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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:14 UTC

Update Date

2022-03-07 02:53:02 UTC

HMDB ID

HMDB0031592

Secondary Accession Numbers

HMDB31592

Metabolite Identification

Common Name

Brevifolincarboxylic acid 9-sulfate

Description

Brevifolincarboxylic acid 9-sulfate 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. Brevifolincarboxylic acid 9-sulfate has been detected, but not quantified in, fruits and pomegranates (Punica granatum). This could make brevifolincarboxylic acid 9-sulfate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Brevifolincarboxylic acid 9-sulfate.

Structure

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


  Mrv0541 02241209342D          

 25 27  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
   -0.8416    3.0515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8416    2.2265    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0171    2.2278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6666    2.2265    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  2  0  0  0  0
  1  6  1  0  0  0  0
  8  1  2  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  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
 23 19  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  2  0  0  0  0
M  END

HMDB0031592
     RDKit          3D
Brevifolincarboxylic acid 9-sulfate
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.5106    0.5213    0.7641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4531   -0.0507    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584   -1.0086   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8135   -0.3606   -1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2342    0.9936   -1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0278    1.3218   -2.7216 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    1.8928   -0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1389   -0.2701    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325   -0.0436    1.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.1289    2.4753 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6669    0.1014    2.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3841    0.2644    4.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3750   -0.1246    2.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6756   -0.2128    2.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7314   -0.4839    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0021   -0.5563    2.3230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4806   -0.6650    0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5620   -0.9388   -0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894   -0.5794   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -0.7776   -1.4434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402    0.4248   -2.6320 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.4565    0.0997   -3.8567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713    1.7575   -2.0741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703    0.5413   -3.0875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618   -0.3127    0.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8973   -0.9748   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400   -1.9815   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4120   -0.9158   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2887    2.6457   -0.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443   -0.0617    3.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8507   -0.7471    1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5173   -1.0197   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    1.3921   -3.6240 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
 20 21  1  0
 21 22  2  0
 21 23  2  0
 21 24  1  0
 19 25  2  0
  9  2  1  0
 25 13  1  0
 25  8  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  7 29  1  0
 14 30  1  0
 16 31  1  0
 18 32  1  0
 24 33  1  0
M  END


  Mrv0541 02241209342D          

 25 27  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
   -0.8416    3.0515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8416    2.2265    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0171    2.2278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6666    2.2265    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  2  0  0  0  0
  1  6  1  0  0  0  0
  8  1  2  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  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
 23 19  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031592

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1CC(=O)C2=C1C1=C(OS(O)(=O)=O)C(O)=C(O)C=C1C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C13H8O11S/c14-5-2-4-8(11(9(5)16)24-25(20,21)22)7-3(12(17)18)1-6(15)10(7)23-13(4)19/h2-3,14,16H,1H2,(H,17,18)(H,20,21,22)

> <INCHI_KEY>
FOTVSXFSPLKLQZ-UHFFFAOYSA-N

> <FORMULA>
C13H8O11S

> <MOLECULAR_WEIGHT>
372.261

> <EXACT_MASS>
371.978731788

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
30.18903515345668

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.18

> <JCHEM_LOGP>
0.5890134393333335

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.701967635449839

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.563239186571315

> <JCHEM_PKA_STRONGEST_BASIC>
-4.856919136539376

> <JCHEM_POLAR_SURFACE_AREA>
184.73

> <JCHEM_REFRACTIVITY>
77.0225

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.49e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031592
     RDKit          3D
Brevifolincarboxylic acid 9-sulfate
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.5106    0.5213    0.7641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4531   -0.0507    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584   -1.0086   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8135   -0.3606   -1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2342    0.9936   -1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0278    1.3218   -2.7216 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    1.8928   -0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1389   -0.2701    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325   -0.0436    1.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.1289    2.4753 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6669    0.1014    2.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3841    0.2644    4.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3750   -0.1246    2.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6756   -0.2128    2.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7314   -0.4839    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0021   -0.5563    2.3230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4806   -0.6650    0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5620   -0.9388   -0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894   -0.5794   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -0.7776   -1.4434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402    0.4248   -2.6320 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.4565    0.0997   -3.8567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713    1.7575   -2.0741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703    0.5413   -3.0875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618   -0.3127    0.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8973   -0.9748   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400   -1.9815   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4120   -0.9158   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2887    2.6457   -0.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443   -0.0617    3.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8507   -0.7471    1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5173   -1.0197   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    1.3921   -3.6240 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
 20 21  1  0
 21 22  2  0
 21 23  2  0
 21 24  1  0
 19 25  2  0
  9  2  1  0
 25 13  1  0
 25  8  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  7 29  1  0
 14 30  1  0
 16 31  1  0
 18 32  1  0
 24 33  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
HETATM   22  O   UNK     0      -1.571   5.696   0.000  0.00  0.00           O+0
HETATM   23  S   UNK     0      -1.571   4.156   0.000  0.00  0.00           S+0
HETATM   24  O   UNK     0      -0.032   4.159   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -3.111   4.156   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   23                                                       
CONECT   20   14                                                            
CONECT   21   14                                                            
CONECT   22   23                                                            
CONECT   23   19   22   24   25                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0031592
HETATM    1  O1  UNL     1       4.511   0.521   0.764  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.453  -0.051   0.528  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.158  -1.009  -0.610  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.814  -0.361  -1.023  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.234   0.994  -1.557  1.00  0.00           C  
HETATM    6  O2  UNL     1       2.028   1.322  -2.722  1.00  0.00           O  
HETATM    7  O3  UNL     1       2.877   1.893  -0.686  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.139  -0.270   0.256  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.133  -0.044   1.204  1.00  0.00           C  
HETATM   10  O4  UNL     1       1.862   0.129   2.475  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.667   0.101   2.963  1.00  0.00           C  
HETATM   12  O5  UNL     1       0.384   0.264   4.173  1.00  0.00           O  
HETATM   13  C8  UNL     1      -0.375  -0.125   2.085  1.00  0.00           C  
HETATM   14  C9  UNL     1      -1.676  -0.213   2.583  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.731  -0.484   1.744  1.00  0.00           C  
HETATM   16  O6  UNL     1      -4.002  -0.556   2.323  1.00  0.00           O  
HETATM   17  C11 UNL     1      -2.481  -0.665   0.408  1.00  0.00           C  
HETATM   18  O7  UNL     1      -3.562  -0.939  -0.420  1.00  0.00           O  
HETATM   19  C12 UNL     1      -1.189  -0.579  -0.112  1.00  0.00           C  
HETATM   20  O8  UNL     1      -1.051  -0.778  -1.443  1.00  0.00           O  
HETATM   21  S1  UNL     1      -1.240   0.425  -2.632  1.00  0.00           S  
HETATM   22  O9  UNL     1      -0.457   0.100  -3.857  1.00  0.00           O  
HETATM   23  O10 UNL     1      -0.871   1.758  -2.074  1.00  0.00           O  
HETATM   24  O11 UNL     1      -2.870   0.541  -3.087  1.00  0.00           O  
HETATM   25  C13 UNL     1      -0.162  -0.313   0.727  1.00  0.00           C  
HETATM   26  H1  UNL     1       3.897  -0.975  -1.395  1.00  0.00           H  
HETATM   27  H2  UNL     1       2.940  -1.982  -0.155  1.00  0.00           H  
HETATM   28  H3  UNL     1       1.412  -0.916  -1.825  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.289   2.646  -0.345  1.00  0.00           H  
HETATM   30  H5  UNL     1      -1.844  -0.062   3.661  1.00  0.00           H  
HETATM   31  H6  UNL     1      -4.851  -0.747   1.818  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.517  -1.020  -0.145  1.00  0.00           H  
HETATM   33  H8  UNL     1      -2.917   1.392  -3.624  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    9
CONECT    3    4   26   27
CONECT    4    5    8   28
CONECT    5    6    6    7
CONECT    7   29
CONECT    8    9    9   25
CONECT    9   10
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   14   25
CONECT   14   15   30
CONECT   15   16   17   17
CONECT   16   31
CONECT   17   18   19
CONECT   18   32
CONECT   19   20   25   25
CONECT   20   21
CONECT   21   22   22   23   23
CONECT   21   24
CONECT   24   33
END

HMDB0031592
     RDKit          3D
Brevifolincarboxylic acid 9-sulfate
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.5106    0.5213    0.7641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4531   -0.0507    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584   -1.0086   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8135   -0.3606   -1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2342    0.9936   -1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0278    1.3218   -2.7216 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    1.8928   -0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1389   -0.2701    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325   -0.0436    1.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.1289    2.4753 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6669    0.1014    2.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3841    0.2644    4.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3750   -0.1246    2.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6756   -0.2128    2.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7314   -0.4839    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0021   -0.5563    2.3230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4806   -0.6650    0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5620   -0.9388   -0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894   -0.5794   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -0.7776   -1.4434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402    0.4248   -2.6320 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.4565    0.0997   -3.8567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8713    1.7575   -2.0741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703    0.5413   -3.0875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618   -0.3127    0.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8973   -0.9748   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400   -1.9815   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4120   -0.9158   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2887    2.6457   -0.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443   -0.0617    3.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8507   -0.7471    1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5173   -1.0197   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    1.3921   -3.6240 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
 20 21  1  0
 21 22  2  0
 21 23  2  0
 21 24  1  0
 19 25  2  0
  9  2  1  0
 25 13  1  0
 25  8  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  7 29  1  0
 14 30  1  0
 16 31  1  0
 18 32  1  0
 24 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Brevifolincarboxylate 9-sulfate	Generator
Brevifolincarboxylate 9-sulphate	Generator
Brevifolincarboxylic acid 9-sulfuric acid	Generator
Brevifolincarboxylic acid 9-sulphuric acid	Generator
Brevifolin carboxylic acid-10-monosulfate	HMDB
Brevifolin carboxylic acid-10-monosulphate	HMDB
7,8-Dihydroxy-3,5-dioxo-9-(sulfooxy)-1H,2H,3H,5H-cyclopenta[c]isochromene-1-carboxylate	Generator
7,8-Dihydroxy-3,5-dioxo-9-(sulphooxy)-1H,2H,3H,5H-cyclopenta[c]isochromene-1-carboxylate	Generator
7,8-Dihydroxy-3,5-dioxo-9-(sulphooxy)-1H,2H,3H,5H-cyclopenta[c]isochromene-1-carboxylic acid	Generator

Chemical Formula

C₁₃H₈O₁₁S

Average Molecular Weight

372.261

Monoisotopic Molecular Weight

371.978731788

IUPAC Name

7,8-dihydroxy-3,5-dioxo-9-(sulfooxy)-1H,2H,3H,5H-cyclopenta[c]isochromene-1-carboxylic acid

Traditional Name

7,8-dihydroxy-3,5-dioxo-9-(sulfooxy)-1H,2H-cyclopenta[c]isochromene-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1CC(=O)C2=C1C1=C(OS(O)(=O)=O)C(O)=C(O)C=C1C(=O)O2

InChI Identifier

InChI=1S/C13H8O11S/c14-5-2-4-8(11(9(5)16)24-25(20,21)22)7-3(12(17)18)1-6(15)10(7)23-13(4)19/h2-3,14,16H,1H2,(H,17,18)(H,20,21,22)

InChI Key

FOTVSXFSPLKLQZ-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
Arylsulfate
2-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Pyran
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Heteroaromatic compound
Ketone
Lactone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031592)
Cytoplasm (HMDB: HMDB0031592)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031592)

Source

Endogenous

Endogenous (HMDB: HMDB0031592)

Plant

Plant (HMDB: HMDB0031592)

Exogenous

Food

Food (HMDB: HMDB0031592)

Fruit

Tropical fruit

Pomegranate (FooDB: FOOD00151)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0031592)

Process

Not Available

Role

Not Available

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
Water Solubility	4.49 g/L	ALOGPS
logP	-0.18	ALOGPS
logP	0.59	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	-2.6	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	184.73 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	77.02 m³·mol⁻¹	ChemAxon
Polarizability	30.19 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]+	183.496	31661259
DarkChem	[M-H]-	175.079	31661259
DeepCCS	[M+H]+	179.669	30932474
DeepCCS	[M-H]-	177.311	30932474
DeepCCS	[M-2H]-	211.369	30932474
DeepCCS	[M+Na]+	186.538	30932474
AllCCS	[M+H]+	176.1	32859911
AllCCS	[M+H-H2O]+	173.2	32859911
AllCCS	[M+NH4]+	178.9	32859911
AllCCS	[M+Na]+	179.7	32859911
AllCCS	[M-H]-	170.2	32859911
AllCCS	[M+Na-2H]-	169.5	32859911
AllCCS	[M+HCOO]-	169.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.64 minutes	32390414
Predicted by Siyang on May 30, 2022	11.6123 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.06 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	99.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1111.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	265.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	64.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	61.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	365.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	438.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	565.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	682.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	137.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1389.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	192.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	233.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	757.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	282.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	538.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Brevifolincarboxylic acid 9-sulfate	OC(=O)C1CC(=O)C2=C1C1=C(OS(O)(=O)=O)C(O)=C(O)C=C1C(=O)O2	5008.6	Standard polar	33892256
Brevifolincarboxylic acid 9-sulfate	OC(=O)C1CC(=O)C2=C1C1=C(OS(O)(=O)=O)C(O)=C(O)C=C1C(=O)O2	2421.8	Standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate	OC(=O)C1CC(=O)C2=C1C1=C(OS(O)(=O)=O)C(O)=C(O)C=C1C(=O)O2	3243.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Brevifolincarboxylic acid 9-sulfate,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O)C(O)=C(O)C=C1C(=O)O2	3213.6	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,1TMS,isomer #2	C[Si](C)(C)OC1=C(O)C=C2C(=O)OC3=C(C2=C1OS(=O)(=O)O)C(C(=O)O)CC3=O	3229.6	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,1TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C(OS(=O)(=O)O)=C1O)C1=C(OC2=O)C(=O)CC1C(=O)O	3223.9	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,1TMS,isomer #4	C[Si](C)(C)OS(=O)(=O)OC1=C(O)C(O)=CC2=C1C1=C(OC2=O)C(=O)CC1C(=O)O	3268.6	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O)C(O)=C(O[Si](C)(C)C)C=C1C(=O)O2	3183.9	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O)C(O[Si](C)(C)C)=C(O)C=C1C(=O)O2	3171.6	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TMS,isomer #3	C[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O[Si](C)(C)C)C(O)=C(O)C=C1C(=O)O2	3158.9	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C(OS(=O)(=O)O)=C1O[Si](C)(C)C)C1=C(OC2=O)C(=O)CC1C(=O)O	3172.3	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TMS,isomer #5	C[Si](C)(C)OC1=C(O)C=C2C(=O)OC3=C(C2=C1OS(=O)(=O)O[Si](C)(C)C)C(C(=O)O)CC3=O	3246.2	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C(OS(=O)(=O)O[Si](C)(C)C)=C1O)C1=C(OC2=O)C(=O)CC1C(=O)O	3246.6	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C1C(=O)O2	3148.5	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,3TMS,isomer #2	C[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O[Si](C)(C)C)C(O)=C(O[Si](C)(C)C)C=C1C(=O)O2	3207.8	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,3TMS,isomer #3	C[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O)C=C1C(=O)O2	3196.2	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,3TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C(OS(=O)(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C)C1=C(OC2=O)C(=O)CC1C(=O)O	3193.2	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C1C(=O)O2	3221.3	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C1C(=O)O2	3604.1	Standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O)C(O)=C(O)C=C1C(=O)O2	3481.8	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(O)C=C2C(=O)OC3=C(C2=C1OS(=O)(=O)O)C(C(=O)O)CC3=O	3499.7	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(OS(=O)(=O)O)=C1O)C1=C(OC2=O)C(=O)CC1C(=O)O	3519.3	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=C(O)C(O)=CC2=C1C1=C(OC2=O)C(=O)CC1C(=O)O	3515.3	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O)C(O)=C(O[Si](C)(C)C(C)(C)C)C=C1C(=O)O2	3716.0	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O)C(O[Si](C)(C)C(C)(C)C)=C(O)C=C1C(=O)O2	3688.0	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O)=C(O)C=C1C(=O)O2	3661.9	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(OS(=O)(=O)O)=C1O[Si](C)(C)C(C)(C)C)C1=C(OC2=O)C(=O)CC1C(=O)O	3675.9	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C(O)C=C2C(=O)OC3=C(C2=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(C(=O)O)CC3=O	3713.3	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1O)C1=C(OC2=O)C(=O)CC1C(=O)O	3735.7	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C1C(=O)O2	3889.0	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O)=C(O[Si](C)(C)C(C)(C)C)C=C1C(=O)O2	3939.5	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O)C=C1C(=O)O2	3894.5	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)C1=C(OC2=O)C(=O)CC1C(=O)O	3894.4	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C1C(=O)O2	4088.4	Semi standard non polar	33892256
Brevifolincarboxylic acid 9-sulfate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)C2=C1C1=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C1C(=O)O2	4656.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Brevifolincarboxylic acid 9-sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ufr-0095000000-f95ce51ee4556bd9f0e4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Brevifolincarboxylic acid 9-sulfate GC-MS (3 TMS) - 70eV, Positive	splash10-00di-6015790000-f6dafcbf1d95df15822d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Brevifolincarboxylic acid 9-sulfate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Brevifolincarboxylic acid 9-sulfate GC-MS (TBDMS_3_3) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Brevifolincarboxylic acid 9-sulfate GC-MS ("Brevifolincarboxylic acid 9-sulfate,3TBDMS,#3" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - Brevifolincarboxylic acid 9-sulfate 10V, Positive-QTOF	splash10-0fk9-0009000000-01dc1aae012511526061	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 9-sulfate 20V, Positive-QTOF	splash10-0ufs-0059000000-e1049b163227c05ab657	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 9-sulfate 40V, Positive-QTOF	splash10-01rj-1495000000-0cf40b5dbf7357fd6bd8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 9-sulfate 10V, Negative-QTOF	splash10-00fr-0019000000-3f49a466bb861141788e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 9-sulfate 20V, Negative-QTOF	splash10-0095-1095000000-c6c4a63fdbb7d87ccd62	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 9-sulfate 40V, Negative-QTOF	splash10-0002-6191000000-f04002a7a6938ff7b3dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 9-sulfate 10V, Positive-QTOF	splash10-0fk9-0009000000-81dd6f642b6ddde1b8c4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 9-sulfate 20V, Positive-QTOF	splash10-0092-0096000000-963f8361b42ecf181d48	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 9-sulfate 40V, Positive-QTOF	splash10-002b-0090000000-ff36a79224c07c5ea349	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 9-sulfate 10V, Negative-QTOF	splash10-00fr-0009000000-8cab2e7f810bf0ec88cc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 9-sulfate 20V, Negative-QTOF	splash10-004i-0009000000-3a6e0887e2c61ad67402	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brevifolincarboxylic acid 9-sulfate 40V, Negative-QTOF	splash10-0002-1191000000-51ef8099d26164f59141	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB008222

KNApSAcK ID

Not Available

Chemspider ID

35013374

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751176

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.. .
(). Navindra P. Seeram et al., â€œSection 1, Chapter 1 - Pomegranate Phytochemicals,â€ in Pomegranates: ancient roots to modern medicine (CRC Press, 2006), 3-30. [Structure]. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Brevifolincarboxylic acid 9-sulfate → 6-{[1-carboxy-8-hydroxy-3,5-dioxo-9-(sulfooxy)-1H,2H,3H,5H-cyclopenta[c]isochromen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Brevifolincarboxylic acid 9-sulfate → 6-{[1-carboxy-7-hydroxy-3,5-dioxo-9-(sulfooxy)-1H,2H,3H,5H-cyclopenta[c]isochromen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Brevifolincarboxylic acid 9-sulfate → 6-[7,8-dihydroxy-3,5-dioxo-9-(sulfooxy)-1H,2H,3H,5H-cyclopenta[c]isochromene-1-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Brevifolincarboxylic acid 9-sulfate (HMDB0031592)

MOL for HMDB0031592 (Brevifolincarboxylic acid 9-sulfate)

3D MOL for HMDB0031592 (Brevifolincarboxylic acid 9-sulfate)

3D SDF for HMDB0031592 (Brevifolincarboxylic acid 9-sulfate)

3D-SDF for HMDB0031592 (Brevifolincarboxylic acid 9-sulfate)

PDB for HMDB0031592 (Brevifolincarboxylic acid 9-sulfate)

3D PDB for HMDB0031592 (Brevifolincarboxylic acid 9-sulfate)

SMILES for HMDB0031592 (Brevifolincarboxylic acid 9-sulfate)

INCHI for HMDB0031592 (Brevifolincarboxylic acid 9-sulfate)

Structure for HMDB0031592 (Brevifolincarboxylic acid 9-sulfate)

3D Structure for HMDB0031592 (Brevifolincarboxylic acid 9-sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions