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Showing metabocard for 4-Hydroxyphenylacetaldehyde (HMDB0003767)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-08-13 04:32:33 UTC
Update Date2023-02-21 17:16:48 UTC
HMDB IDHMDB0003767
Secondary Accession Numbers
  • HMDB03767
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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0003767 (4-Hydroxyphenylacetaldehyde)

  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 HMDB0003767 (4-Hydroxyphenylacetaldehyde)

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 HMDB0003767 (4-Hydroxyphenylacetaldehyde)

  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>
HMDB0003767

> <DATABASE_NAME>
hmdb

> <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 HMDB0003767 (4-Hydroxyphenylacetaldehyde)

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 HMDB0003767 (4-Hydroxyphenylacetaldehyde)

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 HMDB0003767 (4-Hydroxyphenylacetaldehyde)

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 HMDB0003767 (4-Hydroxyphenylacetaldehyde)

OC1=CC=C(CC=O)C=C1
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INCHI for HMDB0003767 (4-Hydroxyphenylacetaldehyde)

InChI=1S/C8H8O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,6,10H,5H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-(4-Hydroxyphenyl)acetaldehydeChEBI
p-HydroxyphenylacetaldehydeChEBI
POH-PH-CH2CHOChEBI
(4-Hydroxyphenyl)acetaldehydeHMDB
(p-Hydroxyphenyl)acetaldehydeHMDB
4-HydroxybenzeneacetaldehydeHMDB
4-HydroxyphenylacetadehydeHMDB
4-HydroxyphenylacetaldehydeHMDB
Chemical FormulaC8H8O2
Average Molecular Weight136.1479
Monoisotopic Molecular Weight136.0524295
IUPAC Name2-(4-hydroxyphenyl)acetaldehyde
Traditional Namep-hydroxyphenylacetaldehyde
CAS Registry Number7339-87-9
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
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetaldehydes
Direct ParentPhenylacetaldehydes
Alternative Parents
Substituents
  • Phenylacetaldehyde
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Alpha-hydrogen aldehyde
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP1.379Not 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 IDNot Available
FooDB IDFDB023224
KNApSAcK IDC00051850
Chemspider ID389113
KEGG Compound IDC03765
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link4-Hydroxyphenylacetaldehyde
METLIN IDNot Available
PubChem Compound440113
PDB IDNot Available
ChEBI ID15621
Food Biomarker OntologyNot Available
VMH ID4HOXPACD
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Amine oxidase [flavin-containing] B
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOB preferentially degrades benzylamine and phenylethylamine.
Gene Name:
MAOB
Uniprot ID:
P27338
Molecular weight:
58762.475
Reactions
Tyramine + Water + Oxygen → 4-Hydroxyphenylacetaldehyde + Ammonia + Hydrogen peroxidedetails
Enzyme Details
2. Amine oxidase [flavin-containing] A
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOA preferentially oxidizes biogenic amines such as 5-hydroxytryptamine (5-HT), norepinephrine and epinephrine.
Gene Name:
MAOA
Uniprot ID:
P21397
Molecular weight:
59681.27
Reactions
Tyramine + Water + Oxygen → 4-Hydroxyphenylacetaldehyde + Ammonia + Hydrogen peroxidedetails
Enzyme Details
3. Aldehyde dehydrogenase, dimeric NADP-preferring
General function:
Involved in oxidoreductase activity
Specific function:
ALDHs play a major role in the detoxification of alcohol-derived acetaldehyde. They are involved in the metabolism of corticosteroids, biogenic amines, neurotransmitters, and lipid peroxidation. This protein preferentially oxidizes aromatic aldehyde substrates. It may play a role in the oxidation of toxic aldehydes.
Gene Name:
ALDH3A1
Uniprot ID:
P30838
Molecular weight:
50394.57
Reactions
4-Hydroxyphenylacetaldehyde + NAD + Water → p-Hydroxyphenylacetic acid + NADH + Hydrogen Iondetails
4-Hydroxyphenylacetaldehyde + NADP + Water → p-Hydroxyphenylacetic acid + NADPH + Hydrogen Iondetails
Enzyme Details
4. Aldehyde dehydrogenase family 1 member A3
General function:
Involved in oxidoreductase activity
Specific function:
Recognizes as substrates free retinal and cellular retinol-binding protein-bound retinal. Seems to be the key enzyme in the formation of an RA gradient along the dorso-ventral axis during the early eye development and also in the development of the olfactory system (By similarity).
Gene Name:
ALDH1A3
Uniprot ID:
P47895
Molecular weight:
56107.995
Reactions
4-Hydroxyphenylacetaldehyde + NAD + Water → p-Hydroxyphenylacetic acid + NADH + Hydrogen Iondetails
4-Hydroxyphenylacetaldehyde + NADP + Water → p-Hydroxyphenylacetic acid + NADPH + Hydrogen Iondetails
Enzyme Details
5. Membrane primary amine oxidase
General function:
Involved in copper ion binding
Specific function:
Cell adhesion protein that participates in lymphocyte recirculation by mediating the binding of lymphocytes to peripheral lymph node vascular endothelial cells in an L-selectin-independent fashion. Has a monoamine oxidase activity. May play a role in adipogenesis.
Gene Name:
AOC3
Uniprot ID:
Q16853
Molecular weight:
84621.27
Reactions
Tyramine + Water + Oxygen → 4-Hydroxyphenylacetaldehyde + Ammonia + Hydrogen peroxidedetails
Enzyme Details
6. Retina-specific copper amine oxidase
General function:
Involved in copper ion binding
Specific function:
Has a monoamine oxidase activity with substrate specificity for 2-phenylethylamine and tryptamine. May play a role in adipogenesis. May be a critical modulator of signal transmission in retina.
Gene Name:
AOC2
Uniprot ID:
O75106
Molecular weight:
80515.11
Reactions
Tyramine + Water + Oxygen → 4-Hydroxyphenylacetaldehyde + Ammonia + Hydrogen peroxidedetails
Enzyme Details
7. Aldehyde dehydrogenase family 3 member B2
General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
ALDH3B2
Uniprot ID:
P48448
Molecular weight:
42623.62
Reactions
4-Hydroxyphenylacetaldehyde + NAD + Water → p-Hydroxyphenylacetic acid + NADH + Hydrogen Iondetails
4-Hydroxyphenylacetaldehyde + NADP + Water → p-Hydroxyphenylacetic acid + NADPH + Hydrogen Iondetails
Enzyme Details
8. Aldehyde dehydrogenase family 3 member B1
General function:
Involved in oxidoreductase activity
Specific function:
Oxidizes medium and long chain saturated and unsaturated aldehydes. Metabolizes also benzaldehyde. Low activity towards acetaldehyde and 3,4-dihydroxyphenylacetaldehyde. May not metabolize short chain aldehydes. May use both NADP(+) and NAD(+) as cofactors. May have a protective role against the cytotoxicity induced by lipid peroxidation.
Gene Name:
ALDH3B1
Uniprot ID:
P43353
Molecular weight:
51839.245
Reactions
4-Hydroxyphenylacetaldehyde + NAD + Water → p-Hydroxyphenylacetic acid + NADH + Hydrogen Iondetails
4-Hydroxyphenylacetaldehyde + NADP + Water → p-Hydroxyphenylacetic acid + NADPH + Hydrogen Iondetails