NP-MRD: Showing NP-Card for [(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate (NP0249450)

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Record Information

Version

2.0

Created at

2022-09-07 12:00:38 UTC

Updated at

2022-09-07 12:00:38 UTC

NP-MRD ID

NP0249450

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate

Description

[(1S,2R,4S,5R,6S,7S,8S,9S)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-6-yl]methyl pyridine-2-carboxylate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. [(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate is found in Celastrus angulatus. Based on a literature review very few articles have been published on [(1S,2R,4S,5R,6S,7S,8S,9S)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-6-yl]methyl pyridine-2-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072214002D          

 46 50  0  0  1  0            999 V2000
   -1.7714   -0.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3884   -1.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298   -1.7780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -1.1147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1227   -0.4177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5293    0.3486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1300    0.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7353    1.0853    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0278    1.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226    1.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2244    1.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427    1.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2787    1.7427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9618    2.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1093    1.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4531    0.9116    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2747    0.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505    1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4047    2.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5721    1.4354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1090   -1.8768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7002   -3.3148    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
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  8 13  1  0  0  0  0
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 35 36  2  0  0  0  0
 31 36  1  0  0  0  0
 26 37  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  6  0  0  0
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 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
M  END

     RDKit          3D

 85 89  0  0  0  0  0  0  0  0999 V2000
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   -0.8685    2.4328    3.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538    2.7044    2.9307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3042    1.1979    2.7020 O   0  0  0  0  0  0  0  0  0  0  0  0
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 11 54  1  0
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 11 56  1  0
 12 57  1  0
 12 58  1  0
 12 59  1  0
M  END


  Mrv1652309072214002D          

 46 50  0  0  1  0            999 V2000
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   -1.3884   -1.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298   -1.7780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -1.1147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1227   -0.4177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5293    0.3486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1300    0.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7353    1.0853    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0278    1.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226    1.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2244    1.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427    1.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2787    1.7427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9618    2.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1093    1.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4531    0.9116    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2747    0.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505    1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4047    2.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5721    1.4354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9789    0.2327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3278   -0.5149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4898   -0.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4985   -1.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6227    0.0894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    0.3059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7432   -0.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5460   -1.0665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412   -1.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2012   -2.4606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9335   -1.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1307   -0.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231   -0.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5182   -0.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210   -1.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5287   -1.9794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7316   -0.4571    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1362   -1.1760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159   -1.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090   -1.8768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1205   -2.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9455   -2.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3501   -3.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9298   -4.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048   -4.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7002   -3.3148    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
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 21 26  1  0  0  0  0
  8 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 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
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 31 36  1  0  0  0  0
 26 37  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0249450

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@]2(COC(=O)C3=CC=CC=N3)[C@H](OC(=O)C3=CC=CC=C3)[C@@H](OC(C)=O)[C@@H]3C[C@]12OC3(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C34H39NO11/c1-19-16-26(42-20(2)36)28(44-22(4)38)33(18-41-31(40)25-14-10-11-15-35-25)29(45-30(39)23-12-8-7-9-13-23)27(43-21(3)37)24-17-34(19,33)46-32(24,5)6/h7-15,19,24,26-29H,16-18H2,1-6H3/t19-,24+,26+,27+,28+,29-,33+,34+/m1/s1

> <INCHI_KEY>
BOSWOPWZUWOKCS-KCKFJLACSA-N

> <FORMULA>
C34H39NO11

> <MOLECULAR_WEIGHT>
637.682

> <EXACT_MASS>
637.25231108

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
64.62026305577132

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S,2R,4S,5R,6S,7S,8S,9S)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl pyridine-2-carboxylate

> <JCHEM_LOGP>
3.3912413156666656

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.180198444308104

> <JCHEM_POLAR_SURFACE_AREA>
153.62

> <JCHEM_REFRACTIVITY>
158.52449999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,4S,5R,6S,7S,8S,9S)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl pyridine-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.307  -0.654   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.592  -2.018   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.416  -3.319   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.053  -2.081   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.229  -0.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.988   0.651   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.243   1.283   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.372   2.026   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.052   3.062   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.349   2.226   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.286   3.448   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.880   2.057   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.387   3.253   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.795   4.675   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.937   3.110   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.579   1.702   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.113   1.561   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.001   2.820   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.356   4.218   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.535   2.679   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.694   0.434   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.345  -0.961   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.514  -0.941   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.531  -2.490   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.762   0.167   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.143   0.571   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.254  -0.495   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.886  -1.991   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.997  -3.057   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.109  -4.593   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.476  -2.628   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.844  -1.133   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.323  -0.704   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.434  -1.771   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.066  -3.266   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0       6.587  -3.695   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0       1.366  -0.853   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       2.121  -2.195   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       1.336  -3.520   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -0.204  -3.503   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.092  -4.862   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.632  -4.879   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.387  -6.221   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.602  -7.547   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.062  -7.530   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       1.307  -6.188   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   37                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13   26                                             
CONECT    9    8   10                                                       
CONECT   10    9    6   11   12                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21    8   27   37                                             
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   31                                                       
CONECT   37   26    5   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   41                                                       
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Value	Source
[(1S,2R,4S,5R,6S,7S,8S,9S)-4,5,8-Tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0,]dodecan-6-yl]methyl pyridine-2-carboxylic acid	Generator

Chemical Formula

C₃₄H₃₉NO₁₁

Average Mass

637.6820 Da

Monoisotopic Mass

637.25231 Da

IUPAC Name

[(1S,2R,4S,5R,6S,7S,8S,9S)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl pyridine-2-carboxylate

Traditional Name

[(1S,2R,4S,5R,6S,7S,8S,9S)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl pyridine-2-carboxylate

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@]2(COC(=O)C3=CC=CC=N3)[C@H](OC(=O)C3=CC=CC=C3)[C@@H](OC(C)=O)[C@@H]3C[C@]12OC3(C)C

InChI Identifier

InChI=1S/C34H39NO11/c1-19-16-26(42-20(2)36)28(44-22(4)38)33(18-41-31(40)25-14-10-11-15-35-25)29(45-30(39)23-12-8-7-9-13-23)27(43-21(3)37)24-17-34(19,33)46-32(24,5)6/h7-15,19,24,26-29H,16-18H2,1-6H3/t19-,24+,26+,27+,28+,29-,33+,34+/m1/s1

InChI Key

BOSWOPWZUWOKCS-KCKFJLACSA-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
Celastrus angulatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Agarofuran
Sesquiterpenoid
Benzoate ester
Benzoic acid or derivatives
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Benzoyl
Oxepane
Monocyclic benzene moiety
Benzenoid
Pyridine
Heteroaromatic compound
Tetrahydrofuran
Carboxylic acid ester
Azacycle
Oxacycle
Ether
Dialkyl ether
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
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	3.39	ChemAxon
pKa (Strongest Basic)	2.18	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	153.62 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	158.52 m³·mol⁻¹	ChemAxon
Polarizability	64.62 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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

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METLIN ID

Not Available

PubChem Compound

163018855

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate (NP0249450)

MOL for NP0249450 ([(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate)

3D MOL for NP0249450 ([(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate)

3D SDF for NP0249450 ([(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate)

3D-SDF for NP0249450 ([(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate)

PDB for NP0249450 ([(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate)

3D PDB for NP0249450 ([(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate)

SMILES for NP0249450 ([(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate)

INCHI for NP0249450 ([(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate)

Structure for NP0249450 ([(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate)

3D Structure for NP0249450 ([(1s,2r,4s,5r,6s,7s,8s,9s)-4,5,8-tris(acetyloxy)-7-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl pyridine-2-carboxylate)