Hmdb loader

Showing metabocard for Vinyl caffeate (HMDB0029775)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:32:34 UTC
Update Date2023-02-21 17:19:16 UTC
HMDB IDHMDB0029775
Secondary Accession Numbers
  • HMDB29775
Metabolite Identification
Common NameVinyl caffeate
DescriptionVinyl caffeate belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Based on a literature review a small amount of articles have been published on Vinyl caffeate.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0029775 (Vinyl caffeate)

  Mrv0541 05061304512D          

 15 15  0  0  0  0            999 V2000
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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   -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
    0.0000   -1.6500    0.0000 C   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
    0.7145   -0.4125    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
    0.0000    0.8250    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 O   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
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15  2  1  0  0  0  0
 15 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0029775 (Vinyl caffeate)

HMDB0029775
     RDKit          3D
Vinyl caffeate
 25 25  0  0  0  0  0  0  0  0999 V2000
    5.6382   -0.1106    1.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9482    0.9102    0.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7825    0.6582   -0.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5953    0.5853    0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6409    0.7515    1.8718 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3156    0.3208   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1895    0.2512    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1261   -0.0094    0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3173   -0.2090   -1.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5575   -0.4525   -1.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802   -0.5054   -1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9427   -0.7485   -1.6165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5116   -0.3074    0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5910   -0.3478    1.1156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2567   -0.0630    0.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2982   -1.1201    0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5585   -0.0027    1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2658    1.9192    0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3032    0.1819   -1.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2833    0.4025    1.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4693   -0.1756   -1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7062   -0.6096   -2.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0348   -0.8894   -2.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5057   -0.5242    0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1201    0.0942    1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  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 13  1  0
 13 14  1  0
 13 15  2  0
 15  8  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  6 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 12 23  1  0
 14 24  1  0
 15 25  1  0
M  END
Download

3D SDF for HMDB0029775 (Vinyl caffeate)

  Mrv0541 05061304512D          

 15 15  0  0  0  0            999 V2000
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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   -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
    0.0000   -1.6500    0.0000 C   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
    0.7145   -0.4125    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
    0.0000    0.8250    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 O   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
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15  2  1  0  0  0  0
 15 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029775

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(O)C=C(\C=C\C(=O)OC=C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H10O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h2-7,12-13H,1H2/b6-4+

> <INCHI_KEY>
XVCVDNKCUNGTRP-GQCTYLIASA-N

> <FORMULA>
C11H10O4

> <MOLECULAR_WEIGHT>
206.1947

> <EXACT_MASS>
206.057908808

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
20.67396404238294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethenyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
2.4128574059999996

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.611973260038923

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.208179229662235

> <JCHEM_PKA_STRONGEST_BASIC>
-6.283784618490256

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
55.48300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethenyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0029775 (Vinyl caffeate)

HMDB0029775
     RDKit          3D
Vinyl caffeate
 25 25  0  0  0  0  0  0  0  0999 V2000
    5.6382   -0.1106    1.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9482    0.9102    0.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7825    0.6582   -0.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5953    0.5853    0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6409    0.7515    1.8718 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3156    0.3208   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1895    0.2512    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1261   -0.0094    0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3173   -0.2090   -1.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5575   -0.4525   -1.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802   -0.5054   -1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9427   -0.7485   -1.6165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5116   -0.3074    0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5910   -0.3478    1.1156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2567   -0.0630    0.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2982   -1.1201    0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5585   -0.0027    1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2658    1.9192    0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3032    0.1819   -1.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2833    0.4025    1.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4693   -0.1756   -1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7062   -0.6096   -2.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0348   -0.8894   -2.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5057   -0.5242    0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1201    0.0942    1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  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 13  1  0
 13 14  1  0
 13 15  2  0
 15  8  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  6 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 12 23  1  0
 14 24  1  0
 15 25  1  0
M  END
Download

PDB for HMDB0029775 (Vinyl caffeate)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   15                                                       
CONECT    3    5    8                                                       
CONECT    4    6    8                                                       
CONECT    5    3    9                                                       
CONECT    6    4   11                                                       
CONECT    7    8   10                                                       
CONECT    8    3    4    7                                                  
CONECT    9    5   10   12                                                  
CONECT   10    7    9   13                                                  
CONECT   11    6   14   15                                                  
CONECT   12    9                                                            
CONECT   13   10                                                            
CONECT   14   11                                                            
CONECT   15    2   11                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END
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3D PDB for HMDB0029775 (Vinyl caffeate)

COMPND    HMDB0029775
HETATM    1  C1  UNL     1       5.638  -0.111   1.089  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.948   0.910   0.622  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.783   0.658  -0.080  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.595   0.585   0.630  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.641   0.752   1.872  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.316   0.321  -0.046  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.189   0.251   0.625  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.126  -0.009   0.017  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.317  -0.209  -1.328  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.557  -0.453  -1.884  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.680  -0.505  -1.087  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.943  -0.748  -1.617  1.00  0.00           O  
HETATM   13  C10 UNL     1      -3.512  -0.307   0.268  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.591  -0.348   1.116  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.257  -0.063   0.816  1.00  0.00           C  
HETATM   16  H1  UNL     1       5.298  -1.120   0.926  1.00  0.00           H  
HETATM   17  H2  UNL     1       6.559  -0.003   1.648  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.266   1.919   0.772  1.00  0.00           H  
HETATM   19  H4  UNL     1       1.303   0.182  -1.111  1.00  0.00           H  
HETATM   20  H5  UNL     1       0.283   0.403   1.698  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.469  -0.176  -1.980  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.706  -0.610  -2.944  1.00  0.00           H  
HETATM   23  H8  UNL     1      -5.035  -0.889  -2.611  1.00  0.00           H  
HETATM   24  H9  UNL     1      -5.506  -0.524   0.730  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.120   0.094   1.889  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3   18
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   19
CONECT    7    8   20
CONECT    8    9    9   15
CONECT    9   10   21
CONECT   10   11   11   22
CONECT   11   12   13
CONECT   12   23
CONECT   13   14   15   15
CONECT   14   24
CONECT   15   25
END
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SMILES for HMDB0029775 (Vinyl caffeate)

OC1=C(O)C=C(\C=C\C(=O)OC=C)C=C1
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INCHI for HMDB0029775 (Vinyl caffeate)

InChI=1S/C11H10O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h2-7,12-13H,1H2/b6-4+
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Vinyl caffeic acidGenerator
Ethenyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acidHMDB
Chemical FormulaC11H10O4
Average Molecular Weight206.1947
Monoisotopic Molecular Weight206.057908808
IUPAC Nameethenyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Traditional Nameethenyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
CAS Registry NumberNot Available
SMILES
OC1=C(O)C=C(\C=C\C(=O)OC=C)C=C1
InChI Identifier
InChI=1S/C11H10O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h2-7,12-13H,1H2/b6-4+
InChI KeyXVCVDNKCUNGTRP-GQCTYLIASA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentCoumaric acids and derivatives
Alternative Parents
Substituents
  • Coumaric acid or derivatives
  • Cinnamic acid ester
  • Catechol
  • Styrene
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Fatty acid ester
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Fatty acyl
  • Enoate ester
  • Enol ester
  • Alpha,beta-unsaturated carboxylic ester
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point133 - 140 °CNot 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 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 IDFDB000982
KNApSAcK IDC00057973
Chemspider ID9302539
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11127419
PDB IDNot Available
ChEBI ID174026
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.. .