NP-MRD: Showing NP-Card for (1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate (NP0320541)

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Record Information

Version

2.0

Created at

2022-09-11 22:14:57 UTC

Updated at

2022-09-11 22:14:58 UTC

NP-MRD ID

NP0320541

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate

Description

Violide J belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review very few articles have been published on Violide J.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122200142D          

 42 44  0  0  1  0            999 V2000
    5.4926    4.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7961    4.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8308    5.6702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0649    4.4638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0302    3.6396    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7614    4.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2740    4.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4578    3.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4231    2.7551    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0124    2.1778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6454    1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0275    0.7077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7232    1.5111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7946    0.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1935    1.0339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6919    2.3731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0046    1.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9954    2.8153    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7077    2.0421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2334    1.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0469    1.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9457    0.6331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642    2.4332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2295    1.6090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9551    1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4788    0.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983    1.2269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4635    0.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8018    1.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8365    2.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5677    2.8755    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8713    3.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6025    3.6997    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9060    4.1419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1748    3.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1401    2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4783    4.2021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3337    4.0818    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3684    4.9060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6719    5.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9407    4.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7067    6.1725    0.0000 O   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  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 13 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
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 18 23  1  0  0  0  0
 23 24  1  1  0  0  0
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 24 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 33 38  1  0  0  0  0
  5 38  1  0  0  0  0
 38 39  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
M  END

     RDKit          3D

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    1.8967    1.1464    3.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
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 32 70  1  0
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 33 73  1  1
 36 74  1  0
 36 75  1  0
 36 76  1  0
M  END


  Mrv1652309122200142D          

 42 44  0  0  1  0            999 V2000
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    4.7961    4.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4788    0.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983    1.2269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4635    0.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8018    1.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8365    2.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5677    2.8755    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8713    3.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6025    3.6997    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9060    4.1419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1748    3.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1401    2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4783    4.2021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3337    4.0818    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3684    4.9060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6719    5.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9407    4.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7067    6.1725    0.0000 O   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  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 13 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 24 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 33 38  1  0  0  0  0
  5 38  1  0  0  0  0
 38 39  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0320541

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1[C@@H](OC(C)=O)\C(C)=C/[C@@H]2OC(=O)[C@@](C)(O)[C@@]2(O)[C@H](OC(C)=O)[C@H]2[C@](C)(O)[C@H](O)C=C[C@]2(C)[C@H]1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O14/c1-12-11-18-28(37,27(8,36)24(34)42-18)23(41-16(5)32)21-25(6,10-9-17(33)26(21,7)35)22(40-15(4)31)20(39-14(3)30)19(12)38-13(2)29/h9-11,17-23,33,35-37H,1-8H3/b12-11-/t17-,18+,19+,20-,21-,22+,23-,25+,26-,27-,28+/m1/s1

> <INCHI_KEY>
ZGOPFPFAASPPKD-UJOCLIMVSA-N

> <FORMULA>
C28H38O14

> <MOLECULAR_WEIGHT>
598.598

> <EXACT_MASS>
598.226155904

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
57.7718801365026

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,3S,4S,7S,8Z,10S,11R,12R,13S,16R,17S)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-8,14-dien-2-yl acetate

> <JCHEM_LOGP>
-1.460910352666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.442351158569892

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.132496266045047

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3865902989050944

> <JCHEM_POLAR_SURFACE_AREA>
212.41999999999996

> <JCHEM_REFRACTIVITY>
138.99860000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3S,4S,7S,8Z,10S,11R,12R,13S,16R,17S)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-8,14-dien-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      10.253   8.220   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.953   9.046   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.018  10.584   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.588   8.332   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.523   6.794   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.888   7.507   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.845   8.714   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.188   6.682   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.123   5.143   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.223   4.065   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.538   2.686   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.251   1.321   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.817   2.821   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.950   1.373   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.828   1.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.758   4.430   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.475   3.578   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.458   5.255   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.921   3.812   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.902   2.625   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.421   2.882   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.365   1.182   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.093   4.542   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.028   3.003   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.383   2.271   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.494   1.535   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.663   2.290   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.599   0.752   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.363   3.116   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.428   4.654   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.793   5.368   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.493   6.193   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.858   6.906   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.558   7.732   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.193   7.018   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.128   5.480   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.893   7.844   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       6.223   7.619   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       6.288   9.158   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       4.988   9.983   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.623   9.270   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       5.052  11.522   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   38                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13    9   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   18   24   31                                                  
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   23   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   33    5   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₈O₁₄

Average Mass

598.5980 Da

Monoisotopic Mass

598.22616 Da

IUPAC Name

(1S,2R,3S,4S,7S,8Z,10S,11R,12R,13S,16R,17S)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-8,14-dien-2-yl acetate

Traditional Name

(1S,2R,3S,4S,7S,8Z,10S,11R,12R,13S,16R,17S)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-8,14-dien-2-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1[C@@H](OC(C)=O)\C(C)=C/[C@@H]2OC(=O)[C@@](C)(O)[C@@]2(O)[C@H](OC(C)=O)[C@H]2[C@](C)(O)[C@H](O)C=C[C@]2(C)[C@H]1OC(C)=O

InChI Identifier

InChI=1S/C28H38O14/c1-12-11-18-28(37,27(8,36)24(34)42-18)23(41-16(5)32)21-25(6,10-9-17(33)26(21,7)35)22(40-15(4)31)20(39-14(3)30)19(12)38-13(2)29/h9-11,17-23,33,35-37H,1-8H3/b12-11-/t17-,18+,19+,20-,21-,22+,23-,25+,26-,27-,28+/m1/s1

InChI Key

ZGOPFPFAASPPKD-UJOCLIMVSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Briarane diterpenoid
Pentacarboxylic acid or derivatives
Gamma butyrolactone
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Lactone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Organooxygen compound
Organic oxide
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-1.5	ChemAxon
pKa (Strongest Acidic)	11.13	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	212.42 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	139 m³·mol⁻¹	ChemAxon
Polarizability	57.77 Å³	ChemAxon
Number of Rings	3	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

8897593

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10722257

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,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate (NP0320541)

MOL for NP0320541 ((1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate)

3D MOL for NP0320541 ((1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate)

3D SDF for NP0320541 ((1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate)

3D-SDF for NP0320541 ((1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate)

PDB for NP0320541 ((1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate)

3D PDB for NP0320541 ((1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate)

SMILES for NP0320541 ((1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate)

INCHI for NP0320541 ((1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate)

Structure for NP0320541 ((1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate)

3D Structure for NP0320541 ((1s,2r,3s,4s,7s,8z,10s,11r,12r,13s,16r,17s)-10,11,12-tris(acetyloxy)-3,4,16,17-tetrahydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-8,14-dien-2-yl acetate)