NP-MRD: Showing NP-Card for (1s,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate (NP0184351)

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Record Information

Version

2.0

Created at

2022-09-03 23:27:14 UTC

Updated at

2022-09-03 23:27:15 UTC

NP-MRD ID

NP0184351

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Deacetylserrulatin B 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,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate is found in Euphorbia platyphyllos and Euphorbia serrulata. Based on a literature review very few articles have been published on Deacetylserrulatin B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042201272D          

 47 49  0  0  1  0            999 V2000
    6.6755    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2563    0.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0393    1.6307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2415    1.8407    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8321    1.1245    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4180    0.5437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2080   -0.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7939   -0.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4120   -0.4711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7556   -0.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9578   -0.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9726   -1.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3214    0.6083    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
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  2  4  1  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309042201272D          

 47 49  0  0  1  0            999 V2000
    6.6755    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2563    0.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0541    0.6246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0393    1.6307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2415    1.8407    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8321    1.1245    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4180    0.5437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2080   -0.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7939   -0.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4120   -0.4711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1195    0.7089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3364   -0.0871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7556   -0.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9578   -0.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9726   -1.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2945    0.7053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5205    0.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4413   -0.1065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789    1.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1626    1.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3791    1.5690    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1276    0.7833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214    0.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7667    1.2190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -0.1774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6245   -0.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3730   -1.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5668   -1.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0121   -1.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2636   -0.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    2.2344    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0663    2.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733    2.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1590    2.6524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8601    3.4213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0447    3.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457    4.3157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684    3.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9826    3.9495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2811    3.7842    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2775    4.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9974    3.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8224    3.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2380    2.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8723    3.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0522    2.5331    0.0000 C   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  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  1  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 21 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 20 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 34 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  1  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
  5 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184351

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@@]2(OC(C)=O)\C(=C\[C@](C)(O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)C(C)(C)\C=C\[C@H](C)C2=O)[C@H]1OC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C35H44O12/c1-19-15-16-33(7,8)30(44-22(4)37)28(43-21(3)36)31(45-23(5)38)34(9,42)18-26-27(46-32(41)25-13-11-10-12-14-25)20(2)17-35(26,29(19)40)47-24(6)39/h10-16,18-20,27-28,30-31,42H,17H2,1-9H3/b16-15+,26-18+/t19-,20+,27-,28+,30+,31+,34-,35+/m0/s1

> <INCHI_KEY>
MGQBTBLHNLYVIS-MXPQHFOLSA-N

> <FORMULA>
C35H44O12

> <MOLECULAR_WEIGHT>
656.725

> <EXACT_MASS>
656.283276857

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
65.99467913531642

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
3.956506114999998

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.799515771286956

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.502116742937435

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4435362081355327

> <JCHEM_POLAR_SURFACE_AREA>
168.79999999999998

> <JCHEM_REFRACTIVITY>
167.23940000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      12.461   0.464   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.545   1.558   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      15.034   1.166   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.140   3.044   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.651   3.436   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.887   2.099   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.980   1.015   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.588  -0.474   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.682  -1.559   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.102  -0.879   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.556   1.323   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.961  -0.163   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.877  -1.256   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.388  -0.864   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.282  -2.742   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.016   1.317   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.572   0.784   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.290  -0.199   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.241   2.647   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.904   3.411   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.441   2.929   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.971   1.462   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.467   1.135   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.431   2.275   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.997  -0.331   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.032  -1.471   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.563  -2.938   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.058  -3.265   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.023  -2.125   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.492  -0.658   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.530   4.171   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.990   4.164   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.430   5.421   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.897   4.951   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       5.339   6.386   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       3.817   6.621   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.853   5.420   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.259   8.056   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.661   6.288   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       5.567   7.372   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       7.991   7.064   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.985   8.604   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.328   6.300   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.868   6.306   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      11.644   4.976   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      12.828   5.961   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      13.164   4.728   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   45                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   11   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21   34                                                  
CONECT   21   20   22   31                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   21   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   20   35   39                                             
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   34   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44    5   46   47                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₄₄O₁₂

Average Mass

656.7250 Da

Monoisotopic Mass

656.28328 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@@]2(OC(C)=O)\C(=C\[C@](C)(O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)C(C)(C)\C=C\[C@H](C)C2=O)[C@H]1OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C35H44O12/c1-19-15-16-33(7,8)30(44-22(4)37)28(43-21(3)36)31(45-23(5)38)34(9,42)18-26-27(46-32(41)25-13-11-10-12-14-25)20(2)17-35(26,29(19)40)47-24(6)39/h10-16,18-20,27-28,30-31,42H,17H2,1-9H3/b16-15+,26-18+/t19-,20+,27-,28+,30+,31+,34-,35+/m0/s1

InChI Key

MGQBTBLHNLYVIS-MXPQHFOLSA-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 platyphyllos	LOTUS Database	35616633
Euphorbia serrulata	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
Alpha-acyloxy ketone
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
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

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

9909682

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11734972

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,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate (NP0184351)

MOL for NP0184351 ((1s,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate)

3D MOL for NP0184351 ((1s,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate)

3D SDF for NP0184351 ((1s,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate)

3D-SDF for NP0184351 ((1s,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate)

PDB for NP0184351 ((1s,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate)

3D PDB for NP0184351 ((1s,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate)

SMILES for NP0184351 ((1s,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate)

INCHI for NP0184351 ((1s,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate)

Structure for NP0184351 ((1s,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate)

3D Structure for NP0184351 ((1s,2r,3ar,5s,9s,10r,11r,12s)-3a,9,10,11-tetrakis(acetyloxy)-12-hydroxy-2,5,8,8,12-pentamethyl-4-oxo-1h,2h,3h,5h,9h,10h,11h-cyclopenta[12]annulen-1-yl benzoate)