NP-MRD: Showing NP-Card for bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate) (NP0218713)

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Record Information

Version

2.0

Created at

2022-09-05 19:28:09 UTC

Updated at

2022-09-05 19:28:09 UTC

NP-MRD ID

NP0218713

Secondary Accession Numbers

None

Natural Product Identification

Common Name

bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate)

Description

Azadirachtol 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. bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate) is found in Azadirachta indica. bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate) was first documented in 2002 (PMID: 12466621). Based on a literature review a small amount of articles have been published on Azadirachtol (PMID: 21184697) (PMID: 16752388) (PMID: 16038546).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052221282D          

 82 96  0  0  1  0            999 V2000
    3.3390   -0.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7098    0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9331    0.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -0.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    0.7297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3658    1.5523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695    1.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689    1.2362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4600    1.9626    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2847    1.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7981    2.6401    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2316    3.3421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1893    1.9137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7699    2.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    3.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5678    2.2901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7850    1.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691    1.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9586    0.6330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1469    0.4854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7134   -0.2165    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1046   -0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1112   -0.1921    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8945   -0.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0079   -1.0084    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8131   -0.8286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4394   -2.4310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3584   -1.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2830   -1.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0435   -2.5352    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.5024    0.5343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7558    1.2118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8201   -0.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1909    0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4142    0.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2667   -0.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7850    0.7297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8469    1.5523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1507    1.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5500    1.2362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9412    1.9626    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7658    1.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5077    2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6830    2.6401    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2495    3.3421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2919    1.9137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7113    2.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9285    3.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9134    2.2901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6961    1.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4120    1.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5225    0.6330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3342    0.4854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7677   -0.2165    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3765   -0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5923   -0.1921    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3756   -0.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4732   -1.0084    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6680   -0.8286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9149   -1.6158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1115   -1.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0417   -2.4310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8395   -1.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2962   -1.0662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7641   -1.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5246   -2.5352    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0516   -3.1699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6107   -3.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8113   -3.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7581   -2.8402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0583   -3.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9835    0.5343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7254    1.2118    0.0000 C   0  0  2  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  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
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 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
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 30 31  1  6  0  0  0
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 26 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
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 38 39  1  1  0  0  0
 24 40  1  0  0  0  0
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  8 40  1  0  0  0  0
 41 21  1  1  0  0  0
 14 41  1  0  0  0  0
  8 41  1  0  0  0  0
 42 43  1  0  0  0  0
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M  END

     RDKit          3D

154168  0  0  0  0  0  0  0  0999 V2000
    0.3493    5.8327    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4617    4.6821    0.4688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062    3.5335    1.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    3.6854    1.8977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067    2.3189    1.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1397    2.6702    0.4763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7143    1.3679    0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6969    0.6252   -0.1854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9427    1.0894   -1.6308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9174    0.5296   -2.3908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326    0.5108   -2.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3384   -0.9839   -2.0075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5241   -1.6532   -2.9264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0460   -1.4799   -0.6339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1556   -1.4285    0.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0515   -1.0099    1.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3986   -1.8717   -0.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5075   -1.8443    0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4282   -2.8900   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887   -2.8792    0.5056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3185   -1.5969    0.9151 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1725   -1.2938    0.9177 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7821   -1.8719   -0.1969 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4753    0.1776    1.0316 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5057    0.4200    2.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9632    0.2706    0.6390 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4535    1.6622    0.5181 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4002    1.0881   -1.8320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0726   -0.0282   -0.3256 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2807    0.1739    1.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5909   -1.8341   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -1.4974   -0.5748 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5027   -1.9133   -1.7241 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9175    5.5541    0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1059    4.2399    0.8569 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8661    3.6020    0.0142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3400    1.8311    1.1715 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6143    1.8905    1.7756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214    0.7973    1.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8399    0.5573   -0.0037 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309052221282D          

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    7.2919    1.9137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7113    2.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9285    3.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9134    2.2901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6961    1.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4120    1.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5225    0.6330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3342    0.4854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7677   -0.2165    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3765   -0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5923   -0.1921    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3756   -0.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4732   -1.0084    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6680   -0.8286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9149   -1.6158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1115   -1.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0417   -2.4310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8395   -1.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2962   -1.0662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7641   -1.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5246   -2.5352    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0516   -3.1699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6107   -3.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8113   -3.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7581   -2.8402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0583   -3.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9835    0.5343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7254    1.2118    0.0000 C   0  0  2  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  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 32 31  1  6  0  0  0
 26 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 34 38  1  0  0  0  0
 30 38  1  0  0  0  0
 38 39  1  1  0  0  0
 24 40  1  0  0  0  0
 40  5  1  1  0  0  0
  8 40  1  0  0  0  0
 41 21  1  1  0  0  0
 14 41  1  0  0  0  0
  8 41  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 46 44  1  6  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 49 48  1  1  0  0  0
 49 50  1  0  0  0  0
 50 51  1  6  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  6  0  0  0
 53 55  1  0  0  0  0
 55 56  1  1  0  0  0
 56 57  2  0  0  0  0
 56 58  1  0  0  0  0
 58 59  1  0  0  0  0
 55 60  1  0  0  0  0
 60 61  1  0  0  0  0
 62 61  1  6  0  0  0
 62 63  1  0  0  0  0
 63 64  1  6  0  0  0
 63 65  1  0  0  0  0
 65 66  1  1  0  0  0
 65 67  1  6  0  0  0
 67 68  1  6  0  0  0
 68 69  1  0  0  0  0
 67 69  1  0  0  0  0
 69 70  1  1  0  0  0
 69 71  1  0  0  0  0
 71 72  1  6  0  0  0
 73 72  1  6  0  0  0
 67 73  1  0  0  0  0
 73 74  1  0  0  0  0
 74 75  1  0  0  0  0
 75 76  1  6  0  0  0
 76 77  1  0  0  0  0
 77 78  2  0  0  0  0
 78 79  1  0  0  0  0
 75 79  1  0  0  0  0
 71 79  1  0  0  0  0
 79 80  1  1  0  0  0
 65 81  1  0  0  0  0
 81 46  1  1  0  0  0
 49 81  1  0  0  0  0
 82 62  1  1  0  0  0
 55 82  1  0  0  0  0
 49 82  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218713

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H]1OC[C@@]23[C@H]4[C@@H](OC[C@@]4([C@H](O)C[C@@H]2O)C(=O)OC)[C@@H](O)[C@](C)([C@H]13)[C@]12O[C@@]1(C)[C@H]1C[C@@H]2O[C@@H]2OC=C[C@]12O.COC(=O)[C@H]1OC[C@@]23[C@H]4[C@@H](OC[C@@]4([C@H](O)C[C@@H]2O)C(=O)OC)[C@@H](O)[C@](C)([C@H]13)[C@]12O[C@@]1(C)[C@H]1C[C@@H]2O[C@@H]2OC=C[C@]12O

> <INCHI_IDENTIFIER>
InChI=1S/2C28H36O13/c2*1-23(28-14-7-11(24(28,2)41-28)27(34)5-6-37-22(27)40-14)17-16(20(32)35-3)39-9-25(17)12(29)8-13(30)26(21(33)36-4)10-38-15(18(25)26)19(23)31/h2*5-6,11-19,22,29-31,34H,7-10H2,1-4H3/t2*11-,12+,13-,14+,15-,16+,17+,18-,19-,22+,23+,24+,25-,26+,27+,28+/m11/s1

> <INCHI_KEY>
XKWMYCSXXPNRMN-IYPYRUDMSA-N

> <FORMULA>
C56H72O26

> <MOLECULAR_WEIGHT>
1161.166

> <EXACT_MASS>
1160.431182438

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
154

> <JCHEM_AVERAGE_POLARIZABILITY>
56.34637543790024

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
bis(4,11-dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-7,12,14-trihydroxy-6-[(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0^{2,6}.0^{9,11}]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0^{1,5}.0^{11,15}]pentadecane-4,11-dicarboxylate)

> <JCHEM_LOGP>
-2.6343779736666693

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
16

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.526150052536

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.260587343223692

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0100710726504776

> <JCHEM_POLAR_SURFACE_AREA>
182.96999999999997

> <JCHEM_REFRACTIVITY>
131.66

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
bis(4,11-dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-7,12,14-trihydroxy-6-[(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0^{2,6}.0^{9,11}]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0^{1,5}.0^{11,15}]pentadecane-4,11-dicarboxylate)

> <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       6.233  -0.111   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.058   0.885   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.608   0.366   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.333  -1.149   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.434   1.362   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.549   2.898   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.250   3.065   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.129   2.308   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.859   3.664   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.398   3.709   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.050   4.974   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.490   4.928   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.299   6.238   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.220   3.572   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.304   4.666   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.898   6.152   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.793   4.275   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.199   2.789   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.862   2.708   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.656   1.182   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.141   0.906   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.332  -0.404   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.062  -1.760   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.208  -0.359   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.670  -0.842   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.015  -1.882   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.518  -1.547   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.057  -3.016   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.557  -3.366   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.820  -4.538   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.669  -3.557   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.521  -1.990   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.395  -3.259   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.948  -4.732   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.932  -5.917   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.109  -7.219   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.616  -6.838   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.517  -5.302   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -0.789  -6.117   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.938   0.997   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.411   2.262   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      22.064  -0.111   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      20.890   0.885   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      19.440   0.366   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      19.164  -1.149   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      18.265   1.362   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      18.381   2.898   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      17.081   3.065   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      15.960   2.308   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      16.690   3.664   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      18.229   3.709   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      15.881   4.974   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      14.342   4.928   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      13.532   6.238   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      13.612   3.572   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      12.528   4.666   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      12.933   6.152   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      11.038   4.275   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      10.633   2.789   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      11.969   2.708   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      12.175   1.182   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      13.691   0.906   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      14.500  -0.404   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      13.770  -1.760   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      16.039  -0.359   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      17.501  -0.842   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      15.817  -1.882   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      14.314  -1.547   0.000  0.00  0.00           O+0
HETATM   69  C   UNK     0      14.775  -3.016   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      13.275  -3.366   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      15.011  -4.538   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      16.500  -3.557   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      17.353  -1.990   0.000  0.00  0.00           C+0
HETATM   74  O   UNK     0      18.226  -3.259   0.000  0.00  0.00           O+0
HETATM   75  C   UNK     0      17.779  -4.732   0.000  0.00  0.00           C+0
HETATM   76  O   UNK     0      18.763  -5.917   0.000  0.00  0.00           O+0
HETATM   77  C   UNK     0      17.940  -7.219   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      16.448  -6.838   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      16.348  -5.302   0.000  0.00  0.00           C+0
HETATM   80  O   UNK     0      15.042  -6.117   0.000  0.00  0.00           O+0
HETATM   81  C   UNK     0      16.769   0.997   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      14.421   2.262   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   40                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   40   41                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19   41                                             
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   14   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   41                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   40                                             
CONECT   25   24                                                            
CONECT   26   24   27   28   32                                             
CONECT   27   26   28                                                       
CONECT   28   27   26   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31   38                                                  
CONECT   31   30   32                                                       
CONECT   32   31   26   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   38                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   34   30   39                                             
CONECT   39   38                                                            
CONECT   40   24    5    8                                                  
CONECT   41   21   14    8                                                  
CONECT   42   43                                                            
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47   81                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   81   82                                             
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53                                                       
CONECT   53   52   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56   60   82                                             
CONECT   56   55   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56   59                                                       
CONECT   59   58                                                            
CONECT   60   55   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63   82                                                  
CONECT   63   62   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63   66   67   81                                             
CONECT   66   65                                                            
CONECT   67   65   68   69   73                                             
CONECT   68   67   69                                                       
CONECT   69   68   67   70   71                                             
CONECT   70   69                                                            
CONECT   71   69   72   79                                                  
CONECT   72   71   73                                                       
CONECT   73   72   67   74                                                  
CONECT   74   73   75                                                       
CONECT   75   74   76   79                                                  
CONECT   76   75   77                                                       
CONECT   77   76   78                                                       
CONECT   78   77   79                                                       
CONECT   79   78   75   71   80                                             
CONECT   80   79                                                            
CONECT   81   65   46   49                                                  
CONECT   82   62   55   49                                                  
MASTER        0    0    0    0    0    0    0    0   82    0  192    0
END

View in JSmol

Synonyms

Value	Source
Dimethyl (-)-(2ar,3R,4R,4as,5R,7as,8R,10S,10ar)-3,8,10-trihydroxy-4-((2R,6R)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo(6.3.1.0(2,6)0(9,11)dodec-3-en-9-yl)-4-methylperhydroisobenzofurano(5,4,3a-CD)isobenzofuran-5,10a-diacetate)	MeSH

Chemical Formula

C₅₆H₇₂O₂₆

Average Mass

1161.1660 Da

Monoisotopic Mass

1160.43118 Da

IUPAC Name

bis(4,11-dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-7,12,14-trihydroxy-6-[(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0^{2,6}.0^{9,11}]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0^{1,5}.0^{11,15}]pentadecane-4,11-dicarboxylate)

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H]1OC[C@@]23[C@H]4[C@@H](OC[C@@]4([C@H](O)C[C@@H]2O)C(=O)OC)[C@@H](O)[C@](C)([C@H]13)[C@]12O[C@@]1(C)[C@H]1C[C@@H]2O[C@@H]2OC=C[C@]12O.COC(=O)[C@H]1OC[C@@]23[C@H]4[C@@H](OC[C@@]4([C@H](O)C[C@@H]2O)C(=O)OC)[C@@H](O)[C@](C)([C@H]13)[C@]12O[C@@]1(C)[C@H]1C[C@@H]2O[C@@H]2OC=C[C@]12O

InChI Identifier

InChI=1S/2C28H36O13/c2*1-23(28-14-7-11(24(28,2)41-28)27(34)5-6-37-22(27)40-14)17-16(20(32)35-3)39-9-25(17)12(29)8-13(30)26(21(33)36-4)10-38-15(18(25)26)19(23)31/h2*5-6,11-19,22,29-31,34H,7-10H2,1-4H3/t2*11-,12+,13-,14+,15-,16+,17+,18-,19-,22+,23+,24+,25-,26+,27+,28+/m11/s1

InChI Key

XKWMYCSXXPNRMN-IYPYRUDMSA-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 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
Furopyran
Oxepane
Beta-hydroxy acid
Pyran
Oxane
Hydroxy acid
Dicarboxylic acid or derivatives
Methyl ester
Tetrahydrofuran
Tertiary alcohol
Furan
Dihydrofuran
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Not Available

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	-2.6	ChemAxon
pKa (Strongest Acidic)	12.26	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	182.97 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	131.66 m³·mol⁻¹	ChemAxon
Polarizability	56.35 Å³	ChemAxon
Number of Rings	16	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

C00042268

Chemspider ID

21181693

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139058734

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chagas AC, Oliveira MC, Giglioti R, Calura FH, Ferrenzini J, Forim MR, Barros AT: Efficacy evaluation of a commercial neem cake for control of Haematobia irritans on Nelore cattle. Rev Bras Parasitol Vet. 2010 Oct-Dec;19(4):217-21. doi: 10.1590/s1984-29612010000400005. [PubMed:21184697 ]
Thoeming G, Draeger G, Poehling HM: Soil application of azadirachtin and 3-tigloyl-azadirachtol to control western flower thrips, Frankliniella occidentalis (Thysanoptera: Thripidae): translocation and persistence in bean plants. Pest Manag Sci. 2006 Aug;62(8):759-67. doi: 10.1002/ps.1239. [PubMed:16752388 ]
Kanokmedhakul S, Kanokmedhakul K, Prajuabsuk T, Panichajakul S, Panyamee P, Prabpai S, Kongsaeree P: Azadirachtin derivatives from seed kernels of Azadirachta excelsa. J Nat Prod. 2005 Jul;68(7):1047-50. doi: 10.1021/np050064t. [PubMed:16038546 ]
Malathi R, Rajan SS, Gopalakrishnan G, Suresh G: Azadirachtol, a tetranortriterpenoid from neem kernels. Acta Crystallogr C. 2002 Dec;58(Pt 12):o708-10. doi: 10.1107/s0108270102019091. Epub 2002 Nov 20. [PubMed:12466621 ]
LOTUS database [Link]

MOL for NP0218713 (bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate))

3D MOL for NP0218713 (bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate))

3D SDF for NP0218713 (bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate))

3D-SDF for NP0218713 (bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate))

PDB for NP0218713 (bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate))

3D PDB for NP0218713 (bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate))

SMILES for NP0218713 (bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate))

INCHI for NP0218713 (bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate))

Structure for NP0218713 (bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate))

3D Structure for NP0218713 (bis(4,11-dimethyl (1s,4s,5r,6s,7s,8r,11s,12r,14s,15r)-7,12,14-trihydroxy-6-[(1s,2s,6s,8s,9r,11s)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-6-methyl-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate))