NP-MRD: Showing NP-Card for (1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate (NP0219204)

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Record Information

Version

1.0

Created at

2022-09-05 20:07:24 UTC

Updated at

2022-09-05 20:07:24 UTC

NP-MRD ID

NP0219204

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate

Description

12Beta-Acetoxycleocarpone belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate is found in Cleome amblyocarpa. Based on a literature review very few articles have been published on 12beta-Acetoxycleocarpone.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052222072D          

 38 43  0  0  1  0            999 V2000
    3.5743    2.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524    2.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795    3.1855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4033    1.7619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8762    1.0859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6981    1.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1709    0.4813    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9928    0.5528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5200    1.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3419    1.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1638    1.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6366    0.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4585    0.7673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2876   -0.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0844   -0.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2153   -0.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4657   -0.1233    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1166   -0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2948   -0.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219   -0.2662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4729   -1.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -0.3377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1570   -1.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5032   -0.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381    0.0975    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8390    0.9163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1804    1.4132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2814    2.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823    3.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1002    2.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4626    2.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4208    1.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3199    0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9785   -0.2244    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8775   -1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2841    0.5691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5271    0.3383    0.0000 C   0  0  1  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
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 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
 14 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  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
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 28 37  1  0  0  0  0
 38 26  1  1  0  0  0
  5 38  1  0  0  0  0
 22 38  1  0  0  0  0
M  END


  Mrv1652309052222072D          

 38 43  0  0  1  0            999 V2000
    3.5743    2.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524    2.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795    3.1855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4033    1.7619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8762    1.0859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6981    1.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1709    0.4813    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9928    0.5528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5200    1.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3419    1.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1638    1.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6366    0.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4585    0.7673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2876   -0.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0844   -0.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2153   -0.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4657   -0.1233    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1166   -0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2948   -0.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219   -0.2662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4729   -1.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -0.3377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1570   -1.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5032   -0.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381    0.0975    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8390    0.9163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1804    1.4132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2814    2.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823    3.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1002    2.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4626    2.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4208    1.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3199    0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9785   -0.2244    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8775   -1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2841    0.5691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5271    0.3383    0.0000 C   0  0  1  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
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 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
 14 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  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
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 28 37  1  0  0  0  0
 38 26  1  1  0  0  0
  5 38  1  0  0  0  0
 22 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219204

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C[C@@H]2[C@@]3(C)CCC(=O)C(C)(C)[C@@H]3CC[C@@]2(C)[C@]2(C)CC[C@@]3(O[C@]4(CC[C@]3(C)O4)C(C)(C)O)[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C32H50O6/c1-19(33)36-20-18-22-27(6)12-11-23(34)25(2,3)21(27)10-13-28(22,7)29(8)14-16-31(24(20)29)30(9)15-17-32(37-30,38-31)26(4,5)35/h20-22,24,35H,10-18H2,1-9H3/t20-,21+,22-,24+,27+,28-,29-,30+,31-,32-/m1/s1

> <INCHI_KEY>
ZHCMMSAQQHMOOP-VULMRHIUSA-N

> <FORMULA>
C32H50O6

> <MOLECULAR_WEIGHT>
530.746

> <EXACT_MASS>
530.36073933

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
60.780171929031596

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,1'R,2R,2'R,4R,7'R,10'R,11'R,15'R,16'R)-4-(2-hydroxypropan-2-yl)-1,2',6',6',10',11'-hexamethyl-5'-oxo-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-16'-yl acetate

> <JCHEM_LOGP>
5.261384439333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.960993955612366

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.36497061767227

> <JCHEM_PKA_STRONGEST_BASIC>
-3.513961803675312

> <JCHEM_POLAR_SURFACE_AREA>
82.06000000000002

> <JCHEM_REFRACTIVITY>
143.8225

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,1'R,2R,2'R,4R,7'R,10'R,11'R,15'R,16'R)-4-(2-hydroxypropan-2-yl)-1,2',6',6',10',11'-hexamethyl-5'-oxo-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-16'-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       6.672   4.818   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.138   4.684   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.255   5.946   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.486   3.289   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.369   2.027   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.903   2.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.786   0.898   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.320   1.032   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.437   2.294   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.971   2.427   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.506   2.561   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.388   1.299   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      13.923   1.432   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      11.737  -0.097   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.224  -0.496   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.602  -1.631   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.203  -0.230   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.551  -1.625   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.017  -1.759   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.134  -0.497   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.483  -1.892   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.600  -0.630   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.893  -2.142   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.673  -1.860   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.217  -1.358   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.244   0.182   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.433   1.710   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.203   2.638   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.392   4.166   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.580   5.695   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.920   3.978   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.863   4.355   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.786   2.037   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.597   0.508   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.827  -0.419   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.638  -1.947   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.397   1.062   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.717   0.632   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   38                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9   10   17                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14    8   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    7   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23   24   38                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   35   38                                             
CONECT   27   26   28                                                       
CONECT   28   27   29   33   37                                             
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
CONECT   33   28   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   26   36   37                                             
CONECT   36   35                                                            
CONECT   37   35   28                                                       
CONECT   38   26    5   22                                                  
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

View in JSmol

Synonyms

Value	Source
12b-Acetoxycleocarpone	Generator
12Β-acetoxycleocarpone	Generator

Chemical Formula

C₃₂H₅₀O₆

Average Mass

530.7460 Da

Monoisotopic Mass

530.36074 Da

IUPAC Name

(1S,1'R,2R,2'R,4R,7'R,10'R,11'R,15'R,16'R)-4-(2-hydroxypropan-2-yl)-1,2',6',6',10',11'-hexamethyl-5'-oxo-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-16'-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C[C@@H]2[C@@]3(C)CCC(=O)C(C)(C)[C@@H]3CC[C@@]2(C)[C@]2(C)CC[C@@]3(O[C@]4(CC[C@]3(C)O4)C(C)(C)O)[C@@H]12

InChI Identifier

InChI=1S/C32H50O6/c1-19(33)36-20-18-22-27(6)12-11-23(34)25(2,3)21(27)10-13-28(22,7)29(8)14-16-31(24(20)29)30(9)15-17-32(37-30,38-31)26(4,5)35/h20-22,24,35H,10-18H2,1-9H3/t20-,21+,22-,24+,27+,28-,29-,30+,31-,32-/m1/s1

InChI Key

ZHCMMSAQQHMOOP-VULMRHIUSA-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
Cleome amblyocarpa	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
Steroid ester
14-alpha-methylsteroid
3-oxo-5-alpha-steroid
Oxosteroid
3-oxosteroid
Steroid
Ketal
Oxane
Tetrahydrofuran
Tertiary alcohol
Meta-dioxolane
Cyclic ketone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	5.26	ChemAxon
pKa (Strongest Acidic)	13.36	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	143.82 m³·mol⁻¹	ChemAxon
Polarizability	60.78 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	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

102066399

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,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate (NP0219204)

MOL for NP0219204 ((1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate)

3D MOL for NP0219204 ((1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate)

3D SDF for NP0219204 ((1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate)

3D-SDF for NP0219204 ((1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate)

PDB for NP0219204 ((1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate)

3D PDB for NP0219204 ((1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate)

SMILES for NP0219204 ((1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate)

INCHI for NP0219204 ((1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate)

Structure for NP0219204 ((1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate)

3D Structure for NP0219204 ((1s,2r,3'ar,3'br,4r,5'ar,9'ar,9'br,11'r,11'ar)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-7'-oxo-decahydro-2'h-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-11'-yl acetate)