Np mrd loader

Showing NP-Card for BL III (NP0049446)

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Record Information
Version2.0
Created at2022-03-17 21:12:40 UTC
Updated at2022-03-17 21:12:40 UTC
NP-MRD IDNP0049446
Secondary Accession NumbersNone
Natural Product Identification
Common NameBL III
DescriptionBL III belongs to the class of organic compounds known as phenylbenzofurans. These are organic aromatic compounds that contain a phenyl group attached to a benzofuran moiety. Benzofuran is a bicyclic compound containing a benzene fused to a furan. BL III is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, BL III has been detected, but not quantified in, mushrooms. This could make BL III a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049446 (BL III)


  Mrv0541 05061311142D          

 37 40  0  0  0  0            999 V2000
   -3.0233    2.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    2.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    1.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9614    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5753    2.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -1.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134    1.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3823    2.2263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6723   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017    3.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5834   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    1.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 11  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 16  7  2  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18  9  2  0  0  0  0
 19 10  2  0  0  0  0
 19 18  1  0  0  0  0
 20 10  1  0  0  0  0
 20 17  2  0  0  0  0
 21 15  1  0  0  0  0
 22 17  1  0  0  0  0
 23 21  2  0  0  0  0
 24 21  1  0  0  0  0
 25 22  2  0  0  0  0
 25 23  1  0  0  0  0
 26 22  1  0  0  0  0
 26 24  2  0  0  0  0
 27 11  2  0  0  0  0
 28 12  2  0  0  0  0
 29 13  2  0  0  0  0
 30 14  2  0  0  0  0
 31 18  1  0  0  0  0
 32 19  1  0  0  0  0
 33 11  1  0  0  0  0
 33 16  1  0  0  0  0
 34 12  1  0  0  0  0
 34 23  1  0  0  0  0
 35 13  1  0  0  0  0
 35 24  1  0  0  0  0
 36 14  1  0  0  0  0
 36 25  1  0  0  0  0
 37 20  1  0  0  0  0
 37 26  1  0  0  0  0
M  END
Download

3D MOL for NP0049446 (BL III)

Download
3D SDF for NP0049446 (BL III)

  Mrv0541 05061311142D          

 37 40  0  0  0  0            999 V2000
   -3.0233    2.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    2.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    1.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9614    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5753    2.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -1.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134    1.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3823    2.2263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6723   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017    3.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5834   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    1.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 11  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 16  7  2  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18  9  2  0  0  0  0
 19 10  2  0  0  0  0
 19 18  1  0  0  0  0
 20 10  1  0  0  0  0
 20 17  2  0  0  0  0
 21 15  1  0  0  0  0
 22 17  1  0  0  0  0
 23 21  2  0  0  0  0
 24 21  1  0  0  0  0
 25 22  2  0  0  0  0
 25 23  1  0  0  0  0
 26 22  1  0  0  0  0
 26 24  2  0  0  0  0
 27 11  2  0  0  0  0
 28 12  2  0  0  0  0
 29 13  2  0  0  0  0
 30 14  2  0  0  0  0
 31 18  1  0  0  0  0
 32 19  1  0  0  0  0
 33 11  1  0  0  0  0
 33 16  1  0  0  0  0
 34 12  1  0  0  0  0
 34 23  1  0  0  0  0
 35 13  1  0  0  0  0
 35 24  1  0  0  0  0
 36 14  1  0  0  0  0
 36 25  1  0  0  0  0
 37 20  1  0  0  0  0
 37 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049446

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C3=C(OC2=C1OC(C)=O)C=C(O)C(O)=C3

> <INCHI_IDENTIFIER>
InChI=1S/C26H20O11/c1-11(27)33-16-7-5-15(6-8-16)21-23(34-12(2)28)25(36-14(4)30)22-17-9-18(31)19(32)10-20(17)37-26(22)24(21)35-13(3)29/h5-10,31-32H,1-4H3

> <INCHI_KEY>
RCCVHCHMVALAKN-UHFFFAOYSA-N

> <FORMULA>
C26H20O11

> <MOLECULAR_WEIGHT>
508.4304

> <EXACT_MASS>
508.100561482

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
50.7845815798653

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,6-bis(acetyloxy)-5-[4-(acetyloxy)phenyl]-11,12-dihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaen-4-yl acetate

> <ALOGPS_LOGP>
4.16

> <JCHEM_LOGP>
2.620385713

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.437763473300182

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.51699351937706

> <JCHEM_PKA_STRONGEST_BASIC>
-3.706731357253069

> <JCHEM_POLAR_SURFACE_AREA>
158.8

> <JCHEM_REFRACTIVITY>
124.85439999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,6-bis(acetyloxy)-5-[4-(acetyloxy)phenyl]-11,12-dihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaen-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049446 (BL III)
Download
PDB for NP0049446 (BL III)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -5.643   4.980   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.282  -4.128   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.919   4.523   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.268  -3.944   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.155   2.875   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.709   0.266   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.661   3.195   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.216   0.586   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.411  -0.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.674   3.836   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.251  -2.983   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.412   4.844   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.792  -2.479   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.679   1.410   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.692   2.051   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.393   1.090   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -8.180   4.156   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.255  -3.304   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.937   6.308   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.822  -1.335   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       7.947  -1.519   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       8.899   1.410   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -6.198   2.371   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -0.727  -1.519   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.382   3.699   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.285  -2.159   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       3.610   2.820   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    7   15                                                       
CONECT    6    8   15                                                       
CONECT    7    5   16                                                       
CONECT    8    6   16                                                       
CONECT    9   17   18                                                       
CONECT   10   19   20                                                       
CONECT   11    1   27   33                                                  
CONECT   12    2   28   34                                                  
CONECT   13    3   29   35                                                  
CONECT   14    4   30   36                                                  
CONECT   15    5    6   21                                                  
CONECT   16    7    8   33                                                  
CONECT   17    9   20   22                                                  
CONECT   18    9   19   31                                                  
CONECT   19   10   18   32                                                  
CONECT   20   10   17   37                                                  
CONECT   21   15   23   24                                                  
CONECT   22   17   25   26                                                  
CONECT   23   21   25   34                                                  
CONECT   24   21   26   35                                                  
CONECT   25   22   23   36                                                  
CONECT   26   22   24   37                                                  
CONECT   27   11                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   18                                                            
CONECT   32   19                                                            
CONECT   33   11   16                                                       
CONECT   34   12   23                                                       
CONECT   35   13   24                                                       
CONECT   36   14   25                                                       
CONECT   37   20   26                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

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3D PDB for NP0049446 (BL III)
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SMILES for NP0049446 (BL III)
CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C3=C(OC2=C1OC(C)=O)C=C(O)C(O)=C3
Download
INCHI for NP0049446 (BL III)
InChI=1S/C26H20O11/c1-11(27)33-16-7-5-15(6-8-16)21-23(34-12(2)28)25(36-14(4)30)22-17-9-18(31)19(32)10-20(17)37-26(22)24(21)35-13(3)29/h5-10,31-32H,1-4H3
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View in JSmol
Synonyms
ValueSource
3,4-Bis(acetyloxy)-5-[4-(acetyloxy)phenyl]-11,12-dihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaen-6-yl acetic acidGenerator
Chemical FormulaC26H20O11
Average Mass508.4304 Da
Monoisotopic Mass508.10056 Da
IUPAC Name3,6-bis(acetyloxy)-5-[4-(acetyloxy)phenyl]-11,12-dihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaen-4-yl acetate
Traditional Name3,6-bis(acetyloxy)-5-[4-(acetyloxy)phenyl]-11,12-dihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaen-4-yl acetate
CAS Registry NumberNot Available
SMILES
CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C3=C(OC2=C1OC(C)=O)C=C(O)C(O)=C3
InChI Identifier
InChI=1S/C26H20O11/c1-11(27)33-16-7-5-15(6-8-16)21-23(34-12(2)28)25(36-14(4)30)22-17-9-18(31)19(32)10-20(17)37-26(22)24(21)35-13(3)29/h5-10,31-32H,1-4H3
InChI KeyRCCVHCHMVALAKN-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Pleurotus ostreatusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylbenzofurans. These are organic aromatic compounds that contain a phenyl group attached to a benzofuran moiety. Benzofuran is a bicyclic compound containing a benzene fused to a furan.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzofurans
Sub ClassPhenylbenzofurans
Direct ParentPhenylbenzofurans
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.16ALOGPS
logP2.62ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)8.52ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area158.8 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity124.85 m³·mol⁻¹ChemAxon
Polarizability50.78 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0039566  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB019187  
KNApSAcK IDNot Available
Chemspider ID8589360  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10413926  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available