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Showing metabocard for cis-Ferulic acid (HMDB0240705)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2020-11-01 17:54:45 UTC
Update Date2022-03-07 03:18:20 UTC
HMDB IDHMDB0240705
Secondary Accession NumbersNone
Metabolite Identification
Common Namecis-Ferulic acid
Descriptioncis-Ferulic acid, also known as cis-ferulate, 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. cis-Ferulic acid is found, on average, in the highest concentration within a few different foods, such as parsnips (Pastinaca sativa), corns (Zea mays), and semolina and in a lower concentration in half-highbush blueberries (Vaccinium angustifolium X Vaccinium corymbosum), sherry, and garden tomato (var.). cis-Ferulic acid has also been detected, but not quantified in, several different foods, such as pepper (c. frutescens), pigeon peas (Cajanus cajan), flaxseeds (Linum usitatissimum), gingers (Zingiber officinale), and cocoa powder. This could make cis-ferulic acid a potential biomarker for the consumption of these foods. cis-Ferulic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on cis-Ferulic acid.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0240705 (cis-Ferulic acid)

  Mrv1652310081716422D          

 16 16  0  0  0  0            999 V2000
   -0.7145    2.0625    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
    1.4289   -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
    2.1434   -1.2375    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
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
   -0.0000   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  2  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13 10  1  0  0  0  0
 14  1  1  0  0  0  0
 14  9  1  0  0  0  0
 15  3  1  0  0  0  0
 16  5  1  0  0  0  0
M  END
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3D MOL for HMDB0240705 (cis-Ferulic acid)

HMDB0240705
     RDKit          3D
cis-Ferulic acid
 24 24  0  0  0  0  0  0  0  0999 V2000
    2.2860    2.1545    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5605    0.7807    0.1605 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225   -0.1670   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966    0.2130   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708   -0.6977   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0912   -0.5230   -0.6349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121    0.2806    0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3782    1.1775    1.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2877    1.4216    1.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4218    1.9974    1.6130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2633   -2.0609   -0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -2.4361   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0054   -1.4798   -0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3290   -1.8724   -0.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0682    2.6941    0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016    2.6768   -0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3662    2.2236    0.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406    1.2818   -0.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6642   -1.1666   -1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9443    0.2766   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1449    2.3603    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9834   -2.8310   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3608   -3.4781   -0.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5891   -2.8262   -0.2455 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  6 19  1  0
  7 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  0
 14 24  1  0
M  END
Download

3D SDF for HMDB0240705 (cis-Ferulic acid)

  Mrv1652310081716422D          

 16 16  0  0  0  0            999 V2000
   -0.7145    2.0625    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
    1.4289   -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
    2.1434   -1.2375    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
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
   -0.0000   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  2  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13 10  1  0  0  0  0
 14  1  1  0  0  0  0
 14  9  1  0  0  0  0
 15  3  1  0  0  0  0
 16  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240705

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3-

> <INCHI_KEY>
KSEBMYQBYZTDHS-HYXAFXHYSA-N

> <FORMULA>
C10H10O4

> <MOLECULAR_WEIGHT>
194.184

> <EXACT_MASS>
194.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
18.795717708305105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
1.6748496726666668

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.982312686134675

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.26734883298399

> <JCHEM_PKA_STRONGEST_BASIC>
-4.893961538434384

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
51.50400000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0240705 (cis-Ferulic acid)

HMDB0240705
     RDKit          3D
cis-Ferulic acid
 24 24  0  0  0  0  0  0  0  0999 V2000
    2.2860    2.1545    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5605    0.7807    0.1605 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225   -0.1670   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966    0.2130   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708   -0.6977   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0912   -0.5230   -0.6349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121    0.2806    0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3782    1.1775    1.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2877    1.4216    1.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4218    1.9974    1.6130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2633   -2.0609   -0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -2.4361   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0054   -1.4798   -0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3290   -1.8724   -0.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0682    2.6941    0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016    2.6768   -0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3662    2.2236    0.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406    1.2818   -0.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6642   -1.1666   -1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9443    0.2766   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1449    2.3603    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9834   -2.8310   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3608   -3.4781   -0.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5891   -2.8262   -0.2455 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  6 19  1  0
  7 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  0
 14 24  1  0
M  END
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PDB for HMDB0240705 (cis-Ferulic acid)

HEADER    PROTEIN                                 08-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-17         0                                  
HETATM    1  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   15  H   UNK     0      -0.000  -3.080   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       2.667  -4.620   0.000  0.00  0.00           H+0
CONECT    1   14                                                            
CONECT    2    4    7                                                       
CONECT    3    5    7   15                                                  
CONECT    4    2    8                                                       
CONECT    5    3   10   16                                                  
CONECT    6    7    9                                                       
CONECT    7    2    3    6                                                  
CONECT    8    4    9   11                                                  
CONECT    9    6    8   14                                                  
CONECT   10    5   12   13                                                  
CONECT   11    8                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    1    9                                                       
CONECT   15    3                                                            
CONECT   16    5                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END
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3D PDB for HMDB0240705 (cis-Ferulic acid)

COMPND    HMDB0240705
HETATM    1  C1  UNL     1       2.286   2.154   0.334  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.561   0.781   0.161  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.622  -0.167  -0.134  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.297   0.213  -0.281  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.671  -0.698  -0.570  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.091  -0.523  -0.635  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.812   0.281   0.054  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.378   1.177   1.061  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.288   1.422   1.583  1.00  0.00           O  
HETATM   10  O3  UNL     1      -3.422   1.997   1.613  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.263  -2.061  -0.723  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.036  -2.436  -0.582  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.005  -1.480  -0.281  1.00  0.00           C  
HETATM   14  O4  UNL     1       3.329  -1.872  -0.136  1.00  0.00           O  
HETATM   15  H1  UNL     1       3.068   2.694   0.862  1.00  0.00           H  
HETATM   16  H2  UNL     1       2.102   2.677  -0.630  1.00  0.00           H  
HETATM   17  H3  UNL     1       1.366   2.224   0.984  1.00  0.00           H  
HETATM   18  H4  UNL     1       0.041   1.282  -0.246  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.664  -1.167  -1.388  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.944   0.277  -0.166  1.00  0.00           H  
HETATM   21  H7  UNL     1      -4.145   2.360   1.024  1.00  0.00           H  
HETATM   22  H8  UNL     1      -0.983  -2.831  -0.957  1.00  0.00           H  
HETATM   23  H9  UNL     1       1.361  -3.478  -0.697  1.00  0.00           H  
HETATM   24  H10 UNL     1       3.589  -2.826  -0.246  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   18
CONECT    5    6   11   11
CONECT    6    7    7   19
CONECT    7    8   20
CONECT    8    9    9   10
CONECT   10   21
CONECT   11   12   22
CONECT   12   13   13   23
CONECT   13   14
CONECT   14   24
END
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SMILES for HMDB0240705 (cis-Ferulic acid)

[H]\C(=C(/[H])C1=CC(OC)=C(O)C=C1)C(O)=O
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INCHI for HMDB0240705 (cis-Ferulic acid)

InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3-
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View in JSmolView Stereo Labels
Synonyms
ValueSource
cis-FerulateGenerator
FerulateHMDB
Chemical FormulaC10H10O4
Average Molecular Weight194.184
Monoisotopic Molecular Weight194.057908808
IUPAC Name(2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Traditional Name(2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
CAS Registry NumberNot Available
SMILES
[H]\C(=C(/[H])C1=CC(OC)=C(O)C=C1)C(O)=O
InChI Identifier
InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3-
InChI KeyKSEBMYQBYZTDHS-HYXAFXHYSA-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 or derivatives
  • Hydroxycinnamic acid
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Ether
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
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 Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal 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 IDFDB012801
KNApSAcK IDNot Available
Chemspider ID1265913
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFerulic acid
METLIN IDNot Available
PubChem Compound1548883
PDB IDNot Available
ChEBI ID76117
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1622351
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available