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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-05-23 15:36:14 UTC

Update Date

2021-09-14 15:19:34 UTC

HMDB ID

HMDB0006552

Secondary Accession Numbers

HMDB06552

Metabolite Identification

Common Name

Aflatoxin B1

Description

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).

Structure

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

 
  Mrv1652307191923442D          

 25 29  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  0  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  0  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
  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  2  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
M  END

HMDB0006552
     RDKit          3D
Aflatoxin B1
 35 39  0  0  0  0  0  0  0  0999 V2000
   -1.5806    3.5811    0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5205    2.2082    0.1902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038    1.4591   -0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543    2.0104   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664    1.2044   -0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8199   -0.1518   -0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5584   -0.7186   -0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4216   -2.0068   -0.6275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744   -2.5657   -0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8921   -3.7941   -0.7527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -1.8152   -0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8209   -0.4529   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5461    0.0968   -0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1366    0.1431    0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1107   -0.9449   -0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053   -2.1816   -0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7826   -3.3288   -0.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327   -0.7748   -0.7277 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3938   -1.8129    0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1528   -1.3018    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4463    0.0239    0.9768 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0725    0.3442   -0.3291 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3022    1.5227   -0.4098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5599    3.8839    1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8078    4.0988   -0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717    3.9348   -0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410    3.0648    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666    1.0118   -0.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2664    0.4570    1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896   -0.7867   -1.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0009   -0.9813    0.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3069   -1.1256   -1.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0253   -2.8302    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -1.8604    2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9661    0.3892   -1.0007 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  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 13  3  1  0
 22 18  1  0
 23  5  1  0
 13  7  2  0
 16 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 18 32  1  6
 19 33  1  0
 20 34  1  0
 22 35  1  6
M  END

 
  Mrv1652307191923442D          

 25 29  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  0  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  0  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
  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  2  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
M  END
> <DATABASE_ID>
HMDB0006552

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h4-6,8,17H,2-3H2,1H3/t8-,17+/m0/s1

> <INCHI_KEY>
OQIQSTLJSLGHID-WNWIJWBNSA-N

> <FORMULA>
C17H12O6

> <MOLECULAR_WEIGHT>
312.2736

> <EXACT_MASS>
312.063388116

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
30.135232034841625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,7R)-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0^{2,9}.0^{3,7}.0^{13,17}]nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione

> <ALOGPS_LOGP>
1.73

> <JCHEM_LOGP>
1.5843809030000005

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.787312891010785

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4404302662976205

> <JCHEM_POLAR_SURFACE_AREA>
71.06

> <JCHEM_REFRACTIVITY>
78.5851

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,7R)-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0^{2,9}.0^{3,7}.0^{13,17}]nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006552
     RDKit          3D
Aflatoxin B1
 35 39  0  0  0  0  0  0  0  0999 V2000
   -1.5806    3.5811    0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5205    2.2082    0.1902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038    1.4591   -0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543    2.0104   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664    1.2044   -0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8199   -0.1518   -0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5584   -0.7186   -0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4216   -2.0068   -0.6275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744   -2.5657   -0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8921   -3.7941   -0.7527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -1.8152   -0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8209   -0.4529   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5461    0.0968   -0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1366    0.1431    0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1107   -0.9449   -0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053   -2.1816   -0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7826   -3.3288   -0.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327   -0.7748   -0.7277 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3938   -1.8129    0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1528   -1.3018    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4463    0.0239    0.9768 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0725    0.3442   -0.3291 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3022    1.5227   -0.4098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5599    3.8839    1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8078    4.0988   -0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717    3.9348   -0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410    3.0648    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666    1.0118   -0.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2664    0.4570    1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896   -0.7867   -1.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0009   -0.9813    0.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3069   -1.1256   -1.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0253   -2.8302    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -1.8604    2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9661    0.3892   -1.0007 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  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 13  3  1  0
 22 18  1  0
 23  5  1  0
 13  7  2  0
 16 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 18 32  1  6
 19 33  1  0
 20 34  1  0
 22 35  1  6
M  END

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         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
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                                                       
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                                                       
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                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0006552
HETATM    1  C1  UNL     1      -1.581   3.581   0.397  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.521   2.208   0.190  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.404   1.459  -0.035  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.854   2.010  -0.085  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.966   1.204  -0.318  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.820  -0.152  -0.501  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.558  -0.719  -0.453  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.422  -2.007  -0.627  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.774  -2.566  -0.585  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.892  -3.794  -0.753  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.907  -1.815  -0.358  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.821  -0.453  -0.168  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.546   0.097  -0.220  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.137   0.143   0.056  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.111  -0.945  -0.317  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.305  -2.182  -0.267  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.783  -3.329  -0.163  1.00  0.00           O  
HETATM   18  C14 UNL     1       3.133  -0.775  -0.728  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.394  -1.813   0.310  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.153  -1.302   1.266  1.00  0.00           C  
HETATM   21  O5  UNL     1       4.446   0.024   0.977  1.00  0.00           O  
HETATM   22  C17 UNL     1       4.072   0.344  -0.329  1.00  0.00           C  
HETATM   23  O6  UNL     1       3.302   1.523  -0.410  1.00  0.00           O  
HETATM   24  H1  UNL     1      -1.560   3.884   1.464  1.00  0.00           H  
HETATM   25  H2  UNL     1      -0.808   4.099  -0.212  1.00  0.00           H  
HETATM   26  H3  UNL     1      -2.572   3.935  -0.013  1.00  0.00           H  
HETATM   27  H4  UNL     1       0.941   3.065   0.060  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.367   1.012  -0.592  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.266   0.457   1.123  1.00  0.00           H  
HETATM   30  H7  UNL     1      -4.490  -0.787  -1.367  1.00  0.00           H  
HETATM   31  H8  UNL     1      -5.001  -0.981   0.327  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.307  -1.126  -1.747  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.025  -2.830   0.296  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.483  -1.860   2.138  1.00  0.00           H  
HETATM   35  H12 UNL     1       4.966   0.389  -1.001  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   27
CONECT    5    6    6   23
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   28   29
CONECT   15   16   30   31
CONECT   16   17   17
CONECT   18   19   22   32
CONECT   19   20   20   33
CONECT   20   21   34
CONECT   21   22
CONECT   22   23   35
END

HMDB0006552
     RDKit          3D
Aflatoxin B1
 35 39  0  0  0  0  0  0  0  0999 V2000
   -1.5806    3.5811    0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5205    2.2082    0.1902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038    1.4591   -0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543    2.0104   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664    1.2044   -0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8199   -0.1518   -0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5584   -0.7186   -0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4216   -2.0068   -0.6275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744   -2.5657   -0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8921   -3.7941   -0.7527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -1.8152   -0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8209   -0.4529   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5461    0.0968   -0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1366    0.1431    0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1107   -0.9449   -0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053   -2.1816   -0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7826   -3.3288   -0.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327   -0.7748   -0.7277 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3938   -1.8129    0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1528   -1.3018    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4463    0.0239    0.9768 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0725    0.3442   -0.3291 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3022    1.5227   -0.4098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5599    3.8839    1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8078    4.0988   -0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717    3.9348   -0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410    3.0648    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666    1.0118   -0.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2664    0.4570    1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896   -0.7867   -1.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0009   -0.9813    0.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3069   -1.1256   -1.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0253   -2.8302    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -1.8604    2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9661    0.3892   -1.0007 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  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 13  3  1  0
 22 18  1  0
 23  5  1  0
 13  7  2  0
 16 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 18 32  1  6
 19 33  1  0
 20 34  1  0
 22 35  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3,6Aalpha,9aalpha-tetrahydro-4-methoxycyclopenta(c)furo(3',2':4,5)furo(2,3-H)(1)benzopyran-1,11-dione	ChEBI
Aflatoxin b1 dihydrochloride, (6ar-cis)-isomer	HMDB
Aflatoxin b1, (6ar-cis)-isomer, 14C-labeled	HMDB
Aflatoxin b1, (6ar-cis)-isomer, 2H-labeled	HMDB
Aflatoxin b1, cis(+,-)-isomer	HMDB
Aflatoxin b	HMDB
HSDB 3453	HMDB
Aflatoxin b1, (6ar-cis)-isomer, 3H-labeled	HMDB
HSDB-3453	HMDB
(-)-Aflatoxin b1	HMDB
AFB1	HMDB
Aflatoxin B1	HMDB

Chemical Formula

C₁₇H₁₂O₆

Average Molecular Weight

312.2736

Monoisotopic Molecular Weight

312.063388116

IUPAC Name

(3S,7R)-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0^{2,9}.0^{3,7}.0^{13,17}]nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione

Traditional Name

(3S,7R)-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0^{2,9}.0^{3,7}.0^{13,17}]nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione

CAS Registry Number

1162-65-8

SMILES

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

InChI Identifier

InChI=1S/C17H12O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h4-6,8,17H,2-3H2,1H3/t8-,17+/m0/s1

InChI Key

OQIQSTLJSLGHID-WNWIJWBNSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Difurocoumarocyclopentenones

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:2504 )
aflatoxin (CHEBI:2504 )
aromatic ketone (CHEBI:2504 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 6420055)

Cellular substructure

Cytoplasm (HMDB: HMDB0006552)
Extracellular (HMDB: HMDB0006552)

Source

Endogenous

Endogenous (HMDB: HMDB0006552)

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)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

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)

Equine

Horse (FooDB: FOOD00378)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Corn (FooDB: FOOD00205)

Cereals and cereal products (FooDB: FOOD00858)

Nut

Nuts (FooDB: FOOD00869)

Process

Not Available

Role

Biological role

Human metabolite (HMDB: HMDB0006552)
Carcinogenic agent (HMDB: HMDB0006552)

Industrial application

Pharmaceutical industry

Biomarker

Reye's syndrome (MarkerDB: MDB00000487)

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	0.23 g/L	ALOGPS
logP	1.73	ALOGPS
logP	1.58	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	17.79	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	78.59 m³·mol⁻¹	ChemAxon
Polarizability	30.14 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
DeepCCS	[M-2H]-	202.481	30932474
DeepCCS	[M+Na]+	177.151	30932474
AllCCS	[M+H]+	169.7	32859911
AllCCS	[M+H-H2O]+	166.4	32859911
AllCCS	[M+NH4]+	172.7	32859911
AllCCS	[M+Na]+	173.5	32859911
AllCCS	[M-H]-	171.7	32859911
AllCCS	[M+Na-2H]-	170.7	32859911
AllCCS	[M+HCOO]-	169.8	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.	7.06 minutes	32390414
Predicted by Siyang on May 30, 2022	14.0778 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.18 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2222.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	384.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	177.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	217.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	130.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	465.7 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	704.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	130.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1262.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	452.5 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	1426.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	389.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	391.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	378.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	473.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	19.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aflatoxin B1	[H][C@]12OC=C[C@@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCC1=O	4132.4	Standard polar	33892256
Aflatoxin B1	[H][C@]12OC=C[C@@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCC1=O	2811.8	Standard non polar	33892256
Aflatoxin B1	[H][C@]12OC=C[C@@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCC1=O	2955.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Aflatoxin B1 EI-B (Non-derivatized)	splash10-03di-0098000000-ddc3fa0269c995f2f419	2019-06-20	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Aflatoxin B1 EI-B (Non-derivatized)	splash10-03di-0098000000-ddc3fa0269c995f2f419	2019-06-20	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin B1 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin B1 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-03fr-7894000000-57075e5f64c138201081	2019-06-20	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 B1 , positive-QTOF	splash10-0aor-0039000000-2a3e295d237d548522c8	2019-06-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin B1 10V, Negative-QTOF	splash10-03di-0009000000-b504eaff11e6208b17b1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin B1 20V, Negative-QTOF	splash10-03di-0029000000-0d18d76abea2df4bc5e0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin B1 40V, Negative-QTOF	splash10-02u3-3191000000-be180eeffb213d24d9aa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin B1 10V, Positive-QTOF	splash10-03di-0009000000-fbd933023572de11abf0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin B1 20V, Positive-QTOF	splash10-03di-0029000000-d57aa65f4120350bede2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin B1 40V, Positive-QTOF	splash10-082i-0091000000-ed39f380b022171d7935	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0009 +/- 0.00097 uM	Adult (>18 years old)	Both	Normal	6420055	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.009 (0.008-0.014) uM	Adult (>18 years old)	Both	Reye's Syndrome	6420055	details

Associated Disorders and Diseases

Disease References

Reye's syndrome
Tsuboi S, Nakagawa T, Tomita M, Seo T, Ono H, Kawamura K, Iwamura N: Detection of aflatoxin B1 in serum samples of male Japanese subjects by radioimmunoassay and high-performance liquid chromatography. Cancer Res. 1984 Mar;44(3):1231-4. [PubMed:6420055 ]

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

BiGG ID

Not Available

Wikipedia Link

Aflatoxin

METLIN ID

Not Available

PubChem Compound

186907

PDB ID

Not Available

ChEBI ID

2504

Food Biomarker Ontology

Not Available

VMH ID

AFLATOXIN

MarkerDB ID

MDB00000487

Good Scents ID

Not Available

References

Synthesis Reference

Trost, Barry M.; Toste, F. Dean. Palladium Catalyzed Kinetic and Dynamic Kinetic Asymmetric Transformations of g-Acyloxybutenolides. Enantioselective Total Synthesis of (+)-Aflatoxin B1 and B2a. Journal of the American Chemical Society (2003), 125(10), 30

Material Safety Data Sheet (MSDS)

Download (PDF)

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 ]

Enzymes

Enzyme Details

1. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

Enzyme Details

2. Aflatoxin B1 aldehyde reductase member 2

General function:: Energy production and conversion
Specific function:: Catalyzes the NADPH-dependent reduction of succinic semialdehyde to gamma-hydroxybutyrate. May have an important role in producing the neuromodulator gamma-hydroxybutyrate (GHB). Has broad substrate specificity. Has NADPH-dependent aldehyde reductase activity towards 2-carboxybenzaldehyde, 2-nitrobenzaldehyde and pyridine-2-aldehyde (in vitro). Can reduce 1,2-naphthoquinone and 9,10-phenanthrenequinone (in vitro). Can reduce the dialdehyde protein-binding form of aflatoxin B1 (AFB1) to the non-binding AFB1 dialcohol. May be involved in protection of liver against the toxic and carcinogenic effects of AFB1, a potent hepatocarcinogen.
Gene Name:: AKR7A2
Uniprot ID:: O43488
Molecular weight:: 39588.65

Enzyme Details

3. Aflatoxin B1 aldehyde reductase member 3

General function:: Involved in oxidoreductase activity
Specific function:: Can reduce the dialdehyde protein-binding form of aflatoxin B1 (AFB1) to the non-binding AFB1 dialcohol. May be involved in protection of liver against the toxic and carcinogenic effects of AFB1, a potent hepatocarcinogen
Gene Name:: AKR7A3
Uniprot ID:: O95154
Molecular weight:: 37206.1

Enzyme Details

4. Aflatoxin B1 aldehyde reductase member 4

General function:: Involved in oxidoreductase activity
Specific function:: Can reduce the dialdehyde protein-binding form of aflatoxin B1 (AFB1) to the non-binding AFB1 dialcohol. May be involved in protection of liver against the toxic and carcinogenic effects of AFB1, a potent hepatocarcinogen
Gene Name:: AKR7L
Uniprot ID:: Q8NHP1
Molecular weight:: 36963.5

Showing metabocard for Aflatoxin B1 (HMDB0006552)

MOL for HMDB0006552 (Aflatoxin B1)

3D MOL for HMDB0006552 (Aflatoxin B1)

3D SDF for HMDB0006552 (Aflatoxin B1)

3D-SDF for HMDB0006552 (Aflatoxin B1)

PDB for HMDB0006552 (Aflatoxin B1)

3D PDB for HMDB0006552 (Aflatoxin B1)

SMILES for HMDB0006552 (Aflatoxin B1)

INCHI for HMDB0006552 (Aflatoxin B1)

Structure for HMDB0006552 (Aflatoxin B1)

3D Structure for HMDB0006552 (Aflatoxin B1)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes