NP-MRD: Showing NP-Card for Aflatoxin G1 (NP0004842)

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Record Information

Version

1.0

Created at

2020-12-09 02:15:11 UTC

Updated at

2024-04-19 09:40:51 UTC

NP-MRD ID

NP0004842

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aflatoxin G1

Provided By

NPAtlas

Description

Aflatoxin G1 is found in Aspergillus flavus and Aspergillus oryzae. It was first documented in 1965 (PMID: 14284616). Based on a literature review very few articles have been published on (3R,7S)-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 (PMID: 34345733) (PMID: 34280411) (PMID: 34207874) (PMID: 34199242) (PMID: 34084205) (PMID: 34047680).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118093D          

 36 40  0  0  0  0            999 V2000
   -1.7747   -3.4885   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7412   -2.0642   -0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501   -1.3913   -0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6321   -2.0980   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8215   -1.4139   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8487   -0.0405   -0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6822    0.6859   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    2.0083   -0.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331    2.6871   -0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2983    3.9628    0.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5700    2.0993    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6652    0.7198   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043   -0.0258   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9955    0.1512   -0.0190 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8751    0.8328    1.0038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9802    2.1993    0.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631    2.8839    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6475    4.1182    0.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2507    0.4291   -0.6549 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5706    1.2466    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1645    0.4849    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2742   -0.8111    0.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0392   -0.8278   -0.4743 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1155   -1.8608   -0.8209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456   -3.7343   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -3.9344    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7698   -3.8877   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -3.1637   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2353   -0.8627   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4415    0.6047   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676    0.9264    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750    0.4107    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4359    0.9315   -1.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3709    2.3055    0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7866    2.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9573   -0.8696   -1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
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M  END

     RDKit          3D

 36 40  0  0  0  0  0  0  0  0999 V2000
   -1.7747   -3.4885   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7412   -2.0642   -0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501   -1.3913   -0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6321   -2.0980   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8215   -1.4139   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8487   -0.0405   -0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6822    0.6859   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    2.0083   -0.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2983    3.9628    0.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6652    0.7198   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043   -0.0258   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9955    0.1512   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8751    0.8328    1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9802    2.1993    0.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631    2.8839    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6475    4.1182    0.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2507    0.4291   -0.6549 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5706    1.2466    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1645    0.4849    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2742   -0.8111    0.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0392   -0.8278   -0.4743 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1155   -1.8608   -0.8209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456   -3.7343   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -3.9344    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7698   -3.8877   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -3.1637   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8750    0.4107    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4359    0.9315   -1.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3709    2.3055    0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7866    2.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9573   -0.8696   -1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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 19 33  1  6
 20 34  1  0
 21 35  1  0
 23 36  1  6
M  END


  Mrv1652306242118093D          

 36 40  0  0  0  0            999 V2000
   -1.7747   -3.4885   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7412   -2.0642   -0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501   -1.3913   -0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6321   -2.0980   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8215   -1.4139   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8487   -0.0405   -0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6822    0.6859   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    2.0083   -0.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331    2.6871   -0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2983    3.9628    0.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5700    2.0993    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6652    0.7198   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043   -0.0258   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9955    0.1512   -0.0190 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8751    0.8328    1.0038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9802    2.1993    0.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631    2.8839    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6475    4.1182    0.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2507    0.4291   -0.6549 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5706    1.2466    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1645    0.4849    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2742   -0.8111    0.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0392   -0.8278   -0.4743 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1155   -1.8608   -0.8209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456   -3.7343   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -3.9344    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7698   -3.8877   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -3.1637   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2353   -0.8627   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4415    0.6047   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676    0.9264    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750    0.4107    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4359    0.9315   -1.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3709    2.3055    0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7866    2.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9573   -0.8696   -1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
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  6  7  1  0  0  0  0
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  8  9  1  0  0  0  0
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 24  5  1  0  0  0  0
 13  7  2  0  0  0  0
 17 11  1  0  0  0  0
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  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  4 28  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 19 33  1  6  0  0  0
 20 34  1  0  0  0  0
 21 35  1  0  0  0  0
 23 36  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0004842

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])[C@]2([H])C3=C(O[C@]2([H])O1)C([H])=C(OC([H])([H])[H])C1=C3OC(=O)C2=C1C([H])([H])C([H])([H])OC2=O

> <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/t8-,17+/m1/s1

> <INCHI_KEY>
XWIYFDMXXLINPU-RBHXEPJQSA-N

> <FORMULA>
C17H12O7

> <MOLECULAR_WEIGHT>
328.276

> <EXACT_MASS>
328.058302726

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.87718679336176

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,7S)-11-methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{13,18}]icosa-1,4,9,11,13(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>
80.29

> <JCHEM_REFRACTIVITY>
79.84780000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,7S)-11-methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{13,18}]icosa-1,4,9,11,13(18)-pentaene-17,19-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 40  0  0  0  0  0  0  0  0999 V2000
   -1.7747   -3.4885   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7412   -2.0642   -0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501   -1.3913   -0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6321   -2.0980   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8215   -1.4139   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8487   -0.0405   -0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6822    0.6859   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    2.0083   -0.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331    2.6871   -0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2983    3.9628    0.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5700    2.0993    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6652    0.7198   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043   -0.0258   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9955    0.1512   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8751    0.8328    1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9802    2.1993    0.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631    2.8839    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6475    4.1182    0.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2507    0.4291   -0.6549 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5706    1.2466    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1645    0.4849    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2742   -0.8111    0.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0392   -0.8278   -0.4743 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1155   -1.8608   -0.8209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456   -3.7343   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -3.9344    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7698   -3.8877   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -3.1637   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2353   -0.8627   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4415    0.6047   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676    0.9264    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750    0.4107    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4359    0.9315   -1.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3709    2.3055    0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7866    2.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9573   -0.8696   -1.0670 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
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  6 19  1  0
 19 20  1  0
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 22 23  1  0
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 13  3  1  0
 23 19  1  0
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 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  6
 20 34  1  0
 21 35  1  0
 23 36  1  6
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.775  -3.489  -0.367  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.741  -2.064  -0.259  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.550  -1.391  -0.349  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.632  -2.098  -0.545  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.821  -1.414  -0.632  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.849  -0.041  -0.526  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.682   0.686  -0.330  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.757   2.008  -0.233  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.333   2.687  -0.047  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.298   3.963   0.053  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.570   2.099   0.054  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.665   0.720  -0.050  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.504  -0.026  -0.247  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.995   0.151  -0.019  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.875   0.833   1.004  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.980   2.199   0.507  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.763   2.884   0.339  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.648   4.118   0.420  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.251   0.429  -0.655  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.571   1.247   0.510  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.165   0.485   1.404  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.274  -0.811   0.925  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.039  -0.828  -0.474  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.115  -1.861  -0.821  0.00  0.00           O+0
HETATM   25  H   UNK     0      -1.446  -3.734  -1.400  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.068  -3.934   0.368  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.770  -3.888  -0.122  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.543  -3.164  -0.619  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.235  -0.863  -0.207  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.442   0.605  -1.005  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.468   0.926   1.999  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.875   0.411   0.956  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.436   0.932  -1.624  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.371   2.305   0.657  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.537   0.787   2.400  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.957  -0.870  -1.067  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5   28                                                  
CONECT    5    4    6   24                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    3    7                                                  
CONECT   14   12   15   29   30                                             
CONECT   15   14   16   31   32                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   11                                                  
CONECT   18   17                                                            
CONECT   19    6   20   23   33                                             
CONECT   20   19   21   34                                                  
CONECT   21   20   22   35                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   19   36                                             
CONECT   24   23    5                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29   14                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   15                                                            
CONECT   33   19                                                            
CONECT   34   20                                                            
CONECT   35   21                                                            
CONECT   36   23                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

RDKit          3D

36 40  0  0  0  0  0  0  0  0999 V2000
   -1.7747   -3.4885   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7412   -2.0642   -0.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501   -1.3913   -0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6321   -2.0980   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8215   -1.4139   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8487   -0.0405   -0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6822    0.6859   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    2.0083   -0.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331    2.6871   -0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2983    3.9628    0.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5700    2.0993    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6652    0.7198   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043   -0.0258   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9955    0.1512   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8751    0.8328    1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9802    2.1993    0.5073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631    2.8839    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6475    4.1182    0.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2507    0.4291   -0.6549 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5706    1.2466    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1645    0.4849    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2742   -0.8111    0.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0392   -0.8278   -0.4743 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1155   -1.8608   -0.8209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456   -3.7343   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -3.9344    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7698   -3.8877   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -3.1637   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2353   -0.8627   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4415    0.6047   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676    0.9264    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750    0.4107    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4359    0.9315   -1.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3709    2.3055    0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7866    2.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9573   -0.8696   -1.0670 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  6
 20 34  1  0
 21 35  1  0
 23 36  1  6
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Aflatoxin g(1)	MeSH

Chemical Formula

C₁₇H₁₂O₇

Average Mass

328.2760 Da

Monoisotopic Mass

328.05830 Da

IUPAC Name

(3R,7S)-11-methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{13,18}]icosa-1,4,9,11,13(18)-pentaene-17,19-dione

Traditional Name

(3R,7S)-11-methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{13,18}]icosa-1,4,9,11,13(18)-pentaene-17,19-dione

CAS Registry Number

Not Available

SMILES

COC1=C2C3=C(C(=O)OCC3)C(=O)OC2=C2[C@H]3C=CO[C@H]3OC2=C1

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/t8-,17+/m1/s1

InChI Key

XWIYFDMXXLINPU-RBHXEPJQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Merangelgri			2022-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	Merangelgri			2022-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	Merangelgri			2022-10-12	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	merangelgri@uncg.edu	Not Available	Not Available	2023-01-12	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 126 MHz, CDCl3, experimental)	merangelgri@uncg.edu	Not Available	Not Available	2023-01-12	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	merangelgri@uncg.edu	Not Available	Not Available	2022-12-21	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 126 MHz, CDCl3, experimental)	merangelgri@uncg.edu	Not Available	Not Available	2022-12-21	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aspergillus flavus	NPAtlas	14284616
Aspergillus oryzae	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Aspergillus nomius	KNApSAcK Database	22123792
Aspergillus parasiticus	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
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	30.88 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

External Links

NPAtlas ID

NPA014300

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

13082166

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15939117

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

ASAO T, BUECHI G, ABDEL-KADER MM, CHANG SB, WICK EL, WOGAN GN: THE STRUCTURES OF AFLATOXINS B AND G. J Am Chem Soc. 1965 Feb 20;87:882-6. doi: 10.1021/ja01082a031. [PubMed:14284616 ]
Agwupuye JA, Neji PA, Louis H, Odey JO, Unimuke TO, Bisiong EA, Eno EA, Utsu PM, Ntui TN: Investigation on electronic structure, vibrational spectra, NBO analysis, and molecular docking studies of aflatoxins and selected emerging mycotoxins against wild-type androgen receptor. Heliyon. 2021 Jul 12;7(7):e07544. doi: 10.1016/j.heliyon.2021.e07544. eCollection 2021 Jul. [PubMed:34345733 ]
Kholif OT, Sebaei AS, Eissa FI, Elhamalawy OH: Size-exclusion chromatography selective cleanup of aflatoxins in oilseeds followed by HPLC determination to assess the potential health risk. Toxicon. 2021 Jul 17;200:110-117. doi: 10.1016/j.toxicon.2021.07.009. [PubMed:34280411 ]
Gromadzka K, Pankiewicz J, Beszterda M, Paczkowska M, Nowakowska B, Kocylowski R: The Presence of Mycotoxins in Human Amniotic Fluid. Toxins (Basel). 2021 Jun 9;13(6). pii: toxins13060409. doi: 10.3390/toxins13060409. [PubMed:34207874 ]
Tarazona A, Gomez JV, Mateo F, Jimenez M, Mateo EM: Potential Health Risk Associated with Mycotoxins in Oat Grains Consumed in Spain. Toxins (Basel). 2021 Jun 13;13(6). pii: toxins13060421. doi: 10.3390/toxins13060421. [PubMed:34199242 ]
Zamir-Nasta T, Pazhouhi M, Ghanbari A, Abdolmaleki A, Jalili C: Expression of cyclin D1, p21, and estrogen receptor alpha in aflatoxin G1-induced disturbance in testicular tissue of albino mice. Res Pharm Sci. 2021 Mar 5;16(2):182-192. doi: 10.4103/1735-5362.310525. eCollection 2021 Apr. [PubMed:34084205 ]
Ouakhssase A, Fatini N, Ait Addi E: A facile extraction method followed by UPLC-MS/MS for the analysis of aflatoxins and ochratoxin A in raw coffee beans. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2021 May 28:1-10. doi: 10.1080/19440049.2021.1925165. [PubMed:34047680 ]
Lai YT, Kandasamy K, Chen YC: Magnetic Graphene Oxide-Based Affinity Surface-Assisted Laser Desorption/Ionization Mass Spectrometry for Screening of Aflatoxin B1 from Complex Samples. Anal Chem. 2021 May 18;93(19):7310-7316. doi: 10.1021/acs.analchem.1c00878. Epub 2021 May 6. [PubMed:33956441 ]
Tessema M, De Groote H, Brouwer ID, De Boevre M, Corominas AV, Stoecker BJ, Feskens EJ, Belachew T, Karakitsou A, Gunaratna NS: Exposure to aflatoxins and fumonisins and linear growth of children in rural Ethiopia: a longitudinal study. Public Health Nutr. 2021 Aug;24(12):3662-3673. doi: 10.1017/S1368980021000422. Epub 2021 Feb 1. [PubMed:33517942 ]
Castro-Rios K, Montoya-Estrada CN, Martinez-Miranda MM, Hurtado Cortes S, Taborda-Ocampo G: Physicochemical treatments for the reduction of aflatoxins and Aspergillus niger in corn grains (Zea mays). J Sci Food Agric. 2021 Jul;101(9):3707-3713. doi: 10.1002/jsfa.11001. Epub 2020 Dec 24. [PubMed:33301189 ]
Rejeb R, Baere S, Devreese M, Ducatelle R, Croubels S, Ayed MH, Ghorbal A, Antonissen G: Calcination Improves the In Vivo Efficacy of a Montmorillonite Clay to Bind Aflatoxin G1 in Broiler Chickens: A Toxicokinetic Approach. Toxins (Basel). 2020 Oct 18;12(10). pii: toxins12100660. doi: 10.3390/toxins12100660. [PubMed:33081067 ]
Miklos G, Angeli C, Ambrus A, Nagy A, Kardos V, Zentai A, Kerekes K, Farkas Z, Jozwiak A, Bartok T: Detection of Aflatoxins in Different Matrices and Food-Chain Positions. Front Microbiol. 2020 Aug 14;11:1916. doi: 10.3389/fmicb.2020.01916. eCollection 2020. [PubMed:32983001 ]
Tanveer ZI, Huang Q, Liu L, Jiang K, Nie D, Pan H, Chen Y, Liu X, Luan L, Han Z, Wu Y: Reduced graphene oxide-zinc oxide nanocomposite as dispersive solid-phase extraction sorbent for simultaneous enrichment and purification of multiple mycotoxins in Coptidis rhizoma (Huanglian) and analysis by liquid chromatography tandem mass spectrometry. J Chromatogr A. 2020 Sep 1;1630:461515. doi: 10.1016/j.chroma.2020.461515. [PubMed:32911177 ]

Showing NP-Card for Aflatoxin G1 (NP0004842)

MOL for NP0004842 (Aflatoxin G1)

3D MOL for NP0004842 (Aflatoxin G1)

3D SDF for NP0004842 (Aflatoxin G1)

3D-SDF for NP0004842 (Aflatoxin G1)

PDB for NP0004842 (Aflatoxin G1)

3D PDB for NP0004842 (Aflatoxin G1)

SMILES for NP0004842 (Aflatoxin G1)

INCHI for NP0004842 (Aflatoxin G1)

Structure for NP0004842 (Aflatoxin G1)

3D Structure for NP0004842 (Aflatoxin G1)