEIN                                 14-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-JUN-19         0                                  
HETATM    1  C   UNK     0    8666.6118667.436   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.1518667.436   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8669.4828666.666   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8670.8178667.436   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8669.4828665.130   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8665.2778666.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.9438667.438   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8662.6098666.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.6098665.128   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.9438664.358   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.2778665.128   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8661.2768664.358   0.000  0.00  0.00           O+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   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
Download

3D PDB for HMDB0030677 (cis-p-Coumaric acid)

COMPND    HMDB0030677
HETATM    1  O1  UNL     1       1.765   1.064   1.536  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.630   0.599   0.799  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.949   0.933   1.173  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.498  -0.219  -0.365  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.391  -0.673  -0.842  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.033  -0.540  -0.392  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.406  -0.451   0.896  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.742  -0.182   1.162  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.675   0.001   0.172  1.00  0.00           C  
HETATM   10  O3  UNL     1      -4.003   0.269   0.472  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.252  -0.089  -1.144  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.945  -0.350  -1.406  1.00  0.00           C  
HETATM   13  H1  UNL     1       4.549   1.342   0.469  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.459  -0.471  -0.891  1.00  0.00           H  
HETATM   15  H3  UNL     1       1.497  -1.287  -1.771  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.268  -0.667   1.736  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.023  -0.122   2.216  1.00  0.00           H  
HETATM   18  H6  UNL     1      -4.377   1.206   0.591  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.983   0.054  -1.965  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.633  -0.417  -2.446  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   13
CONECT    4    5    5   14
CONECT    5    6   15
CONECT    6    7    7   12
CONECT    7    8   16
CONECT    8    9    9   17
CONECT    9   10   11
CONECT   10   18
CONECT   11   12   12   19
CONECT   12   20
END
Download

SMILES for HMDB0030677 (cis-p-Coumaric acid)

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

INCHI for HMDB0030677 (cis-p-Coumaric acid)

InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3-
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
(2Z)-3-(4-Hydroxyphenyl)acrylic acidChEBI
(Z)-3-(4-Hydroxyphenyl)-2-propenoic acidChEBI
(Z)-p-Coumaric acidChEBI
(Z)-p-Hydroxycinnamic acidChEBI
cis-4-Hydroxycinnamic acidChEBI
cis-p-CoumarateChEBI
cis-p-Coumarinic acidChEBI
cis-p-Hydroxycinnamic acidChEBI
(2Z)-3-(4-Hydroxyphenyl)acrylateGenerator
(Z)-3-(4-Hydroxyphenyl)-2-propenoateGenerator
(Z)-p-CoumarateGenerator
(Z)-p-HydroxycinnamateGenerator
cis-4-HydroxycinnamateGenerator
cis-p-CoumarinateGenerator
cis-p-HydroxycinnamateGenerator
cis-p-Coumaric acidChEBI
cis-4-CoumarateGenerator, HMDB
(2Z)-3-(4-Hydroxyphenyl)-2-propenoic acidHMDB
(2Z)-3-(4-Hydroxyphenyl)prop-2-enoic acidHMDB
(Z)-3-(4-Hydroxyphenyl)acrylic acidHMDB
(Z)-4-Hydroxycinnamic acidHMDB
3-(4-Hydroxyphenyl)-2-propenoic acidHMDB
3-(4-Hydroxyphenyl)acrylic acidHMDB
4-Coumaric acidHMDB
4-Hydroxycinnamic acidHMDB
beta-[4-Hydroxyphenyl]acrylic acidHMDB
cis-3-(4-Hydroxyphenyl)-2-propenoic acidHMDB
cis-4-Coumaric acidHMDB
p-Coumaric acidHMDB
p-Cumaric acidHMDB
p-Hydroxy-cis-cinnamic acidHMDB
p-Hydroxycinnamic acidHMDB
p-Hydroxyphenylacrylic acidHMDB
p-cis-Coumaric acidHMDB
β-[4-Hydroxyphenyl]acrylic acidHMDB
Chemical FormulaC9H8O3
Average Molecular Weight164.158
Monoisotopic Molecular Weight164.047344122
IUPAC Name(2Z)-3-(4-hydroxyphenyl)prop-2-enoic acid
Traditional Namecis-p-coumaric acid
CAS Registry Number4501-31-9
SMILES
OC(=O)\C=C/C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3-
InChI KeyNGSWKAQJJWESNS-UTCJRWHESA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentHydroxycinnamic acids
Alternative Parents
Substituents
  • Cinnamic acid
  • Coumaric acid
  • Coumaric acid or derivatives
  • Hydroxycinnamic acid
  • Styrene
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point134 - 134.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP1.79Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.02 g/LALOGPS
logP1.74ALOGPS
logP1.83ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)3.5ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity45.04 m³·mol⁻¹ChemAxon
Polarizability16.28 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+133.26730932474
DeepCCS[M-H]-130.50230932474
DeepCCS[M-2H]-166.55530932474
DeepCCS[M+Na]+141.43330932474
AllCCS[M+H]+134.432859911
AllCCS[M+H-H2O]+130.032859911
AllCCS[M+NH4]+138.632859911
AllCCS[M+Na]+139.832859911
AllCCS[M-H]-132.732859911
AllCCS[M+Na-2H]-133.632859911
AllCCS[M+HCOO]-134.732859911

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, 2022.3.97 minutes32390414
Predicted by Siyang on May 30, 202210.4079 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.79 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1452.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid330.9 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid121.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid200.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid148.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid397.0 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 Acid335.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)116.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid886.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid336.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1015.6 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid230.0 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid312.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate481.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA218.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water91.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
cis-p-Coumaric acidOC(=O)\C=C/C1=CC=C(O)C=C13419.6Standard polar33892256
cis-p-Coumaric acidOC(=O)\C=C/C1=CC=C(O)C=C11660.4Standard non polar33892256
cis-p-Coumaric acidOC(=O)\C=C/C1=CC=C(O)C=C11811.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
cis-p-Coumaric acid,1TMS,isomer #1C[Si](C)(C)OC(=O)/C=C\C1=CC=C(O)C=C11900.4Semi standard non polar33892256
cis-p-Coumaric acid,1TMS,isomer #2C[Si](C)(C)OC1=CC=C(/C=C\C(=O)O)C=C11876.5Semi standard non polar33892256
cis-p-Coumaric acid,2TMS,isomer #1C[Si](C)(C)OC(=O)/C=C\C1=CC=C(O[Si](C)(C)C)C=C11947.3Semi standard non polar33892256
cis-p-Coumaric acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C=C\C1=CC=C(O)C=C12164.4Semi standard non polar33892256
cis-p-Coumaric acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C(=O)O)C=C12161.5Semi standard non polar33892256
cis-p-Coumaric acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C12483.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - cis-p-Coumaric acid GC-MS (2 TMS)splash10-014m-2691000000-eaa9fb968429660791782014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - cis-p-Coumaric acid GC-MS (Non-derivatized)splash10-014m-2691000000-eaa9fb968429660791782017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - cis-p-Coumaric acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-1900000000-06b9af47d2378036e0f42017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - cis-p-Coumaric acid GC-MS (2 TMS) - 70eV, Positivesplash10-00xu-6390000000-3110f0f6eb462a38bb642017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - cis-p-Coumaric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 10V, Positive-QTOFsplash10-014j-0900000000-43c3377fad5f7488bea02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 20V, Positive-QTOFsplash10-014j-0900000000-2264676cffcfb3110cb82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 40V, Positive-QTOFsplash10-0gdr-9600000000-9d441c7fc0720390be542016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 10V, Negative-QTOFsplash10-03di-0900000000-2ce3562ddd5762384d092016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 20V, Negative-QTOFsplash10-03di-0900000000-f6c69044556dd2ca21342016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 40V, Negative-QTOFsplash10-014m-3900000000-f7e5cd9359ebf2ee51a62016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 10V, Negative-QTOFsplash10-014i-0900000000-c5f236f966bec5f38c582021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 20V, Negative-QTOFsplash10-014i-0900000000-d582aacd28a4fe8d7abd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 40V, Negative-QTOFsplash10-014i-2900000000-47224d61f53cb14211592021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 10V, Positive-QTOFsplash10-0002-0900000000-e62a4456e8af54cd8d302021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 20V, Positive-QTOFsplash10-014j-2900000000-e821b19fd495c84254e42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-p-Coumaric acid 40V, Positive-QTOFsplash10-00or-9500000000-2be1e6ab71c47f1adce82021-09-22Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.142 umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0.0160-2.940 umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002592
KNApSAcK IDC00038791
Chemspider ID1266072
KEGG Compound IDC06738
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1549106
PDB IDNot Available
ChEBI ID17450
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .