Showing metabocard for 4-Hydroxyphenylacetaldehyde (MMDBc0047785)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:42:32 UTC
Update Date2022-09-01 01:48:29 UTC
Metabolite IDMMDBc0047785
Metabolite Identification
Common Name4-Hydroxyphenylacetaldehyde
Description4-Hydroxyphenylacetaldehyde, also known as POH-PH-CH2CHO, belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. 4-Hydroxyphenylacetaldehyde exists in all living species, ranging from bacteria to plants to humans. 4-Hydroxyphenylacetaldehyde has been detected, but not quantified in, several different foods, such as plains prickly pears (Opuntia macrorhiza), dills (Anethum graveolens), half-highbush blueberries (Vaccinium angustifolium X Vaccinium corymbosum), cloves (Syzygium aromaticum), and wild carrots (Daucus carota). This could make 4-hydroxyphenylacetaldehyde a potential biomarker for the consumption of these foods. 4-Hydroxyphenylacetaldehyde is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 4-Hydroxyphenylacetaldehyde.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fdb3fadeb58>


  Mrv1652309042000302D          

 10 10  0  0  0  0            999 V2000
    1.4289    0.0000    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
    1.4289    0.8250    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
    0.7145   -1.2375    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
    0.7145   -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   -2.4750    0.0000 O   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
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  5  1  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  6  2  0  0  0  0
 10  8  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fdb3fadeb58>

HMDB0003767
     RDKit          3D
4-Hydroxyphenylacetaldehyde
 18 18  0  0  0  0  0  0  0  0999 V2000
    2.3763   -1.6515   -0.3772 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8436   -0.6392    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084    0.5121    0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5844    0.2794    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127    0.5959   -1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274    0.3522   -1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1497   -0.2067   -0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5054   -0.4451   -0.5772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757   -0.5217    0.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2353   -0.2769    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9107   -0.6120    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1406    0.8152    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3448    1.4066   -0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6170    1.0303   -1.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7780    0.5990   -2.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1931    0.2703   -0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.9591    1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1589   -0.5489    2.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  5 14  1  0
  6 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
M  END
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3D SDF for #<Metabolite:0x00007fdb3fadeb58>


  Mrv1652309042000302D          

 10 10  0  0  0  0            999 V2000
    1.4289    0.0000    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
    1.4289    0.8250    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
    0.7145   -1.2375    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
    0.7145   -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   -2.4750    0.0000 O   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
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  5  1  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  6  2  0  0  0  0
 10  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047785

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC=C(CC=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,6,10H,5H2

> <INCHI_KEY>
IPRPPFIAVHPVJH-UHFFFAOYSA-N

> <FORMULA>
C8H8O2

> <MOLECULAR_WEIGHT>
136.1479

> <EXACT_MASS>
136.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
13.867420792297285

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-hydroxyphenyl)acetaldehyde

> <ALOGPS_LOGP>
1.59

> <JCHEM_LOGP>
1.1488125313333333

> <ALOGPS_LOGS>
-1.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.740035558358176

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.498768628678677

> <JCHEM_PKA_STRONGEST_BASIC>
-5.958495345707978

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
38.4211

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.93e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
p-hydroxyphenylacetaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fdb3fadeb58>

HMDB0003767
     RDKit          3D
4-Hydroxyphenylacetaldehyde
 18 18  0  0  0  0  0  0  0  0999 V2000
    2.3763   -1.6515   -0.3772 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8436   -0.6392    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084    0.5121    0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5844    0.2794    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127    0.5959   -1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274    0.3522   -1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1497   -0.2067   -0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5054   -0.4451   -0.5772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757   -0.5217    0.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2353   -0.2769    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9107   -0.6120    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1406    0.8152    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3448    1.4066   -0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6170    1.0303   -1.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7780    0.5990   -2.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1931    0.2703   -0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.9591    1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1589   -0.5489    2.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  5 14  1  0
  6 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
M  END
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PDB for #<Metabolite:0x00007fdb3fadeb58>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   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       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  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    3    7                                                       
CONECT    2    4    7                                                       
CONECT    3    1    8                                                       
CONECT    4    2    8                                                       
CONECT    5    6    7                                                       
CONECT    6    5    9                                                       
CONECT    7    1    2    5                                                  
CONECT    8    3    4   10                                                  
CONECT    9    6                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x00007fdb3fadeb58>

COMPND    HMDB0003767
HETATM    1  O1  UNL     1       2.376  -1.651  -0.377  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.844  -0.639   0.107  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.008   0.512   0.457  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.584   0.279   0.151  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.013   0.596  -1.067  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.327   0.352  -1.289  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.150  -0.207  -0.331  1.00  0.00           C  
HETATM    8  O2  UNL     1      -3.505  -0.445  -0.577  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.576  -0.522   0.884  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.235  -0.277   1.103  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.911  -0.612   0.276  1.00  0.00           H  
HETATM   12  H2  UNL     1       2.141   0.815   1.528  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.345   1.407  -0.133  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.617   1.030  -1.834  1.00  0.00           H  
HETATM   15  H5  UNL     1      -1.778   0.599  -2.241  1.00  0.00           H  
HETATM   16  H6  UNL     1      -4.193   0.270  -0.366  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.233  -0.959   1.624  1.00  0.00           H  
HETATM   18  H8  UNL     1       0.159  -0.549   2.086  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4   12   13
CONECT    4    5    5   10
CONECT    5    6   14
CONECT    6    7    7   15
CONECT    7    8    9
CONECT    8   16
CONECT    9   10   10   17
CONECT   10   18
END
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SMILES for #<Metabolite:0x00007fdb3fadeb58>

OC1=CC=C(CC=O)C=C1
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INCHI for #<Metabolite:0x00007fdb3fadeb58>

InChI=1S/C8H8O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,6,10H,5H2
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Synonyms
ValueSource
2-(4-Hydroxyphenyl)acetaldehydeChEBI
p-HydroxyphenylacetaldehydeChEBI
POH-PH-CH2CHOChEBI
(4-Hydroxyphenyl)acetaldehydeHMDB
(p-Hydroxyphenyl)acetaldehydeHMDB
4-HydroxybenzeneacetaldehydeHMDB
4-HydroxyphenylacetadehydeHMDB
4-HydroxyphenylacetaldehydeHMDB
Molecular FormulaC8H8O2
Average Mass136.1479
Monoisotopic Mass136.0524295
IUPAC Name2-(4-hydroxyphenyl)acetaldehyde
Traditional Namep-hydroxyphenylacetaldehyde
CAS Registry NumberNot Available
SMILES
OC1=CC=C(CC=O)C=C1
InChI Identifier
InChI=1S/C8H8O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,6,10H,5H2
InChI KeyIPRPPFIAVHPVJH-UHFFFAOYSA-N