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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

HMDB0030475

Secondary Accession Numbers

HMDB30475

Metabolite Identification

Common Name

Aflatoxin G2

Description

Aflatoxin G2 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. Based on a literature review a significant number of articles have been published on Aflatoxin G2.

Structure

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

HMDB0030475
     RDKit          3D
Aflatoxin G2
 38 42  0  0  0  0  0  0  0  0999 V2000
   -1.5493    3.6092    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359    2.2163    0.3659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6603    1.3904    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6291    1.9281    0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197    1.1311   -0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4835   -0.2103   -0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316   -0.8026   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0872   -2.1009   -0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0577   -2.7176   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828   -3.9640   -0.5719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1822   -1.9460   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0964   -0.5828    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462    0.0365   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2741    0.2494    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946   -0.6665    0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5851   -1.8002    0.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4948   -2.6244   -0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5697   -3.8700   -0.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8119   -0.8366   -0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5682   -1.1059    0.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8618   -0.3564    0.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9002    0.0076   -0.9144 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5865    0.3316   -1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0974    1.3882   -0.3736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    4.0656    0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3384    4.0311   -0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221    3.8634    1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792    2.9783    0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0718    0.8569    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586    0.8568   -0.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1275   -0.9973    1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2984   -0.0103    0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7627   -1.6931   -1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301   -0.5807    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7086   -2.1723    0.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9240    0.5784    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7418   -1.0001    0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3935    0.5189   -2.2685 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  1  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
 20 35  1  0
 21 36  1  0
 21 37  1  0
 23 38  1  0
M  END


  Mrv0541 05061305152D          

 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  1  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>
HMDB0030475

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C3CCOC3O2)C2=C1C1=C(C(=O)OCC1)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O7/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/h6,8,17H,2-5H2,1H3

> <INCHI_KEY>
WPCVRWVBBXIRMA-UHFFFAOYSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.2889

> <EXACT_MASS>
330.073952802

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.571553555203202

> <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),10,13(18)-tetraene-17,19-dione

> <ALOGPS_LOGP>
1.59

> <JCHEM_LOGP>
1.3562295623333327

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.149738309120941

> <JCHEM_POLAR_SURFACE_AREA>
80.29000000000002

> <JCHEM_REFRACTIVITY>
79.7547

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aflatoxin G2

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030475
     RDKit          3D
Aflatoxin G2
 38 42  0  0  0  0  0  0  0  0999 V2000
   -1.5493    3.6092    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359    2.2163    0.3659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6603    1.3904    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6291    1.9281    0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197    1.1311   -0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4835   -0.2103   -0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316   -0.8026   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0872   -2.1009   -0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0577   -2.7176   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828   -3.9640   -0.5719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1822   -1.9460   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0964   -0.5828    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462    0.0365   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2741    0.2494    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946   -0.6665    0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5851   -1.8002    0.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4948   -2.6244   -0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5697   -3.8700   -0.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8119   -0.8366   -0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5682   -1.1059    0.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8618   -0.3564    0.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9002    0.0076   -0.9144 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5865    0.3316   -1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0974    1.3882   -0.3736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    4.0656    0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3384    4.0311   -0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221    3.8634    1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792    2.9783    0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0718    0.8569    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586    0.8568   -0.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1275   -0.9973    1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2984   -0.0103    0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7627   -1.6931   -1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301   -0.5807    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7086   -2.1723    0.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9240    0.5784    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7418   -1.0001    0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3935    0.5189   -2.2685 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  1  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
 20 35  1  0
 21 36  1  0
 21 37  1  0
 23 38  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      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       8.074  -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   0.332   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    HMDB0030475
HETATM    1  C1  UNL     1      -1.549   3.609   0.533  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.736   2.216   0.366  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.660   1.390   0.116  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.629   1.928   0.023  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.720   1.131  -0.230  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.483  -0.210  -0.385  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.232  -0.803  -0.304  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.087  -2.101  -0.470  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.058  -2.718  -0.410  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.183  -3.964  -0.572  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.182  -1.946  -0.156  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.096  -0.583   0.029  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.846   0.037  -0.046  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.274   0.249   0.363  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.395  -0.666   0.831  1.00  0.00           C  
HETATM   16  O4  UNL     1      -4.585  -1.800   0.049  1.00  0.00           O  
HETATM   17  C13 UNL     1      -3.495  -2.624  -0.149  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.570  -3.870  -0.317  1.00  0.00           O  
HETATM   19  C14 UNL     1       2.812  -0.837  -0.643  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.568  -1.106   0.640  1.00  0.00           C  
HETATM   21  C16 UNL     1       4.862  -0.356   0.423  1.00  0.00           C  
HETATM   22  O6  UNL     1       4.900   0.008  -0.914  1.00  0.00           O  
HETATM   23  C17 UNL     1       3.587   0.332  -1.214  1.00  0.00           C  
HETATM   24  O7  UNL     1       3.097   1.388  -0.374  1.00  0.00           O  
HETATM   25  H1  UNL     1      -2.471   4.066   0.998  1.00  0.00           H  
HETATM   26  H2  UNL     1      -1.338   4.031  -0.466  1.00  0.00           H  
HETATM   27  H3  UNL     1      -0.722   3.863   1.209  1.00  0.00           H  
HETATM   28  H4  UNL     1       0.779   2.978   0.149  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.072   0.857   1.312  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.659   0.857  -0.453  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.128  -0.997   1.862  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.298  -0.010   0.874  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.763  -1.693  -1.311  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.030  -0.581   1.460  1.00  0.00           H  
HETATM   35  H11 UNL     1       3.709  -2.172   0.838  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.924   0.578   1.019  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.742  -1.000   0.630  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.394   0.519  -2.268  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   34   35
CONECT   21   22   36   37
CONECT   22   23
CONECT   23   24   38
END

HMDB0030475
     RDKit          3D
Aflatoxin G2
 38 42  0  0  0  0  0  0  0  0999 V2000
   -1.5493    3.6092    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359    2.2163    0.3659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6603    1.3904    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6291    1.9281    0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197    1.1311   -0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4835   -0.2103   -0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316   -0.8026   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0872   -2.1009   -0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0577   -2.7176   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828   -3.9640   -0.5719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1822   -1.9460   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0964   -0.5828    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462    0.0365   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2741    0.2494    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946   -0.6665    0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5851   -1.8002    0.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4948   -2.6244   -0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5697   -3.8700   -0.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8119   -0.8366   -0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5682   -1.1059    0.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8618   -0.3564    0.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9002    0.0076   -0.9144 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5865    0.3316   -1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0974    1.3882   -0.3736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    4.0656    0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3384    4.0311   -0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221    3.8634    1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792    2.9783    0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0718    0.8569    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586    0.8568   -0.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1275   -0.9973    1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2984   -0.0103    0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7627   -1.6931   -1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301   -0.5807    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7086   -2.1723    0.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9240    0.5784    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7418   -1.0001    0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3935    0.5189   -2.2685 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  1  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
 20 35  1  0
 21 36  1  0
 21 37  1  0
 23 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dihydroaflatoxin g1	HMDB

Chemical Formula

C₁₇H₁₄O₇

Average Molecular Weight

330.2889

Monoisotopic Molecular Weight

330.073952802

IUPAC Name

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

Traditional Name

aflatoxin G2

CAS Registry Number

7241-98-7

SMILES

COC1=CC2=C(C3CCOC3O2)C2=C1C1=C(C(=O)OCC1)C(=O)O2

InChI Identifier

InChI=1S/C17H14O7/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/h6,8,17H,2-5H2,1H3

InChI Key

WPCVRWVBBXIRMA-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
Difurocoumarin
Benzopyran
1-benzopyran
Coumaran
Anisole
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Tetrahydrofuran
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-10179 )

Ontology

Physiological effect

Health effect

Cancer

Cancer (HMDB: HMDB0030475)

Disposition

Biological location

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0030475)

Plant

Plant (HMDB: HMDB0030475)

Fungi

Aspergillus flavus (HMDB: HMDB0030475)
Aspergillus parasiticus (HMDB: HMDB0030475)

Exogenous

Food

Food (HMDB: HMDB0030475)

Exogenous (HMDB: HMDB0030475)

Process

Not Available

Role

Indirect biological role

Carcinogen (HMDB: HMDB0030475)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	237 - 240 °C	Not Available
Boiling Point	602.50 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	2009 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.443 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.48 g/L	ALOGPS
logP	1.59	ALOGPS
logP	1.36	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	-4.1	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	79.75 m³·mol⁻¹	ChemAxon
Polarizability	31.57 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]+	175.219	31661259
DarkChem	[M-H]-	173.799	31661259
DeepCCS	[M+H]+	177.1	30932474
DeepCCS	[M-H]-	174.742	30932474
DeepCCS	[M-2H]-	208.703	30932474
DeepCCS	[M+Na]+	184.435	30932474
AllCCS	[M+H]+	173.4	32859911
AllCCS	[M+H-H2O]+	170.0	32859911
AllCCS	[M+NH4]+	176.5	32859911
AllCCS	[M+Na]+	177.4	32859911
AllCCS	[M-H]-	179.2	32859911
AllCCS	[M+Na-2H]-	178.4	32859911
AllCCS	[M+HCOO]-	177.7	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.	7.5 minutes	32390414
Predicted by Siyang on May 30, 2022	11.9742 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.41 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2075.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	273.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	163.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	174.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	95.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	424.7 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	510.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	125.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	966.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	385.5 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	1347.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	312.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	304.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	338.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	369.5 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	96.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aflatoxin G2	COC1=CC2=C(C3CCOC3O2)C2=C1C1=C(C(=O)OCC1)C(=O)O2	4142.7	Standard polar	33892256
Aflatoxin G2	COC1=CC2=C(C3CCOC3O2)C2=C1C1=C(C(=O)OCC1)C(=O)O2	2932.6	Standard non polar	33892256
Aflatoxin G2	COC1=CC2=C(C3CCOC3O2)C2=C1C1=C(C(=O)OCC1)C(=O)O2	3237.9	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 G2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-0095000000-e1a3a1500b181ce99d5f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin G2 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin G2 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-001i-6789000000-d85e05532f2fd62cde5f	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 G2 40V, Positive-QTOF	splash10-01sa-0292000000-23b40cffdafcc57bca87	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aflatoxin G2 30V, Positive-QTOF	splash10-001i-0019000000-9b3a2f20a46526e6b2c9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aflatoxin G2 40V, Positive-QTOF	splash10-01sa-0292000000-86f1e4528e7330b10eb5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aflatoxin G2 20V, Positive-QTOF	splash10-001i-0009000000-6428aae4615c929521fe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aflatoxin G2 10V, Positive-QTOF	splash10-001i-0009000000-1c7682b384e5fad0891a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aflatoxin G2 50V, Positive-QTOF	splash10-00kr-0790000000-5e2473586846f7176afe	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 10V, Positive-QTOF	splash10-001i-0019000000-6303fde9fe8324c5715e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 20V, Positive-QTOF	splash10-001i-0089000000-df0afaa8da6902e2267d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 40V, Positive-QTOF	splash10-05o0-2290000000-c70a1ddf28c6dd9e24cd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 10V, Negative-QTOF	splash10-004i-0029000000-c919807b733abfdb33fe	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 20V, Negative-QTOF	splash10-004i-0069000000-31172c23c1da14b01804	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 40V, Negative-QTOF	splash10-0aou-1090000000-5627abadc0af169cb5d4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 10V, Positive-QTOF	splash10-001i-0009000000-931b28fcfeb1b8f804fe	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 20V, Positive-QTOF	splash10-001i-0009000000-fdf7435d4a4fdcd3f0fa	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 40V, Positive-QTOF	splash10-0f79-0094000000-148268076ac3343977d4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 10V, Negative-QTOF	splash10-004i-0009000000-45886bdb1c0a27f99f4b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 20V, Negative-QTOF	splash10-004i-0049000000-a4777310b779866435e5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin G2 40V, Negative-QTOF	splash10-03di-1498000000-95d5a598ef5d418e44f6	2021-09-25	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

23670

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1216391

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 G2 (HMDB0030475)

MOL for HMDB0030475 (Aflatoxin G2)

3D MOL for HMDB0030475 (Aflatoxin G2)

3D SDF for HMDB0030475 (Aflatoxin G2)

3D-SDF for HMDB0030475 (Aflatoxin G2)

PDB for HMDB0030475 (Aflatoxin G2)

3D PDB for HMDB0030475 (Aflatoxin G2)

SMILES for HMDB0030475 (Aflatoxin G2)

INCHI for HMDB0030475 (Aflatoxin G2)

Structure for HMDB0030475 (Aflatoxin G2)

3D Structure for HMDB0030475 (Aflatoxin G2)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra