NP-MRD: Showing NP-Card for (1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate (NP0301118)

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Record Information

Version

2.0

Created at

2022-09-10 13:53:22 UTC

Updated at

2022-09-10 13:53:22 UTC

NP-MRD ID

NP0301118

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate

Description

(1S,2S,5S,6S,7S,9R,12R)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-7-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-5-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). (1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate is found in Tripterygium wilfordii. Based on a literature review very few articles have been published on (1S,2S,5S,6S,7S,9R,12R)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-7-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-5-yl pyridine-3-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102215532D          

 44 49  0  0  1  0            999 V2000
   -1.6434   -0.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485   -0.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852   -1.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0114   -0.8401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6930   -0.2588    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0947    0.1310    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2083    0.8588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7373    1.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5665    0.6321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5962    1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3796    2.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    2.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9318    3.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484    3.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0194    2.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5832    0.4298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2150    1.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6427    1.2803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8092    2.1057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4139    2.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4255    2.7401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6754    3.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4999    3.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357    4.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5470    5.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224    5.0730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2866    4.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003    0.5291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.9420    0.5545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.5941    1.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0190    1.9851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0848    0.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4263    0.0320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976    0.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3913   -0.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0182   -0.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1934   -0.9383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5681   -1.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670   -1.7126    0.0000 O   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
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  5  4  1  6  0  0  0
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  6  7  1  1  0  0  0
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 37 38  1  0  0  0  0
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 34 39  1  0  0  0  0
 30 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  5 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  6  0  0  0
M  END

     RDKit          3D

 80 85  0  0  0  0  0  0  0  0999 V2000
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    0.5864   -2.3355    2.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8637   -1.8125    0.0433 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0120   -0.6284   -0.7002 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9963    0.1948    0.0110 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3195   -0.2056   -0.2874 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    0.6362   -0.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0780    1.8593   -0.7621 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3287    0.1368   -0.6449 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4309    1.1393   -1.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240   -0.9221   -0.9112 C   0  0  1  0  0  0  0  0  0  0  0  0
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 39 72  1  0
M  END


  Mrv1652309102215532D          

 44 49  0  0  1  0            999 V2000
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   -0.7485   -0.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852   -1.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0114   -0.8401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6930   -0.2588    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0947    0.1310    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2083    0.8588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7373    1.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5665    0.6321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5962    1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3796    2.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    2.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1484    3.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0194    2.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5832    0.4298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2150    1.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6427    1.2803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8092    2.1057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4139    2.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4255    2.7401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6754    3.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4999    3.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357    4.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5470    5.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224    5.0730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2866    4.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003    0.5291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7254    1.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9420    0.5545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7180    1.0742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941    1.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0190    1.9851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0848    0.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007   -0.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3294   -0.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1422   -0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4263    0.0320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976    0.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3913   -0.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0182   -0.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1934   -0.9383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5681   -1.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670   -1.7126    0.0000 O   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  6 16  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 18 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
 30 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  5 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0301118

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)O[C@]23[C@H](OC(=O)C4=CC=CC=C4)[C@H]1C[C@H](OC(=O)C1=CC=CN=C1)[C@]2(C)[C@H](CC[C@]3(C)O)OC(=O)C1=CC=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H36N2O8/c1-31(2)24-18-26(42-30(39)23-13-9-17-36-20-23)33(4)25(41-29(38)22-12-8-16-35-19-22)14-15-32(3,40)34(33,44-31)27(24)43-28(37)21-10-6-5-7-11-21/h5-13,16-17,19-20,24-27,40H,14-15,18H2,1-4H3/t24-,25+,26+,27-,32+,33+,34+/m1/s1

> <INCHI_KEY>
HQQYEJRHKSTVGF-HOAUSIGRSA-N

> <FORMULA>
C34H36N2O8

> <MOLECULAR_WEIGHT>
600.668

> <EXACT_MASS>
600.247166127

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
62.400541038373355

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5S,6S,7S,9R,12R)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

> <JCHEM_LOGP>
4.356017179333332

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.759457364207933

> <JCHEM_PKA_STRONGEST_BASIC>
3.5419211498810173

> <JCHEM_POLAR_SURFACE_AREA>
134.14000000000001

> <JCHEM_REFRACTIVITY>
157.499

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,6S,7S,9R,12R)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.068  -0.838   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.397  -0.779   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.212  -2.216   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.021  -1.568   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.294  -0.483   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.177   0.245   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.389   1.603   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.376   1.869   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.924   1.180   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.113   3.554   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.575   4.037   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.889   5.545   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.739   6.570   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.277   6.087   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.036   4.580   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.089   0.802   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.401   2.263   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.200   2.390   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.511   3.931   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.773   5.401   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.794   5.115   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.261   6.804   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.800   6.753   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.613   8.061   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.888   9.419   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       1.349   9.470   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       0.535   8.162   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.054   0.988   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.221   2.253   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.625   1.035   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.074   2.005   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.709   2.298   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       7.502   3.705   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       7.625   0.978   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.095  -0.468   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.082  -1.650   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.599  -1.386   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      10.129   0.060   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       9.142   1.242   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.464  -0.271   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.767  -1.657   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.228  -1.751   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.927  -3.256   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       1.432  -3.197   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   16                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   28   42                                             
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    6    2   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   28                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   18    5   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31   40                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   34                                                       
CONECT   40   30   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41    5   43   44                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Value	Source
(1S,2S,5S,6S,7S,9R,12R)-12-(Benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-7-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0,]dodecan-5-yl pyridine-3-carboxylic acid	Generator

Chemical Formula

C₃₄H₃₆N₂O₈

Average Mass

600.6680 Da

Monoisotopic Mass

600.24717 Da

IUPAC Name

(1S,2S,5S,6S,7S,9R,12R)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

Traditional Name

(1S,2S,5S,6S,7S,9R,12R)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

CAS Registry Number

Not Available

SMILES

CC1(C)O[C@]23[C@H](OC(=O)C4=CC=CC=C4)[C@H]1C[C@H](OC(=O)C1=CC=CN=C1)[C@]2(C)[C@H](CC[C@]3(C)O)OC(=O)C1=CC=CN=C1

InChI Identifier

InChI=1S/C34H36N2O8/c1-31(2)24-18-26(42-30(39)23-13-9-17-36-20-23)33(4)25(41-29(38)22-12-8-16-35-19-22)14-15-32(3,40)34(33,44-31)27(24)43-28(37)21-10-6-5-7-11-21/h5-13,16-17,19-20,24-27,40H,14-15,18H2,1-4H3/t24-,25+,26+,27-,32+,33+,34+/m1/s1

InChI Key

HQQYEJRHKSTVGF-HOAUSIGRSA-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
Tripterygium wilfordii	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
Benzoate ester
Benzoic acid or derivatives
Tricarboxylic 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
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	4.36	ChemAxon
pKa (Strongest Acidic)	13.76	ChemAxon
pKa (Strongest Basic)	3.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	134.14 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	157.5 m³·mol⁻¹	ChemAxon
Polarizability	62.4 Å³	ChemAxon
Number of Rings	6	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

163013717

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate (NP0301118)

MOL for NP0301118 ((1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate)

3D MOL for NP0301118 ((1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate)

3D SDF for NP0301118 ((1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate)

3D-SDF for NP0301118 ((1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate)

PDB for NP0301118 ((1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate)

3D PDB for NP0301118 ((1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate)

SMILES for NP0301118 ((1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate)

INCHI for NP0301118 ((1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate)

Structure for NP0301118 ((1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate)

3D Structure for NP0301118 ((1s,2s,5s,6s,7s,9r,12r)-12-(benzoyloxy)-2-hydroxy-2,6,10,10-tetramethyl-5-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl pyridine-3-carboxylate)