Showing metabocard for 3,4-dihydroxybenzaldehyde (MMDBc0054246)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:01:22 UTC
Update Date2022-09-01 02:28:00 UTC
Metabolite IDMMDBc0054246
Metabolite Identification
Common Name3,4-dihydroxybenzaldehyde
Description3,4-Dihydroxybenzaldehyde, also known as protocatechuic aldehyde, is a phenolic aldehyde, a compound released from cork stoppers into wine. This molecule can be used as a precursor in vanillin synthesis via biotransformation by cell cultures of Capsicum frutescens, a type of chili pepper. It is also found in the mushroom Phellinus linteus (Wikipedia ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be1c8c830>


  Mrv0541 02241219242D          

 10 10  0  0  0  0            999 V2000
   -0.0417    1.6523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417    0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417   -0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7022   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7022    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460    0.8258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4460   -0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4460   -1.6523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000560be1c8c830>

HMDB0059965
     RDKit          3D
3,4-Dihydroxybenzaldehyde
 16 16  0  0  0  0  0  0  0  0999 V2000
   -3.2401    1.1360    0.3132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6660    0.0241    0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2116   -0.0840    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250   -1.3350    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584   -1.4538    0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5240   -0.3083    0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8986   -0.3719    0.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9031    0.9306    0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6730    2.0851    0.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4632    1.0543    0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2823   -0.8633    0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2854   -2.1894    0.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -2.4237    0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068   -1.2377    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2972    3.0012    0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9151    2.0357    0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10  3  1  0
  2 11  1  0
  4 12  1  0
  5 13  1  0
  7 14  1  0
  9 15  1  0
 10 16  1  0
M  END
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3D SDF for #<Metabolite:0x0000560be1c8c830>


  Mrv0541 02241219242D          

 10 10  0  0  0  0            999 V2000
   -0.0417    1.6523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417    0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417   -0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7022   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7022    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460    0.8258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4460   -0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4460   -1.6523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054246

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC=C(C=O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H

> <INCHI_KEY>
IBGBGRVKPALMCQ-UHFFFAOYSA-N

> <FORMULA>
C7H6O3

> <MOLECULAR_WEIGHT>
138.1207

> <EXACT_MASS>
138.031694058

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
12.865164462048833

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4-dihydroxybenzaldehyde

> <ALOGPS_LOGP>
0.89

> <JCHEM_LOGP>
1.0786175173333334

> <ALOGPS_LOGS>
-0.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.884399904920077

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.459808177531965

> <JCHEM_PKA_STRONGEST_BASIC>
-6.325186624643433

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
36.6038

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.43e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-dihydroxybenzaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000560be1c8c830>

HMDB0059965
     RDKit          3D
3,4-Dihydroxybenzaldehyde
 16 16  0  0  0  0  0  0  0  0999 V2000
   -3.2401    1.1360    0.3132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6660    0.0241    0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2116   -0.0840    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250   -1.3350    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584   -1.4538    0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5240   -0.3083    0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8986   -0.3719    0.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9031    0.9306    0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6730    2.0851    0.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4632    1.0543    0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2823   -0.8633    0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2854   -2.1894    0.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -2.4237    0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068   -1.2377    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2972    3.0012    0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9151    2.0357    0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10  3  1  0
  2 11  1  0
  4 12  1  0
  5 13  1  0
  7 14  1  0
  9 15  1  0
 10 16  1  0
M  END
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PDB for #<Metabolite:0x0000560be1c8c830>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -0.078   3.084   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.078   1.541   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.311   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.311  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.078  -1.541   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.311  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.311   0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.699   1.541   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.699  -1.541   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.699  -3.084   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7                                                            
CONECT    9    4   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x0000560be1c8c830>

COMPND    HMDB0059965
HETATM    1  O1  UNL     1      -3.240   1.136   0.313  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.666   0.024   0.284  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.212  -0.084   0.312  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.625  -1.335   0.278  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.758  -1.454   0.305  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.524  -0.308   0.365  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.899  -0.372   0.393  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.903   0.931   0.398  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.673   2.085   0.459  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.463   1.054   0.372  1.00  0.00           C  
HETATM   11  H1  UNL     1      -3.282  -0.863   0.237  1.00  0.00           H  
HETATM   12  H2  UNL     1      -1.285  -2.189   0.232  1.00  0.00           H  
HETATM   13  H3  UNL     1       1.228  -2.424   0.279  1.00  0.00           H  
HETATM   14  H4  UNL     1       3.407  -1.238   0.372  1.00  0.00           H  
HETATM   15  H5  UNL     1       1.297   3.001   0.485  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.915   2.036   0.399  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    4   10
CONECT    4    5   12
CONECT    5    6    6   13
CONECT    6    7    8
CONECT    7   14
CONECT    8    9   10   10
CONECT    9   15
CONECT   10   16
END
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SMILES for #<Metabolite:0x0000560be1c8c830>

OC1=CC=C(C=O)C=C1O
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INCHI for #<Metabolite:0x0000560be1c8c830>

InChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
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Synonyms
ValueSource
1,2-Dihydroxy-4-formylbenzeneChEBI
3,4-DihydroxybenzenecarbonalChEBI
4-Formyl-1,2-benzenediolChEBI
4-Formyl-1,2-dihydroxybenzeneChEBI
ProtocatechualdehydeChEBI
Protocatechuic aldehydeChEBI
Protocatechualdehyde, 3H-labeledMeSH
Rancinamycin IVMeSH
Protocatechualdehyde, formyl-14C-labeledMeSH
3,4-DihydroxybenzaldehydeHMDB
Molecular FormulaC7H6O3
Average Mass138.1207
Monoisotopic Mass138.031694058
IUPAC Name3,4-dihydroxybenzaldehyde
Traditional Name3,4-dihydroxybenzaldehyde
CAS Registry NumberNot Available
SMILES
OC1=CC=C(C=O)C=C1O
InChI Identifier
InChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
InChI KeyIBGBGRVKPALMCQ-UHFFFAOYSA-N