NP-MRD: Showing NP-Card for Nimbilin (NP0084257)

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Record Information

Version

2.0

Created at

2022-04-29 05:02:52 UTC

Updated at

2022-04-29 05:02:52 UTC

NP-MRD ID

NP0084257

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nimbilin

Description

Nimbilin belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. Nimbilin is found in Azadirachta indica . Based on a literature review very few articles have been published on Nimbilin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207022D          

 52 58  0  0  0  0            999 V2000
    2.6553   -3.3644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7212   -2.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0089   -2.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8902   -1.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0868   -1.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2131   -1.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8477   -0.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1009    0.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051    0.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5761   -0.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229   -0.1022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0000   -0.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9303   -1.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2153    0.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4299    3.4668    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
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
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  8  9  1  0  0  0  0
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  5 16  1  0  0  0  0
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  7 24  1  0  0  0  0
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  8 26  1  0  0  0  0
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 36 37  2  0  0  0  0
 32 37  1  0  0  0  0
 29 38  2  0  0  0  0
 27 39  1  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  0  0  0  0
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 41 51  1  0  0  0  0
 51 52  1  0  0  0  0
  2 52  1  0  0  0  0
M  END

     RDKit          3D

102108  0  0  0  0  0  0  0  0999 V2000
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 51101  1  0
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 42 90  1  0
 40 89  1  0
 39 88  1  0
M  END


  Mrv1652304292207022D          

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   -1.1465   -2.5195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4120    0.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0139    0.9924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2037    0.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2153    0.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796    0.6839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405    1.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1047    2.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8656    2.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4299    3.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1908    4.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7551    4.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5584    4.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7975    3.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2333    3.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7371    1.6612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4544   -0.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721   -0.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2768   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848   -0.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5576    0.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -0.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2440    0.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2730    0.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0661    1.1072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5273    0.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0192   -0.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5311   -1.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380   -1.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4907   -2.2446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  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  1  0  0  0  0
 12 14  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 18 23  2  0  0  0  0
  7 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  8 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 32 37  1  0  0  0  0
 29 38  2  0  0  0  0
 27 39  1  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 45 49  1  0  0  0  0
 44 50  1  0  0  0  0
 50 51  1  0  0  0  0
 41 51  1  0  0  0  0
 51 52  1  0  0  0  0
  2 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084257

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(/C)C(=O)OC1CC(OC(C)=O)C2(C)COC3C2C1(C)C1CC(O)OC2CC(C(C)=C2C1(C)C3OC(=O)\C=C\C1=CC=CC=C1)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C42H50O10/c1-8-23(2)39(46)51-32-20-31(49-25(4)43)40(5)22-48-36-37(40)41(32,6)30-19-34(45)50-29-18-28(27-16-17-47-21-27)24(3)35(29)42(30,7)38(36)52-33(44)15-14-26-12-10-9-11-13-26/h8-17,21,28-32,34,36-38,45H,18-20,22H2,1-7H3/b15-14+,23-8+

> <INCHI_KEY>
NTNUMTAFBRLDAX-RJYQGEKKSA-N

> <FORMULA>
C42H50O10

> <MOLECULAR_WEIGHT>
714.852

> <EXACT_MASS>
714.34039781

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
76.98327299607968

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
17-(acetyloxy)-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-12-{[(2E)-3-phenylprop-2-enoyl]oxy}-5,14-dioxapentacyclo[11.6.1.0^{2,11}.0^{6,10}.0^{16,20}]icos-9-en-19-yl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
5.76

> <JCHEM_LOGP>
6.136475667999999

> <ALOGPS_LOGS>
-4.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.447704149286722

> <JCHEM_PKA_STRONGEST_BASIC>
-2.843920183664917

> <JCHEM_POLAR_SURFACE_AREA>
130.73000000000002

> <JCHEM_REFRACTIVITY>
192.28889999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.92e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-(acetyloxy)-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-12-{[(2E)-3-phenylprop-2-enoyl]oxy}-5,14-dioxapentacyclo[11.6.1.0^{2,11}.0^{6,10}.0^{16,20}]icos-9-en-19-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0       4.957  -6.280   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.080  -4.745   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.750  -3.968   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.528  -2.444   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.029  -2.094   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.264  -3.616   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.582  -0.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.188   0.035   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.130   0.831   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.075  -0.845   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.469  -0.191   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.733  -1.071   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.603  -2.605   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.127  -0.416   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.945  -2.380   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.449  -3.034   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.524  -4.573   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.770  -5.407   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.695  -6.945   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.675  -7.649   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.989  -7.779   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.914  -9.318   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.140  -4.703   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.636   0.504   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.893   1.852   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.380   1.563   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.135   0.153   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.189   1.277   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.742   2.750   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.796   3.874   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.349   5.348   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.402   6.471   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.956   7.945   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.009   9.069   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.509   8.718   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.955   7.244   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.902   6.121   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.243   3.101   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.582  -1.321   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.548  -0.122   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.117  -1.444   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.065  -0.230   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.641   1.250   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.512  -0.757   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.789   0.104   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       9.843   1.643   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      11.323   2.067   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      12.184   0.790   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      11.236  -0.423   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       8.458  -2.296   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       6.978  -2.721   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       6.516  -4.190   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   52                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   39                                                  
CONECT    5    4    6    7   16                                             
CONECT    6    5                                                            
CONECT    7    5    8   24                                                  
CONECT    8    7    9   10   26                                             
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16                                                       
CONECT   16   15    5   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
CONECT   23   18                                                            
CONECT   24    7   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25    8                                                       
CONECT   27   24   28   39                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   38                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   32                                                       
CONECT   38   29                                                            
CONECT   39   27    4   40   41                                             
CONECT   40   39                                                            
CONECT   41   39   42   51                                                  
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   50                                                  
CONECT   45   44   46   49                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   45                                                       
CONECT   50   44   51                                                       
CONECT   51   50   41   52                                                  
CONECT   52   51    2                                                       
MASTER        0    0    0    0    0    0    0    0   52    0  116    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₅₀O₁₀

Average Mass

714.8520 Da

Monoisotopic Mass

714.34040 Da

IUPAC Name

17-(acetyloxy)-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-12-{[(2E)-3-phenylprop-2-enoyl]oxy}-5,14-dioxapentacyclo[11.6.1.0^{2,11}.0^{6,10}.0^{16,20}]icos-9-en-19-yl (2E)-2-methylbut-2-enoate

Traditional Name

17-(acetyloxy)-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-12-{[(2E)-3-phenylprop-2-enoyl]oxy}-5,14-dioxapentacyclo[11.6.1.0^{2,11}.0^{6,10}.0^{16,20}]icos-9-en-19-yl (2E)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

C\C=C(/C)C(=O)OC1CC(OC(C)=O)C2(C)COC3C2C1(C)C1CC(O)OC2CC(C(C)=C2C1(C)C3OC(=O)\C=C\C1=CC=CC=C1)C1=COC=C1

InChI Identifier

InChI=1S/C42H50O10/c1-8-23(2)39(46)51-32-20-31(49-25(4)43)40(5)22-48-36-37(40)41(32,6)30-19-34(45)50-29-18-28(27-16-17-47-21-27)24(3)35(29)42(30,7)38(36)52-33(44)15-14-26-12-10-9-11-13-26/h8-17,21,28-32,34,36-38,45H,18-20,22H2,1-7H3/b15-14+,23-8+

InChI Key

NTNUMTAFBRLDAX-RJYQGEKKSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Azadirachta indica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
Cinnamic acid ester
Cinnamic acid or derivatives
Tricarboxylic acid or derivatives
Styrene
Oxepane
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Furan
Hemiacetal
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	5.76	ALOGPS
logP	6.14	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	130.73 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	192.29 m³·mol⁻¹	ChemAxon
Polarizability	76.98 Å³	ChemAxon
Number of Rings	7	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053554

Chemspider ID

4946562

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6442484

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Nimbilin (NP0084257)

MOL for NP0084257 (Nimbilin)

3D MOL for NP0084257 (Nimbilin)

3D SDF for NP0084257 (Nimbilin)

3D-SDF for NP0084257 (Nimbilin)

PDB for NP0084257 (Nimbilin)

3D PDB for NP0084257 (Nimbilin)

SMILES for NP0084257 (Nimbilin)

INCHI for NP0084257 (Nimbilin)

Structure for NP0084257 (Nimbilin)

3D Structure for NP0084257 (Nimbilin)