NP-MRD: Showing NP-Card for 7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate (NP0327340)

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Record Information

Version

2.0

Created at

2022-09-12 09:50:04 UTC

Updated at

2022-09-12 09:50:05 UTC

NP-MRD ID

NP0327340

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate

Description

7,8-Bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-12-yl pyridine-3-carboxylate belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene). 7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate is found in Rzedowskia tolantonguensis. 7,8-Bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-12-yl pyridine-3-carboxylate is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191522202D          

 43 47  0  0  0  0            999 V2000
   -0.8875    3.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080    2.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1418    2.4794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031    2.7379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4269    2.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846    2.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6064    3.2449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000    4.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8279    4.7046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3434    4.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7422    1.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4442    2.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5839    1.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0332    1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8353    0.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2284   -0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3955   -0.4952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349    0.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6533    0.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3367    0.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7367    1.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9106    3.1983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4586    5.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2682    4.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7670    4.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5825    2.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
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  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
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 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 38 43  1  0  0  0  0
M  END

     RDKit          3D

 80 84  0  0  0  0  0  0  0  0999 V2000
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   -0.8017    2.0205    0.3686 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.1536   -0.3609   -0.2241 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004191522202D          

 43 47  0  0  0  0            999 V2000
   -0.8875    3.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080    2.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1418    2.4794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031    2.7379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4269    2.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846    2.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6064    3.2449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000    4.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8279    4.7046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3434    4.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7422    1.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4442    2.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5839    1.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0332    1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8353    0.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2284   -0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3955   -0.4952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6533    0.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8935    0.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3367    0.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0681    1.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0587    1.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7367    1.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9452    2.0973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7077    2.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106    3.1983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839    3.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165    4.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4586    5.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2682    4.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5357    4.1305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9935    3.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5362    1.8232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4399    1.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9332    1.2294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7644    2.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4476    3.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9489    4.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7670    4.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0838    3.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5825    2.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 11 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
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 13 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 38 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0327340

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C2C(OC(=O)C3=CC=CN=C3)C3(OC2(C)C)C(C)(O)CCC(OC(=O)C2=CC=CC=C2)C3(C)C1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H37NO10/c1-18(34)39-24-23-25(42-28(37)21-13-10-16-33-17-21)32(43-29(23,3)4)30(5,38)15-14-22(31(32,6)26(24)40-19(2)35)41-27(36)20-11-8-7-9-12-20/h7-13,16-17,22-26,38H,14-15H2,1-6H3

> <INCHI_KEY>
NZDZSXKCSHEVTK-UHFFFAOYSA-N

> <FORMULA>
C32H37NO10

> <MOLECULAR_WEIGHT>
595.645

> <EXACT_MASS>
595.241746395

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
60.52103841029024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate

> <ALOGPS_LOGP>
3.60

> <JCHEM_LOGP>
3.146816122333333

> <ALOGPS_LOGS>
-4.87

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.759171969509211

> <JCHEM_PKA_STRONGEST_BASIC>
3.23981686032939

> <JCHEM_POLAR_SURFACE_AREA>
147.55

> <JCHEM_REFRACTIVITY>
149.1375999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.01e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -1.657   6.839   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.762   5.422   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.131   4.628   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.939   5.111   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.664   4.517   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.265   4.643   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.865   6.057   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.293   7.706   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.279   8.782   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.508   8.014   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.119   3.241   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.429   4.256   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.690   3.289   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.529   1.982   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.832   0.596   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.292   0.502   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.026  -0.987   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.472  -0.924   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.359   1.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.086   0.685   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.668   1.474   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.628   0.212   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.127   1.928   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.976   3.056   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.242   2.498   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.631   3.915   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.188   5.574   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.700   5.970   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.077   6.846   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.577   8.303   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.589   9.463   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.101   9.167   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       6.600   7.710   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       5.588   6.550   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       8.468   3.403   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      10.155   3.612   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      11.075   2.295   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      10.760   5.194   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.169   6.616   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.105   7.839   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      12.632   7.640   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      13.223   6.218   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.287   4.995   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12   13   19                                             
CONECT   12   11                                                            
CONECT   13   11   14   35                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   11   20   25                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21    5   25                                                  
CONECT   25   24   19   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35   13   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   38                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Value	Source
7,8-Bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0,]dodecan-12-yl pyridine-3-carboxylic acid	Generator

Chemical Formula

C₃₂H₃₇NO₁₀

Average Mass

595.6450 Da

Monoisotopic Mass

595.24175 Da

IUPAC Name

7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate

Traditional Name

7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C2C(OC(=O)C3=CC=CN=C3)C3(OC2(C)C)C(C)(O)CCC(OC(=O)C2=CC=CC=C2)C3(C)C1OC(C)=O

InChI Identifier

InChI=1S/C32H37NO10/c1-18(34)39-24-23-25(42-28(37)21-13-10-16-33-17-21)32(43-29(23,3)4)30(5,38)15-14-22(31(32,6)26(24)40-19(2)35)41-27(36)20-11-8-7-9-12-20/h7-13,16-17,22-26,38H,14-15H2,1-6H3

InChI Key

NZDZSXKCSHEVTK-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Rzedowskia tolantonguensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Agarofurans

Alternative Parents

Substituents

Agarofuran
Tetracarboxylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Pyridine carboxylic acid or derivatives
Pyridine carboxylic acid
Benzoyl
Oxepane
Monocyclic benzene moiety
Benzenoid
Pyridine
Heteroaromatic compound
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Azacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	3.6	ALOGPS
logP	3.15	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	13.76	ChemAxon
pKa (Strongest Basic)	3.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	147.55 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	149.14 m³·mol⁻¹	ChemAxon
Polarizability	60.52 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

102145466

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate (NP0327340)

MOL for NP0327340 (7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate)

3D MOL for NP0327340 (7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate)

3D SDF for NP0327340 (7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate)

3D-SDF for NP0327340 (7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate)

PDB for NP0327340 (7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate)

3D PDB for NP0327340 (7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate)

SMILES for NP0327340 (7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate)

INCHI for NP0327340 (7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate)

Structure for NP0327340 (7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate)

3D Structure for NP0327340 (7,8-bis(acetyloxy)-5-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-12-yl pyridine-3-carboxylate)