NP-MRD: Showing NP-Card for Aflatoxin b2 (NP0004829)

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Record Information

Version

2.0

Created at

2020-12-09 02:14:24 UTC

Updated at

2021-08-19 23:59:36 UTC

NP-MRD ID

NP0004829

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aflatoxin b2

Provided By

NPAtlas

Description

Aflatoxin B2 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. Aflatoxin B2 is formally rated as a carcinogen (by IARC 1) and is also a potentially toxic compound. Aflatoxin b2 is found in Aspergillus flavus. Aflatoxin b2 was first documented in 1963 (PMID: 14072177). Based on a literature review very few articles have been published on Aflatoxin B2.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118093D          

 37 41  0  0  0  0            999 V2000
   -2.0157    3.5590    0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8944    2.1869    0.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701    1.4156    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4844    1.9381    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6058    1.1186    0.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4617   -0.2298    0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -0.7499    0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0928   -2.0512   -0.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334   -2.6586   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0648   -3.9207   -0.5507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799   -1.8953   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.5212   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    0.0399    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5075    0.0427   -0.3686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3978   -1.1581   -0.1250 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5675   -2.2604   -0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9640   -3.2798   -1.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067   -0.8300    0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5404   -0.8952   -0.8487 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9255   -0.4735   -0.4671 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8857    0.1798    0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037    0.2299    1.1979 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9475    1.4195    0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739    4.0013   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7826    3.7767    1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043    4.1150    0.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5939    3.0104    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251    0.4304   -1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7420    0.7769    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3730   -1.0685   -0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5226   -1.3193    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112   -1.7979    0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -0.1091   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4855   -1.8898   -1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5648   -1.3982   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205    0.1425   -1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5537    0.1232    2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13  3  1  0  0  0  0
 22 18  1  0  0  0  0
 23  5  1  0  0  0  0
 13  7  2  0  0  0  0
 16 11  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  4 27  1  0  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 18 32  1  1  0  0  0
 19 33  1  0  0  0  0
 19 34  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
 22 37  1  1  0  0  0
M  END

     RDKit          3D

 37 41  0  0  0  0  0  0  0  0999 V2000
   -2.0157    3.5590    0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8944    2.1869    0.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701    1.4156    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4844    1.9381    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6058    1.1186    0.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4617   -0.2298    0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -0.7499    0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0928   -2.0512   -0.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334   -2.6586   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0648   -3.9207   -0.5507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799   -1.8953   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.5212   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    0.0399    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5075    0.0427   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978   -1.1581   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5675   -2.2604   -0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9640   -3.2798   -1.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067   -0.8300    0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5404   -0.8952   -0.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255   -0.4735   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8857    0.1798    0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037    0.2299    1.1979 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9475    1.4195    0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739    4.0013   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7826    3.7767    1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043    4.1150    0.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5939    3.0104    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251    0.4304   -1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7420    0.7769    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3730   -1.0685   -0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5226   -1.3193    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112   -1.7979    0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -0.1091   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4855   -1.8898   -1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5648   -1.3982   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205    0.1425   -1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5537    0.1232    2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 13  3  1  0
 22 18  1  0
 23  5  1  0
 13  7  2  0
 16 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 18 32  1  1
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 22 37  1  1
M  END


  Mrv1652306242118093D          

 37 41  0  0  0  0            999 V2000
   -2.0157    3.5590    0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8944    2.1869    0.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701    1.4156    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4844    1.9381    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6058    1.1186    0.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4617   -0.2298    0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -0.7499    0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0928   -2.0512   -0.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334   -2.6586   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0648   -3.9207   -0.5507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799   -1.8953   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.5212   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    0.0399    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5075    0.0427   -0.3686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3978   -1.1581   -0.1250 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5675   -2.2604   -0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9640   -3.2798   -1.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067   -0.8300    0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5404   -0.8952   -0.8487 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9255   -0.4735   -0.4671 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8857    0.1798    0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037    0.2299    1.1979 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9475    1.4195    0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739    4.0013   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7826    3.7767    1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043    4.1150    0.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5939    3.0104    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251    0.4304   -1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7420    0.7769    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3730   -1.0685   -0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5226   -1.3193    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112   -1.7979    0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -0.1091   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4855   -1.8898   -1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5648   -1.3982   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205    0.1425   -1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5537    0.1232    2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13  3  1  0  0  0  0
 22 18  1  0  0  0  0
 23  5  1  0  0  0  0
 13  7  2  0  0  0  0
 16 11  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  4 27  1  0  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 18 32  1  1  0  0  0
 19 33  1  0  0  0  0
 19 34  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
 22 37  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0004829

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C(OC([H])([H])[H])C2=C(OC(=O)C3=C2C([H])([H])C([H])([H])C3=O)C2=C1O[C@]1([H])OC([H])([H])C([H])([H])[C@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h6,8,17H,2-5H2,1H3/t8-,17+/m1/s1

> <INCHI_KEY>
WWSYXEZEXMQWHT-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.2895

> <EXACT_MASS>
314.07903818

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
31.447176281905463

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
1.5724018579999992

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.788992235535716

> <JCHEM_PKA_STRONGEST_BASIC>
-4.149809499814798

> <JCHEM_POLAR_SURFACE_AREA>
71.06

> <JCHEM_REFRACTIVITY>
78.49199999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.92e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 41  0  0  0  0  0  0  0  0999 V2000
   -2.0157    3.5590    0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8944    2.1869    0.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701    1.4156    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4844    1.9381    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6058    1.1186    0.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4617   -0.2298    0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -0.7499    0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0928   -2.0512   -0.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334   -2.6586   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0648   -3.9207   -0.5507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799   -1.8953   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.5212   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    0.0399    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5075    0.0427   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978   -1.1581   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5675   -2.2604   -0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9640   -3.2798   -1.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067   -0.8300    0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5404   -0.8952   -0.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255   -0.4735   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8857    0.1798    0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037    0.2299    1.1979 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9475    1.4195    0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739    4.0013   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7826    3.7767    1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043    4.1150    0.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5939    3.0104    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251    0.4304   -1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7420    0.7769    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3730   -1.0685   -0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5226   -1.3193    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112   -1.7979    0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -0.1091   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4855   -1.8898   -1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5648   -1.3982   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205    0.1425   -1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5537    0.1232    2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 13  3  1  0
 22 18  1  0
 23  5  1  0
 13  7  2  0
 16 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 18 32  1  1
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 22 37  1  1
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.016   3.559   0.351  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.894   2.187   0.177  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.770   1.416   0.241  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.484   1.938   0.505  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.606   1.119   0.561  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.462  -0.230   0.351  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.215  -0.750   0.088  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.093  -2.051  -0.113  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.033  -2.659  -0.369  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.065  -3.921  -0.551  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.180  -1.895  -0.437  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.144  -0.521  -0.240  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.916   0.040   0.026  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.507   0.043  -0.369  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.398  -1.158  -0.125  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.567  -2.260  -0.700  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.964  -3.280  -1.282  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.807  -0.830   0.472  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.540  -0.895  -0.849  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.926  -0.474  -0.467  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.886   0.180   0.727  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.604   0.230   1.198  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.947   1.420   0.808  0.00  0.00           O+0
HETATM   24  H   UNK     0      -2.474   4.001  -0.582  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.783   3.777   1.149  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.104   4.115   0.569  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.594   3.010   0.672  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.625   0.430  -1.386  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.742   0.777   0.428  0.00  0.00           H+0
HETATM   30  H   UNK     0      -5.373  -1.069  -0.644  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.523  -1.319   0.972  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.811  -1.798   0.985  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.079  -0.109  -1.505  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.486  -1.890  -1.326  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.565  -1.398  -0.373  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.420   0.143  -1.257  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.554   0.123   2.295  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5   27                                                  
CONECT    5    4    6   23                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    3    7                                                  
CONECT   14   12   15   28   29                                             
CONECT   15   14   16   30   31                                             
CONECT   16   15   17   11                                                  
CONECT   17   16                                                            
CONECT   18    6   19   22   32                                             
CONECT   19   18   20   33   34                                             
CONECT   20   19   21   35   36                                             
CONECT   21   20   22                                                       
CONECT   22   21   23   18   37                                             
CONECT   23   22    5                                                       
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28   14                                                            
CONECT   29   14                                                            
CONECT   30   15                                                            
CONECT   31   15                                                            
CONECT   32   18                                                            
CONECT   33   19                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
CONECT   36   20                                                            
CONECT   37   22                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

RDKit          3D

37 41  0  0  0  0  0  0  0  0999 V2000
   -2.0157    3.5590    0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8944    2.1869    0.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701    1.4156    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4844    1.9381    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6058    1.1186    0.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4617   -0.2298    0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -0.7499    0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0928   -2.0512   -0.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334   -2.6586   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0648   -3.9207   -0.5507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799   -1.8953   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.5212   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    0.0399    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5075    0.0427   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978   -1.1581   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5675   -2.2604   -0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9640   -3.2798   -1.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067   -0.8300    0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5404   -0.8952   -0.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255   -0.4735   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8857    0.1798    0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037    0.2299    1.1979 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9475    1.4195    0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739    4.0013   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7826    3.7767    1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043    4.1150    0.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5939    3.0104    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251    0.4304   -1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7420    0.7769    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3730   -1.0685   -0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5226   -1.3193    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112   -1.7979    0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -0.1091   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4855   -1.8898   -1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5648   -1.3982   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205    0.1425   -1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5537    0.1232    2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 13  3  1  0
 22 18  1  0
 23  5  1  0
 13  7  2  0
 16 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 18 32  1  1
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 22 37  1  1
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Aflatoxin b2, (6ar-cis)-isomer	HMDB
Aflatoxin b2 alpha	HMDB
Dihydroafflatoxin b1	HMDB
Dihydroaflatoxin b1	HMDB
Dihydroaflatoxine b1	HMDB
Aflatoxin b2	MeSH

Chemical Formula

C₁₇H₁₄O₆

Average Mass

314.2895 Da

Monoisotopic Mass

314.07904 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C2C3CCOC3OC2=C1

InChI Identifier

InChI=1S/C17H14O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h6,8,17H,2-5H2,1H3

InChI Key

WWSYXEZEXMQWHT-UHFFFAOYSA-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

Species Name	Source	Reference
Aspergillus flavus	NPAtlas	14072177

Species Where Detected

Species Name	Source	Reference
Aspergillus nomius	KNApSAcK Database	22123792
Aspergillus parasiticus	KNApSAcK Database	22123792

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

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	287.50 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	521.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	585.4 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.802 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	1.63	ALOGPS
logP	1.57	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	17.79	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	78.49 m³·mol⁻¹	ChemAxon
Polarizability	31.45 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

External Links

NPAtlas ID

NPA010640

HMDB ID

HMDB0035208

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23648

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

rw1216371

References

General References

CHANG SB, ABDEL-KADER MM, WICK EL, WOGAN GN: AFLATOXIN B2: CHEMICAL IDENTITY AND BIOLOGICAL ACTIVITY. Science. 1963 Nov 29;142(3596):1191-2. doi: 10.1126/science.142.3596.1191. [PubMed:14072177 ]

Showing NP-Card for Aflatoxin b2 (NP0004829)

MOL for NP0004829 (Aflatoxin b2)

3D MOL for NP0004829 (Aflatoxin b2)

3D SDF for NP0004829 (Aflatoxin b2)

3D-SDF for NP0004829 (Aflatoxin b2)

PDB for NP0004829 (Aflatoxin b2)

3D PDB for NP0004829 (Aflatoxin b2)

SMILES for NP0004829 (Aflatoxin b2)

INCHI for NP0004829 (Aflatoxin b2)

Structure for NP0004829 (Aflatoxin b2)

3D Structure for NP0004829 (Aflatoxin b2)