NP-MRD: Showing NP-Card for β-nimolactone (NP0218651)

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Record Information

Version

1.0

Created at

2022-09-05 19:22:59 UTC

Updated at

2022-09-05 19:23:00 UTC

NP-MRD ID

NP0218651

Secondary Accession Numbers

None

Natural Product Identification

Common Name

β-nimolactone

Description

Beta-nimolactone belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. β-nimolactone is found in Azadirachta indica. It was first documented in 2011 (PMID: 21381696). Based on a literature review very few articles have been published on beta-nimolactone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052221232D          

 28 31  0  0  1  0            999 V2000
    3.3736   -5.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -4.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296   -4.7305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220   -3.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -3.1787    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7781   -3.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -2.6932    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4342   -2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182   -3.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793   -3.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098   -2.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -1.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -1.9173    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069   -1.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.7721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6190   -0.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -1.4816    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228   -0.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -1.5084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7927   -2.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -2.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -2.4028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4023   -3.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  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
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
  5 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
    1.3916    4.0098    1.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0762    3.2778    0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2165    3.8580   -0.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6391    2.0053    0.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3517    1.3061   -0.7702 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1601    1.1342   -0.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380    0.2827    0.1065 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2072    0.4092    0.3040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5674    1.8723    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0650   -0.3073   -0.6635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4690   -0.1296    1.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310    0.3863    2.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7551   -1.3524    2.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7147   -1.7850    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618   -1.0800    0.1051 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4701   -1.9567   -1.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3475   -0.8813    0.3464 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9991   -2.0596    0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336   -1.7498    1.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693   -1.1298    0.1582 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3085   -2.2636   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4674   -0.7296    0.4188 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5972    0.5709    0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6407    1.3117    0.0315 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3106    1.0278   -0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657    0.0220   -0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0043   -0.0642   -0.7248 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9964   -0.6679   -2.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4663    4.0730    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0064    5.0445    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8330    3.5763    2.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6664    1.8582   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5908    2.1249   -1.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3193    0.6060   -1.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3164    0.7261    1.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6603    2.2563   -0.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8844    2.4790    0.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5805    1.9620    0.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0303    0.2678   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6721   -0.3884   -1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3789   -1.2910   -0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838   -1.9357    2.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2855   -2.7162    1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5845   -1.5216   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -2.7655   -1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4354   -2.5403   -0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3124   -0.1303    1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8770   -3.0141    0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5140   -2.2499    1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4365   -1.0683    2.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9129   -2.6867    1.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159   -3.0192   -0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2561   -2.8327   -0.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4766   -1.9029   -1.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1319    2.0394   -0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1034   -1.7392   -2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9418   -0.2781   -2.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2100   -0.2509   -2.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  6
 27  5  1  0
 15  7  1  0
 27 17  1  0
 26 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  6
  6 33  1  0
  6 34  1  0
  7 35  1  1
  9 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 10 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  1
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 21 52  1  0
 21 53  1  0
 21 54  1  0
 25 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
M  END


  Mrv1652309052221232D          

 28 31  0  0  1  0            999 V2000
    3.3736   -5.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -4.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296   -4.7305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220   -3.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -3.1787    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7781   -3.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -2.6932    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4342   -2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182   -3.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793   -3.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098   -2.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -1.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -1.9173    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069   -1.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.7721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6190   -0.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -1.4816    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228   -0.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -1.5084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7927   -2.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -2.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -2.4028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4023   -3.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  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
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
  5 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0218651

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@H]2CC[C@]3(C)OC(=O)C=C3[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O5/c1-13(24)27-18-11-15-20(2,3)17(25)8-9-21(15,4)14-7-10-22(5)16(23(14,18)6)12-19(26)28-22/h8-9,12,14-15,18H,7,10-11H2,1-6H3/t14-,15+,18-,21-,22+,23-/m1/s1

> <INCHI_KEY>
AJBUFFHLKFFHRG-RPHKCIOSSA-N

> <FORMULA>
C23H30O5

> <MOLECULAR_WEIGHT>
386.488

> <EXACT_MASS>
386.209324066

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
41.635252583300584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,7R,9R,10R,15S)-2,6,6,10,15-pentamethyl-5,13-dioxo-14-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,11-dien-9-yl acetate

> <JCHEM_LOGP>
3.7074078786666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.041449507530564

> <JCHEM_POLAR_SURFACE_AREA>
69.67000000000002

> <JCHEM_REFRACTIVITY>
105.33059999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,7R,9R,10R,15S)-2,6,6,10,15-pentamethyl-5,13-dioxo-14-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,11-dien-9-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       6.297  -9.737   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.305  -8.559   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.789  -8.830   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.828  -7.111   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.835  -5.934   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.319  -6.205   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.326  -5.027   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.810  -5.298   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.341  -6.744   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.521  -6.072   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.182  -4.121   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.698  -4.392   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.341  -2.673   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.857  -2.402   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.850  -3.579   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.373  -2.131   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.366  -3.308   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.889  -1.859   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.405  -1.588   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.398  -2.766   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.069  -1.380   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.937  -2.816   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.365  -4.295   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.813  -4.818   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.090  -5.159   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.874  -4.214   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.358  -4.485   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.351  -5.663   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   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    7   16   17                                             
CONECT   16   15                                                            
CONECT   17   15   18   27                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   26                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   20   27                                                  
CONECT   27   26    5   17   28                                             
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
b-Nimolactone	Generator
Β-nimolactone	Generator

Chemical Formula

C₂₃H₃₀O₅

Average Mass

386.4880 Da

Monoisotopic Mass

386.20932 Da

IUPAC Name

(1R,2R,7R,9R,10R,15S)-2,6,6,10,15-pentamethyl-5,13-dioxo-14-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,11-dien-9-yl acetate

Traditional Name

(1R,2R,7R,9R,10R,15S)-2,6,6,10,15-pentamethyl-5,13-dioxo-14-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,11-dien-9-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@H]2CC[C@]3(C)OC(=O)C=C3[C@]12C

InChI Identifier

InChI=1S/C23H30O5/c1-13(24)27-18-11-15-20(2,3)17(25)8-9-21(15,4)14-7-10-22(5)16(23(14,18)6)12-19(26)28-22/h8-9,12,14-15,18H,7,10-11H2,1-6H3/t14-,15+,18-,21-,22+,23-/m1/s1

InChI Key

AJBUFFHLKFFHRG-RPHKCIOSSA-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
Azadirachta indica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Steroid lactone
3-oxo-delta-1-steroid
3-oxosteroid
16-oxosteroid
Oxosteroid
3-oxo-5-alpha-steroid
Delta-1-steroid
17-oxasteroid
Cyclohexenone
2-furanone
Dicarboxylic acid or derivatives
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Ketone
Carboxylic acid ester
Cyclic ketone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

organic heterotetracyclic compound (CHEBI:67314 )
acetate ester (CHEBI:67314 )
enone (CHEBI:67314 )
gamma-lactone (CHEBI:67314 )
cyclic terpene ketone (CHEBI:67314 )
limonoid (CHEBI:67314 )

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	3.71	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	105.33 m³·mol⁻¹	ChemAxon
Polarizability	41.64 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

26345314

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52952437

PDB ID

Not Available

ChEBI ID

67314

Good Scents ID

Not Available

References

General References

Kikuchi T, Ishii K, Noto T, Takahashi A, Tabata K, Suzuki T, Akihisa T: Cytotoxic and apoptosis-inducing activities of limonoids from the seeds of Azadirachta indica (neem). J Nat Prod. 2011 Apr 25;74(4):866-70. doi: 10.1021/np100783k. Epub 2011 Mar 7. [PubMed:21381696 ]
LOTUS database [Link]

Showing NP-Card for β-nimolactone (NP0218651)

MOL for NP0218651 (β-nimolactone)

3D MOL for NP0218651 (β-nimolactone)

3D SDF for NP0218651 (β-nimolactone)

3D-SDF for NP0218651 (β-nimolactone)

PDB for NP0218651 (β-nimolactone)

3D PDB for NP0218651 (β-nimolactone)

SMILES for NP0218651 (β-nimolactone)

INCHI for NP0218651 (β-nimolactone)

Structure for NP0218651 (β-nimolactone)

3D Structure for NP0218651 (β-nimolactone)