NP-MRD: Showing NP-Card for (1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate (NP0292352)

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Record Information

Version

2.0

Created at

2022-09-09 23:50:20 UTC

Updated at

2022-09-09 23:50:20 UTC

NP-MRD ID

NP0292352

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate

Description

(1R,2R,3S,4R)-3-{3-[(3Z,3aS,5aR,7S,9aR,9bS)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-dodecahydro-1H-cyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate is found in Rhabdastrella globostellata. Based on a literature review very few articles have been published on (1R,2R,3S,4R)-3-{3-[(3Z,3aS,5aR,7S,9aR,9bS)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-dodecahydro-1H-cyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102201502D          

 43 46  0  0  1  0            999 V2000
    5.3195    0.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1369    0.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4488    1.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6424    0.2450    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4670    0.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7463   -0.5055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5385   -0.7358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1341   -0.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9263   -0.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9375    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -1.0110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6653   -1.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5618   -1.6411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8411   -2.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6530   -2.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3085   -3.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0058   -0.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9291    1.1653    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
  4  2  1  6  0  0  0
  4  5  1  0  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
 11 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 11 17  1  0  0  0  0
  4 17  1  0  0  0  0
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 41 42  1  0  0  0  0
 26 42  1  0  0  0  0
 31 42  1  0  0  0  0
 42 43  1  1  0  0  0
M  END

     RDKit          3D

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 12 58  1  0
 15 59  1  0
 15 60  1  0
 15 61  1  0
  3 46  1  0
  3 47  1  0
  3 48  1  0
  1 44  1  0
  1 45  1  0
M  END


  Mrv1652309102201502D          

 43 46  0  0  1  0            999 V2000
    5.3195    0.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1369    0.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4488    1.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6424    0.2450    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4670    0.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7463   -0.5055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5385   -0.7358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1341   -0.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9263   -0.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9375    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -1.0110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6653   -1.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5618   -1.6411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8411   -2.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6530   -2.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3085   -3.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4121   -0.5472    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6358   -0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0058   -0.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295   -0.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833   -1.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995   -0.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613    1.2168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.4640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7983   -0.2372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3038   -0.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083   -0.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491   -0.2887    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3245   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930   -1.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4416   -0.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.3867    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9347    0.3610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    1.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9793    1.7892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.4383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9291    1.1653    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
  4  2  1  6  0  0  0
  4  5  1  0  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
 11 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 11 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 26 25  1  6  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 26 42  1  0  0  0  0
 31 42  1  0  0  0  0
 42 43  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0292352

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C[C@H]([C@H](C=C\C(C)=C2/C(=O)C[C@@H]3[C@]2(C)CC[C@H]2C(C)(C)[C@H](CC[C@]32C)OC(C)=O)[C@@]1(C)OC(C)=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C36H52O7/c1-20(2)25-18-31(42-23(5)38)36(11,43-24(6)39)26(25)13-12-21(3)32-27(40)19-29-34(9)17-15-30(41-22(4)37)33(7,8)28(34)14-16-35(29,32)10/h12-13,25-26,28-31H,1,14-19H2,2-11H3/b13-12?,32-21+/t25-,26-,28-,29-,30-,31+,34-,35-,36+/m0/s1

> <INCHI_KEY>
CEDAETVGHBUTFR-PDMUEDEDSA-N

> <FORMULA>
C36H52O7

> <MOLECULAR_WEIGHT>
596.805

> <EXACT_MASS>
596.371304014

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
68.8952637153228

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3S,4R)-3-{3-[(3Z,3aS,5aR,7S,9aR,9bS)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-dodecahydro-1H-cyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate

> <JCHEM_LOGP>
5.655638548666664

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.77754360717908

> <JCHEM_PKA_STRONGEST_BASIC>
-4.767307888716206

> <JCHEM_POLAR_SURFACE_AREA>
95.97

> <JCHEM_REFRACTIVITY>
165.85359999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3S,4R)-3-{3-[(3Z,3aS,5aR,7S,9aR,9bS)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       9.930   1.466   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.456   1.674   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.038   3.100   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.399   0.457   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.938   0.505   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.460  -0.944   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      15.939  -1.373   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      17.050  -0.308   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.529  -0.738   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      16.683   1.188   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      13.243  -1.887   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.309  -2.999   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.249  -3.063   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.770  -4.512   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.286  -4.785   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      11.776  -5.688   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      11.969  -1.021   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.520  -1.543   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.344  -0.549   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.895  -1.070   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.622  -2.586   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.719  -0.076   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.832   1.460   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.141   2.271   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.406   2.042   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.412   0.866   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.223  -0.443   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.167  -1.660   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.495  -1.800   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.956  -1.848   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.145  -0.539   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.606  -0.587   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.920  -2.095   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.824  -1.159   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.206   0.722   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -1.745   0.674   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -2.556   1.983   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.095   1.935   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -1.828   3.340   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.522   2.079   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.062   2.127   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.873   0.818   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.601   2.175   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12   13   17                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11    4   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   42                                                  
CONECT   27   26   22   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   42                                                  
CONECT   32   31   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   35   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   26   31   43                                             
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,3S,4R)-3-{3-[(3Z,3as,5ar,7S,9ar,9BS)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-dodecahydro-1H-cyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetic acid	Generator

Chemical Formula

C₃₆H₅₂O₇

Average Mass

596.8050 Da

Monoisotopic Mass

596.37130 Da

IUPAC Name

Traditional Name

(1R,2R,3S,4R)-3-{3-[(3Z,3aS,5aR,7S,9aR,9bS)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C[C@H]([C@H](C=C\C(C)=C2/C(=O)C[C@@H]3[C@]2(C)CC[C@H]2C(C)(C)[C@H](CC[C@]32C)OC(C)=O)[C@@]1(C)OC(C)=O)C(C)=C

InChI Identifier

InChI=1S/C36H52O7/c1-20(2)25-18-31(42-23(5)38)36(11,43-24(6)39)26(25)13-12-21(3)32-27(40)19-29-34(9)17-15-30(41-22(4)37)33(7,8)28(34)14-16-35(29,32)10/h12-13,25-26,28-31H,1,14-19H2,2-11H3/b13-12?,32-21+/t25-,26-,28-,29-,30-,31+,34-,35-,36+/m0/s1

InChI Key

CEDAETVGHBUTFR-PDMUEDEDSA-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
Rhabdastrella globostellata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Tricarboxylic acid or derivatives
Cyclic ketone
Ketone
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	5.66	ChemAxon
pKa (Strongest Acidic)	19.78	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	95.97 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	165.85 m³·mol⁻¹	ChemAxon
Polarizability	68.9 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

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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

162819860

PDB ID

Not Available

ChEBI ID

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Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate (NP0292352)

MOL for NP0292352 ((1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate)

3D MOL for NP0292352 ((1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate)

3D SDF for NP0292352 ((1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate)

3D-SDF for NP0292352 ((1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate)

PDB for NP0292352 ((1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate)

3D PDB for NP0292352 ((1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate)

SMILES for NP0292352 ((1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate)

INCHI for NP0292352 ((1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate)

Structure for NP0292352 ((1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate)

3D Structure for NP0292352 ((1r,2r,3s,4r)-3-{3-[(3z,3as,5ar,7s,9ar,9bs)-7-(acetyloxy)-3a,6,6,9a-tetramethyl-2-oxo-octahydrocyclopenta[a]naphthalen-3-ylidene]but-1-en-1-yl}-2-(acetyloxy)-2-methyl-4-(prop-1-en-2-yl)cyclopentyl acetate)