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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:50 UTC

Update Date

2022-03-07 02:52:41 UTC

HMDB ID

HMDB0030753

Secondary Accession Numbers

HMDB30753

Metabolite Identification

Common Name

Aflatoxin Q1

Description

Aflatoxin Q1 belongs to the class of organic compounds known as difurocoumarocyclopentenones. These are polycyclic aromatic compounds containing a cyclopenten-2-one ring fused to the coumarin moiety of the difurocoumarin skeleton. Based on a literature review a significant number of articles have been published on Aflatoxin Q1.

Structure

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

HMDB0030753
     RDKit          3D
Aflatoxin Q1
 36 40  0  0  0  0  0  0  0  0999 V2000
   -1.4241   -3.5456   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468   -2.1220    0.0504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142   -1.3449   -0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8322   -1.9015   -0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9755   -1.1204   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8199    0.2469   -0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5656    0.8242   -0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5215    2.1424   -0.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6305    2.7441    0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967    4.0192    0.1421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8033    2.0036    0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    0.6263    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504    0.0247   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1273    0.0460    0.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5662   -0.6544   -0.7919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0288    1.2516    0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785    2.4413    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496    3.6184    0.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1638    0.8474   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381    1.0613    0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0447    0.5250    0.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2355   -0.0484   -0.5092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658   -0.2623   -1.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3199   -1.4141   -0.5680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442   -3.7597   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502   -3.9541   -0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8553   -3.9467    0.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507   -2.9669   -0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1953   -0.5543    1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766   -0.9940   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605    1.2302    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7813    1.3234   -0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1369    1.7550   -1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4402    1.5753    1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7795    0.5262    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858   -0.2429   -2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13  3  1  0
 23 19  1  0
 24  5  1  0
 13  7  2  0
 17 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 23 36  1  0
M  END


  Mrv0541 05061305292D          

 24 28  0  0  0  0            999 V2000
    4.9634    0.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832    3.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1714    3.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6100    3.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6585    1.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739    3.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396    2.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2193    3.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4220    1.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0060    1.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1170    2.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2965    2.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4075    3.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330    2.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8805    3.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7550    4.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035    2.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1867    1.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5775    4.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8660    5.0298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0744    1.2550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604    2.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    1.8051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9915    3.8997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  6  2  1  0  0  0  0
  7  4  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  2  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  1  0  0  0  0
 17  6  1  0  0  0  0
 18  7  1  0  0  0  0
 19  8  2  0  0  0  0
 20 16  2  0  0  0  0
 21  1  1  0  0  0  0
 21  9  1  0  0  0  0
 22  3  1  0  0  0  0
 22 17  1  0  0  0  0
 23 10  1  0  0  0  0
 23 17  1  0  0  0  0
 24 15  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030753

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C3C=COC3O2)C2=C1C1=C(C(=O)CC1O)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O7/c1-21-9-5-10-11(6-2-3-22-17(6)23-10)15-14(9)12-7(18)4-8(19)13(12)16(20)24-15/h2-3,5-7,17-18H,4H2,1H3

> <INCHI_KEY>
GYNOTJLCULOEIM-UHFFFAOYSA-N

> <FORMULA>
C17H12O7

> <MOLECULAR_WEIGHT>
328.273

> <EXACT_MASS>
328.058302738

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.04771360887611

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
0.5094772959999998

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.591313525036554

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.97158052772247

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1894351727067543

> <JCHEM_POLAR_SURFACE_AREA>
91.29

> <JCHEM_REFRACTIVITY>
79.9466

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030753
     RDKit          3D
Aflatoxin Q1
 36 40  0  0  0  0  0  0  0  0999 V2000
   -1.4241   -3.5456   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468   -2.1220    0.0504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142   -1.3449   -0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8322   -1.9015   -0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9755   -1.1204   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8199    0.2469   -0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5656    0.8242   -0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5215    2.1424   -0.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6305    2.7441    0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967    4.0192    0.1421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8033    2.0036    0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    0.6263    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504    0.0247   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1273    0.0460    0.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5662   -0.6544   -0.7919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0288    1.2516    0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785    2.4413    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496    3.6184    0.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1638    0.8474   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381    1.0613    0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0447    0.5250    0.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2355   -0.0484   -0.5092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658   -0.2623   -1.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3199   -1.4141   -0.5680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442   -3.7597   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502   -3.9541   -0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8553   -3.9467    0.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507   -2.9669   -0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1953   -0.5543    1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766   -0.9940   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605    1.2302    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7813    1.3234   -0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1369    1.7550   -1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4402    1.5753    1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7795    0.5262    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858   -0.2429   -2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13  3  1  0
 23 19  1  0
 24  5  1  0
 13  7  2  0
 17 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 23 36  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       9.265   0.817   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.702   7.195   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.187   6.921   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.339   5.839   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.829   2.702   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.431   5.839   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.274   4.726   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.609   7.195   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.254   3.285   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.611   3.644   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.818   5.170   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.887   5.395   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.094   6.921   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.462   4.811   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.244   5.753   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.876   7.863   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.367   4.726   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.549   3.211   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.278   8.582   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.083   9.389   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.472   2.343   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.979   5.395   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.096   3.370   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.451   7.279   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2    3    6                                                       
CONECT    3    2   22                                                       
CONECT    4    7    8                                                       
CONECT    5    9   10                                                       
CONECT    6    2   11   17                                                  
CONECT    7    4   12   18                                                  
CONECT    8    4   13   19                                                  
CONECT    9    5   14   21                                                  
CONECT   10    5   11   23                                                  
CONECT   11    6   10   15                                                  
CONECT   12    7   13   14                                                  
CONECT   13    8   12   16                                                  
CONECT   14    9   12   15                                                  
CONECT   15   11   14   24                                                  
CONECT   16   13   20   24                                                  
CONECT   17    6   22   23                                                  
CONECT   18    7                                                            
CONECT   19    8                                                            
CONECT   20   16                                                            
CONECT   21    1    9                                                       
CONECT   22    3   17                                                       
CONECT   23   10   17                                                       
CONECT   24   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

COMPND    HMDB0030753
HETATM    1  C1  UNL     1      -1.424  -3.546  -0.013  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.547  -2.122   0.050  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.414  -1.345  -0.073  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.832  -1.902  -0.256  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.975  -1.120  -0.381  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.820   0.247  -0.315  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.566   0.824  -0.130  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.522   2.142  -0.081  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.630   2.744   0.091  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.697   4.019   0.142  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.803   2.004   0.221  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.796   0.626   0.174  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.550   0.025  -0.010  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.127   0.046   0.331  1.00  0.00           C  
HETATM   15  O4  UNL     1      -3.566  -0.654  -0.792  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.029   1.252   0.477  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.179   2.441   0.417  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.550   3.618   0.514  1.00  0.00           O  
HETATM   19  C14 UNL     1       3.164   0.847  -0.472  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.838   1.061   0.823  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.045   0.525   0.763  1.00  0.00           C  
HETATM   22  O6  UNL     1       5.235  -0.048  -0.509  1.00  0.00           O  
HETATM   23  C17 UNL     1       3.966  -0.262  -1.101  1.00  0.00           C  
HETATM   24  O7  UNL     1       3.320  -1.414  -0.568  1.00  0.00           O  
HETATM   25  H1  UNL     1      -0.944  -3.760  -0.991  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.450  -3.954  -0.077  1.00  0.00           H  
HETATM   27  H3  UNL     1      -0.855  -3.947   0.829  1.00  0.00           H  
HETATM   28  H4  UNL     1       0.951  -2.967  -0.307  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.195  -0.554   1.258  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.477  -0.994  -0.563  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.560   1.230   1.451  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.781   1.323  -0.342  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.137   1.755  -1.109  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.440   1.575   1.715  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.779   0.526   1.574  1.00  0.00           H  
HETATM   36  H12 UNL     1       3.986  -0.243  -2.192  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   28
CONECT    5    6    6   24
CONECT    6    7   19
CONECT    7    8   13   13
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   17
CONECT   12   13   14
CONECT   14   15   16   29
CONECT   15   30
CONECT   16   17   31   32
CONECT   17   18   18
CONECT   19   20   23   33
CONECT   20   21   21   34
CONECT   21   22   35
CONECT   22   23
CONECT   23   24   36
END

HMDB0030753
     RDKit          3D
Aflatoxin Q1
 36 40  0  0  0  0  0  0  0  0999 V2000
   -1.4241   -3.5456   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468   -2.1220    0.0504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142   -1.3449   -0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8322   -1.9015   -0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9755   -1.1204   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8199    0.2469   -0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5656    0.8242   -0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5215    2.1424   -0.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6305    2.7441    0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967    4.0192    0.1421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8033    2.0036    0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    0.6263    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504    0.0247   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1273    0.0460    0.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5662   -0.6544   -0.7919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0288    1.2516    0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785    2.4413    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496    3.6184    0.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1638    0.8474   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381    1.0613    0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0447    0.5250    0.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2355   -0.0484   -0.5092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658   -0.2623   -1.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3199   -1.4141   -0.5680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442   -3.7597   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502   -3.9541   -0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8553   -3.9467    0.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507   -2.9669   -0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1953   -0.5543    1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766   -0.9940   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605    1.2302    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7813    1.3234   -0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1369    1.7550   -1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4402    1.5753    1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7795    0.5262    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858   -0.2429   -2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13  3  1  0
 23 19  1  0
 24  5  1  0
 13  7  2  0
 17 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 23 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₂O₇

Average Molecular Weight

328.273

Monoisotopic Molecular Weight

328.058302738

IUPAC Name

14-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione

Traditional Name

14-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione

CAS Registry Number

52819-96-2

SMILES

COC1=CC2=C(C3C=COC3O2)C2=C1C1=C(C(=O)CC1O)C(=O)O2

InChI Identifier

InChI=1S/C17H12O7/c1-21-9-5-10-11(6-2-3-22-17(6)23-10)15-14(9)12-7(18)4-8(19)13(12)16(20)24-15/h2-3,5-7,17-18H,4H2,1H3

InChI Key

GYNOTJLCULOEIM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as difurocoumarocyclopentenones. These are polycyclic aromatic compounds containing a cyclopenten-2-one ring fused to the coumarin moiety of the difurocoumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Difurocoumarocyclopentenones

Alternative Parents

Substituents

Difurocoumarocyclopentenone
Benzopyran
1-benzopyran
Coumaran
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Dihydrofuran
Heteroaromatic compound
Secondary alcohol
Lactone
Ketone
Acetal
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030753)
Cytoplasm (HMDB: HMDB0030753)

Source

Endogenous

Endogenous (HMDB: HMDB0030753)

Plant

Plant (HMDB: HMDB0030753)

Fungi

Aspergillus flavus (HMDB: HMDB0030753)
Aspergillus parasiticus (HMDB: HMDB0030753)

Exogenous

Food

Food (HMDB: HMDB0030753)

Exogenous (HMDB: HMDB0030753)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	265 °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	1.11 g/L	ALOGPS
logP	1.09	ALOGPS
logP	0.51	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	13.97	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	79.95 m³·mol⁻¹	ChemAxon
Polarizability	31.05 Å³	ChemAxon
Number of Rings	5	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]+	175.079	31661259
DarkChem	[M-H]-	174.008	31661259
DeepCCS	[M+H]+	178.488	30932474
DeepCCS	[M-H]-	176.13	30932474
DeepCCS	[M-2H]-	209.931	30932474
DeepCCS	[M+Na]+	185.233	30932474
AllCCS	[M+H]+	173.6	32859911
AllCCS	[M+H-H2O]+	170.3	32859911
AllCCS	[M+NH4]+	176.7	32859911
AllCCS	[M+Na]+	177.6	32859911
AllCCS	[M-H]-	177.4	32859911
AllCCS	[M+Na-2H]-	176.5	32859911
AllCCS	[M+HCOO]-	175.7	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.	6.47 minutes	32390414
Predicted by Siyang on May 30, 2022	12.1718 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.92 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2091.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	293.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	159.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	185.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	108.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	384.1 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	616.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	126.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1037.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	402.0 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	1359.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	355.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	339.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	342.6 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	25.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aflatoxin Q1	COC1=CC2=C(C3C=COC3O2)C2=C1C1=C(C(=O)CC1O)C(=O)O2	4473.1	Standard polar	33892256
Aflatoxin Q1	COC1=CC2=C(C3C=COC3O2)C2=C1C1=C(C(=O)CC1O)C(=O)O2	3002.2	Standard non polar	33892256
Aflatoxin Q1	COC1=CC2=C(C3C=COC3O2)C2=C1C1=C(C(=O)CC1O)C(=O)O2	2990.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aflatoxin Q1,1TMS,isomer #1	COC1=CC2=C(C3=C1C1=C(C(=O)CC1O[Si](C)(C)C)C(=O)O3)C1C=COC1O2	3041.9	Semi standard non polar	33892256
Aflatoxin Q1,1TBDMS,isomer #1	COC1=CC2=C(C3=C1C1=C(C(=O)CC1O[Si](C)(C)C(C)(C)C)C(=O)O3)C1C=COC1O2	3272.6	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 - Aflatoxin Q1 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gvt-0093000000-fe10fd0ad800536afceb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin Q1 GC-MS (1 TMS) - 70eV, Positive	splash10-05fr-2009000000-bda75eab7bd63b12b878	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin Q1 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 - Aflatoxin Q1 10V, Positive-QTOF	splash10-03fr-0019000000-00df5dc80e17282b10f2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin Q1 20V, Positive-QTOF	splash10-01t9-0097000000-82241a07f8d613820272	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin Q1 40V, Positive-QTOF	splash10-00pi-0190000000-5d9f73491dfaa85e4cbf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin Q1 10V, Negative-QTOF	splash10-004i-0039000000-32a84ed09d28ad1d064b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin Q1 20V, Negative-QTOF	splash10-056r-0069000000-03d8ded8829640e8be02	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin Q1 40V, Negative-QTOF	splash10-014i-2290000000-588badb61d5e55484c5b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin Q1 10V, Positive-QTOF	splash10-004i-0009000000-a6e8d4715f87e5602d4e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin Q1 20V, Positive-QTOF	splash10-004i-0009000000-2a7fdd5bc031027a0b17	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin Q1 40V, Positive-QTOF	splash10-0bti-0093000000-f8763e968a7c84feeeb3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin Q1 10V, Negative-QTOF	splash10-004i-0009000000-3c54e7c1cf524bc4e601	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin Q1 20V, Negative-QTOF	splash10-0a4i-0019000000-ada11d45d612eb31822e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin Q1 40V, Negative-QTOF	splash10-01u0-0291000000-411daa9396c18e10c3e4	2021-09-22	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

FDB002685

KNApSAcK ID

Not Available

Chemspider ID

547126

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

630029

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.. .

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Aflatoxin Q1 → {11-methoxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1(12),2(9),4,10,13(17)-pentaen-14-yl}oxidanesulfonic acid	details

Enzyme Details

2. 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

Aflatoxin Q1 → 3,4,5-trihydroxy-6-({11-methoxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1(12),2(9),4,10,13(17)-pentaen-14-yl}oxy)oxane-2-carboxylic acid	details

Showing metabocard for Aflatoxin Q1 (HMDB0030753)

MOL for HMDB0030753 (Aflatoxin Q1)

3D MOL for HMDB0030753 (Aflatoxin Q1)

3D SDF for HMDB0030753 (Aflatoxin Q1)

3D-SDF for HMDB0030753 (Aflatoxin Q1)

PDB for HMDB0030753 (Aflatoxin Q1)

3D PDB for HMDB0030753 (Aflatoxin Q1)

SMILES for HMDB0030753 (Aflatoxin Q1)

INCHI for HMDB0030753 (Aflatoxin Q1)

Structure for HMDB0030753 (Aflatoxin Q1)

3D Structure for HMDB0030753 (Aflatoxin Q1)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions