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Showing metabocard for Coumarinic acid (HMDB0041592)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 03:17:09 UTC
Update Date2023-02-21 17:28:50 UTC
HMDB IDHMDB0041592
Secondary Accession Numbers
  • HMDB0062655
  • HMDB41592
  • HMDB62655
Metabolite Identification
Common NameCoumarinic acid
DescriptionCoumarinic acid, also known as cis-o-coumaric acid or cis-o-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 ). Coumarinic acid is found in pomegranate.
Structure
Data?1677000530
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0041592 (Coumarinic acid)


  Mrv1652306141920402D          

 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
 9998.542410001.2365    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
  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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
  1  7  1  0  0  0  0
  8  6  1  0  0  0  0
M  END
Download

3D MOL for HMDB0041592 (Coumarinic acid)

HMDB0041592
     RDKit          3D
Coumarinic acid
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.9770    0.2531    0.4837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6925    0.1954    0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9859    0.6224    1.4584 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1933   -0.3348   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744   -0.4713   -1.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2243   -0.0826   -0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3628    1.0427    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    1.3633    0.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5029    0.4499    0.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -0.6896    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140   -0.9838   -0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2157   -2.1282   -1.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    1.4473    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9575   -0.7001   -1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8325   -0.9186   -2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4293    1.8186    0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    2.2480    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139    0.6307    1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639   -1.3962    0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4187   -2.3661   -1.8717 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 12  1  0
 11  6  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  7 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
 12 20  1  0
M  END
Download

3D SDF for HMDB0041592 (Coumarinic acid)


  Mrv1652306141920402D          

 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
 9998.542410001.2365    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
  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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
  1  7  1  0  0  0  0
  8  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041592

> <DATABASE_NAME>
hmdb

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

> <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-

> <INCHI_KEY>
PMOWTIHVNWZYFI-WAYWQWQTSA-N

> <FORMULA>
C9H8O3

> <MOLECULAR_WEIGHT>
164.158

> <EXACT_MASS>
164.047344122

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
16.174988641737844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.90

> <JCHEM_LOGP>
1.832520938333333

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.352919328332963

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.537636215618887

> <JCHEM_PKA_STRONGEST_BASIC>
-6.04288311541933

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
45.040800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-coumarinate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0041592 (Coumarinic acid)

HMDB0041592
     RDKit          3D
Coumarinic acid
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.9770    0.2531    0.4837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6925    0.1954    0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9859    0.6224    1.4584 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1933   -0.3348   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744   -0.4713   -1.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2243   -0.0826   -0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3628    1.0427    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    1.3633    0.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5029    0.4499    0.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -0.6896    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140   -0.9838   -0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2157   -2.1282   -1.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    1.4473    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9575   -0.7001   -1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8325   -0.9186   -2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4293    1.8186    0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    2.2480    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139    0.6307    1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639   -1.3962    0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4187   -2.3661   -1.8717 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 12  1  0
 11  6  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  7 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
 12 20  1  0
M  END
Download

PDB for HMDB0041592 (Coumarinic 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  O   UNK     0    8663.9468668.975   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8665.2778666.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8663.9438667.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.6098666.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.6098665.128   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8663.9438664.358   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8665.2778665.128   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    8                                                            
CONECT    7    8   12    1                                                  
CONECT    8    7    9    6                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0041592 (Coumarinic acid)

COMPND    HMDB0041592
HETATM    1  O1  UNL     1       3.977   0.253   0.484  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.693   0.195   0.399  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.986   0.622   1.458  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.193  -0.335  -0.830  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.974  -0.471  -1.249  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.224  -0.083  -0.547  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.363   1.043   0.228  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.464   1.363   0.994  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.503   0.450   0.950  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.416  -0.690   0.188  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.314  -0.984  -0.559  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.216  -2.128  -1.327  1.00  0.00           O  
HETATM   13  H1  UNL     1       2.106   1.447   2.015  1.00  0.00           H  
HETATM   14  H2  UNL     1       2.957  -0.700  -1.571  1.00  0.00           H  
HETATM   15  H3  UNL     1       0.833  -0.919  -2.256  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.429   1.819   0.192  1.00  0.00           H  
HETATM   17  H5  UNL     1      -1.553   2.248   1.597  1.00  0.00           H  
HETATM   18  H6  UNL     1      -3.414   0.631   1.531  1.00  0.00           H  
HETATM   19  H7  UNL     1      -3.264  -1.396   0.175  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.419  -2.366  -1.872  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   11
CONECT    7    8   16
CONECT    8    9    9   17
CONECT    9   10   18
CONECT   10   11   11   19
CONECT   11   12
CONECT   12   20
END
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SMILES for HMDB0041592 (Coumarinic acid)

OC(=O)\C=C/C1=C(O)C=CC=C1
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INCHI for HMDB0041592 (Coumarinic acid)

InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5-
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(2Z)-3-(2-Hydroxyphenyl)acrylic acidChEBI
2-CoumarinateChEBI
cis-2-Hydroxy cinnamateChEBI
cis-2-Hydroxycinnamic acidChEBI
(2Z)-3-(2-Hydroxyphenyl)acrylateGenerator
2-Coumarinic acidGenerator
cis-2-Hydroxy cinnamic acidGenerator
cis-2-HydroxycinnamateGenerator
CoumarinateGenerator
CoumarateGenerator, HMDB
(Z)-FormHMDB
3-(2-Hydroxyphenyl)-(2Z)-2-propenoic acidHMDB
3-(2-Hydroxyphenyl)-(Z)-2-propenoic acidHMDB
3-(2-Hydroxyphenyl)-2-propenoic acid, 9ciHMDB
Cinnamic acid, O-hydroxy-, (Z)- (8ci)HMDB
cis-O-Coumaric acidHMDB
cis-O-Hydroxycinnamic acidHMDB
Coumarinic acidHMDB
cis-2-CoumarateGenerator, HMDB
(2Z)-3-(2-Hydroxyphenyl)-2-propenoic acidHMDB
(Z)-2-Hydroxycinnamic acidHMDB
(Z)-3-(2-Hydroxyphenyl)acrylic acidHMDB
(Z)-o-Hydroxycinnamic acidHMDB
2-Coumaric acidHMDB
2-Hydroxycinnamic acidHMDB
3-(2-Hydroxyphenyl)-2-propenoic acidHMDB
cis-o-Coumaric acidHMDB
cis-o-Hydroxycinnamic acidHMDB
o-Coumaric acidHMDB
o-Hydroxy-cis-cinnamic acidHMDB
o-Hydroxycinnamic acidHMDB
Chemical FormulaC9H8O3
Average Molecular Weight164.158
Monoisotopic Molecular Weight164.047344122
IUPAC Name(2Z)-3-(2-hydroxyphenyl)prop-2-enoic acid
Traditional Name2-coumarinate
CAS Registry Number495-79-4
SMILES
OC(=O)\C=C/C1=C(O)C=CC=C1
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-
InChI KeyPMOWTIHVNWZYFI-WAYWQWQTSA-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-4-unsubstituted benzenoid
  • 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
Role
Biological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.15 g/LALOGPS
logP1.9ALOGPS
logP1.83ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)3.54ChemAxon
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
Polarizability16.17 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]+133.66830932474
DeepCCS[M-H]-131.15230932474
DeepCCS[M-2H]-166.80130932474
DeepCCS[M+Na]+141.54930932474
AllCCS[M+H]+134.532859911
AllCCS[M+H-H2O]+130.132859911
AllCCS[M+NH4]+138.732859911
AllCCS[M+Na]+139.932859911
AllCCS[M-H]-131.632859911
AllCCS[M+Na-2H]-132.532859911
AllCCS[M+HCOO]-133.632859911

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, 2022.3.8 minutes32390414
Predicted by Siyang on May 30, 202210.3462 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.65 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1479.3 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid332.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid122.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid198.6 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid129.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid398.7 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 Acid357.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)117.3 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid883.6 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid331.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid981.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid220.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid312.9 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate469.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA234.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water90.2 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Coumarinic acidOC(=O)\C=C/C1=C(O)C=CC=C13074.6Standard polar33892256
Coumarinic acidOC(=O)\C=C/C1=C(O)C=CC=C11557.1Standard non polar33892256
Coumarinic acidOC(=O)\C=C/C1=C(O)C=CC=C11626.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Coumarinic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)/C=C\C1=CC=CC=C1O1834.0Semi standard non polar33892256
Coumarinic acid,1TMS,isomer #2C[Si](C)(C)OC1=CC=CC=C1/C=C\C(=O)O1787.8Semi standard non polar33892256
Coumarinic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)/C=C\C1=CC=CC=C1O[Si](C)(C)C1833.2Semi standard non polar33892256
Coumarinic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C=C\C1=CC=CC=C1O2068.0Semi standard non polar33892256
Coumarinic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=CC=C1/C=C\C(=O)O2077.8Semi standard non polar33892256
Coumarinic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C=C\C1=CC=CC=C1O[Si](C)(C)C(C)(C)C2300.4Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021703
KNApSAcK IDC00019207
Chemspider ID4444389
KEGG Compound IDC05838
BioCyc IDCPD-7418
BiGG IDNot Available
Wikipedia LinkCoumaric acid
METLIN IDNot Available
PubChem Compound5280841
PDB IDNot Available
ChEBI ID28873
Food Biomarker OntologyNot Available
VMH ID2COUM
MarkerDB IDNot Available
Good Scents IDrw1559231
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.. .