NP-MRD: Showing NP-Card for Aflatoxin B2a (NP0337439)

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Record Information

Version

2.0

Created at

2024-09-11 10:52:16 UTC

Updated at

2024-09-11 10:52:16 UTC

NP-MRD ID

NP0337439

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aflatoxin B2a

Description

Aflatoxin B2a was first documented in 2016 (PMID: 27467853). Based on a literature review a small amount of articles have been published on Aflatoxin B2a (PMID: 36668890).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262313242D          

 24 28  0  0  0  0            999 V2000
    5.8379    1.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396    2.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6100    3.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832    3.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6585    1.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2965    2.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739    3.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2193    3.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4220    1.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0060    1.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1714    3.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4075    3.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330    2.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1170    2.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8805    3.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7550    4.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035    2.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5775    4.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753    4.2778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8660    5.0298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0744    1.2550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    1.8051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604    2.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9915    3.8997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  6  2  1  0  0  0  0
  7  4  1  0  0  0  0
  8  3  1  0  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
 11  4  1  0  0  0  0
 12  6  2  0  0  0  0
 12  8  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 14 10  2  0  0  0  0
 15 13  2  0  0  0  0
 15 14  1  0  0  0  0
 16 12  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  2  0  0  0  0
 19 11  1  0  0  0  0
 20 16  2  0  0  0  0
 21  1  1  0  0  0  0
 21  9  1  0  0  0  0
 22 10  1  0  0  0  0
 22 17  1  0  0  0  0
 23 11  1  0  0  0  0
 23 17  1  0  0  0  0
 24 15  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337439

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C3CC(O)OC3O2)C2=C1C1=C(C(=O)CC1)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1/C17H14O7/c1-21-9-5-10-14(7-4-11(19)23-17(7)22-10)15-13(9)6-2-3-8(18)12(6)16(20)24-15/h5,7,11,17,19H,2-4H2,1H3

> <INCHI_KEY>
PFQSKXVNBUHPIW-UHFFFAOYNA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.292

> <EXACT_MASS>
330.073952791

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.13795924224503

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-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_LOGP>
0.9794764503333331

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.59330236200534

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.379199314617159

> <JCHEM_PKA_STRONGEST_BASIC>
-3.945138208181573

> <JCHEM_POLAR_SURFACE_AREA>
91.29

> <JCHEM_REFRACTIVITY>
79.6323

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-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

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      10.897   2.926   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.274   4.726   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.339   5.839   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.702   7.195   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.829   2.702   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.887   5.395   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.431   5.839   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.609   7.195   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.254   3.285   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.611   3.644   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.187   6.921   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.094   6.921   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.462   4.811   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.818   5.170   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.244   5.753   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.876   7.863   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.367   4.726   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.278   8.582   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.074   7.985   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.083   9.389   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.472   2.343   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.096   3.370   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.979   5.395   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.451   7.279   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2    3    6                                                       
CONECT    3    2    8                                                       
CONECT    4    7   11                                                       
CONECT    5    9   10                                                       
CONECT    6    2   12   13                                                  
CONECT    7    4   14   17                                                  
CONECT    8    3   12   18                                                  
CONECT    9    5   13   21                                                  
CONECT   10    5   14   22                                                  
CONECT   11    4   19   23                                                  
CONECT   12    6    8   16                                                  
CONECT   13    6    9   15                                                  
CONECT   14    7   10   15                                                  
CONECT   15   13   14   24                                                  
CONECT   16   12   20   24                                                  
CONECT   17    7   22   23                                                  
CONECT   18    8                                                            
CONECT   19   11                                                            
CONECT   20   16                                                            
CONECT   21    1    9                                                       
CONECT   22   10   17                                                       
CONECT   23   11   17                                                       
CONECT   24   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₇

Average Mass

330.2920 Da

Monoisotopic Mass

330.07395 Da

IUPAC Name

5-hydroxy-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

5-hydroxy-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=CC2=C(C3CC(O)OC3O2)C2=C1C1=C(C(=O)CC1)C(=O)O2

InChI Identifier

InChI=1/C17H14O7/c1-21-9-5-10-14(7-4-11(19)23-17(7)22-10)15-13(9)6-2-3-8(18)12(6)16(20)24-15/h5,7,11,17,19H,2-4H2,1H3

InChI Key

PFQSKXVNBUHPIW-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	0.98	ChemAxon
pKa (Strongest Acidic)	12.38	ChemAxon
pKa (Strongest Basic)	-3.9	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	79.63 m³·mol⁻¹	ChemAxon
Polarizability	32.14 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Simoes L, Fernandes N, Teixeira J, Abrunhosa L, Dias DR: Brazilian Table Olives: A Source of Lactic Acid Bacteria with Antimycotoxigenic and Antifungal Activity. Toxins (Basel). 2023 Jan 13;15(1):71. doi: 10.3390/toxins15010071. [PubMed:36668890 ]
Rushing BR, Selim MI: Effect of dietary acids on the formation of aflatoxin B2a as a means to detoxify aflatoxin B1. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2016 Sep;33(9):1456-67. doi: 10.1080/19440049.2016.1217065. Epub 2016 Aug 16. [PubMed:27467853 ]

Showing NP-Card for Aflatoxin B2a (NP0337439)

MOL for NP0337439 (Aflatoxin B2a)

3D MOL for NP0337439 (Aflatoxin B2a)

3D SDF for NP0337439 (Aflatoxin B2a)

3D-SDF for NP0337439 (Aflatoxin B2a)

PDB for NP0337439 (Aflatoxin B2a)

3D PDB for NP0337439 (Aflatoxin B2a)

SMILES for NP0337439 (Aflatoxin B2a)

INCHI for NP0337439 (Aflatoxin B2a)

Structure for NP0337439 (Aflatoxin B2a)

3D Structure for NP0337439 (Aflatoxin B2a)