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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:53:40 UTC

Update Date

2022-03-07 02:53:35 UTC

HMDB ID

HMDB0033088

Secondary Accession Numbers

HMDB33088

Metabolite Identification

Common Name

(±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde

Description

(±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde has been detected, but not quantified in, several different foods, such as herbal tea, black tea, red tea, green tea, and herbs and spices. This could make (±)-2-(3,4-dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0033088
     RDKit          3D
(±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde
 29 31  0  0  0  0  0  0  0  0999 V2000
    4.9605    2.3966    0.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8580    1.5684   -0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468    0.6341   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223   -0.2925   -1.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637   -1.1709   -1.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6046   -1.1060   -0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6997   -0.1909    0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7707    0.6674    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6110   -0.3723    1.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1992   -1.4232    0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5074   -0.7916    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -1.0532   -0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3623   -0.4481   -1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9719    0.4164   -0.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1788    0.9958   -0.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3217    0.6646    1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9196    1.5497    1.9328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1104    0.0772    1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4568   -1.8779   -0.3643 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6085    1.5363   -1.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685   -0.3321   -2.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4832   -1.8862   -2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8755    1.3914    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -2.2423    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.7360   -1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339   -0.6818   -1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6029    1.6373    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806    1.7642    2.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249    0.3054    2.2964 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
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
  8  3  1  0
 18 11  1  0
 19  6  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  8 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
M  END


  Mrv0541 05061306542D          

 19 21  0  0  0  0            999 V2000
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  1  2  0  0  0  0
  8  1  1  0  0  0  0
  8  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  2  1  0  0  0  0
  9  6  2  0  0  0  0
 10  3  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 13 12  2  0  0  0  0
 14  9  1  0  0  0  0
 15  7  2  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033088

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(O)C=C(C=C1)C1OC2=C(O1)C=C(C=O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H10O5/c15-7-8-1-4-12-13(5-8)19-14(18-12)9-2-3-10(16)11(17)6-9/h1-7,14,16-17H

> <INCHI_KEY>
GVZIWSSFZNAGTN-UHFFFAOYSA-N

> <FORMULA>
C14H10O5

> <MOLECULAR_WEIGHT>
258.2262

> <EXACT_MASS>
258.05282343

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
25.223031644048817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-2H-1,3-benzodioxole-5-carbaldehyde

> <ALOGPS_LOGP>
2.63

> <JCHEM_LOGP>
2.642101230333333

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.597181716564474

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.138375331174558

> <JCHEM_PKA_STRONGEST_BASIC>
-4.783149578909263

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
66.91140000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.12e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxyphenyl)-2H-1,3-benzodioxole-5-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033088
     RDKit          3D
(±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde
 29 31  0  0  0  0  0  0  0  0999 V2000
    4.9605    2.3966    0.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8580    1.5684   -0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468    0.6341   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223   -0.2925   -1.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637   -1.1709   -1.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6046   -1.1060   -0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6997   -0.1909    0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7707    0.6674    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6110   -0.3723    1.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1992   -1.4232    0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5074   -0.7916    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -1.0532   -0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3623   -0.4481   -1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9719    0.4164   -0.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1788    0.9958   -0.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3217    0.6646    1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9196    1.5497    1.9328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1104    0.0772    1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4568   -1.8779   -0.3643 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6085    1.5363   -1.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685   -0.3321   -2.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4832   -1.8862   -2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8755    1.3914    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -2.2423    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.7360   -1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339   -0.6818   -1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6029    1.6373    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806    1.7642    2.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249    0.3054    2.2964 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
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
  8  3  1  0
 18 11  1  0
 19  6  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  8 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.107   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.433   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.107  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.877   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.203   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.433  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.122   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.743   0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.203  -1.897   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1    4    8                                                       
CONECT    2    3    9                                                       
CONECT    3    2   10                                                       
CONECT    4    1   12                                                       
CONECT    5    8   13                                                       
CONECT    6    9   11                                                       
CONECT    7    8   15                                                       
CONECT    8    1    5    7                                                  
CONECT    9    2    6   14                                                  
CONECT   10    3   11   16                                                  
CONECT   11    6   10   17                                                  
CONECT   12    4   13   18                                                  
CONECT   13    5   12   19                                                  
CONECT   14    9   18   19                                                  
CONECT   15    7                                                            
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   12   14                                                       
CONECT   19   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0033088
HETATM    1  O1  UNL     1       4.961   2.397   0.480  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.858   1.568  -0.434  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.747   0.634  -0.495  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.622  -0.292  -1.507  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.564  -1.171  -1.551  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.605  -1.106  -0.538  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.700  -0.191   0.489  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.771   0.667   0.496  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.611  -0.372   1.327  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.199  -1.423   0.800  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.507  -0.792   0.453  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.142  -1.053  -0.739  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.362  -0.448  -1.034  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.972   0.416  -0.169  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.179   0.996  -0.495  1.00  0.00           O  
HETATM   16  C13 UNL     1      -3.322   0.665   1.017  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.920   1.550   1.933  1.00  0.00           O  
HETATM   18  C14 UNL     1      -2.110   0.077   1.334  1.00  0.00           C  
HETATM   19  O5  UNL     1       0.457  -1.878  -0.364  1.00  0.00           O  
HETATM   20  H1  UNL     1       5.608   1.536  -1.204  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.368  -0.332  -2.282  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.483  -1.886  -2.348  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.875   1.391   1.280  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.319  -2.242   1.540  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.655  -1.736  -1.417  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.834  -0.682  -1.991  1.00  0.00           H  
HETATM   27  H8  UNL     1      -5.603   1.637   0.179  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.481   1.764   2.818  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.625   0.305   2.296  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4    4    8
CONECT    4    5   21
CONECT    5    6    6   22
CONECT    6    7   19
CONECT    7    8    8    9
CONECT    8   23
CONECT    9   10
CONECT   10   11   19   24
CONECT   11   12   12   18
CONECT   12   13   25
CONECT   13   14   14   26
CONECT   14   15   16
CONECT   15   27
CONECT   16   17   18   18
CONECT   17   28
CONECT   18   29
END

HMDB0033088
     RDKit          3D
(±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde
 29 31  0  0  0  0  0  0  0  0999 V2000
    4.9605    2.3966    0.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8580    1.5684   -0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468    0.6341   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223   -0.2925   -1.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637   -1.1709   -1.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6046   -1.1060   -0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6997   -0.1909    0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7707    0.6674    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6110   -0.3723    1.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1992   -1.4232    0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5074   -0.7916    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -1.0532   -0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3623   -0.4481   -1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9719    0.4164   -0.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1788    0.9958   -0.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3217    0.6646    1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9196    1.5497    1.9328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1104    0.0772    1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4568   -1.8779   -0.3643 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6085    1.5363   -1.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685   -0.3321   -2.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4832   -1.8862   -2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8755    1.3914    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -2.2423    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.7360   -1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339   -0.6818   -1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6029    1.6373    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806    1.7642    2.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249    0.3054    2.2964 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
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
  8  3  1  0
 18 11  1  0
 19  6  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  8 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₀O₅

Average Molecular Weight

258.2262

Monoisotopic Molecular Weight

258.05282343

IUPAC Name

2-(3,4-dihydroxyphenyl)-2H-1,3-benzodioxole-5-carbaldehyde

Traditional Name

2-(3,4-dihydroxyphenyl)-2H-1,3-benzodioxole-5-carbaldehyde

CAS Registry Number

Not Available

SMILES

OC1=C(O)C=C(C=C1)C1OC2=C(O1)C=C(C=O)C=C2

InChI Identifier

InChI=1S/C14H10O5/c15-7-8-1-4-12-13(5-8)19-14(18-12)9-2-3-10(16)11(17)6-9/h1-7,14,16-17H

InChI Key

GVZIWSSFZNAGTN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxoles

Sub Class

Not Available

Direct Parent

Benzodioxoles

Alternative Parents

Substituents

Benzodioxole
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aryl-aldehyde
Benzenoid
Monocyclic benzene moiety
Acetal
Oxacycle
Organooxygen compound
Aldehyde
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033088)

Cellular substructure

Membrane (HMDB: HMDB0033088)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033088)

Source

Endogenous

Plant

Plant (HMDB: HMDB0033088)

Exogenous

Food

Food (HMDB: HMDB0033088)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Not Available

Nutrient (HMDB: HMDB0033088)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	131 - 137 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	2.63	ALOGPS
logP	2.64	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.14	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	66.91 m³·mol⁻¹	ChemAxon
Polarizability	25.22 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	158.653	31661259
DarkChem	[M-H]-	159.809	31661259
DeepCCS	[M+H]+	160.11	30932474
DeepCCS	[M-H]-	157.752	30932474
DeepCCS	[M-2H]-	190.638	30932474
DeepCCS	[M+Na]+	166.204	30932474
AllCCS	[M+H]+	157.8	32859911
AllCCS	[M+H-H2O]+	154.0	32859911
AllCCS	[M+NH4]+	161.2	32859911
AllCCS	[M+Na]+	162.2	32859911
AllCCS	[M-H]-	159.6	32859911
AllCCS	[M+Na-2H]-	158.7	32859911
AllCCS	[M+HCOO]-	157.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde	OC1=C(O)C=C(C=C1)C1OC2=C(O1)C=C(C=O)C=C2	3622.4	Standard polar	33892256
(??)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde	OC1=C(O)C=C(C=C1)C1OC2=C(O1)C=C(C=O)C=C2	2354.2	Standard non polar	33892256
(??)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde	OC1=C(O)C=C(C=C1)C1OC2=C(O1)C=C(C=O)C=C2	2604.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(??)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2OC3=CC=C(C=O)C=C3O2)C=C1O	2542.9	Semi standard non polar	33892256
(??)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde,1TMS,isomer #2	C[Si](C)(C)OC1=CC(C2OC3=CC=C(C=O)C=C3O2)=CC=C1O	2517.0	Semi standard non polar	33892256
(??)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2OC3=CC=C(C=O)C=C3O2)C=C1O[Si](C)(C)C	2568.6	Semi standard non polar	33892256
(??)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2OC3=CC=C(C=O)C=C3O2)C=C1O	2822.5	Semi standard non polar	33892256
(??)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(C2OC3=CC=C(C=O)C=C3O2)=CC=C1O	2787.6	Semi standard non polar	33892256
(??)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2OC3=CC=C(C=O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3064.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-0950000000-575bf67318309846286c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde GC-MS (2 TMS) - 70eV, Positive	splash10-0g4i-7259000000-fbcecd68efbdfe0b877f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 10V, Positive-QTOF	splash10-0a4i-0390000000-7befb9ec157e73ba47b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 20V, Positive-QTOF	splash10-0a4i-0390000000-45340607dc3c52c5d556	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 40V, Positive-QTOF	splash10-00fr-9500000000-44b092b1af48dcdd1fe0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 10V, Negative-QTOF	splash10-0a4i-0090000000-4ffd0991d89a43b74929	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 20V, Negative-QTOF	splash10-0a4i-0290000000-7a6e5b536d97545318e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 40V, Negative-QTOF	splash10-0ufr-9850000000-71f8477531e2358e09bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 10V, Negative-QTOF	splash10-0a4i-0090000000-5c99e00473c8f7c5ab03	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 20V, Negative-QTOF	splash10-052r-0940000000-2f38c5c14a5d39b3e979	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 40V, Negative-QTOF	splash10-01du-9400000000-93a84e0b88423b09ad78	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 10V, Positive-QTOF	splash10-0a4i-0090000000-1b5016d589210cb566aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 20V, Positive-QTOF	splash10-0a4i-0290000000-0d3ee0f749fa940d2da0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde 40V, Positive-QTOF	splash10-0ab9-4920000000-29bb73bae1ca2927cb3d	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011083

KNApSAcK ID

Not Available

Chemspider ID

8553232

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10377789

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde (HMDB0033088)

MOL for HMDB0033088 ((±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde)

3D MOL for HMDB0033088 ((±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde)

3D SDF for HMDB0033088 ((±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde)

3D-SDF for HMDB0033088 ((±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde)

PDB for HMDB0033088 ((±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde)

3D PDB for HMDB0033088 ((±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde)

SMILES for HMDB0033088 ((±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde)

INCHI for HMDB0033088 ((±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde)

Structure for HMDB0033088 ((±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde)

3D Structure for HMDB0033088 ((±)-2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra