Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 03:45:51 UTC

Update Date

2021-09-24 03:45:52 UTC

HMDB ID

HMDB0303676

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Brevifolincarboxylic acid

Description

Brevifolincarboxylic acid belongs to isocoumarins and derivatives class of compounds. Those are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1. Brevifolincarboxylic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Brevifolincarboxylic acid can be found in pomegranate, which makes brevifolincarboxylic acid a potential biomarker for the consumption of this food product.

Structure

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

HMDB0303676
     RDKit          3D
Brevifolincarboxylic acid
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.5519   -1.9739   -1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7233   -1.5317   -0.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0100   -1.0400    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9321    0.0268    0.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5138    1.2920    0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340    2.3370    0.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0687    1.3325   -0.9773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357   -0.4861   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3007   -1.3907   -0.9733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4551   -1.9513   -1.8320 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123   -1.7189   -1.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197   -2.2391   -2.6751 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -0.8191   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6663   -0.5212   -0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021    0.3674   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5554    0.6578   -0.0213 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112    1.0069    0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9800    1.8957    1.8041 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0632    0.7066    0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2360    1.3058    1.7873 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -0.1904   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9196   -1.8806    1.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0199   -0.5780    0.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116    0.0894    1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4670    1.6995   -1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3062   -1.0218   -1.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2279    0.2513   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389    2.4148    2.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5873    1.9594    2.4630 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  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
  9  2  1  0
 21 13  1  0
 21  8  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
 14 26  1  0
 16 27  1  0
 18 28  1  0
 20 29  1  0
M  END

  Mrv0541 02241212592D          

 21 23  0  0  0  0            999 V2000
   -0.3051    0.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0195   -0.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0195   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051   -1.4860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4094   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4094   -0.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4094    1.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051    0.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1238    0.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1238    0.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8042    0.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2891   -0.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8042   -1.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591   -2.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1239   -1.4860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8383    1.4015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4094    2.2265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8416    1.4015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    1.3695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7688    1.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  9  1  0  0  0  0
  1  6  2  0  0  0  0
  8  1  1  0  0  0  0
  7  8  2  0  0  0  0
  9 10  2  0  0  0  0
  7 10  1  0  0  0  0
 13  3  1  0  0  0  0
  3  2  2  0  0  0  0
 11  2  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 13 15  2  0  0  0  0
  5 16  2  0  0  0  0
 10 17  1  0  0  0  0
  7 18  1  0  0  0  0
  8 19  1  0  0  0  0
 14 20  1  0  0  0  0
 14 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303676

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1CC(=O)C2=C1C1=C(C=C(O)C(O)=C1O)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C13H8O8/c14-5-2-4-7(10(17)9(5)16)8-3(12(18)19)1-6(15)11(8)21-13(4)20/h2-3,14,16-17H,1H2,(H,18,19)

> <INCHI_KEY>
JFJWMFPFMLRLMI-UHFFFAOYSA-N

> <FORMULA>
C13H8O8

> <MOLECULAR_WEIGHT>
292.1978

> <EXACT_MASS>
292.021917232

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
25.29680585925856

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,8,9-trihydroxy-3,5-dioxo-1H,2H,3H,5H-cyclopenta[c]isochromene-1-carboxylic acid

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
0.4143267856666668

> <ALOGPS_LOGS>
-1.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.685074288983295

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9120313762904333

> <JCHEM_PKA_STRONGEST_BASIC>
-6.732237543344348

> <JCHEM_POLAR_SURFACE_AREA>
141.36

> <JCHEM_REFRACTIVITY>
67.03070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,8,9-trihydroxy-3,5-dioxo-1H,2H-cyclopenta[c]isochromene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303676
     RDKit          3D
Brevifolincarboxylic acid
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.5519   -1.9739   -1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7233   -1.5317   -0.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0100   -1.0400    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9321    0.0268    0.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5138    1.2920    0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340    2.3370    0.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0687    1.3325   -0.9773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357   -0.4861   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3007   -1.3907   -0.9733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4551   -1.9513   -1.8320 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123   -1.7189   -1.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197   -2.2391   -2.6751 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -0.8191   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6663   -0.5212   -0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021    0.3674   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5554    0.6578   -0.0213 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112    1.0069    0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9800    1.8957    1.8041 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0632    0.7066    0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2360    1.3058    1.7873 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -0.1904   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9196   -1.8806    1.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0199   -0.5780    0.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116    0.0894    1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4670    1.6995   -1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3062   -1.0218   -1.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2279    0.2513   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389    2.4148    2.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5873    1.9594    2.4630 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  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
  9  2  1  0
 21 13  1  0
 21  8  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
 14 26  1  0
 16 27  1  0
 18 28  1  0
 20 29  1  0
M  END

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  C   UNK     0      -0.570   0.306   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.903  -0.464   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.903  -2.004   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.570  -2.774   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.764  -2.004   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.764  -0.464   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.764   2.616   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.570   1.846   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.098   0.306   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.098   1.846   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.368   0.012   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.273  -1.234   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.368  -2.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.844   1.477   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.844  -3.944   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.098  -2.774   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.431   2.616   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.764   4.156   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.571   2.616   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.185   2.556   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.168   1.875   0.000  0.00  0.00           O+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3   11                                                  
CONECT    3    4   13    2                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    9    1                                                  
CONECT    7    8   10   18                                                  
CONECT    8    1    7   19                                                  
CONECT    9    6   10                                                       
CONECT   10    9    7   17                                                  
CONECT   11    2   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13    3   12   15                                                  
CONECT   14   11   20   21                                                  
CONECT   15   13                                                            
CONECT   16    5                                                            
CONECT   17   10                                                            
CONECT   18    7                                                            
CONECT   19    8                                                            
CONECT   20   14                                                            
CONECT   21   14                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0303676
HETATM    1  O1  UNL     1      -3.552  -1.974  -1.596  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.723  -1.532  -0.787  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.010  -1.040   0.576  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.932   0.027   0.818  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.514   1.292   0.308  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.534   2.337   0.977  1.00  0.00           O  
HETATM    7  O3  UNL     1      -3.069   1.332  -0.977  1.00  0.00           O  
HETATM    8  C5  UNL     1      -0.836  -0.486  -0.036  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.301  -1.391  -0.973  1.00  0.00           C  
HETATM   10  O4  UNL     1      -0.455  -1.951  -1.832  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.812  -1.719  -1.873  1.00  0.00           C  
HETATM   12  O5  UNL     1       1.620  -2.239  -2.675  1.00  0.00           O  
HETATM   13  C8  UNL     1       1.331  -0.819  -0.954  1.00  0.00           C  
HETATM   14  C9  UNL     1       2.666  -0.521  -0.933  1.00  0.00           C  
HETATM   15  C10 UNL     1       3.202   0.367  -0.029  1.00  0.00           C  
HETATM   16  O6  UNL     1       4.555   0.658  -0.021  1.00  0.00           O  
HETATM   17  C11 UNL     1       2.411   1.007   0.908  1.00  0.00           C  
HETATM   18  O7  UNL     1       2.980   1.896   1.804  1.00  0.00           O  
HETATM   19  C12 UNL     1       1.063   0.707   0.887  1.00  0.00           C  
HETATM   20  O8  UNL     1       0.236   1.306   1.787  1.00  0.00           O  
HETATM   21  C13 UNL     1       0.506  -0.190  -0.021  1.00  0.00           C  
HETATM   22  H1  UNL     1      -2.920  -1.881   1.271  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.020  -0.578   0.548  1.00  0.00           H  
HETATM   24  H3  UNL     1      -1.712   0.089   1.879  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.467   1.700  -1.706  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.306  -1.022  -1.672  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.228   0.251  -0.658  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.539   2.415   2.516  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.587   1.959   2.463  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    9
CONECT    3    4   22   23
CONECT    4    5    8   24
CONECT    5    6    6    7
CONECT    7   25
CONECT    8    9    9   21
CONECT    9   10
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   14   21
CONECT   14   15   26
CONECT   15   16   17   17
CONECT   16   27
CONECT   17   18   19
CONECT   18   28
CONECT   19   20   21   21
CONECT   20   29
END

HMDB0303676
     RDKit          3D
Brevifolincarboxylic acid
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.5519   -1.9739   -1.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7233   -1.5317   -0.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0100   -1.0400    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9321    0.0268    0.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5138    1.2920    0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340    2.3370    0.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0687    1.3325   -0.9773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357   -0.4861   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3007   -1.3907   -0.9733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4551   -1.9513   -1.8320 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123   -1.7189   -1.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197   -2.2391   -2.6751 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -0.8191   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6663   -0.5212   -0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021    0.3674   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5554    0.6578   -0.0213 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112    1.0069    0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9800    1.8957    1.8041 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0632    0.7066    0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2360    1.3058    1.7873 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -0.1904   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9196   -1.8806    1.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0199   -0.5780    0.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116    0.0894    1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4670    1.6995   -1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3062   -1.0218   -1.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2279    0.2513   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389    2.4148    2.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5873    1.9594    2.4630 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  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
  9  2  1  0
 21 13  1  0
 21  8  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
 14 26  1  0
 16 27  1  0
 18 28  1  0
 20 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7,8,9-Trihydroxy-3,5-dioxo-1H,2H,3H,5H-cyclopenta[c]isochromene-1-carboxylate	Generator
Brevifolincarboxylate	Generator

Chemical Formula

C₁₃H₈O₈

Average Molecular Weight

292.1978

Monoisotopic Molecular Weight

292.021917232

IUPAC Name

7,8,9-trihydroxy-3,5-dioxo-1H,2H,3H,5H-cyclopenta[c]isochromene-1-carboxylic acid

Traditional Name

7,8,9-trihydroxy-3,5-dioxo-1H,2H-cyclopenta[c]isochromene-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1CC(=O)C2=C1C1=C(C=C(O)C(O)=C1O)C(=O)O2

InChI Identifier

InChI=1S/C13H8O8/c14-5-2-4-7(10(17)9(5)16)8-3(12(18)19)1-6(15)11(8)21-13(4)20/h2-3,14,16-17H,1H2,(H,18,19)

InChI Key

JFJWMFPFMLRLMI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isocoumarins and derivatives

Sub Class

Not Available

Direct Parent

Isocoumarins and derivatives

Alternative Parents

Substituents

Isocoumarin
Benzopyran
2-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Ketone
Lactone
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303676)

Food

Fruit

Tropical fruit

Pomegranate (FooDB: FOOD00151)

Not Available

EC 1.1.1.21 (aldehyde reductase) inhibitor (HMDB: HMDB0303676)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	1.38	ALOGPS
logP	0.41	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	2.91	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	141.36 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.03 m³·mol⁻¹	ChemAxon
Polarizability	25.3 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
AllCCS	[M+H]+	161.78	32859911
AllCCS	[M+H-H2O]+	158.251	32859911
AllCCS	[M+Na]+	165.993	32859911
AllCCS	[M+NH4]+	165.053	32859911
AllCCS	[M-H]-	160.771	32859911
AllCCS	[M+Na-2H]-	160.032	32859911
AllCCS	[M+HCOO]-	159.338	32859911
DeepCCS	[M+H]+	162.011	30932474
DeepCCS	[M-H]-	159.653	30932474
DeepCCS	[M-2H]-	192.929	30932474
DeepCCS	[M+Na]+	168.156	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 10V, Positive-QTOF	splash10-0006-0090000000-cd6aa32eaf9d781d35d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 20V, Positive-QTOF	splash10-002b-0090000000-4cde1c4215e89f9a8498	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 40V, Positive-QTOF	splash10-00ns-0490000000-6174a5c8838ac2ebf1ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 10V, Negative-QTOF	splash10-0007-0090000000-f21cea4ae3fdd3aef342	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 20V, Negative-QTOF	splash10-0005-0090000000-d65709c1294d2858e81b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 40V, Negative-QTOF	splash10-0v4i-9780000000-9936ba5327bf9afed16b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 10V, Positive-QTOF	splash10-002f-0090000000-3cd18dc695d7c34ba306	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 20V, Positive-QTOF	splash10-002g-0090000000-3025667ae85facff20d4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 40V, Positive-QTOF	splash10-00kb-0290000000-b500d211f8e61fd40bc9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 10V, Negative-QTOF	splash10-0002-0090000000-7c929db8e418c0ef1780	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 20V, Negative-QTOF	splash10-0002-0090000000-8e37fba5799256353f59	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 40V, Negative-QTOF	splash10-06y9-0960000000-dad569be1c17f3e250fb	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB017920

KNApSAcK ID

Not Available

Chemspider ID

8014714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Not Available

Showing metabocard for Brevifolincarboxylic acid (HMDB0303676)

MOL for HMDB0303676 (Brevifolincarboxylic acid)

3D MOL for HMDB0303676 (Brevifolincarboxylic acid)

3D SDF for HMDB0303676 (Brevifolincarboxylic acid)

3D-SDF for HMDB0303676 (Brevifolincarboxylic acid)

PDB for HMDB0303676 (Brevifolincarboxylic acid)

3D PDB for HMDB0303676 (Brevifolincarboxylic acid)

SMILES for HMDB0303676 (Brevifolincarboxylic acid)

INCHI for HMDB0303676 (Brevifolincarboxylic acid)

Structure for HMDB0303676 (Brevifolincarboxylic acid)

3D Structure for HMDB0303676 (Brevifolincarboxylic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra