NP-MRD: Showing NP-Card for 2,3-Epoxyaflatoxin B1 (NP0136746)

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Record Information

Version

2.0

Created at

2022-05-12 15:22:28 UTC

Updated at

2022-05-12 15:22:28 UTC

NP-MRD ID

NP0136746

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3-Epoxyaflatoxin B1

Description

2,3-Epoxyaflatoxin B1, also known as aflatoxin B1 8,9-epoxide or afb epoxide, 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. 2,3-Epoxyaflatoxin B1 is an extremely weak basic (essentially neutral) compound (based on its pKa). 2,3-Epoxyaflatoxin B1 exists in all living organisms, ranging from bacteria to humans.

Structure

MOL 3D MOL SDF PDB SMILES InChI

 
  Mrv1652304202019342D          

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

     RDKit          3D

 36 41  0  0  0  0  0  0  0  0999 V2000
   -2.2442    3.2833    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668    1.9015    0.2331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8555    1.2986    0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3388    2.0297    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545    1.4137   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6223    0.0594   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317   -0.6623   -0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5173   -1.9780   -0.5686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5809   -2.6861   -0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4918   -3.9445   -0.7758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308   -2.1242   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9770   -0.7722   -0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739   -0.0399   -0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3726   -0.4690   -0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0082   -1.7651    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1780   -2.7382   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5002   -3.8271   -0.8866 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316   -0.3730   -0.5456 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7089    0.9456   -0.8559 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8808    1.8838   -0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732    0.8732   -0.2763 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8532    0.0814    0.8605 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9317   -1.3644    0.5929 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6706   -0.7366    0.7782 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0671    3.8787   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6421    3.6532    1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3078    3.4509    0.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2944    3.0991    0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303   -0.2339   -1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6843    0.3266    0.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0693   -1.8431    0.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7850   -1.8983    1.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -1.1292   -1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7898    1.1627   -1.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4456    0.2990    1.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0581   -1.0555    1.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 18  1  0
 18  6  1  0
  6  5  2  0
  5 20  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  3 13  1  0
 13  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 18 19  1  0
  7  6  1  0
 16 11  1  0
 20 19  1  0
 12 13  1  0
 24 22  1  0
 19 34  1  6
 22 35  1  1
 24 36  1  1
 18 33  1  6
  4 28  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
M  END

 
  Mrv1652304202019342D          

 26 31  0  0  1  0            999 V2000
   22.2427  -19.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9571  -19.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4594  -19.7087    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2806  -20.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6681  -19.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9606  -18.7355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9693  -20.3816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.9726  -19.0324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.9571  -21.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4525  -21.0513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3860  -19.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6681  -20.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6785  -18.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1789  -20.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1824  -19.2876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.3894  -18.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1661  -19.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3860  -21.2100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6716  -17.4998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1730  -18.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6526  -19.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0970  -20.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4317  -17.7069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8726  -18.9930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.5560  -21.0975    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.3962  -18.4893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  0  0  0  0
 11 16  2  0  0  0  0
 11 17  1  0  0  0  0
 12 18  1  0  0  0  0
 13 19  2  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  2  0  0  0  0
  7 10  1  0  0  0  0
  9 12  2  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 20 21  1  0  0  0  0
  3 24  1  6  0  0  0
  7 25  1  6  0  0  0
 15 26  1  6  0  0  0
  8 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0136746

> <DATABASE_NAME>
NP-MRD

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

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

> <INCHI_KEY>
KHBXRZGALJGBPA-IRWJRLHMSA-N

> <FORMULA>
C17H12O7

> <MOLECULAR_WEIGHT>
328.273

> <EXACT_MASS>
328.058302738

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.9332054522501

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
1.5560570326666667

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.788188157008925

> <JCHEM_PKA_STRONGEST_BASIC>
-4.03578193218188

> <JCHEM_POLAR_SURFACE_AREA>
83.59

> <JCHEM_REFRACTIVITY>
77.0125

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

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

View in JSmol

Synonyms

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

Chemical Formula

C₁₇H₁₂O₇

Average Mass

328.2730 Da

Monoisotopic Mass

328.05830 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

KHBXRZGALJGBPA-IRWJRLHMSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Difurocoumarocyclopentenones

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aflatoxin (CHEBI:30725 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.33	ALOGPS
logP	1.56	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	17.79	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	83.59 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.01 m³·mol⁻¹	ChemAxon
Polarizability	30.93 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon