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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:11 UTC

Update Date

2022-03-07 02:52:09 UTC

HMDB ID

HMDB0029399

Secondary Accession Numbers

HMDB29399

Metabolite Identification

Common Name

Ochratoxin A

Description

Ochratoxin A is found in barley. Mycotoxin. Ochratoxin A is produced by Aspergillus melleus, Aspergillus sulphureus and Penicillium viridicatum.Potential contaminant of foodstuffs, especially cereals. Ochratoxin A is found in stored grain products in UK (1997).Ochratoxin A, a toxin produced by Aspergillus ochraceus and Penicillium verrucosum, is one of the most abundant food-contaminating mycotoxins in the world. Human exposure occurs mainly through consumption of improperly stored food products, particularly contaminated grain and pork products, as well as coffee, wine grapes and dried grapes. The toxin has been found in the tissues and organs of animals, including human blood and breast milk. Ochratoxin A toxicity has large species- and sex-specific differences

Structure

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


  Mrv0541 02241220292D          

 28 30  0  0  0  0            999 V2000
    3.5720   -0.6776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8569   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8569    0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -0.6776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -0.2652    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -0.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720    0.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2869    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2869   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -0.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    0.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720   -1.5026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8569   -1.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -2.7400    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -1.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -1.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2864   -1.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  1  0  0  0  0
  2  3  2  0  0  0  0
  2 19  1  0  0  0  0
  4  5  1  0  0  0  0
  4 26  1  0  0  0  0
  5  6  1  0  0  0  0
  5 14  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 16 28  1  6  0  0  0
M  END

HMDB0029399
     RDKit          3D
Ochratoxin A
 46 48  0  0  0  0  0  0  0  0999 V2000
    7.6262   -0.4069    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1313   -0.6226    0.5509 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6021   -0.1974   -0.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308   -0.1062   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4558   -0.2812   -1.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3903   -0.6185   -3.4308 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1045   -0.1837   -2.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3326    0.0844   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    0.1707   -0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013   -0.0074   -2.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0264    0.4260    0.0134 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4701    0.4918   -0.2219 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1946   -0.5660    0.5525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6619   -0.5634    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464   -1.2859   -0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6119   -1.3086   -0.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4572   -0.6143   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9004    0.0995    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5238    0.1223    1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9076    1.8643    0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1254    2.7282    0.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    2.1861   -0.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0501    0.2507    0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.5104    1.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4411    0.1581    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602    0.3144    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5808    0.5562    2.7085 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5719    0.1804    1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0763   -0.7059    1.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7755    0.7084    0.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1354   -0.8320   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9198   -1.6921    0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9769   -0.9183   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0065    0.8275   -0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5741   -0.3206   -2.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7515    0.5854    0.9895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6872    0.3119   -1.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8196   -1.5802    0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9583   -0.3640    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6228   -1.8525   -1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0724   -1.8653   -1.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5404   -0.6363   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5344    0.6632    1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1470    0.6934    2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834    2.9234    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4881    0.6729    2.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
 20 22  1  0
  8 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28  2  1  0
 25  4  1  0
 19 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  7 35  1  0
 11 36  1  0
 12 37  1  6
 13 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 22 45  1  0
 24 46  1  0
M  END


  Mrv0541 02241220292D          

 28 30  0  0  0  0            999 V2000
    3.5720   -0.6776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8569   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8569    0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -0.6776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -0.2652    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -0.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720    0.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2869    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2869   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -0.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    0.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720   -1.5026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8569   -1.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -2.7400    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -1.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -1.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2864   -1.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  1  0  0  0  0
  2  3  2  0  0  0  0
  2 19  1  0  0  0  0
  4  5  1  0  0  0  0
  4 26  1  0  0  0  0
  5  6  1  0  0  0  0
  5 14  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 16 28  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0029399

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1CC2=C(C(=O)O1)C(O)=C(C=C2Cl)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1

> <INCHI_KEY>
RWQKHEORZBHNRI-BMIGLBTASA-N

> <FORMULA>
C20H18ClNO6

> <MOLECULAR_WEIGHT>
403.813

> <EXACT_MASS>
403.08226502

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.12124291419772

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl]formamido}-3-phenylpropanoic acid

> <ALOGPS_LOGP>
3.18

> <JCHEM_LOGP>
4.611055944

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.945288735184751

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1733449085037986

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0440110847627158

> <JCHEM_POLAR_SURFACE_AREA>
112.93

> <JCHEM_REFRACTIVITY>
101.76999999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ochratoxin A

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029399
     RDKit          3D
Ochratoxin A
 46 48  0  0  0  0  0  0  0  0999 V2000
    7.6262   -0.4069    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1313   -0.6226    0.5509 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6021   -0.1974   -0.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308   -0.1062   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4558   -0.2812   -1.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3903   -0.6185   -3.4308 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1045   -0.1837   -2.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3326    0.0844   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    0.1707   -0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013   -0.0074   -2.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0264    0.4260    0.0134 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4701    0.4918   -0.2219 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1946   -0.5660    0.5525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6619   -0.5634    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464   -1.2859   -0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6119   -1.3086   -0.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4572   -0.6143   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9004    0.0995    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5238    0.1223    1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9076    1.8643    0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1254    2.7282    0.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    2.1861   -0.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0501    0.2507    0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.5104    1.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4411    0.1581    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602    0.3144    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5808    0.5562    2.7085 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5719    0.1804    1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0763   -0.7059    1.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7755    0.7084    0.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1354   -0.8320   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9198   -1.6921    0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9769   -0.9183   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0065    0.8275   -0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5741   -0.3206   -2.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7515    0.5854    0.9895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6872    0.3119   -1.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8196   -1.5802    0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9583   -0.3640    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6228   -1.8525   -1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0724   -1.8653   -1.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5404   -0.6363   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5344    0.6632    1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1470    0.6934    2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834    2.9234    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4881    0.6729    2.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
 20 22  1  0
  8 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28  2  1  0
 25  4  1  0
 19 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  7 35  1  0
 11 36  1  0
 12 37  1  6
 13 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 22 45  1  0
 24 46  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       6.668  -1.265   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.333  -0.495   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.333   1.045   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -1.335  -1.265   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.667  -0.495   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  -1.265   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.336  -0.495   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.336   1.045   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668   1.815   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.002   1.045   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.002  -0.495   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668  -1.265   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.001   1.815   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667   1.045   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.335   1.815   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.668  -2.805   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.333  -3.575   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.805   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -1.265   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -0.495   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667   1.045   0.000  0.00  0.00           O+0
HETATM   22 Cl   UNK     0       2.667  -5.115   0.000  0.00  0.00          Cl+0
HETATM   23  C   UNK     0       2.667  -3.575   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -2.805   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -1.265   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.000  -0.495   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.000   1.045   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.001  -3.575   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3   19                                                  
CONECT    3    2                                                            
CONECT    4    5   26                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    7   11                                                       
CONECT   13   14                                                            
CONECT   14    5   13   15                                                  
CONECT   15   14                                                            
CONECT   16    1   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19    2   18   20                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20                                                            
CONECT   22   23                                                            
CONECT   23   18   22   24                                                  
CONECT   24   23   25                                                       
CONECT   25   20   24   26                                                  
CONECT   26    4   25   27                                                  
CONECT   27   26                                                            
CONECT   28   16                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0029399
HETATM    1  C1  UNL     1       7.626  -0.407   0.580  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.131  -0.623   0.551  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.602  -0.197  -0.776  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.131  -0.106  -0.766  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.456  -0.281  -1.987  1.00  0.00           C  
HETATM    6 CL1  UNL     1       4.390  -0.619  -3.431  1.00  0.00          CL  
HETATM    7  C6  UNL     1       2.104  -0.184  -2.008  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.333   0.084  -0.871  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.099   0.171  -0.989  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.601  -0.007  -2.159  1.00  0.00           O  
HETATM   11  N1  UNL     1      -1.026   0.426   0.013  1.00  0.00           N  
HETATM   12  C9  UNL     1      -2.470   0.492  -0.222  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.195  -0.566   0.552  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.662  -0.563   0.369  1.00  0.00           C  
HETATM   15  C12 UNL     1      -5.246  -1.286  -0.674  1.00  0.00           C  
HETATM   16  C13 UNL     1      -6.612  -1.309  -0.861  1.00  0.00           C  
HETATM   17  C14 UNL     1      -7.457  -0.614  -0.021  1.00  0.00           C  
HETATM   18  C15 UNL     1      -6.900   0.099   1.007  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.524   0.122   1.196  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.908   1.864   0.095  1.00  0.00           C  
HETATM   21  O2  UNL     1      -2.125   2.728   0.510  1.00  0.00           O  
HETATM   22  O3  UNL     1      -4.243   2.186  -0.083  1.00  0.00           O  
HETATM   23  C18 UNL     1       2.050   0.251   0.322  1.00  0.00           C  
HETATM   24  O4  UNL     1       1.356   0.510   1.445  1.00  0.00           O  
HETATM   25  C19 UNL     1       3.441   0.158   0.388  1.00  0.00           C  
HETATM   26  C20 UNL     1       4.160   0.314   1.637  1.00  0.00           C  
HETATM   27  O5  UNL     1       3.581   0.556   2.708  1.00  0.00           O  
HETATM   28  O6  UNL     1       5.572   0.180   1.598  1.00  0.00           O  
HETATM   29  H1  UNL     1       8.076  -0.706   1.543  1.00  0.00           H  
HETATM   30  H2  UNL     1       7.776   0.708   0.501  1.00  0.00           H  
HETATM   31  H3  UNL     1       8.135  -0.832  -0.301  1.00  0.00           H  
HETATM   32  H4  UNL     1       5.920  -1.692   0.708  1.00  0.00           H  
HETATM   33  H5  UNL     1       5.977  -0.918  -1.535  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.007   0.828  -0.982  1.00  0.00           H  
HETATM   35  H7  UNL     1       1.574  -0.321  -2.964  1.00  0.00           H  
HETATM   36  H8  UNL     1      -0.752   0.585   0.990  1.00  0.00           H  
HETATM   37  H9  UNL     1      -2.687   0.312  -1.302  1.00  0.00           H  
HETATM   38  H10 UNL     1      -2.820  -1.580   0.371  1.00  0.00           H  
HETATM   39  H11 UNL     1      -2.958  -0.364   1.640  1.00  0.00           H  
HETATM   40  H12 UNL     1      -4.623  -1.853  -1.368  1.00  0.00           H  
HETATM   41  H13 UNL     1      -7.072  -1.865  -1.666  1.00  0.00           H  
HETATM   42  H14 UNL     1      -8.540  -0.636  -0.175  1.00  0.00           H  
HETATM   43  H15 UNL     1      -7.534   0.663   1.696  1.00  0.00           H  
HETATM   44  H16 UNL     1      -5.147   0.693   2.017  1.00  0.00           H  
HETATM   45  H17 UNL     1      -4.683   2.923   0.480  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.488   0.673   2.377  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   28   32
CONECT    3    4   33   34
CONECT    4    5    5   25
CONECT    5    6    7
CONECT    7    8    8   35
CONECT    8    9   23
CONECT    9   10   10   11
CONECT   11   12   36
CONECT   12   13   20   37
CONECT   13   14   38   39
CONECT   14   15   15   19
CONECT   15   16   40
CONECT   16   17   17   41
CONECT   17   18   42
CONECT   18   19   19   43
CONECT   19   44
CONECT   20   21   21   22
CONECT   22   45
CONECT   23   24   25   25
CONECT   24   46
CONECT   25   26
CONECT   26   27   27   28
END

HMDB0029399
     RDKit          3D
Ochratoxin A
 46 48  0  0  0  0  0  0  0  0999 V2000
    7.6262   -0.4069    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1313   -0.6226    0.5509 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6021   -0.1974   -0.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308   -0.1062   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4558   -0.2812   -1.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3903   -0.6185   -3.4308 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1045   -0.1837   -2.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3326    0.0844   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    0.1707   -0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013   -0.0074   -2.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0264    0.4260    0.0134 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4701    0.4918   -0.2219 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1946   -0.5660    0.5525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6619   -0.5634    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464   -1.2859   -0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6119   -1.3086   -0.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4572   -0.6143   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9004    0.0995    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5238    0.1223    1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9076    1.8643    0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1254    2.7282    0.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    2.1861   -0.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0501    0.2507    0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.5104    1.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4411    0.1581    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602    0.3144    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5808    0.5562    2.7085 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5719    0.1804    1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0763   -0.7059    1.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7755    0.7084    0.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1354   -0.8320   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9198   -1.6921    0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9769   -0.9183   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0065    0.8275   -0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5741   -0.3206   -2.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7515    0.5854    0.9895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6872    0.3119   -1.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8196   -1.5802    0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9583   -0.3640    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6228   -1.8525   -1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0724   -1.8653   -1.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5404   -0.6363   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5344    0.6632    1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1470    0.6934    2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834    2.9234    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4881    0.6729    2.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
 20 22  1  0
  8 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28  2  1  0
 25  4  1  0
 19 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  7 35  1  0
 11 36  1  0
 12 37  1  6
 13 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 22 45  1  0
 24 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]amino}-3-phenylpropanoic acid	ChEBI
(R)-N-((5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)phenylalanine	ChEBI
N-[(3R)-5-Chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]-L-phenylalanine	ChEBI
N-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbonyl}-L-phenylalanine	ChEBI
OTA	ChEBI
(2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]amino}-3-phenylpropanoate	Generator
Antibiotic 9663	HMDB
N-[(5-chloro-3,4-dihydro-8-Hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl]phenylalanine, 9ci	HMDB
Ochratoxin a-bsa conjugate from aspergillus ochraceus	HMDB
Phenylalanine - ochratoxin a	HMDB

Chemical Formula

C₂₀H₁₈ClNO₆

Average Molecular Weight

403.813

Monoisotopic Molecular Weight

403.08226502

IUPAC Name

(2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl]formamido}-3-phenylpropanoic acid

Traditional Name

ochratoxin A

CAS Registry Number

303-47-9

SMILES

C[C@@H]1CC2=C(C(=O)O1)C(O)=C(C=C2Cl)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1

InChI Key

RWQKHEORZBHNRI-BMIGLBTASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ochratoxins and related substances. These are a group of chemically related metabolites containing a 3,4-dihydro-3-methylisocoumarin moiety linked through a carboxyl group to L-beta-phenylalanine by a secondary amine bond.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Ochratoxins and related substances

Sub Class

Not Available

Direct Parent

Ochratoxins and related substances

Alternative Parents

Substituents

Ochratoxin-skeleton
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Salicylic acid or derivatives
2-benzopyran
Isochromane
Benzopyran
Aryl halide
Benzenoid
Aryl chloride
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous acid
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Lactone
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:7719 )
organochlorine compound (CHEBI:7719 )
phenylalanine derivative (CHEBI:7719 )
N-acyl-L-phenylalanine (CHEBI:7719 )
isochromanes (CHEBI:7719 )
Mycotoxins (C09955 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029399)
Cell membrane (HMDB: HMDB0029399)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029399)

Source

Endogenous

Endogenous (HMDB: HMDB0029399)

Plant

Poaceae (HMDB: HMDB0029399)

Fungi

Aspergillus ochraceus (HMDB: HMDB0029399)

Exogenous

Food

Food (HMDB: HMDB0029399)

Cereal and cereal product

Cereal

Barley (FooDB: FOOD00088)
Common wheat (FooDB: FOOD00187)

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0029399)

Process

Not Available

Role

Indirect biological role

Metabotoxin

Teratogen (HMDB: HMDB0029399)
Nephrotoxin (HMDB: HMDB0029399)

Biological role

Calcium antagonist (HMDB: HMDB0029399)
Carcinogenic agent (HMDB: HMDB0029399)
Mycotoxin (HMDB: HMDB0029399)
Teratogenic agent (HMDB: HMDB0029399)
Aspergillus metabolite (HMDB: HMDB0029399)
Penicillium metabolite (HMDB: HMDB0029399)
Mycotoxin (HMDB: HMDB0029399)
Carcinogenic (HMDB: HMDB0029399)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	169 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.99 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.74	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	3.18	ALOGPS
logP	4.61	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	3.17	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	112.93 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	101.77 m³·mol⁻¹	ChemAxon
Polarizability	40.12 Å³	ChemAxon
Number of Rings	3	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+H]+	188.073	30932474
DeepCCS	[M-H]-	185.678	30932474
DeepCCS	[M-2H]-	218.922	30932474
DeepCCS	[M+Na]+	193.986	30932474
AllCCS	[M+H]+	192.1	32859911
AllCCS	[M+H-H2O]+	189.5	32859911
AllCCS	[M+NH4]+	194.4	32859911
AllCCS	[M+Na]+	195.1	32859911
AllCCS	[M-H]-	190.7	32859911
AllCCS	[M+Na-2H]-	190.8	32859911
AllCCS	[M+HCOO]-	190.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.86 minutes	32390414
Predicted by Siyang on May 30, 2022	15.6014 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.13 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2818.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	362.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	175.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	191.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	173.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	654.3 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	775.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1276.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	607.8 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	1779.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	392.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	480.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	345.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	175.7 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	21.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ochratoxin A	C[C@@H]1CC2=C(C(=O)O1)C(O)=C(C=C2Cl)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	4695.2	Standard polar	33892256
Ochratoxin A	C[C@@H]1CC2=C(C(=O)O1)C(O)=C(C=C2Cl)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	2965.0	Standard non polar	33892256
Ochratoxin A	C[C@@H]1CC2=C(C(=O)O1)C(O)=C(C=C2Cl)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	3492.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ochratoxin A,1TMS,isomer #1	C[C@@H]1CC2=C(Cl)C=C(C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)O)C(O[Si](C)(C)C)=C2C(=O)O1	3249.3	Semi standard non polar	33892256
Ochratoxin A,1TMS,isomer #2	C[C@@H]1CC2=C(Cl)C=C(C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)O[Si](C)(C)C)C(O)=C2C(=O)O1	3168.9	Semi standard non polar	33892256
Ochratoxin A,1TMS,isomer #3	C[C@@H]1CC2=C(Cl)C=C(C(=O)N([C@@H](CC3=CC=CC=C3)C(=O)O)[Si](C)(C)C)C(O)=C2C(=O)O1	3144.6	Semi standard non polar	33892256
Ochratoxin A,2TMS,isomer #1	C[C@@H]1CC2=C(Cl)C=C(C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C2C(=O)O1	3194.8	Semi standard non polar	33892256
Ochratoxin A,2TMS,isomer #2	C[C@@H]1CC2=C(Cl)C=C(C(=O)N([C@@H](CC3=CC=CC=C3)C(=O)O)[Si](C)(C)C)C(O[Si](C)(C)C)=C2C(=O)O1	3142.9	Semi standard non polar	33892256
Ochratoxin A,2TMS,isomer #3	C[C@@H]1CC2=C(Cl)C=C(C(=O)N([C@@H](CC3=CC=CC=C3)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(O)=C2C(=O)O1	3094.8	Semi standard non polar	33892256
Ochratoxin A,3TMS,isomer #1	C[C@@H]1CC2=C(Cl)C=C(C(=O)N([C@@H](CC3=CC=CC=C3)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C2C(=O)O1	3140.3	Semi standard non polar	33892256
Ochratoxin A,3TMS,isomer #1	C[C@@H]1CC2=C(Cl)C=C(C(=O)N([C@@H](CC3=CC=CC=C3)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(O[Si](C)(C)C)=C2C(=O)O1	3099.4	Standard non polar	33892256
Ochratoxin A,1TBDMS,isomer #1	C[C@@H]1CC2=C(Cl)C=C(C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)O)C(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3472.2	Semi standard non polar	33892256
Ochratoxin A,1TBDMS,isomer #2	C[C@@H]1CC2=C(Cl)C=C(C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)O[Si](C)(C)C(C)(C)C)C(O)=C2C(=O)O1	3431.3	Semi standard non polar	33892256
Ochratoxin A,1TBDMS,isomer #3	C[C@@H]1CC2=C(Cl)C=C(C(=O)N([C@@H](CC3=CC=CC=C3)C(=O)O)[Si](C)(C)C(C)(C)C)C(O)=C2C(=O)O1	3387.9	Semi standard non polar	33892256
Ochratoxin A,2TBDMS,isomer #1	C[C@@H]1CC2=C(Cl)C=C(C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3604.2	Semi standard non polar	33892256
Ochratoxin A,2TBDMS,isomer #2	C[C@@H]1CC2=C(Cl)C=C(C(=O)N([C@@H](CC3=CC=CC=C3)C(=O)O)[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3581.7	Semi standard non polar	33892256
Ochratoxin A,2TBDMS,isomer #3	C[C@@H]1CC2=C(Cl)C=C(C(=O)N([C@@H](CC3=CC=CC=C3)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)=C2C(=O)O1	3555.6	Semi standard non polar	33892256
Ochratoxin A,3TBDMS,isomer #1	C[C@@H]1CC2=C(Cl)C=C(C(=O)N([C@@H](CC3=CC=CC=C3)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3714.3	Semi standard non polar	33892256
Ochratoxin A,3TBDMS,isomer #1	C[C@@H]1CC2=C(Cl)C=C(C(=O)N([C@@H](CC3=CC=CC=C3)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3655.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ochratoxin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9346000000-0f256a6b22cf7bb2e294	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ochratoxin A GC-MS (2 TMS) - 70eV, Positive	splash10-00e9-9210330000-961847cfb020199e91a1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ochratoxin A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ochratoxin A 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 - Ochratoxin A 10V, Positive-QTOF	splash10-0k9i-4139700000-7370054788c4ba422c78	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ochratoxin A 20V, Positive-QTOF	splash10-000i-2279000000-db0e6b9748bb326f459b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ochratoxin A 40V, Positive-QTOF	splash10-0006-9520000000-1ef633b0c26d3fb20ae0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ochratoxin A 10V, Negative-QTOF	splash10-0pb9-0009400000-edc4f177319e57616957	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ochratoxin A 20V, Negative-QTOF	splash10-0pb9-2539200000-3b92a4651b761437b140	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ochratoxin A 40V, Negative-QTOF	splash10-0006-9221000000-a1d42d3201899ff492f0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ochratoxin A 10V, Negative-QTOF	splash10-0udi-0223900000-ef4ea8167de3f9ff4fcc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ochratoxin A 20V, Negative-QTOF	splash10-0udi-4916300000-56066b94f1e32bc9b929	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ochratoxin A 40V, Negative-QTOF	splash10-0uyi-7690000000-155cbbeca5ed287618e8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ochratoxin A 10V, Positive-QTOF	splash10-0udi-0022900000-9fd6866f295ffed72c0a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ochratoxin A 20V, Positive-QTOF	splash10-000i-0492200000-5bda2ffac7fded8aa556	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ochratoxin A 40V, Positive-QTOF	splash10-0uki-1970000000-3840c9347cddee0a7fbb	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ochratoxin_A

METLIN ID

Not Available

PubChem Compound

442530

PDB ID

Not Available

ChEBI ID

7719

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1136941

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

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

Showing metabocard for Ochratoxin A (HMDB0029399)

MOL for HMDB0029399 (Ochratoxin A)

3D MOL for HMDB0029399 (Ochratoxin A)

3D SDF for HMDB0029399 (Ochratoxin A)

3D-SDF for HMDB0029399 (Ochratoxin A)

PDB for HMDB0029399 (Ochratoxin A)

3D PDB for HMDB0029399 (Ochratoxin A)

SMILES for HMDB0029399 (Ochratoxin A)

INCHI for HMDB0029399 (Ochratoxin A)

Structure for HMDB0029399 (Ochratoxin A)

3D Structure for HMDB0029399 (Ochratoxin A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra