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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (19) Show 19 proteins XML

enzymes (19) Show 19 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-05-23 15:50:53 UTC

Update Date

2021-09-14 15:39:07 UTC

HMDB ID

HMDB0006558

Secondary Accession Numbers

HMDB0142058
HMDB06558

Metabolite Identification

Common Name

2,3-Epoxyaflatoxin B1

Description

2,3-Epoxyaflatoxin B1 is formed due to the metabolism of aflatoxin B1 (AFB1) by CYP2A13, an enzyme predominantly expressed in the human respiratory tract. There is no detectable AFB1 epoxide formation by CYP2A6, which was also reported to be involved in the metabolic activation of AFB1 (PMID: 16385575 ). Aflatoxins are naturally occurring mycotoxins that are produced by many species of Aspergillus, a fungus. At least 13 different types of aflatoxin are produced in nature. Aflatoxin B1 is considered the most toxic and is produced by both Aspergillus flavus and Aspergillus parasiticus. The native habitat of Aspergillus is in soil, decaying vegetation, hay, and grains undergoing microbiological deterioration and it invades all types of organic substrates whenever conditions are favourable for its growth. Favourable conditions include high moisture content (at least 7%) and high temperature. Aflatoxins B1 (AFB1) are contaminants of improperly stored foods; they are potent genotoxic and carcinogenic compounds, exerting their effects through damage to DNA. They can also induce mutations that increase oxidative damage (PMID: 17214555 ). Crops which are frequently affected by Aspergillus contamination include cereals (maize, sorghum, pearl millet, rice, wheat), oilseeds (peanut, soybean, sunflower, cotton), spices (chile peppers, black pepper, coriander, turmeric, ginger), and tree nuts (almond, pistachio, walnut, coconut, brazil nut). BioTransformer predicts that 2,3-epoxyaflatoxin B1 is a product of aflatoxin B1 metabolism via an epoxidation-of-vinyl-ether reaction catalyzed by CYP1A2 and CYP3A4 enzymes (PMID: 30612223 ).

Structure

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

 
  Mrv1652304202019342D          

 26 31  0  0  1  0            999 V2000
   22.2427  -19.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9571  -19.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4594  -19.7087    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2806  -20.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6681  -19.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9606  -18.7355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9693  -20.3816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.9726  -19.0324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.9571  -21.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4525  -21.0513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3860  -19.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6681  -20.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6785  -18.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1789  -20.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1824  -19.2876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.3894  -18.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1661  -19.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3860  -21.2100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6716  -17.4998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1730  -18.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6526  -19.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0970  -20.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4317  -17.7069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8726  -18.9930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.5560  -21.0975    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.3962  -18.4893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  0  0  0  0
 11 16  2  0  0  0  0
 11 17  1  0  0  0  0
 12 18  1  0  0  0  0
 13 19  2  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  2  0  0  0  0
  7 10  1  0  0  0  0
  9 12  2  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 20 21  1  0  0  0  0
  3 24  1  6  0  0  0
  7 25  1  6  0  0  0
 15 26  1  6  0  0  0
  8 26  1  6  0  0  0
M  END

HMDB0006558
     RDKit          3D
2,3-Epoxyaflatoxin B1
 36 41  0  0  0  0  0  0  0  0999 V2000
   -1.8448    3.0994    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7754    1.8363    0.9378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6561    1.1973    0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5729    1.8365    0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7216    1.2086    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5952   -0.0496   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728   -0.6978   -0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2653   -1.8854   -1.0373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8666   -2.5155   -1.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9045   -3.6689   -1.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308   -1.8928   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0073   -0.6395   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517   -0.0413   -0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.2353    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2427   -1.2187   -0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946   -2.4118   -0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8228   -3.5627   -0.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9514   -0.4748   -0.7770 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6815    0.8406   -0.9133 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0765    1.5940    0.1430 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9834    0.5030   -0.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9394   -0.3290    0.4635 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8612   -1.7255    0.2339 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495   -1.1062    0.3974 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0983    3.8101    1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571    3.5244    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8075    2.9841    2.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6788    2.8174    1.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5595   -0.3411    1.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6516    0.7730   -0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597   -0.8233   -1.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1581   -1.4606    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9894   -1.0927   -1.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487    1.3076   -1.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3464   -0.0157    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1063   -1.1442    1.3546 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  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13  3  1  0
 24 18  1  0
 20  5  1  0
 24 22  1  0
 13  7  2  0
 16 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
 18 33  1  6
 19 34  1  6
 22 35  1  1
 24 36  1  1
M  END

 
  Mrv1652304202019342D          

 26 31  0  0  1  0            999 V2000
   22.2427  -19.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9571  -19.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4594  -19.7087    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2806  -20.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6681  -19.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9606  -18.7355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9693  -20.3816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.9726  -19.0324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.9571  -21.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4525  -21.0513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3860  -19.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6681  -20.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6785  -18.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1789  -20.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1824  -19.2876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.3894  -18.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1661  -19.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3860  -21.2100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6716  -17.4998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1730  -18.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6526  -19.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0970  -20.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4317  -17.7069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8726  -18.9930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.5560  -21.0975    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.3962  -18.4893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  0  0  0  0
 11 16  2  0  0  0  0
 11 17  1  0  0  0  0
 12 18  1  0  0  0  0
 13 19  2  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  2  0  0  0  0
  7 10  1  0  0  0  0
  9 12  2  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 20 21  1  0  0  0  0
  3 24  1  6  0  0  0
  7 25  1  6  0  0  0
 15 26  1  6  0  0  0
  8 26  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0006558

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12O[C@@H]3O[C@@H]3[C@@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O7/c1-20-7-4-8-11(12-14-17(23-14)24-16(12)21-8)13-10(7)5-2-3-6(18)9(5)15(19)22-13/h4,12,14,16-17H,2-3H2,1H3/t12-,14-,16+,17+/m1/s1

> <INCHI_KEY>
KHBXRZGALJGBPA-IRWJRLHMSA-N

> <FORMULA>
C17H12O7

> <MOLECULAR_WEIGHT>
328.273

> <EXACT_MASS>
328.058302738

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.9332054522501

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,4R,6S,8S)-12-methoxy-5,7,9,20-tetraoxahexacyclo[11.7.0.0^{2,10}.0^{3,8}.0^{4,6}.0^{14,18}]icosa-1(13),2(10),11,14(18)-tetraene-17,19-dione

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
1.5560570326666667

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.788188157008925

> <JCHEM_PKA_STRONGEST_BASIC>
-4.03578193218188

> <JCHEM_POLAR_SURFACE_AREA>
83.59

> <JCHEM_REFRACTIVITY>
77.0125

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R,6S,8S)-12-methoxy-5,7,9,20-tetraoxahexacyclo[11.7.0.0^{2,10}.0^{3,8}.0^{4,6}.0^{14,18}]icosa-1(13),2(10),11,14(18)-tetraene-17,19-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006558
     RDKit          3D
2,3-Epoxyaflatoxin B1
 36 41  0  0  0  0  0  0  0  0999 V2000
   -1.8448    3.0994    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7754    1.8363    0.9378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6561    1.1973    0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5729    1.8365    0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7216    1.2086    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5952   -0.0496   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728   -0.6978   -0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2653   -1.8854   -1.0373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8666   -2.5155   -1.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9045   -3.6689   -1.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308   -1.8928   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0073   -0.6395   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517   -0.0413   -0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.2353    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2427   -1.2187   -0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946   -2.4118   -0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8228   -3.5627   -0.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9514   -0.4748   -0.7770 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6815    0.8406   -0.9133 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0765    1.5940    0.1430 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9834    0.5030   -0.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9394   -0.3290    0.4635 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8612   -1.7255    0.2339 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495   -1.1062    0.3974 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0983    3.8101    1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571    3.5244    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8075    2.9841    2.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6788    2.8174    1.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5595   -0.3411    1.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6516    0.7730   -0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597   -0.8233   -1.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1581   -1.4606    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9894   -1.0927   -1.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487    1.3076   -1.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3464   -0.0157    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1063   -1.1442    1.3546 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  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13  3  1  0
 24 18  1  0
 20  5  1  0
 24 22  1  0
 13  7  2  0
 16 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
 18 33  1  6
 19 34  1  6
 22 35  1  1
 24 36  1  1
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      41.520 -37.279   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      42.853 -36.512   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      40.057 -36.790   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      41.590 -38.826   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      44.180 -37.286   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      42.860 -34.973   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      39.143 -38.046   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      39.149 -35.527   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      42.853 -39.592   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      40.045 -39.296   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      45.521 -36.525   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      44.180 -38.826   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      44.200 -34.213   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      37.667 -37.556   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      37.674 -36.004   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      45.527 -34.986   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      46.977 -37.009   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      45.521 -39.592   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      44.187 -32.666   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      46.990 -34.522   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      47.885 -35.765   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      46.848 -38.806   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      47.473 -33.053   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0      40.829 -35.454   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      38.371 -39.382   0.000  0.00  0.00           H+0
HETATM   26  O   UNK     0      38.073 -34.513   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8   24                                             
CONECT    4    1    9   10                                                  
CONECT    5    2   11   12                                                  
CONECT    6    2   13                                                       
CONECT    7    3   14   10   25                                             
CONECT    8    3   15   26                                                  
CONECT    9    4   12                                                       
CONECT   10    4    7                                                       
CONECT   11    5   16   17                                                  
CONECT   12    5   18    9                                                  
CONECT   13    6   19   16                                                  
CONECT   14    7   15                                                       
CONECT   15    8   14   26                                                  
CONECT   16   11   20   13                                                  
CONECT   17   11   21                                                       
CONECT   18   12   22                                                       
CONECT   19   13                                                            
CONECT   20   16   23   21                                                  
CONECT   21   17   20                                                       
CONECT   22   18                                                            
CONECT   23   20                                                            
CONECT   24    3                                                            
CONECT   25    7                                                            
CONECT   26   15    8                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   62    0
END

COMPND    HMDB0006558
HETATM    1  C1  UNL     1      -1.845   3.099   1.520  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.775   1.836   0.938  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.656   1.197   0.490  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.573   1.836   0.606  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.722   1.209   0.160  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.595  -0.050  -0.393  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.373  -0.698  -0.514  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.265  -1.885  -1.037  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.867  -2.516  -1.163  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.904  -3.669  -1.681  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.031  -1.893  -0.717  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.007  -0.640  -0.152  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.752  -0.041  -0.058  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.351  -0.235   0.223  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.243  -1.219  -0.504  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.395  -2.412  -0.762  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.823  -3.563  -0.963  1.00  0.00           O  
HETATM   18  C14 UNL     1       2.951  -0.475  -0.777  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.682   0.841  -0.913  1.00  0.00           C  
HETATM   20  O5  UNL     1       3.077   1.594   0.143  1.00  0.00           O  
HETATM   21  O6  UNL     1       4.983   0.503  -0.627  1.00  0.00           O  
HETATM   22  C16 UNL     1       4.939  -0.329   0.463  1.00  0.00           C  
HETATM   23  O7  UNL     1       4.861  -1.725   0.234  1.00  0.00           O  
HETATM   24  C17 UNL     1       3.649  -1.106   0.397  1.00  0.00           C  
HETATM   25  H1  UNL     1      -1.098   3.810   1.170  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.857   3.524   1.284  1.00  0.00           H  
HETATM   27  H3  UNL     1      -1.807   2.984   2.627  1.00  0.00           H  
HETATM   28  H4  UNL     1       0.679   2.817   1.036  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.559  -0.341   1.320  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.652   0.773  -0.121  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.560  -0.823  -1.487  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.158  -1.461   0.054  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.989  -1.093  -1.689  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.549   1.308  -1.893  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.346  -0.016   1.428  1.00  0.00           H  
HETATM   36  H12 UNL     1       3.106  -1.144   1.355  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   20
CONECT    6    7   18
CONECT    7    8   13   13
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   16
CONECT   12   13   14
CONECT   14   15   29   30
CONECT   15   16   31   32
CONECT   16   17   17
CONECT   18   19   24   33
CONECT   19   20   21   34
CONECT   21   22
CONECT   22   23   24   35
CONECT   23   24
CONECT   24   36
END

HMDB0006558
     RDKit          3D
2,3-Epoxyaflatoxin B1
 36 41  0  0  0  0  0  0  0  0999 V2000
   -1.8448    3.0994    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7754    1.8363    0.9378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6561    1.1973    0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5729    1.8365    0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7216    1.2086    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5952   -0.0496   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728   -0.6978   -0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2653   -1.8854   -1.0373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8666   -2.5155   -1.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9045   -3.6689   -1.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308   -1.8928   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0073   -0.6395   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517   -0.0413   -0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.2353    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2427   -1.2187   -0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946   -2.4118   -0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8228   -3.5627   -0.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9514   -0.4748   -0.7770 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6815    0.8406   -0.9133 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0765    1.5940    0.1430 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9834    0.5030   -0.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9394   -0.3290    0.4635 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8612   -1.7255    0.2339 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495   -1.1062    0.3974 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0983    3.8101    1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571    3.5244    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8075    2.9841    2.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6788    2.8174    1.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5595   -0.3411    1.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6516    0.7730   -0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597   -0.8233   -1.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1581   -1.4606    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9894   -1.0927   -1.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487    1.3076   -1.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3464   -0.0157    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1063   -1.1442    1.3546 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  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13  3  1  0
 24 18  1  0
 20  5  1  0
 24 22  1  0
 13  7  2  0
 16 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
 18 33  1  6
 19 34  1  6
 22 35  1  1
 24 36  1  1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Aflatoxin b1 2,3-epoxide	ChEBI
Aflatoxin b1 8,9-epoxide	ChEBI
Aflatoxin b1 exo-8,9-oxide	ChEBI
Aflatoxin b1-2,3-oxide	ChEBI
(6AS,7as,8ar,8BR)-2,3,6a,7a,8a,8b-hexahydro-4-methoxy-cyclopent[c]oxireno[4',5']furo[3',2':4,5]furo[2,3-H][1]benzopyran-1,10-dione	HMDB
8,9-Epoxy-aflatoxin b1	HMDB
Aflatoxin b1 8,9-oxide	HMDB
Aflatoxin b1 epoxide	HMDB
Aflatoxin b1 exo-8,9-epoxide	HMDB
Aflatoxin b1, 2,3-oxide	HMDB
exo-Aflatoxin b1-8,9-epoxide	HMDB
[6AS-(6aa,7ab,8ab,8ba)]-2,3,6a,7a,8a,8b-hexahydro-4-methoxy-cyclopent[c]oxireno[4',5']furo[3',2':4,5]furo[2,3-H][1]benzopyran-1,10-dione	HMDB
AFB epoxide	HMDB
AFB1-2,3-oxide	HMDB
Aflatoxin b1-8,9-epoxide	HMDB
AFB1 8,9-oxide	HMDB
2,3-Epoxyaflatoxin b1	ChEBI
2,3-Epoxyaflatoxin B1	HMDB

Chemical Formula

C₁₇H₁₂O₇

Average Molecular Weight

328.273

Monoisotopic Molecular Weight

328.058302738

IUPAC Name

(3R,4R,6S,8S)-12-methoxy-5,7,9,20-tetraoxahexacyclo[11.7.0.0^{2,10}.0^{3,8}.0^{4,6}.0^{14,18}]icosa-1(13),2(10),11,14(18)-tetraene-17,19-dione

Traditional Name

(3R,4R,6S,8S)-12-methoxy-5,7,9,20-tetraoxahexacyclo[11.7.0.0^{2,10}.0^{3,8}.0^{4,6}.0^{14,18}]icosa-1(13),2(10),11,14(18)-tetraene-17,19-dione

CAS Registry Number

42583-46-0

SMILES

[H][C@]12O[C@@H]3O[C@@H]3[C@@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCC1=O

InChI Identifier

InChI=1S/C17H12O7/c1-20-7-4-8-11(12-14-17(23-14)24-16(12)21-8)13-10(7)5-2-3-6(18)9(5)15(19)22-13/h4,12,14,16-17H,2-3H2,1H3/t12-,14-,16+,17+/m1/s1

InChI Key

KHBXRZGALJGBPA-IRWJRLHMSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Difurocoumarocyclopentenones

Alternative Parents

Substituents

Difurocoumarocyclopentenone
Difurocoumarin
Benzopyran
1-benzopyran
Coumaran
Anisole
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Meta-dioxane
Heteroaromatic compound
Tetrahydrofuran
Lactone
Ketone
Oxacycle
Organoheterocyclic compound
Acetal
Oxirane
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aflatoxin (CHEBI:30725 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0006558)
Extracellular (HMDB: HMDB0006558)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.56 g/L	ALOGPS
logP	1.33	ALOGPS
logP	1.56	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	17.79	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	83.59 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.01 m³·mol⁻¹	ChemAxon
Polarizability	30.93 Å³	ChemAxon
Number of Rings	6	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]+	172.915	31661259
DarkChem	[M-H]-	172.522	31661259
DeepCCS	[M-2H]-	203.89	30932474
DeepCCS	[M+Na]+	179.262	30932474
AllCCS	[M+H]+	173.3	32859911
AllCCS	[M+H-H2O]+	170.0	32859911
AllCCS	[M+NH4]+	176.3	32859911
AllCCS	[M+Na]+	177.2	32859911
AllCCS	[M-H]-	178.9	32859911
AllCCS	[M+Na-2H]-	177.8	32859911
AllCCS	[M+HCOO]-	176.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Epoxyaflatoxin B1	[H][C@]12O[C@@H]3O[C@@H]3[C@@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCC1=O	4300.3	Standard polar	33892256
2,3-Epoxyaflatoxin B1	[H][C@]12O[C@@H]3O[C@@H]3[C@@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCC1=O	2920.4	Standard non polar	33892256
2,3-Epoxyaflatoxin B1	[H][C@]12O[C@@H]3O[C@@H]3[C@@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCC1=O	3117.9	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 - 2,3-Epoxyaflatoxin B1 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-2091000000-3e7fccd8ab55a4b8afe0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Epoxyaflatoxin B1 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Epoxyaflatoxin B1 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 10V, Positive-QTOF	splash10-004i-0019000000-fbf1af1a8568f56e50ef	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 20V, Positive-QTOF	splash10-004i-0096000000-33744bd389e8fca44efe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 40V, Positive-QTOF	splash10-0fba-2390000000-ec31f9517f188988d668	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 10V, Negative-QTOF	splash10-004i-0029000000-0cb8f21eba1630039dc1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 20V, Negative-QTOF	splash10-056r-0049000000-b7a57848a1bc684e5b2a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 40V, Negative-QTOF	splash10-002f-9060000000-53f728c814df49ee82b8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 10V, Positive-QTOF	splash10-004i-0009000000-a6e8d4715f87e5602d4e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 20V, Positive-QTOF	splash10-004i-0009000000-d83f4a2899f653ea3031	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 40V, Positive-QTOF	splash10-01ti-0098000000-656b4b27c8e2657b0072	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 10V, Negative-QTOF	splash10-004i-0009000000-3eb691afb29ed57b3f5f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 20V, Negative-QTOF	splash10-004i-0009000000-9595278280fed091bf1c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Epoxyaflatoxin B1 40V, Negative-QTOF	splash10-056r-1197000000-ef7f7a710cfcfd7ccdd4	2021-09-24	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

FDB014707

KNApSAcK ID

Not Available

Chemspider ID

94566

KEGG Compound ID

C19586

BioCyc ID

Not Available

BiGG ID

2300011

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

104756

PDB ID

Not Available

ChEBI ID

30725

Food Biomarker Ontology

Not Available

VMH ID

EAFLATOXIN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Amici M, Cecarini V, Pettinari A, Bonfili L, Angeletti M, Barocci S, Biagetti M, Fioretti E, Eleuteri AM: Binding of aflatoxins to the 20S proteasome: effects on enzyme functionality and implications for oxidative stress and apoptosis. Biol Chem. 2007 Jan;388(1):107-17. [PubMed:17214555 ]
He XY, Tang L, Wang SL, Cai QS, Wang JS, Hong JY: Efficient activation of aflatoxin B1 by cytochrome P450 2A13, an enzyme predominantly expressed in human respiratory tract. Int J Cancer. 2006 Jun 1;118(11):2665-71. [PubMed:16385575 ]
Djoumbou-Feunang Y, Fiamoncini J, Gil-de-la-Fuente A, Greiner R, Manach C, Wishart DS: BioTransformer: a comprehensive computational tool for small molecule metabolism prediction and metabolite identification. J Cheminform. 2019 Jan 5;11(1):2. doi: 10.1186/s13321-018-0324-5. [PubMed:30612223 ]

Only showing the first 10 proteins. There are 19 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Glutathione S-transferase Mu 2

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:: GSTM2
Uniprot ID:: P28161
Molecular weight:: 25744.395

Reactions

2,3-Epoxyaflatoxin B1 + Glutathione → Aflatoxin B1exo-8,9-epoxide-GSH	details

Enzyme Details

2. Glutathione S-transferase Mu 1

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:: GSTM1
Uniprot ID:: P09488
Molecular weight:: 25711.555

Reactions

2,3-Epoxyaflatoxin B1 + Glutathione → Aflatoxin B1exo-8,9-epoxide-GSH	details

Enzyme Details

3. Microsomal glutathione S-transferase 3

General function:: Involved in glutathione transferase activity
Specific function:: Also functions as a glutathione peroxidase.
Gene Name:: MGST3
Uniprot ID:: O14880
Molecular weight:: 16516.185

Reactions

2,3-Epoxyaflatoxin B1 + Glutathione → Aflatoxin B1exo-8,9-epoxide-GSH	details

Enzyme Details

4. Glutathione S-transferase Mu 3

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. May govern uptake and detoxification of both endogenous compounds and xenobiotics at the testis and brain blood barriers.
Gene Name:: GSTM3
Uniprot ID:: P21266
Molecular weight:: 26559.32

Reactions

2,3-Epoxyaflatoxin B1 + Glutathione → Aflatoxin B1exo-8,9-epoxide-GSH	details

Enzyme Details

5. Glutathione S-transferase A1

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:: GSTA1
Uniprot ID:: P08263
Molecular weight:: 25630.785

Reactions

2,3-Epoxyaflatoxin B1 + Glutathione → Aflatoxin B1exo-8,9-epoxide-GSH	details

Enzyme Details

6. Microsomal glutathione S-transferase 1

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Has a wide substrate specificity.
Gene Name:: MGST1
Uniprot ID:: P10620
Molecular weight:: 17598.45

Reactions

2,3-Epoxyaflatoxin B1 + Glutathione → Aflatoxin B1exo-8,9-epoxide-GSH	details

Enzyme Details

7. Glutathione S-transferase Mu 4

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Active on 1-chloro-2,4-dinitrobenzene.
Gene Name:: GSTM4
Uniprot ID:: Q03013
Molecular weight:: 25561.095

Reactions

2,3-Epoxyaflatoxin B1 + Glutathione → Aflatoxin B1exo-8,9-epoxide-GSH	details

Enzyme Details

8. Glutathione S-transferase Mu 5

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:: GSTM5
Uniprot ID:: P46439
Molecular weight:: 25674.455

Reactions

2,3-Epoxyaflatoxin B1 + Glutathione → Aflatoxin B1exo-8,9-epoxide-GSH	details

Enzyme Details

9. Microsomal glutathione S-transferase 2

General function:: Involved in enzyme activator activity
Specific function:: Can catalyze the production of LTC4 from LTA4 and reduced glutathione. Can catalyze the conjugation of 1-chloro-2,4-dinitrobenzene with reduced glutathione.
Gene Name:: MGST2
Uniprot ID:: Q99735
Molecular weight:: 16620.4

Reactions

2,3-Epoxyaflatoxin B1 + Glutathione → Aflatoxin B1exo-8,9-epoxide-GSH	details

Enzyme Details

10. Glutathione S-transferase omega-1

General function:: Involved in glutathione transferase activity
Specific function:: Exhibits glutathione-dependent thiol transferase and dehydroascorbate reductase activities. Has S-(phenacyl)glutathione reductase activity. Has also glutathione S-transferase activity. Participates in the biotransformation of inorganic arsenic and reduces monomethylarsonic acid (MMA) and dimethylarsonic acid.
Gene Name:: GSTO1
Uniprot ID:: P78417
Molecular weight:: 27565.6

Reactions

2,3-Epoxyaflatoxin B1 + Glutathione → Aflatoxin B1exo-8,9-epoxide-GSH	details

Only showing the first 10 proteins. There are 19 proteins in total.

Show all enzymes and transporters

Showing metabocard for 2,3-Epoxyaflatoxin B1 (HMDB0006558)

MOL for HMDB0006558 (2,3-Epoxyaflatoxin B1)

3D MOL for HMDB0006558 (2,3-Epoxyaflatoxin B1)

3D SDF for HMDB0006558 (2,3-Epoxyaflatoxin B1)

3D-SDF for HMDB0006558 (2,3-Epoxyaflatoxin B1)

PDB for HMDB0006558 (2,3-Epoxyaflatoxin B1)

3D PDB for HMDB0006558 (2,3-Epoxyaflatoxin B1)

SMILES for HMDB0006558 (2,3-Epoxyaflatoxin B1)

INCHI for HMDB0006558 (2,3-Epoxyaflatoxin B1)

Structure for HMDB0006558 (2,3-Epoxyaflatoxin B1)

3D Structure for HMDB0006558 (2,3-Epoxyaflatoxin B1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

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