Showing metabocard for Syringaldehyde (MMDBc0033714)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 05:00:07 UTC
Update Date2022-08-31 22:37:58 UTC
Metabolite IDMMDBc0033714
Metabolite Identification
Common NameSyringaldehyde
Description4-Hydroxy-3,5-dimethoxybenzaldehyde belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 4-Hydroxy-3,5-dimethoxybenzaldehyde is a mild, sweet, and plastic tasting compound. 4-Hydroxy-3,5-dimethoxybenzaldehyde is found, on average, in the highest concentration within a few different foods, such as common walnuts (Juglans regia), grape wine, and whisky and in a lower concentration in spirit, vinegar, and rum. 4-Hydroxy-3,5-dimethoxybenzaldehyde has also been detected, but not quantified in, several different foods, such as coconuts (Cocos nucifera), common grapes (Vitis vinifera), corianders (Coriandrum sativum), corns (Zea mays), and garden tomato (var.). This could make 4-hydroxy-3,5-dimethoxybenzaldehyde a potential biomarker for the consumption of these foods. 4-Hydroxy-3,5-dimethoxybenzaldehyde 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 4-Hydroxy-3,5-dimethoxybenzaldehyde.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1220265f00>


  Mrv1652309272007432D          

 13 13  0  0  0  0            999 V2000
    2.7241    1.5174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0096    1.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8481    0.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5626    1.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8481    1.9298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951    1.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951    0.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5806    0.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337    0.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337    1.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5806    1.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5806   -0.5451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1338   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 10  5  1  0  0  0  0
  6  2  1  0  0  0  0
  6 11  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
  9  3  1  0  0  0  0
  2  1  2  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f1220265f00>

HMDB0258653
     RDKit          3D
Syringaldehyde
 23 23  0  0  0  0  0  0  0  0999 V2000
   -3.3549   -1.6758   -0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9749   -1.8640   -0.2762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0317   -0.8718   -0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3871    0.4648   -0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236    1.4369   -0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355    2.8281   -0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0382    3.1819   -0.3117 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9259    1.0769   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3015   -0.2440   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6181   -0.6101   -0.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7079    0.2558   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3196   -1.2009   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -2.5756   -0.1575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637   -0.9360   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8086   -1.3986    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8264   -2.6400   -0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4608    0.6944   -0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967    3.6313   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270    1.8962   -0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4988   -0.2442    0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4881    1.2529    0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1939    0.4021   -1.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968   -2.8604   -0.1129 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
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  2  0
 12 13  1  0
 12  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  6 18  1  0
  8 19  1  0
 11 20  1  0
 11 21  1  0
 11 22  1  0
 13 23  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f1220265f00>


  Mrv1652309272007432D          

 13 13  0  0  0  0            999 V2000
    2.7241    1.5174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0096    1.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8481    0.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5626    1.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8481    1.9298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951    1.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951    0.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5806    0.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337    0.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337    1.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5806    1.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5806   -0.5451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1338   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 10  5  1  0  0  0  0
  6  2  1  0  0  0  0
  6 11  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
  9  3  1  0  0  0  0
  2  1  2  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033714

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=CC(C=O)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3

> <INCHI_KEY>
KCDXJAYRVLXPFO-UHFFFAOYSA-N

> <FORMULA>
C9H10O4

> <MOLECULAR_WEIGHT>
182.1733

> <EXACT_MASS>
182.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
17.764642136235814

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-3,5-dimethoxybenzaldehyde

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
1.0668403076666666

> <ALOGPS_LOGS>
-1.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.243570534496414

> <JCHEM_PKA_STRONGEST_BASIC>
-4.6076316073321335

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
47.5493

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.68e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
syringaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f1220265f00>

HMDB0258653
     RDKit          3D
Syringaldehyde
 23 23  0  0  0  0  0  0  0  0999 V2000
   -3.3549   -1.6758   -0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9749   -1.8640   -0.2762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0317   -0.8718   -0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3871    0.4648   -0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236    1.4369   -0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355    2.8281   -0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0382    3.1819   -0.3117 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9259    1.0769   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3015   -0.2440   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6181   -0.6101   -0.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7079    0.2558   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3196   -1.2009   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -2.5756   -0.1575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637   -0.9360   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8086   -1.3986    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8264   -2.6400   -0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4608    0.6944   -0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967    3.6313   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270    1.8962   -0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4988   -0.2442    0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4881    1.2529    0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1939    0.4021   -1.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968   -2.8604   -0.1129 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
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  2  0
 12 13  1  0
 12  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  6 18  1  0
  8 19  1  0
 11 20  1  0
 11 21  1  0
 11 22  1  0
 13 23  1  0
M  END
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PDB for #<Metabolite:0x00007f1220265f00>

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0       5.085   2.832   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.751   3.602   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.583   0.522   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.917   2.832   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.583   3.602   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.418   2.832   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.418   1.292   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.084   0.522   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.250   1.292   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.250   2.832   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.084   3.602   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.084  -1.018   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.250  -1.788   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    6    1                                                       
CONECT    3    9                                                            
CONECT    4    5                                                            
CONECT    5    4   10                                                       
CONECT    6    2   11    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10    3                                                  
CONECT   10    5    9   11                                                  
CONECT   11    6   10                                                       
CONECT   12    8   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for #<Metabolite:0x00007f1220265f00>

COMPND    HMDB0258653
HETATM    1  C1  UNL     1      -3.355  -1.676  -0.338  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.975  -1.864  -0.276  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.032  -0.872  -0.241  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.387   0.465  -0.266  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.424   1.437  -0.229  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.835   2.828  -0.257  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.038   3.182  -0.312  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.926   1.077  -0.168  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.302  -0.244  -0.143  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.618  -0.610  -0.083  1.00  0.00           O  
HETATM   11  C8  UNL     1       3.708   0.256  -0.040  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.320  -1.201  -0.180  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.624  -2.576  -0.157  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.664  -0.936  -1.129  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.809  -1.399   0.637  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.826  -2.640  -0.637  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.461   0.694  -0.314  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.097   3.631  -0.229  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.627   1.896  -0.142  1.00  0.00           H  
HETATM   20  H7  UNL     1       4.499  -0.244   0.592  1.00  0.00           H  
HETATM   21  H8  UNL     1       3.488   1.253   0.390  1.00  0.00           H  
HETATM   22  H9  UNL     1       4.194   0.402  -1.029  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.597  -2.860  -0.113  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4    4   12
CONECT    4    5   17
CONECT    5    6    8    8
CONECT    6    7    7   18
CONECT    8    9   19
CONECT    9   10   12   12
CONECT   10   11
CONECT   11   20   21   22
CONECT   12   13
CONECT   13   23
END
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SMILES for #<Metabolite:0x00007f1220265f00>

COC1=CC(C=O)=CC(OC)=C1O
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INCHI for #<Metabolite:0x00007f1220265f00>

InChI=1S/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3
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Synonyms
ValueSource
SinapaldehydeChEMBL
SYALMeSH
2,6-Dimethoxy-4-formylphenolMeSH
3,5-Dimethoxy-4-hydroxybenzaldehydeMeSH
4-Hydroxy-3,5-dimethoxybenzaldehydePhytoBank
4-Formyl-2,6-dimethoxyphenolPhytoBank
4-FormylsyringolPhytoBank
Cedar aldehydePhytoBank
Gallaldehyde 3,5-dimethyl etherPhytoBank
Syringic aldehydePhytoBank
3,5-Dimethoxy-4-hydroxy-benzaldehydePhytoBank
Molecular FormulaC9H10O4
Average Mass182.1733
Monoisotopic Mass182.057908808
IUPAC Name4-hydroxy-3,5-dimethoxybenzaldehyde
Traditional Namesyringaldehyde
CAS Registry Number134-96-3
SMILES
COC1=CC(C=O)=CC(OC)=C1O
InChI Identifier
InChI=1S/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3
InChI KeyKCDXJAYRVLXPFO-UHFFFAOYSA-N