NP-MRD: Showing NP-Card for (1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate (NP0226362)

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Record Information

Version

2.0

Created at

2022-09-06 05:22:22 UTC

Updated at

2022-09-06 05:22:22 UTC

NP-MRD ID

NP0226362

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate

Description

Turrapubesin B belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. (1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate is found in Turraea pubescens. Based on a literature review very few articles have been published on Turrapubesin B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062207222D          

 44 48  0  0  1  0            999 V2000
    1.5231    2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0147    1.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343    1.6432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1623    2.4002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8508    1.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599    2.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246    3.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    3.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4565    4.7724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942    3.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5435    4.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3138    3.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295    2.9993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5319    2.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0991    3.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8638    4.1975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9015    3.2152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1454    1.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9046    0.5291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0681    1.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6866    0.7918    0.0000 C   0  0  2  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  1  0  0  0
  4  5  1  6  0  0  0
  4  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
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 44 43  1  1  0  0  0
  2 44  1  0  0  0  0
 42 44  1  0  0  0  0
 31 44  1  0  0  0  0
M  END

     RDKit          3D

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    0.4352   -0.1607   -0.5892 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.0548    1.2934   -1.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3343    1.4294   -2.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309062207222D          

 44 48  0  0  1  0            999 V2000
    1.5231    2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0147    1.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8508    1.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599    2.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246    3.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    3.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4565    4.7724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5435    4.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3138    3.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295    2.9993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5319    2.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0991    3.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8638    4.1975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9015    3.2152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4687    3.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258    0.9806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1454    1.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4734    1.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9819    2.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930    1.9264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977    0.2236    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4893   -0.4390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3089   -0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6369    0.4124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004   -1.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6200   -0.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4724   -1.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1782    0.1292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5977   -0.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6999   -0.5430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9626   -1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -1.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7580   -2.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4302   -2.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9759   -2.6599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594   -2.0055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9128   -0.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9046    0.5291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0681    1.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6866    0.7918    0.0000 C   0  0  2  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  1  0  0  0
  4  5  1  6  0  0  0
  4  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 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
 24 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 38 39  1  0  0  0  0
 34 39  1  0  0  0  0
 39 40  2  0  0  0  0
 33 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  1  0  0  0
 44 43  1  1  0  0  0
  2 44  1  0  0  0  0
 42 44  1  0  0  0  0
 31 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0226362

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1C(C)(C)C(=O)C=C[C@]1(C)[C@H]1[C@@H](OC(C)=O)[C@H](OC(=O)C(C)C)[C@@]2(C)[C@@H](C[C@H]3O[C@@]23C1=C)C1=CC(O)=NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H41NO10/c1-15(2)29(40)43-27-26(42-17(4)35)25(31(7)11-10-21(36)30(5,6)20(31)14-24(38)41-9)16(3)33-22(44-33)13-19(32(27,33)8)18-12-23(37)34-28(18)39/h10-12,15,19-20,22,25-27H,3,13-14H2,1-2,4-9H3,(H,34,37,39)/t19-,20-,22+,25+,26+,27-,31-,32+,33+/m0/s1

> <INCHI_KEY>
OYHDEZIALAUGQD-NBSXFKJOSA-N

> <FORMULA>
C33H41NO10

> <MOLECULAR_WEIGHT>
611.688

> <EXACT_MASS>
611.273046524

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
61.72253150372315

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(R,1bR,2R,3R,4R,5aS,5bR)-3-(acetyloxy)--(5-hydroxy-2-oxo-2H-pyrrol-3-yl)-4-[(1S,6R)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-1b-methyl-5-methylidene-octahydroindeno[1,7a-b]oxiren-2-yl 2-methylpropanoate

> <JCHEM_LOGP>
3.1679177119999986

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.0009546666688545

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0559060326231453

> <JCHEM_POLAR_SURFACE_AREA>
158.16000000000003

> <JCHEM_REFRACTIVITY>
155.9761

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(R,1bR,2R,3R,4R,5aS,5bR)-3-(acetyloxy)--(5-hydroxy-2-oxopyrrol-3-yl)-4-[(1S,6R)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-1b-methyl-5-methylidene-hexahydroindeno[1,7a-b]oxiren-2-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       2.843   4.128   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.761   2.891   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.291   3.067   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.903   4.480   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.188   3.632   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.405   4.838   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.966   6.314   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.025   7.432   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.585   8.908   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.522   7.075   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.615   8.612   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.052   7.251   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.962   5.599   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.460   5.241   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.518   6.359   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.079   7.835   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      11.016   6.002   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.075   7.120   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.208   1.830   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.738   2.007   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.350   3.420   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.433   4.656   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.880   3.596   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.596   0.417   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.513  -0.819   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.043  -0.643   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.656   0.770   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.961  -1.880   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.491  -1.704   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.348  -3.293   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.066   0.241   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.849  -1.085   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.173  -1.014   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.664  -2.473   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.133  -2.935   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.148  -4.475   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       6.403  -5.367   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0       3.688  -4.965   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       2.771  -3.728   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       1.231  -3.744   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       1.704  -0.552   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.689   0.988   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.994   2.497   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       3.148   1.478   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   44                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5    6   13                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10    4   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19    3   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   24   32   33   44                                             
CONECT   32   31                                                            
CONECT   33   31   34   41                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   34   40                                                  
CONECT   40   39                                                            
CONECT   41   33   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42   44                                                       
CONECT   44   43    2   42   31                                             
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₁NO₁₀

Average Mass

611.6880 Da

Monoisotopic Mass

611.27305 Da

IUPAC Name

(R,1bR,2R,3R,4R,5aS,5bR)-3-(acetyloxy)--(5-hydroxy-2-oxo-2H-pyrrol-3-yl)-4-[(1S,6R)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-1b-methyl-5-methylidene-octahydroindeno[1,7a-b]oxiren-2-yl 2-methylpropanoate

Traditional Name

(R,1bR,2R,3R,4R,5aS,5bR)-3-(acetyloxy)--(5-hydroxy-2-oxopyrrol-3-yl)-4-[(1S,6R)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-1b-methyl-5-methylidene-hexahydroindeno[1,7a-b]oxiren-2-yl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1C(C)(C)C(=O)C=C[C@]1(C)[C@H]1[C@@H](OC(C)=O)[C@H](OC(=O)C(C)C)[C@@]2(C)[C@@H](C[C@H]3O[C@@]23C1=C)C1=CC(O)=NC1=O

InChI Identifier

InChI=1S/C33H41NO10/c1-15(2)29(40)43-27-26(42-17(4)35)25(31(7)11-10-21(36)30(5,6)20(31)14-24(38)41-9)16(3)33-22(44-33)13-19(32(27,33)8)18-12-23(37)34-28(18)39/h10-12,15,19-20,22,25-27H,3,13-14H2,1-2,4-9H3,(H,34,37,39)/t19-,20-,22+,25+,26+,27-,31-,32+,33+/m0/s1

InChI Key

OYHDEZIALAUGQD-NBSXFKJOSA-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
Turraea pubescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Cyclohexenone
Maleimide
Oxane
Carboxylic acid imide
Dicarboximide
Carboxylic acid imide, n-unsubstituted
Pyrroline
Methyl ester
Carboxylic acid ester
Ketone
Cyclic ketone
Dialkyl ether
Oxirane
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxide
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
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	3.17	ChemAxon
pKa (Strongest Acidic)	5	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	158.16 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	155.98 m³·mol⁻¹	ChemAxon
Polarizability	61.72 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17240385

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16081673

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate (NP0226362)

MOL for NP0226362 ((1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate)

3D MOL for NP0226362 ((1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate)

3D SDF for NP0226362 ((1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate)

3D-SDF for NP0226362 ((1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate)

PDB for NP0226362 ((1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate)

3D PDB for NP0226362 ((1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate)

SMILES for NP0226362 ((1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate)

INCHI for NP0226362 ((1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate)

Structure for NP0226362 ((1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate)

3D Structure for NP0226362 ((1ar,3r,3ar,4r,5r,6r,7as)-5-(acetyloxy)-3-(5-hydroxy-2-oxopyrrol-3-yl)-6-[(1s,6r)-6-(2-methoxy-2-oxoethyl)-1,5,5-trimethyl-4-oxocyclohex-2-en-1-yl]-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl 2-methylpropanoate)