NP-MRD: Showing NP-Card for 3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate (NP0237268)

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Record Information

Version

2.0

Created at

2022-09-06 20:21:50 UTC

Updated at

2022-09-06 20:21:50 UTC

NP-MRD ID

NP0237268

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate

Description

3,8,13A-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-6,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1H,2H,3H,3aH,4H,5H,6H,7H,8H,9H,12H,13H,13aH-cyclopenta[12]annulen-4-yl 2-methylpropanoate 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. 3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate is found in Euphorbia segetalis and Euphorbia terracina. Based on a literature review very few articles have been published on 3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-6,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1H,2H,3H,3aH,4H,5H,6H,7H,8H,9H,12H,13H,13aH-cyclopenta[12]annulen-4-yl 2-methylpropanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062222212D          

 42 43  0  0  0  0            999 V2000
    4.1089   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9420   -1.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5582   -0.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3913    0.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076    0.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7907    0.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8407    1.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0575    1.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4569    2.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3414   -0.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9576   -0.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7408   -0.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9077   -1.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3570   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1901    0.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1402   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5083   -1.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0419    1.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6581    1.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
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 14 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
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 22 19  1  4  0  0  0
 22 23  2  0  0  0  0
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  2 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 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
 40 42  1  0  0  0  0
M  END

     RDKit          3D

 92 93  0  0  0  0  0  0  0  0999 V2000
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  1 43  1  0
  1 44  1  0
M  END


  Mrv1652309062222212D          

 42 43  0  0  0  0            999 V2000
    4.1089   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9420   -1.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5582   -0.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3913    0.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076    0.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7907    0.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8407    1.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0575    1.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4569    2.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3414   -0.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9576   -0.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7408   -0.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9077   -1.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3570   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1901    0.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1402   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5083   -1.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2915   -1.9058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8921   -2.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5393   -2.7065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7167   -2.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0590   -3.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4427   -3.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6596   -3.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0434   -3.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4927   -2.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3136   -2.4024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7095   -2.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7911   -3.0455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9927   -2.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3828   -2.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5748   -2.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7226   -1.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3142   -0.6089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5426   -1.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1589   -0.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9919   -0.0601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2088    0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926   -0.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419    1.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2587    1.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6581    1.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 22 19  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
  2 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 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
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0237268

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(=O)OC1C2C(O)C(C)CC2(O)C(=O)C(C)C=CC(C)(C)C(O)C(OC(=O)C(C)C)C(OC(=O)C(C)C)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C32H50O10/c1-15(2)28(36)40-23-20(9)24(41-29(37)16(3)4)25(42-30(38)17(5)6)27(35)31(10,11)13-12-18(7)26(34)32(39)14-19(8)22(33)21(23)32/h12-13,15-19,21-25,27,33,35,39H,9,14H2,1-8,10-11H3

> <INCHI_KEY>
CTIRLELUOAEMHA-UHFFFAOYSA-N

> <FORMULA>
C32H50O10

> <MOLECULAR_WEIGHT>
594.742

> <EXACT_MASS>
594.34039781

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
63.82176256113732

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1H,2H,3H,3aH,4H,5H,6H,7H,8H,9H,12H,13H,13aH-cyclopenta[12]annulen-6-yl 2-methylpropanoate

> <JCHEM_LOGP>
4.727890558333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.403125103980734

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.467265003411036

> <JCHEM_PKA_STRONGEST_BASIC>
-3.019010213549932

> <JCHEM_POLAR_SURFACE_AREA>
156.66

> <JCHEM_REFRACTIVITY>
154.63340000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1H,2H,3H,3aH,4H,6H,7H,8H,12H-cyclopenta[12]annulen-6-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       7.670  -3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.358  -2.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.509  -1.081   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.197   0.427   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.347   1.451   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.809   0.967   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.036   2.959   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.574   3.444   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.186   3.983   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.971  -1.565   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.121  -0.541   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      12.583  -1.025   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.894  -2.534   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.733  -0.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.422   1.507   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.195  -0.486   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.282  -3.073   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.744  -3.557   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.132  -4.097   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.340  -5.052   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.671  -4.052   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.443  -5.605   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.293  -6.629   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.831  -6.145   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.681  -7.169   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.520  -4.637   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.052  -4.485   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.058  -4.152   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.210  -5.685   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.720  -4.915   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.581  -3.878   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.073  -4.189   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.216  -2.475   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.453  -1.137   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       4.746  -2.644   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.897  -1.620   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.585  -0.112   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.123   0.372   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.973  -0.652   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       3.812   1.880   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.350   2.364   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.962   2.904   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   36                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    3   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   10   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30   35                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   28   36                                                  
CONECT   36   35    2   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

View in JSmol

Synonyms

Value	Source
3,8,13a-Trihydroxy-2,9,9,12-tetramethyl-5-methylidene-6,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1H,2H,3H,3ah,4H,5H,6H,7H,8H,9H,12H,13H,13ah-cyclopenta[12]annulen-4-yl 2-methylpropanoic acid	Generator

Chemical Formula

C₃₂H₅₀O₁₀

Average Mass

594.7420 Da

Monoisotopic Mass

594.34040 Da

IUPAC Name

3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1H,2H,3H,3aH,4H,5H,6H,7H,8H,9H,12H,13H,13aH-cyclopenta[12]annulen-6-yl 2-methylpropanoate

Traditional Name

3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1H,2H,3H,3aH,4H,6H,7H,8H,12H-cyclopenta[12]annulen-6-yl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC(C)C(=O)OC1C2C(O)C(C)CC2(O)C(=O)C(C)C=CC(C)(C)C(O)C(OC(=O)C(C)C)C(OC(=O)C(C)C)C1=C

InChI Identifier

InChI=1S/C32H50O10/c1-15(2)28(36)40-23-20(9)24(41-29(37)16(3)4)25(42-30(38)17(5)6)27(35)31(10,11)13-12-18(7)26(34)32(39)14-19(8)22(33)21(23)32/h12-13,15-19,21-25,27,33,35,39H,9,14H2,1-8,10-11H3

InChI Key

CTIRLELUOAEMHA-UHFFFAOYSA-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 segetalis	LOTUS Database	35616633
Euphorbia terracina	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
Tricarboxylic acid or derivatives
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxylic acid derivative
Polyol
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
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	4.73	ChemAxon
pKa (Strongest Acidic)	12.47	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	156.66 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	154.63 m³·mol⁻¹	ChemAxon
Polarizability	63.82 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

163008194

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate (NP0237268)

MOL for NP0237268 (3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate)

3D MOL for NP0237268 (3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate)

3D SDF for NP0237268 (3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate)

3D-SDF for NP0237268 (3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate)

PDB for NP0237268 (3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate)

3D PDB for NP0237268 (3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate)

SMILES for NP0237268 (3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate)

INCHI for NP0237268 (3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate)

Structure for NP0237268 (3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate)

3D Structure for NP0237268 (3,8,13a-trihydroxy-2,9,9,12-tetramethyl-5-methylidene-4,7-bis[(2-methylpropanoyl)oxy]-13-oxo-1h,2h,3h,3ah,4h,6h,7h,8h,12h-cyclopenta[12]annulen-6-yl 2-methylpropanoate)