NP-MRD: Showing NP-Card for (1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate (NP0330798)

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Record Information

Version

2.0

Created at

2022-09-12 16:30:25 UTC

Updated at

2022-09-12 16:30:26 UTC

NP-MRD ID

NP0330798

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate

Description

Euphornin D belongs to the class of organic compounds known as jatrophane and cyclojatrophane diterpenoids. These are diterpenoids with a structure based on the jatrophane or the 9,13-jatrophane skeleton. Jatrophane can be derived from casbane by 6,10-cyclization and opening of the cyclopropane. Cyclojatrophane diterpenoids are based on the 9,13-cyclization of the jatrophane skeleton yields the 9,13-cyclojatrophane skeleton. (1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate is found in Euphorbia helioscopia. Based on a literature review very few articles have been published on Euphornin D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122218302D          

 45 47  0  0  1  0            999 V2000
    2.9468    1.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1499    0.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5665    1.3959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9364    0.0156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -0.5678    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2342   -0.1553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0207    0.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0592   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7737   -0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862   -1.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7165   -0.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9614   -1.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862   -2.1072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9831   -2.3208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1966   -3.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132   -3.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  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  1  0  0  0
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  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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 41 42  1  1  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
M  END

     RDKit          3D

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    0.6104   -4.8276   -2.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
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 37 82  1  0
M  END


  Mrv1652309122218302D          

 45 47  0  0  1  0            999 V2000
    2.9468    1.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5665    1.3959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9364    0.0156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -0.5678    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2342   -0.1553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0207    0.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0592   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7737   -0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862   -1.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7165   -0.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9614   -1.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862   -2.1072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9831   -2.3208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1966   -3.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132   -3.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9935   -3.3312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7737   -2.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0592   -3.2342    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2727   -4.0311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0696   -4.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831   -5.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8845   -4.1156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342   -3.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0207   -4.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -2.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072   -2.1072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3226   -2.3622    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0677   -3.1468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2607   -3.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2913   -2.7052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0058   -4.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5578   -4.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3029   -5.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5041   -5.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0562   -5.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8012   -4.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8377   -1.6947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0127   -1.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3226   -1.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072   -1.2822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8116   -0.5120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9967   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4775   -1.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011    0.3872    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  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 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
 32 37  1  0  0  0  0
 28 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 27 41  1  0  0  0  0
  5 41  1  0  0  0  0
 41 42  1  1  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0330798

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@]2(OC(C)=O)[C@@H](\C=C(C)/[C@@H](C[C@@H](OC(C)=O)C(C)(C)\C=C/[C@H](C)[C@@H]2OC(C)=O)OC(C)=O)[C@H]1OC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C35H46O10/c1-20-15-16-34(8,9)30(42-24(5)37)18-29(41-23(4)36)21(2)17-28-31(44-33(40)27-13-11-10-12-14-27)22(3)19-35(28,45-26(7)39)32(20)43-25(6)38/h10-17,20,22,28-32H,18-19H2,1-9H3/b16-15-,21-17-/t20-,22-,28-,29+,30+,31-,32-,35+/m0/s1

> <INCHI_KEY>
FZKCYZNAORCYGO-IULNKUSHSA-N

> <FORMULA>
C35H46O10

> <MOLECULAR_WEIGHT>
626.743

> <EXACT_MASS>
626.309097681

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
66.02975828037981

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,3aR,4S,5S,9R,11R,13aS)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1H,2H,3H,3aH,4H,5H,8H,9H,10H,11H,13aH-cyclopenta[12]annulen-1-yl benzoate

> <JCHEM_LOGP>
4.794301210333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.288145190166638

> <JCHEM_POLAR_SURFACE_AREA>
131.50000000000003

> <JCHEM_REFRACTIVITY>
165.5428

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3aR,4S,5S,9R,11R,13aS)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1H,2H,3H,4H,5H,9H,10H,11H,13aH-cyclopenta[12]annulen-1-yl benzoate

> <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       5.501   1.915   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.013   1.517   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.924   2.606   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.615   0.029   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.703  -1.060   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.037  -0.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.639   1.198   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.577  -0.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.911  -1.060   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.681  -2.393   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.671  -1.214   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.128  -2.920   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.681  -3.933   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.168  -4.332   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.567  -5.820   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.478  -6.909   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      13.054  -6.218   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.911  -5.267   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.577  -6.037   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.976  -7.525   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.463  -7.923   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.862  -9.411   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.984  -7.682   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.037  -6.037   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.639  -7.525   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.703  -5.267   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.933  -3.933   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.469  -4.409   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.993  -5.874   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.487  -6.194   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.544  -5.050   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.011  -7.659   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.041  -8.803   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.565 -10.268   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.941 -10.588   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.971  -9.444   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.496  -7.979   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.564  -3.163   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.024  -3.163   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.469  -1.918   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.933  -2.393   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       3.382  -0.956   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       1.861  -0.715   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.891  -1.912   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       1.309   0.723   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   41                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   41                                                  
CONECT   28   27   29   38                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   32                                                       
CONECT   38   28   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   27    5   42                                             
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₄₆O₁₀

Average Mass

626.7430 Da

Monoisotopic Mass

626.30910 Da

IUPAC Name

(1S,2S,3aR,4S,5S,9R,11R,13aS)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1H,2H,3H,3aH,4H,5H,8H,9H,10H,11H,13aH-cyclopenta[12]annulen-1-yl benzoate

Traditional Name

(1S,2S,3aR,4S,5S,9R,11R,13aS)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1H,2H,3H,4H,5H,9H,10H,11H,13aH-cyclopenta[12]annulen-1-yl benzoate

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@]2(OC(C)=O)[C@@H](\C=C(C)/[C@@H](C[C@@H](OC(C)=O)C(C)(C)\C=C/[C@H](C)[C@@H]2OC(C)=O)OC(C)=O)[C@H]1OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C35H46O10/c1-20-15-16-34(8,9)30(42-24(5)37)18-29(41-23(4)36)21(2)17-28-31(44-33(40)27-13-11-10-12-14-27)22(3)19-35(28,45-26(7)39)32(20)43-25(6)38/h10-17,20,22,28-32H,18-19H2,1-9H3/b16-15-,21-17-/t20-,22-,28-,29+,30+,31-,32-,35+/m0/s1

InChI Key

FZKCYZNAORCYGO-IULNKUSHSA-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
Euphorbia helioscopia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as jatrophane and cyclojatrophane diterpenoids. These are diterpenoids with a structure based on the jatrophane or the 9,13-jatrophane skeleton. Jatrophane can be derived from casbane by 6,10-cyclization and opening of the cyclopropane. Cyclojatrophane diterpenoids are based on the 9,13-cyclization of the jatrophane skeleton yields the 9,13-cyclojatrophane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Jatrophane and cyclojatrophane diterpenoids

Alternative Parents

Substituents

Jatrophane diterpenoid
Pentacarboxylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	4.79	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	131.5 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	165.54 m³·mol⁻¹	ChemAxon
Polarizability	66.03 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

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KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

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Wikipedia Link

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METLIN ID

Not Available

PubChem Compound

101831569

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,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate (NP0330798)

MOL for NP0330798 ((1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate)

3D MOL for NP0330798 ((1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate)

3D SDF for NP0330798 ((1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate)

3D-SDF for NP0330798 ((1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate)

PDB for NP0330798 ((1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate)

3D PDB for NP0330798 ((1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate)

SMILES for NP0330798 ((1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate)

INCHI for NP0330798 ((1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate)

Structure for NP0330798 ((1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate)

3D Structure for NP0330798 ((1s,2s,3ar,4s,5s,9r,11r,13as)-3a,4,9,11-tetrakis(acetyloxy)-2,5,8,8,12-pentamethyl-1h,2h,3h,4h,5h,9h,10h,11h,13ah-cyclopenta[12]annulen-1-yl benzoate)