NP-MRD: Showing NP-Card for (1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate (NP0300686)

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Record Information

Version

2.0

Created at

2022-09-10 13:13:27 UTC

Updated at

2022-09-10 13:13:28 UTC

NP-MRD ID

NP0300686

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate

Description

(1R,5S,10S,11S,12R,13S,16R,18S)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]Octadec-6-en-11-yl benzoate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. (1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate is found in Taxus wallichiana. Based on a literature review very few articles have been published on (1R,5S,10S,11S,12R,13S,16R,18S)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]Octadec-6-en-11-yl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102215132D          

 42 47  0  0  1  0            999 V2000
    1.4907   -5.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438   -5.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4912   -5.1620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9001   -4.2769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8587   -3.2666    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1173   -3.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8817   -2.3841    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2823   -1.8172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8492   -1.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486   -1.7847    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6905   -0.8400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2103   -0.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2967   -0.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1058    0.2772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511   -1.9760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8180   -1.3766    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7644   -0.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9378   -0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -1.1477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5442    0.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417    0.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5060    1.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0729    1.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1111    0.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -1.5678    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    4.4429    0.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7248    0.1363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0864   -3.3225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3554   -3.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8799   -4.4829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5937   -4.0972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4868   -2.7666    0.0000 C   0  0  2  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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  9 10  1  0  0  0  0
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 10 11  1  6  0  0  0
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 40 41  1  0  0  0  0
 42 41  1  1  0  0  0
  5 42  1  0  0  0  0
 15 42  1  0  0  0  0
 36 42  1  0  0  0  0
M  END

     RDKit          3D

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   -2.1685   -1.0119    1.8332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7777   -2.4210    1.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0807   -2.9826    0.5550 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8153   -3.7578   -0.3244 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3259    3.5664   -2.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0896    3.6434    2.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 68  1  0
M  END


  Mrv1652309102215132D          

 42 47  0  0  1  0            999 V2000
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    1.9378   -0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -1.1477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5442    0.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417    0.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5060    1.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0729    1.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8754    1.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111    0.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -1.5678    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1138   -0.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4429    0.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1178   -0.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7248    0.1363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2997   -1.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9550   -1.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6809   -2.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4554   -2.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8562   -2.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2893   -2.9579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0864   -3.3225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3554   -3.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8799   -4.4829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5937   -4.0972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0569   -3.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4868   -2.7666    0.0000 C   0  0  2  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  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 15 10  1  1  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  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 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
 20 25  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 42 41  1  1  0  0  0
  5 42  1  0  0  0  0
 15 42  1  0  0  0  0
 36 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0300686

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1C[C@H]2OC[C@@]2(OC(C)=O)[C@H]2[C@H](OC(=O)C3=CC=CC=C3)[C@@]3(CCC(C)=C3[C@@]3(O)C(=O)OC[C@@]123)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C31H36O11/c1-16-11-12-28(27(4,5)36)22(16)31(37)26(35)39-14-29(31)20(40-17(2)32)13-21-30(15-38-21,42-18(3)33)23(29)24(28)41-25(34)19-9-7-6-8-10-19/h6-10,20-21,23-24,36-37H,11-15H2,1-5H3/t20-,21+,23-,24-,28-,29+,30-,31+/m0/s1

> <INCHI_KEY>
AGCNZWSYMAFAKT-DKVGJYDWSA-N

> <FORMULA>
C31H36O11

> <MOLECULAR_WEIGHT>
584.618

> <EXACT_MASS>
584.225761979

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
58.04935924471042

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5S,10S,11S,12R,13S,16R,18S)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0^{1,5}.0^{6,10}.0^{13,16}]octadec-6-en-11-yl benzoate

> <JCHEM_LOGP>
0.9873190763333328

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.6585136421307

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.326588858272718

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9509374797234607

> <JCHEM_POLAR_SURFACE_AREA>
154.89

> <JCHEM_REFRACTIVITY>
143.32070000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5S,10S,11S,12R,13S,16R,18S)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0^{1,5}.0^{6,10}.0^{13,16}]octadec-6-en-11-yl benzoate

> <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       2.783 -10.988   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.509  -9.372   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.917  -9.636   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.547  -7.984   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.470  -6.098   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.086  -5.926   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.646  -4.450   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.527  -3.392   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.585  -2.273   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.704  -3.332   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.156  -1.568   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.259  -0.236   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.554  -0.224   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.931   0.517   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.202  -3.688   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.260  -2.570   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.160  -1.038   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.617  -0.699   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.544  -2.142   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.882   0.739   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.384   1.096   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.945   2.572   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.003   3.691   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.501   3.334   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.941   1.858   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.758  -2.927   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.679  -1.159   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.293   0.518   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.553  -1.396   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.953   0.254   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       8.026  -2.052   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.249  -2.988   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.738  -4.440   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.183  -5.176   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.198  -4.402   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.140  -5.521   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       7.628  -6.202   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       6.263  -7.056   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.243  -8.368   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       4.842  -7.648   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.840  -6.479   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.642  -5.164   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   42                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    7   11   15                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16   42                                                  
CONECT   16   15   17   26                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   16   27   31   35                                             
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
CONECT   31   26   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   26   36                                                  
CONECT   36   35   37   38   42                                             
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41    5   15   36                                             
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Value	Source
(1R,5S,10S,11S,12R,13S,16R,18S)-13,18-Bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0,.0,.0,]octadec-6-en-11-yl benzoic acid	Generator

Chemical Formula

C₃₁H₃₆O₁₁

Average Mass

584.6180 Da

Monoisotopic Mass

584.22576 Da

IUPAC Name

(1R,5S,10S,11S,12R,13S,16R,18S)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0^{1,5}.0^{6,10}.0^{13,16}]octadec-6-en-11-yl benzoate

Traditional Name

(1R,5S,10S,11S,12R,13S,16R,18S)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0^{1,5}.0^{6,10}.0^{13,16}]octadec-6-en-11-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1C[C@H]2OC[C@@]2(OC(C)=O)[C@H]2[C@H](OC(=O)C3=CC=CC=C3)[C@@]3(CCC(C)=C3[C@@]3(O)C(=O)OC[C@@]123)C(C)(C)O

InChI Identifier

InChI=1S/C31H36O11/c1-16-11-12-28(27(4,5)36)22(16)31(37)26(35)39-14-29(31)20(40-17(2)32)13-21-30(15-38-21,42-18(3)33)23(29)24(28)41-25(34)19-9-7-6-8-10-19/h6-10,20-21,23-24,36-37H,11-15H2,1-5H3/t20-,21+,23-,24-,28-,29+,30-,31+/m0/s1

InChI Key

AGCNZWSYMAFAKT-DKVGJYDWSA-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
Taxus wallichiana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Tetracarboxylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Benzenoid
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Oxetane
Lactone
Ether
Dialkyl ether
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen 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	0.99	ChemAxon
pKa (Strongest Acidic)	11.33	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	154.89 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	143.32 m³·mol⁻¹	ChemAxon
Polarizability	58.05 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

163194978

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate (NP0300686)

MOL for NP0300686 ((1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate)

3D MOL for NP0300686 ((1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate)

3D SDF for NP0300686 ((1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate)

3D-SDF for NP0300686 ((1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate)

PDB for NP0300686 ((1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate)

3D PDB for NP0300686 ((1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate)

SMILES for NP0300686 ((1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate)

INCHI for NP0300686 ((1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate)

Structure for NP0300686 ((1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate)

3D Structure for NP0300686 ((1r,5s,10s,11s,12r,13s,16r,18s)-13,18-bis(acetyloxy)-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹³,¹⁶]octadec-6-en-11-yl benzoate)