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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:01 UTC

Update Date

2022-03-07 02:52:34 UTC

HMDB ID

HMDB0030474

Secondary Accession Numbers

HMDB30474

Metabolite Identification

Common Name

Aflatoxin G

Description

Aflatoxin G belongs to the class of organic compounds known as difurocoumarolactones. These are polycyclic aromatic compounds containing a delta-valerolactone ring fused to the coumarin moiety of the difurocoumarin skeleton. Aflatoxin G is formally rated as a carcinogen (by IARC 1) and is also a potentially toxic compound. Based on a literature review a significant number of articles have been published on Aflatoxin G.

Structure

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

HMDB0030474
     RDKit          3D
Aflatoxin G
 36 40  0  0  0  0  0  0  0  0999 V2000
    0.4736    1.5766    3.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8900    1.0232    2.1728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651    0.4625    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3005    0.4403    1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1507   -0.1216    0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6540   -0.6433   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783   -0.6093   -0.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776   -1.1218   -1.9683 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4447   -1.1311   -2.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8578   -1.6310   -3.3856 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3566   -0.5945   -1.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9397   -0.0378   -0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5803   -0.0471    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8964    0.6081    0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987    0.9134   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6424   -0.1520   -0.8399 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7816   -0.6703   -1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1885   -1.1643   -2.8743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -1.1570   -1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4362   -0.1427   -2.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -0.1622   -1.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0446   -1.1238   -0.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540   -1.3567   -0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5512   -0.2810    0.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2287    0.8530    3.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0278    2.5904    3.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    1.6515    4.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939    0.8499    2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5496    1.6605    0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1768    0.0136    1.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9855    1.1455    0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0289    1.8006   -0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -2.0997   -1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9874    0.5400   -2.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5206    0.4519   -2.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144   -2.3338    0.2269 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
 15 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
 14 30  1  0
 15 31  1  0
 15 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 23 36  1  0
M  END


  Mrv0541 09061400402D          

 24 28  0  0  0  0            999 V2000
    7.7967    1.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9040    0.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9317   -0.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6661    0.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1206   -0.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6178    1.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2493    0.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256   -0.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    1.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9631    1.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4872    0.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0704    0.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3566   -0.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8325   -0.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1187   -0.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7019   -1.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7580    0.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2260   -1.7935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8092   -1.9794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0346    1.7945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7734   -0.4736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0132    0.1776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1520    1.2573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9398   -0.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  6  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  2  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 13  1  0  0  0  0
 17  8  1  0  0  0  0
 18 15  2  0  0  0  0
 19 16  2  0  0  0  0
 20  1  1  0  0  0  0
 20  9  1  0  0  0  0
 21  4  1  0  0  0  0
 21 15  1  0  0  0  0
 22  5  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 14  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030474

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C3C=COC3O2)C2=C1C1=C(C(=O)OCC1)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O7/c1-20-9-6-10-12(8-3-5-22-17(8)23-10)14-11(9)7-2-4-21-15(18)13(7)16(19)24-14/h3,5-6,8,17H,2,4H2,1H3

> <INCHI_KEY>
XWIYFDMXXLINPU-UHFFFAOYSA-N

> <FORMULA>
C17H12O7

> <MOLECULAR_WEIGHT>
328.273

> <EXACT_MASS>
328.058302738

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.89116476026056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11-methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹³,¹⁸]icosa-1(12),2(9),4,10,13(18)-pentaene-17,19-dione

> <ALOGPS_LOGP>
1.81

> <JCHEM_LOGP>
1.3682086073333335

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.440284853007925

> <JCHEM_POLAR_SURFACE_AREA>
80.29000000000002

> <JCHEM_REFRACTIVITY>
79.8478

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aflatoxin G1

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030474
     RDKit          3D
Aflatoxin G
 36 40  0  0  0  0  0  0  0  0999 V2000
    0.4736    1.5766    3.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8900    1.0232    2.1728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651    0.4625    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3005    0.4403    1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1507   -0.1216    0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6540   -0.6433   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783   -0.6093   -0.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776   -1.1218   -1.9683 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4447   -1.1311   -2.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8578   -1.6310   -3.3856 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3566   -0.5945   -1.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9397   -0.0378   -0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5803   -0.0471    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8964    0.6081    0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987    0.9134   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6424   -0.1520   -0.8399 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7816   -0.6703   -1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1885   -1.1643   -2.8743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -1.1570   -1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4362   -0.1427   -2.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -0.1622   -1.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0446   -1.1238   -0.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540   -1.3567   -0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5512   -0.2810    0.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2287    0.8530    3.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0278    2.5904    3.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    1.6515    4.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939    0.8499    2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5496    1.6605    0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1768    0.0136    1.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9855    1.1455    0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0289    1.8006   -0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -2.0997   -1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9874    0.5400   -2.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5206    0.4519   -2.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144   -2.3338    0.2269 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
 15 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
 14 30  1  0
 15 31  1  0
 15 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 23 36  1  0
M  END

HEADER    PROTEIN                                 06-SEP-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-14         0                                  
HETATM    1  C   UNK     0      14.554   2.760   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.754   1.233   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.339  -1.477   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.177   0.643   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.825  -1.195   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.487   3.003   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.532   0.296   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.075  -0.124   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.909   2.413   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.264   2.066   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.109   0.886   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.465   0.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.732  -1.231   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.887  -0.051   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.155  -1.821   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.510  -2.168   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.015   0.994   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      15.355  -3.348   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.711  -3.695   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      13.131   3.350   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      16.377  -0.884   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.625   0.331   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.750   2.347   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      11.088  -1.578   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2    4    7                                                       
CONECT    3    5    8                                                       
CONECT    4    2   21                                                       
CONECT    5    3   22                                                       
CONECT    6    9   10                                                       
CONECT    7    2   11   13                                                  
CONECT    8    3   12   17                                                  
CONECT    9    6   11   20                                                  
CONECT   10    6   12   23                                                  
CONECT   11    7    9   14                                                  
CONECT   12    8   10   14                                                  
CONECT   13    7   15   16                                                  
CONECT   14   11   12   24                                                  
CONECT   15   13   18   21                                                  
CONECT   16   13   19   24                                                  
CONECT   17    8   22   23                                                  
CONECT   18   15                                                            
CONECT   19   16                                                            
CONECT   20    1    9                                                       
CONECT   21    4   15                                                       
CONECT   22    5   17                                                       
CONECT   23   10   17                                                       
CONECT   24   14   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

COMPND    HMDB0030474
HETATM    1  C1  UNL     1       0.474   1.577   3.391  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.890   1.023   2.173  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.065   0.463   1.238  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.300   0.440   1.527  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.151  -0.122   0.605  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.654  -0.643  -0.566  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.278  -0.609  -0.834  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.178  -1.122  -1.968  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.445  -1.131  -2.289  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.858  -1.631  -3.386  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.357  -0.594  -1.434  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.940  -0.038  -0.227  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.580  -0.047   0.084  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.896   0.608   0.707  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.199   0.913  -0.052  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.642  -0.152  -0.840  1.00  0.00           O  
HETATM   17  C13 UNL     1       3.782  -0.670  -1.793  1.00  0.00           C  
HETATM   18  O5  UNL     1       4.189  -1.164  -2.874  1.00  0.00           O  
HETATM   19  C14 UNL     1      -2.802  -1.157  -1.320  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.436  -0.143  -2.185  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.738  -0.162  -1.953  1.00  0.00           C  
HETATM   22  O6  UNL     1      -5.045  -1.124  -0.984  1.00  0.00           O  
HETATM   23  C17 UNL     1      -3.854  -1.357  -0.249  1.00  0.00           C  
HETATM   24  O7  UNL     1      -3.551  -0.281   0.627  1.00  0.00           O  
HETATM   25  H1  UNL     1      -0.229   0.853   3.869  1.00  0.00           H  
HETATM   26  H2  UNL     1       0.028   2.590   3.281  1.00  0.00           H  
HETATM   27  H3  UNL     1       1.382   1.652   4.041  1.00  0.00           H  
HETATM   28  H4  UNL     1      -1.694   0.850   2.448  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.550   1.660   0.960  1.00  0.00           H  
HETATM   30  H6  UNL     1       3.177   0.014   1.570  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.985   1.146   0.707  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.029   1.801  -0.727  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.589  -2.100  -1.861  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.987   0.540  -2.911  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.521   0.452  -2.412  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.814  -2.334   0.227  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   29   30
CONECT   15   16   31   32
CONECT   16   17
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

HMDB0030474
     RDKit          3D
Aflatoxin G
 36 40  0  0  0  0  0  0  0  0999 V2000
    0.4736    1.5766    3.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8900    1.0232    2.1728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651    0.4625    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3005    0.4403    1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1507   -0.1216    0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6540   -0.6433   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783   -0.6093   -0.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776   -1.1218   -1.9683 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4447   -1.1311   -2.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8578   -1.6310   -3.3856 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3566   -0.5945   -1.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9397   -0.0378   -0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5803   -0.0471    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8964    0.6081    0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987    0.9134   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6424   -0.1520   -0.8399 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7816   -0.6703   -1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1885   -1.1643   -2.8743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -1.1570   -1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4362   -0.1427   -2.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -0.1622   -1.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0446   -1.1238   -0.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540   -1.3567   -0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5512   -0.2810    0.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2287    0.8530    3.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0278    2.5904    3.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    1.6515    4.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939    0.8499    2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5496    1.6605    0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1768    0.0136    1.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9855    1.1455    0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0289    1.8006   -0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -2.0997   -1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9874    0.5400   -2.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5206    0.4519   -2.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144   -2.3338    0.2269 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
 15 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
 14 30  1  0
 15 31  1  0
 15 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

Value	Source
Aflatoxin g1	HMDB

Chemical Formula

C₁₇H₁₂O₇

Average Molecular Weight

328.273

Monoisotopic Molecular Weight

328.058302738

IUPAC Name

11-methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹³,¹⁸]icosa-1(12),2(9),4,10,13(18)-pentaene-17,19-dione

Traditional Name

aflatoxin G1

CAS Registry Number

1165-39-5

SMILES

COC1=CC2=C(C3C=COC3O2)C2=C1C1=C(C(=O)OCC1)C(=O)O2

InChI Identifier

InChI=1S/C17H12O7/c1-20-9-6-10-12(8-3-5-22-17(8)23-10)14-11(9)7-2-4-21-15(18)13(7)16(19)24-14/h3,5-6,8,17H,2,4H2,1H3

InChI Key

XWIYFDMXXLINPU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as difurocoumarolactones. These are polycyclic aromatic compounds containing a delta-valerolactone 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

Difurocoumarolactones

Alternative Parents

Substituents

Difurocoumarolactone
Benzopyran
1-benzopyran
Coumaran
Anisole
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Dihydrofuran
Carboxylic acid ester
Lactone
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a secondary metabolite (CPD-10178 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	257 - 259 °C	Not Available
Boiling Point	612.08 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	3152 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.679 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	1.81	ALOGPS
logP	1.37	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	80.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	79.85 m³·mol⁻¹	ChemAxon
Polarizability	30.89 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]+	174.422	31661259
DarkChem	[M-H]-	172.928	31661259
DeepCCS	[M+H]+	177.091	30932474
DeepCCS	[M-H]-	174.733	30932474
DeepCCS	[M-2H]-	208.618	30932474
DeepCCS	[M+Na]+	184.307	30932474
AllCCS	[M+H]+	173.1	32859911
AllCCS	[M+H-H2O]+	169.7	32859911
AllCCS	[M+NH4]+	176.3	32859911
AllCCS	[M+Na]+	177.2	32859911
AllCCS	[M-H]-	177.7	32859911
AllCCS	[M+Na-2H]-	176.8	32859911
AllCCS	[M+HCOO]-	175.9	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.	7.44 minutes	32390414
Predicted by Siyang on May 30, 2022	14.2138 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.23 minutes	32390414

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aflatoxin G	COC1=CC2=C(C3C=COC3O2)C2=C1C1=C(C(=O)OCC1)C(=O)O2	4211.1	Standard polar	33892256
Aflatoxin G	COC1=CC2=C(C3C=COC3O2)C2=C1C1=C(C(=O)OCC1)C(=O)O2	2919.8	Standard non polar	33892256
Aflatoxin G	COC1=CC2=C(C3C=COC3O2)C2=C1C1=C(C(=O)OCC1)C(=O)O2	3140.1	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 G GC-MS (Non-derivatized) - 70eV, Positive	splash10-0k9t-0092000000-45233c85fe62eaaf6cee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin G GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin G GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin G GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-004i-6498000000-80bdac74647bd509c127	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aflatoxin G 50V, Positive-QTOF	splash10-0w29-0490000000-a0174a40ae691212b595	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aflatoxin G 50V, Positive-QTOF	splash10-0w29-0490000000-724636f0bdb5e40289ef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aflatoxin G 40V, Positive-QTOF	splash10-0296-0190000000-d652d3eda26aea5c4db9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aflatoxin G 30V, Positive-QTOF	splash10-004l-0079000000-4c26ad39c3c9568c1a27	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aflatoxin G 20V, Positive-QTOF	splash10-004i-0009000000-9ca9e6239730117960e4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aflatoxin G 10V, Positive-QTOF	splash10-004i-0009000000-2900a4dcf92c23eb4c94	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 10V, Positive-QTOF	splash10-004i-0019000000-91967a9878cae2afb4c4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 20V, Positive-QTOF	splash10-004j-0069000000-215e0f70cbf3af85debb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 40V, Positive-QTOF	splash10-11c0-1190000000-088d45e69d0286ddd1dd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 10V, Negative-QTOF	splash10-004i-0029000000-74562926f4e646a77308	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 20V, Negative-QTOF	splash10-004i-0069000000-260993d208e6d650e3d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 40V, Negative-QTOF	splash10-014i-1090000000-498b7a89dc41e4ad0be8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 10V, Negative-QTOF	splash10-004i-0009000000-3eb691afb29ed57b3f5f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 20V, Negative-QTOF	splash10-004i-0049000000-11041258be8c7d70a6a2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 40V, Negative-QTOF	splash10-03dj-2592000000-66944b43bc77082e97ef	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 10V, Positive-QTOF	splash10-004i-0009000000-a6e8d4715f87e5602d4e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 20V, Positive-QTOF	splash10-004i-0009000000-7a86b40b5a4bdc2f58b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G 40V, Positive-QTOF	splash10-0fes-0091000000-4aa73cf30837de1d7ef4	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14421

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1216381

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Aflatoxin G (HMDB0030474)

MOL for HMDB0030474 (Aflatoxin G)

3D MOL for HMDB0030474 (Aflatoxin G)

3D SDF for HMDB0030474 (Aflatoxin G)

3D-SDF for HMDB0030474 (Aflatoxin G)

PDB for HMDB0030474 (Aflatoxin G)

3D PDB for HMDB0030474 (Aflatoxin G)

SMILES for HMDB0030474 (Aflatoxin G)

INCHI for HMDB0030474 (Aflatoxin G)

Structure for HMDB0030474 (Aflatoxin G)

3D Structure for HMDB0030474 (Aflatoxin G)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra