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Showing metabocard for Coniferaldehyde (HMDB0141782)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-09-19 18:45:35 UTC
Update Date2023-02-21 17:33:34 UTC
HMDB IDHMDB0141782
Secondary Accession NumbersNone
Metabolite Identification
Common NameConiferaldehyde
DescriptionConiferaldehyde (CAS: 458-36-6), also known as 4-hydroxy-3-methoxycinnamaldehyde or ferulaldehyde, 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. Coniferaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, coniferaldehyde is found, on average, in the highest concentration within sherries. Coniferaldehyde has also been detected, but not quantified in, several different foods, such as highbush blueberries, lima beans, Chinese cabbages, loquats, and greenthread tea. This could make coniferaldehyde a potential biomarker for the consumption of these foods. BioTransformer predicts that coniferaldehyde is a product of caffeic aldehyde metabolism via a catechol-O-methylation-pattern2 reaction catalyzed by the enzyme catechol O-methyltransferase (PMID: 30612223 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0141782 (Coniferaldehyde)

  Mrv1652309272007382D          

 13 13  0  0  0  0            999 V2000
10000.694810000.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.409910000.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.127110000.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.842310000.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.828110000.8120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.107610000.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8281 9999.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.975610000.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.261110000.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.546610000.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5465 9999.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2610 9999.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9756 9999.5736    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  2  0  0  0  0
  5  6  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13  8  1  0  0  0  0
 11  7  1  0  0  0  0
 10  5  1  0  0  0  0
  1  8  1  0  0  0  0
M  END
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3D MOL for HMDB0141782 (Coniferaldehyde)

HMDB0141782
     RDKit          3D
Coniferaldehyde
 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.4270    1.9703    0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6803    0.6683    0.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207   -0.1787   -0.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2983    0.2274    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7426   -0.6149   -0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1462   -0.2262   -0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625    0.9392    0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0027    1.2398    0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3252    2.3710    0.9353 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4092   -1.8757   -0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8990   -2.2679   -0.8609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498   -1.4304   -0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2770   -1.8057   -0.7117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048    2.6474   -0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3651    2.4458    1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6743    1.9569    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1199    1.2242    0.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9415   -0.9424   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169    1.6697    0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7776    0.5495    0.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -2.5680   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1600   -3.2603   -1.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511   -2.7393   -1.0642 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
  5 10  2  0
 10 11  1  0
 11 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
  7 19  1  0
  8 20  1  0
 10 21  1  0
 11 22  1  0
 13 23  1  0
M  END
Download

3D SDF for HMDB0141782 (Coniferaldehyde)

  Mrv1652309272007382D          

 13 13  0  0  0  0            999 V2000
10000.694810000.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.409910000.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.127110000.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.842310000.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.828110000.8120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.107610000.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8281 9999.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.975610000.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.261110000.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.546610000.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5465 9999.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2610 9999.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9756 9999.5736    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  2  0  0  0  0
  5  6  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13  8  1  0  0  0  0
 11  7  1  0  0  0  0
 10  5  1  0  0  0  0
  1  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0141782

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(\C=C\C=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+

> <INCHI_KEY>
DKZBBWMURDFHNE-NSCUHMNNSA-N

> <FORMULA>
C10H10O3

> <MOLECULAR_WEIGHT>
178.1846

> <EXACT_MASS>
178.062994186

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.379866786522083

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
1.5162334203333336

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.515601076850212

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2891797272383405

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
50.57860000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
coniferaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0141782 (Coniferaldehyde)

HMDB0141782
     RDKit          3D
Coniferaldehyde
 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.4270    1.9703    0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6803    0.6683    0.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207   -0.1787   -0.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2983    0.2274    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7426   -0.6149   -0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1462   -0.2262   -0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625    0.9392    0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0027    1.2398    0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3252    2.3710    0.9353 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4092   -1.8757   -0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8990   -2.2679   -0.8609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498   -1.4304   -0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2770   -1.8057   -0.7117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048    2.6474   -0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3651    2.4458    1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6743    1.9569    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1199    1.2242    0.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9415   -0.9424   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169    1.6697    0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7776    0.5495    0.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -2.5680   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1600   -3.2603   -1.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511   -2.7393   -1.0642 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
  5 10  2  0
 10 11  1  0
 11 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
  7 19  1  0
  8 20  1  0
 10 21  1  0
 11 22  1  0
 13 23  1  0
M  END
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PDB for HMDB0141782 (Coniferaldehyde)

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  C   UNK     0    8667.9648668.182   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.2988667.415   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8670.6378668.182   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8671.9728667.415   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8662.6128668.182   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8661.2688667.411   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8662.6128665.095   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8666.6218667.411   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.2878668.181   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.9548667.411   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8663.9538665.871   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8665.2878665.101   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8666.6218665.871   0.000  0.00  0.00           C+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    6   10                                                       
CONECT    6    5                                                            
CONECT    7   11                                                            
CONECT    8    9   13    1                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11    5                                                  
CONECT   11   10   12    7                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0141782 (Coniferaldehyde)

COMPND    HMDB0141782
HETATM    1  C1  UNL     1      -2.427   1.970   0.716  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.680   0.668   0.224  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.621  -0.179  -0.083  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.298   0.227   0.083  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.743  -0.615  -0.223  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.146  -0.226  -0.063  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.562   0.939   0.379  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.003   1.240   0.507  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.325   2.371   0.935  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.409  -1.876  -0.700  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.899  -2.268  -0.861  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.950  -1.430  -0.557  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.277  -1.806  -0.712  1.00  0.00           O  
HETATM   14  H1  UNL     1      -2.005   2.647  -0.056  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.365   2.446   1.070  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.674   1.957   1.557  1.00  0.00           H  
HETATM   17  H4  UNL     1      -0.120   1.224   0.459  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.941  -0.942  -0.324  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.817   1.670   0.646  1.00  0.00           H  
HETATM   20  H7  UNL     1       4.778   0.550   0.256  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.203  -2.568  -0.952  1.00  0.00           H  
HETATM   22  H9  UNL     1      -1.160  -3.260  -1.236  1.00  0.00           H  
HETATM   23  H10 UNL     1      -3.451  -2.739  -1.064  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   10   10
CONECT    6    7    7   18
CONECT    7    8   19
CONECT    8    9    9   20
CONECT   10   11   21
CONECT   11   12   12   22
CONECT   12   13
CONECT   13   23
END
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SMILES for HMDB0141782 (Coniferaldehyde)

COC1=C(O)C=CC(\C=C\C=O)=C1
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INCHI for HMDB0141782 (Coniferaldehyde)

InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+
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View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC10H10O3
Average Molecular Weight178.1846
Monoisotopic Molecular Weight178.062994186
IUPAC Name(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
Traditional Nameconiferaldehyde
CAS Registry Number20649-42-7
SMILES
COC1=C(O)C=CC(\C=C\C=O)=C1
InChI Identifier
InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+
InChI KeyDKZBBWMURDFHNE-NSCUHMNNSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Cinnamaldehyde
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Enal
  • Alpha,beta-unsaturated aldehyde
  • Ether
  • Hydrocarbon derivative
  • Carbonyl group
  • Aldehyde
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
Role
Biological roleIndustrial application
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 ID630
FooDB IDFDB001513
KNApSAcK IDC00002728
Chemspider ID4444167
KEGG Compound IDC02666
BioCyc IDCONIFERYL-ALDEHYDE
BiGG IDNot Available
Wikipedia LinkConiferyl_aldehyde
METLIN IDNot Available
PubChem Compound5280536
PDB IDCIY
ChEBI ID16547
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1203511
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Djoumbou-Feunang Y, Fiamoncini J, Gil-de-la-Fuente A, Greiner R, Manach C, Wishart DS: BioTransformer: a comprehensive computational tool for small molecule metabolism prediction and metabolite identification. J Cheminform. 2019 Jan 5;11(1):2. doi: 10.1186/s13321-018-0324-5. [PubMed:30612223 ]