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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:03 UTC

Update Date

2022-03-07 02:52:34 UTC

HMDB ID

HMDB0030480

Secondary Accession Numbers

HMDB30480

Metabolite Identification

Common Name

Aflatoxin M2

Description

Trace mycotoxin of Aspergillus flavus [CCD].Aflatoxins are naturally occurring mycotoxins that are produced by many species of Aspergillus, a fungus, most notably Aspergillus flavus and Aspergillus parasiticus. Aflatoxins are toxic and among the most carcinogenic substances known. Aflatoxin M2 is a metabolite of aflatoxin B2 in milk of cattle fed on contaminated foods. (Wikipedia)

Structure

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


  Mrv0541 02241215162D          

 25 29  0  0  0  0            999 V2000
    2.0625   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    0.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9203   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9203   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5634   -2.4058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0086   -0.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7616   -0.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7184   -1.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0785   -1.7384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5634   -1.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0259   -0.3877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3888   -2.4183    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  2  0  0  0  0
 13  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  9  1  0  0  0  0
  1  4  1  0  0  0  0
  6  1  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  7  8  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
  9 10  1  0  0  0  0
  8  9  2  0  0  0  0
 18 12  1  0  0  0  0
 12 13  1  0  0  0  0
 19 14  1  0  0  0  0
 14 13  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5 23  2  0  0  0  0
  7 24  2  0  0  0  0
 18 25  1  6  0  0  0
M  END

HMDB0030480
     RDKit          3D
Aflatoxin M2
 38 42  0  0  0  0  0  0  0  0999 V2000
    2.4211   -3.1529    0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2807   -1.8009    0.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0229   -1.3493    0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883   -2.1638    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2921   -1.5860   -0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -0.2772   -0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952    0.5177   -0.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4390    1.7544   -0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6146    2.5363   -0.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406    3.7555   -1.2771 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8714    2.0892   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    0.7805   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9105   -0.0286   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399    0.4947    0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2109    1.7577   -0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1863    2.7485   -0.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4322    3.9449   -0.7398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470   -0.0573   -0.8946 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1013   -0.1253   -2.2595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324    1.1722   -0.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237    0.5910    0.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7103   -0.6984    1.0847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5452   -1.1955   -0.1870 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5475   -2.2237   -0.2387 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368   -3.4446    1.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843   -3.8309    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908   -3.3348    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049   -3.1815    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8377   -0.3659   -0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417    0.1989    1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7806    2.1082    0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9804    1.6176   -0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8627   -1.0584   -2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7055    1.9170    0.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1118    1.6379   -1.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0506    1.2447    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2635    0.5139    0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4732   -1.5055   -0.6857 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  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13  3  1  0
 23 18  1  0
 24  5  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
 19 33  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
 21 37  1  0
 23 38  1  6
M  END


  Mrv0541 02241215162D          

 25 29  0  0  0  0            999 V2000
    2.0625   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    0.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9203   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9203   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5634   -2.4058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0086   -0.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7616   -0.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7184   -1.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0785   -1.7384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5634   -1.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0259   -0.3877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3888   -2.4183    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  2  0  0  0  0
 13  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  9  1  0  0  0  0
  1  4  1  0  0  0  0
  6  1  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  7  8  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
  9 10  1  0  0  0  0
  8  9  2  0  0  0  0
 18 12  1  0  0  0  0
 12 13  1  0  0  0  0
 19 14  1  0  0  0  0
 14 13  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5 23  2  0  0  0  0
  7 24  2  0  0  0  0
 18 25  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0030480

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12OCC[C@@]1(O)C1=C3OC(=O)C4=C(CCC4=O)C3=C(OC)C=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O7/c1-21-9-6-10-13(17(20)4-5-22-16(17)23-10)14-12(9)7-2-3-8(18)11(7)15(19)24-14/h6,16,20H,2-5H2,1H3/t16-,17-/m1/s1

> <INCHI_KEY>
OQLKWHFMUPJCJY-IAGOWNOFSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.2889

> <EXACT_MASS>
330.073952802

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.709617177659133

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,9,11,13(17)-tetraene-16,18-dione

> <ALOGPS_LOGP>
1.16

> <JCHEM_LOGP>
0.6885200100000002

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.7897820042724

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.847554001776109

> <JCHEM_PKA_STRONGEST_BASIC>
-4.166520598688816

> <JCHEM_POLAR_SURFACE_AREA>
91.28999999999999

> <JCHEM_REFRACTIVITY>
79.69030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,9,11,13(17)-tetraene-16,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030480
     RDKit          3D
Aflatoxin M2
 38 42  0  0  0  0  0  0  0  0999 V2000
    2.4211   -3.1529    0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2807   -1.8009    0.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0229   -1.3493    0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883   -2.1638    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2921   -1.5860   -0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -0.2772   -0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952    0.5177   -0.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4390    1.7544   -0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6146    2.5363   -0.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406    3.7555   -1.2771 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8714    2.0892   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    0.7805   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9105   -0.0286   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399    0.4947    0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2109    1.7577   -0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1863    2.7485   -0.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4322    3.9449   -0.7398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470   -0.0573   -0.8946 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1013   -0.1253   -2.2595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324    1.1722   -0.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237    0.5910    0.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7103   -0.6984    1.0847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5452   -1.1955   -0.1870 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5475   -2.2237   -0.2387 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368   -3.4446    1.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843   -3.8309    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908   -3.3348    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049   -3.1815    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8377   -0.3659   -0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417    0.1989    1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7806    2.1082    0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9804    1.6176   -0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8627   -1.0584   -2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7055    1.9170    0.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1118    1.6379   -1.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0506    1.2447    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2635    0.5139    0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4732   -1.5055   -0.6857 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  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13  3  1  0
 23 18  1  0
 24  5  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
 19 33  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
 21 37  1  0
 23 38  1  6
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  C   UNK     0       3.850  -1.705   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850  -4.785   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.184  -4.015   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.184  -2.475   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.184   0.605   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.850  -0.165   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.851   0.605   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.517  -0.165   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.517  -1.705   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.185  -1.705   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.185  -0.165   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.052  -4.491   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.516  -4.015   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.516  -2.475   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.016  -0.757   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.422  -1.309   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.341  -2.846   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.147  -3.245   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.052  -1.999   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.915  -0.724   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.517  -4.785   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.851  -4.015   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.184   2.145   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.851   2.145   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0      -0.726  -4.514   0.000  0.00  0.00           H+0
CONECT    1   14    4    6                                                  
CONECT    2   13    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    9    1                                                  
CONECT    5    6    8   23                                                  
CONECT    6    1    5                                                       
CONECT    7    8   11   24                                                  
CONECT    8    5    7    9                                                  
CONECT    9    4   10    8                                                  
CONECT   10   11    9                                                       
CONECT   11   10    7                                                       
CONECT   12   18   13                                                       
CONECT   13    2   12   14                                                  
CONECT   14    1   19   13                                                  
CONECT   15   16   19                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   12   17   19   25                                             
CONECT   19   14   15   18   20                                             
CONECT   20   19                                                            
CONECT   21    3   22                                                       
CONECT   22   21                                                            
CONECT   23    5                                                            
CONECT   24    7                                                            
CONECT   25   18                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0030480
HETATM    1  C1  UNL     1       2.421  -3.153   0.974  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.281  -1.801   0.577  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.023  -1.349   0.211  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.088  -2.164   0.219  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.292  -1.586  -0.171  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.430  -0.277  -0.556  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.295   0.518  -0.554  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.439   1.754  -0.920  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.615   2.536  -0.930  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.541   3.755  -1.277  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.871   2.089  -0.565  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.031   0.780  -0.176  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.910  -0.029  -0.172  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.440   0.495   0.174  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.211   1.758  -0.064  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.186   2.748  -0.491  1.00  0.00           C  
HETATM   17  O4  UNL     1       3.432   3.945  -0.740  1.00  0.00           O  
HETATM   18  C14 UNL     1      -2.847  -0.057  -0.895  1.00  0.00           C  
HETATM   19  O5  UNL     1      -3.101  -0.125  -2.260  1.00  0.00           O  
HETATM   20  C15 UNL     1      -3.432   1.172  -0.264  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.224   0.591   0.902  1.00  0.00           C  
HETATM   22  O6  UNL     1      -3.710  -0.698   1.085  1.00  0.00           O  
HETATM   23  C17 UNL     1      -3.545  -1.196  -0.187  1.00  0.00           C  
HETATM   24  O7  UNL     1      -2.548  -2.224  -0.239  1.00  0.00           O  
HETATM   25  H1  UNL     1       1.637  -3.445   1.710  1.00  0.00           H  
HETATM   26  H2  UNL     1       2.284  -3.831   0.097  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.391  -3.335   1.486  1.00  0.00           H  
HETATM   28  H4  UNL     1       0.005  -3.182   0.515  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.838  -0.366  -0.411  1.00  0.00           H  
HETATM   30  H6  UNL     1       3.542   0.199   1.251  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.781   2.108   0.821  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.980   1.618  -0.870  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.863  -1.058  -2.550  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.706   1.917   0.040  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.112   1.638  -1.016  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.051   1.245   1.770  1.00  0.00           H  
HETATM   37  H13 UNL     1      -5.264   0.514   0.584  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.473  -1.505  -0.686  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   28
CONECT    5    6    6   24
CONECT    6    7   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   20   23
CONECT   19   33
CONECT   20   21   34   35
CONECT   21   22   36   37
CONECT   22   23
CONECT   23   24   38
END

HMDB0030480
     RDKit          3D
Aflatoxin M2
 38 42  0  0  0  0  0  0  0  0999 V2000
    2.4211   -3.1529    0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2807   -1.8009    0.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0229   -1.3493    0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883   -2.1638    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2921   -1.5860   -0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -0.2772   -0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952    0.5177   -0.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4390    1.7544   -0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6146    2.5363   -0.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406    3.7555   -1.2771 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8714    2.0892   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    0.7805   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9105   -0.0286   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399    0.4947    0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2109    1.7577   -0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1863    2.7485   -0.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4322    3.9449   -0.7398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470   -0.0573   -0.8946 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1013   -0.1253   -2.2595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324    1.1722   -0.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237    0.5910    0.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7103   -0.6984    1.0847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5452   -1.1955   -0.1870 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5475   -2.2237   -0.2387 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368   -3.4446    1.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843   -3.8309    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908   -3.3348    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049   -3.1815    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8377   -0.3659   -0.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417    0.1989    1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7806    2.1082    0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9804    1.6176   -0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8627   -1.0584   -2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7055    1.9170    0.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1118    1.6379   -1.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0506    1.2447    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2635    0.5139    0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4732   -1.5055   -0.6857 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  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13  3  1  0
 23 18  1  0
 24  5  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
 19 33  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
 21 37  1  0
 23 38  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Hydroxyaflatoxin b2	HMDB
Aflatoxin m2	MeSH

Chemical Formula

C₁₇H₁₄O₇

Average Molecular Weight

330.2889

Monoisotopic Molecular Weight

330.073952802

IUPAC Name

(3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,9,11,13(17)-tetraene-16,18-dione

Traditional Name

(3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,9,11,13(17)-tetraene-16,18-dione

CAS Registry Number

6885-57-0

SMILES

[H][C@]12OCC[C@@]1(O)C1=C3OC(=O)C4=C(CCC4=O)C3=C(OC)C=C1O2

InChI Identifier

InChI=1S/C17H14O7/c1-21-9-6-10-13(17(20)4-5-22-16(17)23-10)14-12(9)7-2-3-8(18)11(7)15(19)24-14/h6,16,20H,2-5H2,1H3/t16-,17-/m1/s1

InChI Key

OQLKWHFMUPJCJY-IAGOWNOFSA-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
Heteroaromatic compound
Tetrahydrofuran
Tertiary alcohol
Ketone
Lactone
Oxacycle
Ether
Acetal
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030480)
Cytoplasm (HMDB: HMDB0030480)

Source

Endogenous

Endogenous (HMDB: HMDB0030480)

Plant

Plant (HMDB: HMDB0030480)

Fungi

Aspergillus flavus (HMDB: HMDB0030480)
Aspergillus parasiticus (HMDB: HMDB0030480)

Exogenous

Food

Food (HMDB: HMDB0030480)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	293 °C	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	2.16 g/L	ALOGPS
logP	1.16	ALOGPS
logP	0.69	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	11.85	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	79.69 m³·mol⁻¹	ChemAxon
Polarizability	31.71 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	172.659	31661259
DarkChem	[M-H]-	172.219	31661259
DeepCCS	[M-2H]-	206.845	30932474
DeepCCS	[M+Na]+	181.829	30932474
AllCCS	[M+H]+	173.3	32859911
AllCCS	[M+H-H2O]+	170.1	32859911
AllCCS	[M+NH4]+	176.3	32859911
AllCCS	[M+Na]+	177.2	32859911
AllCCS	[M-H]-	179.0	32859911
AllCCS	[M+Na-2H]-	178.3	32859911
AllCCS	[M+HCOO]-	177.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aflatoxin M2	[H][C@]12OCC[C@@]1(O)C1=C3OC(=O)C4=C(CCC4=O)C3=C(OC)C=C1O2	4181.6	Standard polar	33892256
Aflatoxin M2	[H][C@]12OCC[C@@]1(O)C1=C3OC(=O)C4=C(CCC4=O)C3=C(OC)C=C1O2	2857.5	Standard non polar	33892256
Aflatoxin M2	[H][C@]12OCC[C@@]1(O)C1=C3OC(=O)C4=C(CCC4=O)C3=C(OC)C=C1O2	3160.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aflatoxin M2,1TMS,isomer #1	COC1=CC2=C(C3=C1C1=C(C(=O)CC1)C(=O)O3)[C@]1(O[Si](C)(C)C)CCO[C@@H]1O2	2948.3	Semi standard non polar	33892256
Aflatoxin M2,1TBDMS,isomer #1	COC1=CC2=C(C3=C1C1=C(C(=O)CC1)C(=O)O3)[C@]1(O[Si](C)(C)C(C)(C)C)CCO[C@@H]1O2	3148.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin M2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w2i-2096000000-9169075ddefa9937a8c1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin M2 GC-MS (1 TMS) - 70eV, Positive	splash10-00di-3009000000-8c418faf6d2e754e0c73	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin M2 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aflatoxin M2 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 - Aflatoxin M2 10V, Positive-QTOF	splash10-001i-0019000000-94f62e69bd0d52772405	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin M2 20V, Positive-QTOF	splash10-01q9-0059000000-fa3fc661e4bc419233b9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin M2 40V, Positive-QTOF	splash10-0hkj-1490000000-bcc2cd2fa3e943cb5ef1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin M2 10V, Negative-QTOF	splash10-004i-0029000000-b43270ba63b1187cc92f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin M2 20V, Negative-QTOF	splash10-004i-0049000000-7bf4268d538716c4e36b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin M2 40V, Negative-QTOF	splash10-004u-3290000000-947d0efb5db15f150991	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin M2 10V, Positive-QTOF	splash10-001i-0009000000-931b28fcfeb1b8f804fe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin M2 20V, Positive-QTOF	splash10-001i-0009000000-68ab2d4747d7cf17f255	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin M2 40V, Positive-QTOF	splash10-0udr-0059000000-a00ef4dc804d9d9aa603	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin M2 10V, Negative-QTOF	splash10-004i-0009000000-8e9d1a384717180cd0e2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin M2 20V, Negative-QTOF	splash10-004i-0039000000-1dc9c79fc672518bc895	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aflatoxin M2 40V, Negative-QTOF	splash10-0gxt-0496000000-ef1b0510e40b34d6a5bb	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002349

KNApSAcK ID

C00023621

Chemspider ID

9078879

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10903619

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Aflatoxin M2 (HMDB0030480)

MOL for HMDB0030480 (Aflatoxin M2)

3D MOL for HMDB0030480 (Aflatoxin M2)

3D SDF for HMDB0030480 (Aflatoxin M2)

3D-SDF for HMDB0030480 (Aflatoxin M2)

PDB for HMDB0030480 (Aflatoxin M2)

3D PDB for HMDB0030480 (Aflatoxin M2)

SMILES for HMDB0030480 (Aflatoxin M2)

INCHI for HMDB0030480 (Aflatoxin M2)

Structure for HMDB0030480 (Aflatoxin M2)

3D Structure for HMDB0030480 (Aflatoxin M2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra