Hmdb loader

Showing metabocard for Methyl p-coumarate (HMDB0302074)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-23 06:17:43 UTC
Update Date2021-09-23 06:17:43 UTC
HMDB IDHMDB0302074
Secondary Accession NumbersNone
Metabolite Identification
Common NameMethyl p-coumarate
DescriptionMethyl p-coumarate, also known as 4-coumaric acid methyl ester, is a member of the class of compounds known as coumaric acid esters. Coumaric acid esters are aromatic compounds containing an ester derivative of coumaric acid. Methyl p-coumarate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Methyl p-coumarate can be found in bamboo shoots and garden onion, which makes methyl p-coumarate a potential biomarker for the consumption of these food products.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0302074 (Methyl p-coumarate)

  Mrv0541 02241221472D          

 13 13  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
  5  2  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  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
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
M  END
Download

3D MOL for HMDB0302074 (Methyl p-coumarate)

HMDB0302074
     RDKit          3D
Methyl p-coumarate
 23 23  0  0  0  0  0  0  0  0999 V2000
    4.7671   -0.3450    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3753   -0.2125    0.3298 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7247    1.0215    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4344    2.0297    0.5354 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517    1.0542    0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5671   -0.0434    0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8850   -0.0947    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5407   -1.3051    0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9060   -1.4050    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6561   -0.2627    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0590   -0.3369    0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0364    0.9584    0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6536    1.0393    0.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3030    0.5294   -0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0630   -0.4938    1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0240   -1.2664   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8069    2.0327    0.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1215   -0.9975    0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9621   -2.2388    0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4068   -2.3470   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4962   -1.2216   -0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366    1.8749    0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2001    2.0304    0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13  7  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
M  END
Download

3D SDF for HMDB0302074 (Methyl p-coumarate)

  Mrv0541 02241221472D          

 13 13  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
  5  2  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  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
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302074

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C=CC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3

> <INCHI_KEY>
NITWSHWHQAQBAW-UHFFFAOYSA-N

> <FORMULA>
C10H10O3

> <MOLECULAR_WEIGHT>
178.1846

> <EXACT_MASS>
178.062994186

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
18.41550371623222

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
2.2117483276666663

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.398704446238039

> <JCHEM_PKA_STRONGEST_BASIC>
-5.954730133757686

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
49.80990000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0302074 (Methyl p-coumarate)

HMDB0302074
     RDKit          3D
Methyl p-coumarate
 23 23  0  0  0  0  0  0  0  0999 V2000
    4.7671   -0.3450    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3753   -0.2125    0.3298 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7247    1.0215    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4344    2.0297    0.5354 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517    1.0542    0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5671   -0.0434    0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8850   -0.0947    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5407   -1.3051    0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9060   -1.4050    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6561   -0.2627    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0590   -0.3369    0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0364    0.9584    0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6536    1.0393    0.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3030    0.5294   -0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0630   -0.4938    1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0240   -1.2664   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8069    2.0327    0.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1215   -0.9975    0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9621   -2.2388    0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4068   -2.3470   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4962   -1.2216   -0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366    1.8749    0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2001    2.0304    0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13  7  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
M  END
Download

PDB for HMDB0302074 (Methyl p-coumarate)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    7                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
Download

3D PDB for HMDB0302074 (Methyl p-coumarate)

COMPND    HMDB0302074
HETATM    1  C1  UNL     1       4.767  -0.345   0.360  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.375  -0.213   0.330  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.725   1.022   0.422  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.434   2.030   0.535  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.252   1.054   0.380  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.567  -0.043   0.259  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.885  -0.095   0.210  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.541  -1.305   0.080  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.906  -1.405   0.029  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.656  -0.263   0.110  1.00  0.00           C  
HETATM   11  O3  UNL     1      -5.059  -0.337   0.060  1.00  0.00           O  
HETATM   12  C9  UNL     1      -3.036   0.958   0.240  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.654   1.039   0.289  1.00  0.00           C  
HETATM   14  H1  UNL     1       5.303   0.529  -0.059  1.00  0.00           H  
HETATM   15  H2  UNL     1       5.063  -0.494   1.426  1.00  0.00           H  
HETATM   16  H3  UNL     1       5.024  -1.266  -0.229  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.807   2.033   0.455  1.00  0.00           H  
HETATM   18  H5  UNL     1       1.122  -0.998   0.189  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.962  -2.239   0.013  1.00  0.00           H  
HETATM   20  H7  UNL     1      -3.407  -2.347  -0.072  1.00  0.00           H  
HETATM   21  H8  UNL     1      -5.496  -1.222  -0.034  1.00  0.00           H  
HETATM   22  H9  UNL     1      -3.637   1.875   0.304  1.00  0.00           H  
HETATM   23  H10 UNL     1      -1.200   2.030   0.393  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   17
CONECT    6    7   18
CONECT    7    8    8   13
CONECT    8    9   19
CONECT    9   10   10   20
CONECT   10   11   12
CONECT   11   21
CONECT   12   13   13   22
CONECT   13   23
END
Download

SMILES for HMDB0302074 (Methyl p-coumarate)

COC(=O)C=CC1=CC=C(O)C=C1
Download

INCHI for HMDB0302074 (Methyl p-coumarate)

InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3
Download
View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC10H10O3
Average Molecular Weight178.1846
Monoisotopic Molecular Weight178.062994186
IUPAC Namemethyl 3-(4-hydroxyphenyl)prop-2-enoate
Traditional Namemethyl 3-(4-hydroxyphenyl)prop-2-enoate
CAS Registry NumberNot Available
SMILES
COC(=O)C=CC1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3
InChI KeyNITWSHWHQAQBAW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentCoumaric acid esters
Alternative Parents
Substituents
  • Coumaric acid ester
  • Coumaric acid or derivatives
  • Cinnamic acid ester
  • Styrene
  • Phenol
  • Fatty acid ester
  • 1-hydroxy-2-unsubstituted benzenoid
  • Fatty acyl
  • Benzenoid
  • Monocyclic benzene moiety
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Methyl ester
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
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
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
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 IDFDB001825
KNApSAcK IDC00032012
Chemspider ID83243
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound92203
PDB IDNot Available
ChEBI ID86904
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1417251
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available