NP-MRD: Showing NP-Card for Epicandicandiol 7beta-acetate 18-palmitate (NP0081803)

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Record Information

Version

2.0

Created at

2022-04-29 02:52:55 UTC

Updated at

2022-04-29 02:52:55 UTC

NP-MRD ID

NP0081803

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Epicandicandiol 7beta-acetate 18-palmitate

Description

(4S)-Kaur-16-ene-7beta,19-diol 7-acetate 19-palmitate belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Epicandicandiol 7beta-acetate 18-palmitate is found in Sideritis cystosiphon, Sideritis ferrensis, Sideritis lotsyi, Sideritis lotsyi var. mascaensis and Sideritis soluta. Based on a literature review very few articles have been published on (4S)-Kaur-16-ene-7beta,19-diol 7-acetate 19-palmitate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292204522D          

 42 45  0  0  1  0            999 V2000
   -6.1116    1.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6632    0.3603    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0802   -0.4226    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6737   -0.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3479    0.2817    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9701    1.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5235   -0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2758   -0.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7688   -0.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5882   -1.1081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7628   -1.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3805   -0.3300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8177    0.3697    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4304    1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6059    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1687    0.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6982   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4827   -2.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6600   -2.4722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8414   -3.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  3  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
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  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 12 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
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 13 38  1  1  0  0  0
 10 39  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END

     RDKit          3D

106109  0  0  0  0  0  0  0  0999 V2000
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 14 62  1  0
 14 63  1  0
 13 60  1  0
 13 61  1  0
 12 58  1  0
 12 59  1  0
 11 55  1  0
 11 56  1  0
 11 57  1  0
  9 54  1  1
  8 52  1  0
  8 53  1  0
  7 50  1  0
  7 51  1  0
  6 49  1  1
  5 47  1  0
  5 48  1  0
  3 45  1  0
  3 46  1  0
  1 43  1  0
  1 44  1  0
 38103  1  6
 37101  1  0
 37102  1  0
 36100  1  1
 41104  1  0
 41105  1  0
 41106  1  0
M  END


  Mrv1652304292204522D          

 42 45  0  0  1  0            999 V2000
   -6.1116    1.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6632    0.3603    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0802   -0.4226    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6737   -0.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3479    0.2817    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9701    1.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5235   -0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2758   -0.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7688   -0.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5882   -1.1081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7628   -1.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3805   -0.3300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8177    0.3697    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4304    1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6059    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1687    0.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5560   -0.3012    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8416   -0.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1271   -0.3012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4126   -0.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4126   -1.5387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6982   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0163   -0.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4453   -0.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1597   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8742   -0.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3031   -0.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0176   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7321   -0.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4466   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1610   -0.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8755   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5900   -0.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3044   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4985   -1.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2466    1.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9468   -1.8510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4827   -2.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6600   -2.4722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8414   -3.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  3  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  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  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 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
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 17 37  1  1  0  0  0
 13 38  1  1  0  0  0
 10 39  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0081803

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)OC[C@@]1(C)CCC[C@@]2(C)[C@@H]3CC[C@@H]4C[C@]3(CC4=C)[C@H](C[C@H]12)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C38H64O4/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-20-35(40)41-28-36(4)23-19-24-37(5)32-22-21-31-27-38(32,26-29(31)2)34(25-33(36)37)42-30(3)39/h31-34H,2,6-28H2,1,3-5H3/t31-,32+,33-,34+,36-,37+,38+/m1/s1

> <INCHI_KEY>
ARZVCSLAOOTNER-QCBCFOTHSA-N

> <FORMULA>
C38H64O4

> <MOLECULAR_WEIGHT>
584.926

> <EXACT_MASS>
584.480460541

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
106

> <JCHEM_AVERAGE_POLARIZABILITY>
74.50040200064169

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1R,2S,4S,5S,9R,10S,13R)-2-(acetyloxy)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-5-yl]methyl hexadecanoate

> <ALOGPS_LOGP>
8.96

> <JCHEM_LOGP>
10.466735254333335

> <ALOGPS_LOGS>
-7.57

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.717615173067521

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
171.67950000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.59e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2S,4S,5S,9R,10S,13R)-2-(acetyloxy)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-5-yl]methyl hexadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0     -11.408   2.085   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.571   0.672   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.350  -0.789   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -12.458  -0.047   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.716   0.526   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.011   1.978   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.044  -1.052   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -15.448  -1.684   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -12.635  -1.858   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.431  -2.068   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.891  -1.993   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.177  -0.616   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.993   0.690   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.270   2.050   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.731   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.915   0.798   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.638  -0.562   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.304  -1.332   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.971  -0.562   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.637  -1.332   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.637  -2.872   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.303  -0.562   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.030  -1.332   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.364  -0.562   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.698  -1.332   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.031  -0.562   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.365  -1.332   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.699  -0.562   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.033  -1.332   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.366  -0.562   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.700  -1.332   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.034  -0.562   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.367  -1.332   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.701  -0.562   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.035  -1.332   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.368  -0.562   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -6.531  -2.098   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.794   2.006   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -11.101  -3.455   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0     -10.234  -4.728   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -8.699  -4.615   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0     -10.904  -6.115   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   13                                                  
CONECT    3    2    4    9   10                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    3                                                       
CONECT   10    3   11   39                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    2   14   38                                             
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18   37                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   17                                                            
CONECT   38   13                                                            
CONECT   39   10   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
(4S)-Kaur-16-ene-7b,19-diol 7-acetate 19-palmitate	Generator
(4S)-Kaur-16-ene-7b,19-diol 7-acetic acid 19-palmitic acid	Generator
(4S)-Kaur-16-ene-7beta,19-diol 7-acetic acid 19-palmitic acid	Generator
(4S)-Kaur-16-ene-7β,19-diol 7-acetate 19-palmitate	Generator
(4S)-Kaur-16-ene-7β,19-diol 7-acetic acid 19-palmitic acid	Generator

Chemical Formula

C₃₈H₆₄O₄

Average Mass

584.9260 Da

Monoisotopic Mass

584.48046 Da

IUPAC Name

[(1R,2S,4S,5S,9R,10S,13R)-2-(acetyloxy)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-5-yl]methyl hexadecanoate

Traditional Name

[(1R,2S,4S,5S,9R,10S,13R)-2-(acetyloxy)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-5-yl]methyl hexadecanoate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)OC[C@@]1(C)CCC[C@@]2(C)[C@@H]3CC[C@@H]4C[C@]3(CC4=C)[C@H](C[C@H]12)OC(C)=O

InChI Identifier

InChI=1S/C38H64O4/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-20-35(40)41-28-36(4)23-19-24-37(5)32-22-21-31-27-38(32,26-29(31)2)34(25-33(36)37)42-30(3)39/h31-34H,2,6-28H2,1,3-5H3/t31-,32+,33-,34+,36-,37+,38+/m1/s1

InChI Key

ARZVCSLAOOTNER-QCBCFOTHSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Sideritis cystosiphon	LOTUS Database	35616633
Sideritis ferrensis	LOTUS Database	35616633
Sideritis lotsyi	LOTUS Database	35616633
Sideritis lotsyi var. mascaensis	Plant	KNApSAcK
Sideritis soluta	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	8.96	ALOGPS
logP	10.47	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	171.68 m³·mol⁻¹	ChemAxon
Polarizability	74.5 Å³	ChemAxon
Number of Rings	4	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

Not Available

METLIN ID

Not Available

PubChem Compound

101526599

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Epicandicandiol 7beta-acetate 18-palmitate (NP0081803)

MOL for NP0081803 (Epicandicandiol 7beta-acetate 18-palmitate)

3D MOL for NP0081803 (Epicandicandiol 7beta-acetate 18-palmitate)

3D SDF for NP0081803 (Epicandicandiol 7beta-acetate 18-palmitate)

3D-SDF for NP0081803 (Epicandicandiol 7beta-acetate 18-palmitate)

PDB for NP0081803 (Epicandicandiol 7beta-acetate 18-palmitate)

3D PDB for NP0081803 (Epicandicandiol 7beta-acetate 18-palmitate)

SMILES for NP0081803 (Epicandicandiol 7beta-acetate 18-palmitate)

INCHI for NP0081803 (Epicandicandiol 7beta-acetate 18-palmitate)

Structure for NP0081803 (Epicandicandiol 7beta-acetate 18-palmitate)

3D Structure for NP0081803 (Epicandicandiol 7beta-acetate 18-palmitate)