NP-MRD: Showing NP-Card for Andrastin A (NP0023164)

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Record Information

Version

2.0

Created at

2021-01-06 08:16:51 UTC

Updated at

2021-07-15 17:41:00 UTC

NP-MRD ID

NP0023164

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Andrastin A

Provided By

NPAtlas

Description

Andrastin A is found in Penicillium and Penicillium roqueforti. Andrastin A was first documented in 1996 (PMID: 8682717). Based on a literature review very few articles have been published on methyl (1R,2S,5S,7R,10S,11R,15R)-5-(acetyloxy)-2-formyl-14-hydroxy-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-13,16-diene-11-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105393D          

 73 76  0  0  0  0            999 V2000
   -5.1772    1.1244   -2.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4266    0.9596   -1.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2280    0.2813   -1.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8705   -0.1511   -2.8710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    0.0821   -0.5689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1866    1.4427   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3595    2.3368   -0.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1844    1.5921    1.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5781    2.8794    1.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7388    0.4492    1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539    0.2448    2.3270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1355   -0.6103    0.5104 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2843   -1.4810    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3189   -1.4487    1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9791   -2.3871    2.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0061   -1.4107    1.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -0.4922    0.4396 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1550   -0.6370    0.4305 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6344   -2.0161    0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354   -2.6886   -0.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -0.1147    1.8009 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8318    0.7471    1.7247 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7800    0.1757    0.7195 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0117    0.8564    0.8132 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2229    0.2160    1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4370    1.0754    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2355   -1.0229    1.1258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1820    0.4123   -0.6431 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5487    1.8372   -1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569   -0.5042   -1.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6844    0.3061   -0.6329 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1337   -0.0255   -1.9753 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3727    0.0880   -2.0199 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0416   -0.5606   -0.8697 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3364   -2.0095   -1.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2226    1.3991   -2.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6370    1.8404   -3.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1505    0.1345   -3.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4764    3.3014    1.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7313    3.5971    1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8919    2.6799    2.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7156    0.1840    2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0588   -1.4421    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -1.1880   -0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9587   -2.5611    0.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3944   -3.3080    2.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9946   -2.6617    2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0580   -1.8389    3.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3998   -2.0440    2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5168    0.5431    0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0464   -2.5667    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373    0.4338    2.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823   -0.9870    2.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3272    0.7259    2.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152    1.7979    1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9347   -0.9137    0.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3628    0.4815    1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4157    1.7293    0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3357    1.7409    1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7101    2.5430   -0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4296    2.2067   -0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6608    1.8953   -2.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8846   -0.0782   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3760   -0.5961   -2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0762   -1.4916   -1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960    1.3131   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012   -1.0362   -2.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360    0.7488   -2.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6455   -0.4648   -2.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6028    1.1641   -2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -2.0845   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6779   -2.3081   -2.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1361   -2.7090   -0.4608 H   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  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  2  0  0  0  0
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 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 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
 12  5  1  0  0  0  0
 34 17  1  0  0  0  0
 34  5  1  0  0  0  0
 31 18  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  9 39  1  0  0  0  0
  9 40  1  0  0  0  0
  9 41  1  0  0  0  0
 11 42  1  0  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 15 46  1  0  0  0  0
 15 47  1  0  0  0  0
 15 48  1  0  0  0  0
 16 49  1  0  0  0  0
 17 50  1  1  0  0  0
 19 51  1  0  0  0  0
 21 52  1  0  0  0  0
 21 53  1  0  0  0  0
 22 54  1  0  0  0  0
 22 55  1  0  0  0  0
 23 56  1  1  0  0  0
 26 57  1  0  0  0  0
 26 58  1  0  0  0  0
 26 59  1  0  0  0  0
 29 60  1  0  0  0  0
 29 61  1  0  0  0  0
 29 62  1  0  0  0  0
 30 63  1  0  0  0  0
 30 64  1  0  0  0  0
 30 65  1  0  0  0  0
 31 66  1  1  0  0  0
 32 67  1  0  0  0  0
 32 68  1  0  0  0  0
 33 69  1  0  0  0  0
 33 70  1  0  0  0  0
 35 71  1  0  0  0  0
 35 72  1  0  0  0  0
 35 73  1  0  0  0  0
M  END

     RDKit          3D

 73 76  0  0  0  0  0  0  0  0999 V2000
   -5.1772    1.1244   -2.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4266    0.9596   -1.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2280    0.2813   -1.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8705   -0.1511   -2.8710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    0.0821   -0.5689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1866    1.4427   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3595    2.3368   -0.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1844    1.5921    1.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5781    2.8794    1.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7388    0.4492    1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539    0.2448    2.3270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1355   -0.6103    0.5104 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2843   -1.4810    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3189   -1.4487    1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9791   -2.3871    2.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0061   -1.4107    1.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -0.4922    0.4396 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1550   -0.6370    0.4305 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6344   -2.0161    0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354   -2.6886   -0.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -0.1147    1.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8318    0.7471    1.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7800    0.1757    0.7195 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0117    0.8564    0.8132 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4370    1.0754    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6779   -2.3081   -2.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1361   -2.7090   -0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  6
  5  6  1  0
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  9 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 15 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  1
 19 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  1
 26 57  1  0
 26 58  1  0
 26 59  1  0
 29 60  1  0
 29 61  1  0
 29 62  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
 31 66  1  1
 32 67  1  0
 32 68  1  0
 33 69  1  0
 33 70  1  0
 35 71  1  0
 35 72  1  0
 35 73  1  0
M  END


  Mrv1652306242105393D          

 73 76  0  0  0  0            999 V2000
   -5.1772    1.1244   -2.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4266    0.9596   -1.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2280    0.2813   -1.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8705   -0.1511   -2.8710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    0.0821   -0.5689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1866    1.4427   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3595    2.3368   -0.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1844    1.5921    1.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5781    2.8794    1.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7388    0.4492    1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539    0.2448    2.3270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1355   -0.6103    0.5104 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2843   -1.4810    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3189   -1.4487    1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9791   -2.3871    2.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0061   -1.4107    1.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6344   -2.0161    0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354   -2.6886   -0.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8318    0.7471    1.7247 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7800    0.1757    0.7195 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0117    0.8564    0.8132 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2229    0.2160    1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4370    1.0754    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2355   -1.0229    1.1258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1820    0.4123   -0.6431 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5487    1.8372   -1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569   -0.5042   -1.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6844    0.3061   -0.6329 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1337   -0.0255   -1.9753 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3727    0.0880   -2.0199 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.3364   -2.0095   -1.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8823   -0.9870    2.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3272    0.7259    2.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3628    0.4815    1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4157    1.7293    0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3357    1.7409    1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7101    2.5430   -0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4296    2.2067   -0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6608    1.8953   -2.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8846   -0.0782   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4012   -1.0362   -2.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6455   -0.4648   -2.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3658   -2.0845   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6779   -2.3081   -2.1452 H   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  2  0  0  0  0
  5  3  1  6  0  0  0
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  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
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 10 12  1  0  0  0  0
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 12  5  1  0  0  0  0
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 34  5  1  0  0  0  0
 31 18  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  9 39  1  0  0  0  0
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 35 71  1  0  0  0  0
 35 72  1  0  0  0  0
 35 73  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0023164

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=O)[C@]2(C(=O)OC([H])([H])[H])[C@]1(C(=C([H])[C@@]1([H])[C@]3(C([H])=O)C([H])([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@]21C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13-14,18-20,31H,9-12H2,1-8H3/t18-,19-,20+,25+,26+,27+,28-/m1/s1

> <INCHI_KEY>
HWSDLRGLVXYFFH-OXILWVMOSA-N

> <FORMULA>
C28H38O7

> <MOLECULAR_WEIGHT>
486.605

> <EXACT_MASS>
486.261753564

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
52.51733279264929

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,2S,5S,7R,10S,11R,15R)-5-(acetyloxy)-2-formyl-14-hydroxy-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-13,16-diene-11-carboxylate

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
3.5261075599999985

> <ALOGPS_LOGS>
-5.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.437975669171281

> <JCHEM_PKA_STRONGEST_BASIC>
-6.106429442334076

> <JCHEM_POLAR_SURFACE_AREA>
106.97000000000001

> <JCHEM_REFRACTIVITY>
130.79969999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2S,5S,7R,10S,11R,15R)-5-(acetyloxy)-2-formyl-14-hydroxy-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-13,16-diene-11-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 73 76  0  0  0  0  0  0  0  0999 V2000
   -5.1772    1.1244   -2.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4266    0.9596   -1.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2280    0.2813   -1.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8705   -0.1511   -2.8710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    0.0821   -0.5689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1866    1.4427   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3595    2.3368   -0.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1844    1.5921    1.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5781    2.8794    1.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9347   -0.9137    0.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3628    0.4815    1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4157    1.7293    0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3357    1.7409    1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7101    2.5430   -0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4296    2.2067   -0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6608    1.8953   -2.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8846   -0.0782   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3760   -0.5961   -2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0762   -1.4916   -1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960    1.3131   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012   -1.0362   -2.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360    0.7488   -2.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6455   -0.4648   -2.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6028    1.1641   -2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -2.0845   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6779   -2.3081   -2.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1361   -2.7090   -0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  6
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 19 20  2  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 23 28  1  0
 28 29  1  6
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  6
 12  5  1  0
 34 17  1  0
 34  5  1  0
 31 18  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  9 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 15 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  1
 19 51  1  0
 21 52  1  0
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 26 58  1  0
 26 59  1  0
 29 60  1  0
 29 61  1  0
 29 62  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
 31 66  1  1
 32 67  1  0
 32 68  1  0
 33 69  1  0
 33 70  1  0
 35 71  1  0
 35 72  1  0
 35 73  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.177   1.124  -2.891  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.427   0.960  -1.705  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.228   0.281  -1.768  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.870  -0.151  -2.871  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.412   0.082  -0.569  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.187   1.443  -0.003  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.359   2.337  -0.282  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.184   1.592   1.037  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.578   2.879   1.716  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.739   0.449   1.348  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.754   0.245   2.327  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.135  -0.610   0.510  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.284  -1.481   0.041  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.319  -1.449   1.389  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.979  -2.387   2.345  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.006  -1.411   1.373  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.325  -0.492   0.440  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.155  -0.637   0.431  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.634  -2.016   0.310  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.635  -2.689  -0.716  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.621  -0.115   1.801  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.832   0.747   1.725  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.780   0.176   0.720  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.012   0.856   0.813  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.223   0.216   1.018  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.437   1.075   1.094  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.236  -1.023   1.126  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.182   0.412  -0.643  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.549   1.837  -1.042  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.857  -0.504  -1.614  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.684   0.306  -0.633  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.134  -0.026  -1.975  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.373   0.088  -2.020  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.042  -0.561  -0.870  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.336  -2.010  -1.276  0.00  0.00           C+0
HETATM   36  H   UNK     0      -6.223   1.399  -2.707  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.637   1.840  -3.528  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.151   0.135  -3.420  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.476   3.301   1.187  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.731   3.597   1.709  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.892   2.680   2.760  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.716   0.184   2.045  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.059  -1.442   0.832  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.748  -1.188  -0.891  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.959  -2.561   0.035  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.394  -3.308   2.498  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.995  -2.662   2.071  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.058  -1.839   3.329  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.400  -2.044   2.037  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.517   0.543   0.857  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.046  -2.567   1.177  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.837   0.434   2.334  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.882  -0.987   2.470  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.327   0.726   2.724  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.615   1.798   1.434  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.935  -0.914   0.832  0.00  0.00           H+0
HETATM   57  H   UNK     0       8.363   0.482   1.087  0.00  0.00           H+0
HETATM   58  H   UNK     0       7.416   1.729   0.185  0.00  0.00           H+0
HETATM   59  H   UNK     0       7.336   1.741   1.975  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.710   2.543  -0.782  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.430   2.207  -0.488  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.661   1.895  -2.144  0.00  0.00           H+0
HETATM   63  H   UNK     0       4.885  -0.078  -1.817  0.00  0.00           H+0
HETATM   64  H   UNK     0       3.376  -0.596  -2.584  0.00  0.00           H+0
HETATM   65  H   UNK     0       4.076  -1.492  -1.122  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.296   1.313  -0.351  0.00  0.00           H+0
HETATM   67  H   UNK     0       1.401  -1.036  -2.337  0.00  0.00           H+0
HETATM   68  H   UNK     0       1.536   0.749  -2.688  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.646  -0.465  -2.973  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.603   1.164  -2.144  0.00  0.00           H+0
HETATM   71  H   UNK     0      -2.366  -2.084  -1.681  0.00  0.00           H+0
HETATM   72  H   UNK     0      -0.678  -2.308  -2.145  0.00  0.00           H+0
HETATM   73  H   UNK     0      -1.136  -2.709  -0.461  0.00  0.00           H+0
CONECT    1    2   36   37   38                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   12   34                                             
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8   39   40   41                                             
CONECT   10    8   11   12                                                  
CONECT   11   10   42                                                       
CONECT   12   10   13   14    5                                             
CONECT   13   12   43   44   45                                             
CONECT   14   12   15   16                                                  
CONECT   15   14   46   47   48                                             
CONECT   16   14   17   49                                                  
CONECT   17   16   18   34   50                                             
CONECT   18   17   19   21   31                                             
CONECT   19   18   20   51                                                  
CONECT   20   19                                                            
CONECT   21   18   22   52   53                                             
CONECT   22   21   23   54   55                                             
CONECT   23   22   24   28   56                                             
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25   57   58   59                                             
CONECT   27   25                                                            
CONECT   28   23   29   30   31                                             
CONECT   29   28   60   61   62                                             
CONECT   30   28   63   64   65                                             
CONECT   31   28   32   18   66                                             
CONECT   32   31   33   67   68                                             
CONECT   33   32   34   69   70                                             
CONECT   34   33   35   17    5                                             
CONECT   35   34   71   72   73                                             
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    9                                                            
CONECT   40    9                                                            
CONECT   41    9                                                            
CONECT   42   11                                                            
CONECT   43   13                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   15                                                            
CONECT   47   15                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
CONECT   51   19                                                            
CONECT   52   21                                                            
CONECT   53   21                                                            
CONECT   54   22                                                            
CONECT   55   22                                                            
CONECT   56   23                                                            
CONECT   57   26                                                            
CONECT   58   26                                                            
CONECT   59   26                                                            
CONECT   60   29                                                            
CONECT   61   29                                                            
CONECT   62   29                                                            
CONECT   63   30                                                            
CONECT   64   30                                                            
CONECT   65   30                                                            
CONECT   66   31                                                            
CONECT   67   32                                                            
CONECT   68   32                                                            
CONECT   69   33                                                            
CONECT   70   33                                                            
CONECT   71   35                                                            
CONECT   72   35                                                            
CONECT   73   35                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  152    0
END

RDKit          3D

73 76  0  0  0  0  0  0  0  0999 V2000
   -5.1772    1.1244   -2.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4266    0.9596   -1.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2280    0.2813   -1.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8705   -0.1511   -2.8710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    0.0821   -0.5689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1866    1.4427   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3595    2.3368   -0.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1844    1.5921    1.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5781    2.8794    1.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7388    0.4492    1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539    0.2448    2.3270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1355   -0.6103    0.5104 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2843   -1.4810    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3189   -1.4487    1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9791   -2.3871    2.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0061   -1.4107    1.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -0.4922    0.4396 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1550   -0.6370    0.4305 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6344   -2.0161    0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354   -2.6886   -0.7158 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8318    0.7471    1.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7800    0.1757    0.7195 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0117    0.8564    0.8132 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2229    0.2160    1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4370    1.0754    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2355   -1.0229    1.1258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1820    0.4123   -0.6431 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5487    1.8372   -1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569   -0.5042   -1.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6844    0.3061   -0.6329 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1337   -0.0255   -1.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3727    0.0880   -2.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0416   -0.5606   -0.8697 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3364   -2.0095   -1.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2226    1.3991   -2.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6370    1.8404   -3.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1505    0.1345   -3.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4764    3.3014    1.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7313    3.5971    1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8919    2.6799    2.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7156    0.1840    2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0588   -1.4421    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -1.1880   -0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9587   -2.5611    0.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3944   -3.3080    2.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9946   -2.6617    2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0580   -1.8389    3.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3998   -2.0440    2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5168    0.5431    0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0464   -2.5667    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373    0.4338    2.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823   -0.9870    2.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3272    0.7259    2.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152    1.7979    1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9347   -0.9137    0.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3628    0.4815    1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4157    1.7293    0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3357    1.7409    1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7101    2.5430   -0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4296    2.2067   -0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6608    1.8953   -2.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8846   -0.0782   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3760   -0.5961   -2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0762   -1.4916   -1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960    1.3131   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012   -1.0362   -2.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360    0.7488   -2.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6455   -0.4648   -2.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6028    1.1641   -2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -2.0845   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6779   -2.3081   -2.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1361   -2.7090   -0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  6
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 19 20  2  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 23 28  1  0
 28 29  1  6
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  6
 12  5  1  0
 34 17  1  0
 34  5  1  0
 31 18  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  9 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 15 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  1
 19 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  1
 26 57  1  0
 26 58  1  0
 26 59  1  0
 29 60  1  0
 29 61  1  0
 29 62  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
 31 66  1  1
 32 67  1  0
 32 68  1  0
 33 69  1  0
 33 70  1  0
 35 71  1  0
 35 72  1  0
 35 73  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl (1R,2S,5S,7R,10S,11R,15R)-5-(acetyloxy)-2-formyl-14-hydroxy-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo[8.7.0.0,.0,]heptadeca-13,16-diene-11-carboxylic acid	Generator

Chemical Formula

C₂₈H₃₈O₇

Average Mass

486.6050 Da

Monoisotopic Mass

486.26175 Da

IUPAC Name

methyl (1R,2S,5S,7R,10S,11R,15R)-5-(acetyloxy)-2-formyl-14-hydroxy-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-13,16-diene-11-carboxylate

Traditional Name

methyl (1R,2S,5S,7R,10S,11R,15R)-5-(acetyloxy)-2-formyl-14-hydroxy-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-13,16-diene-11-carboxylate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C28H38O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13-14,18-20,31H,9-12H2,1-8H3/t18-,19-,20+,25+,26+,27+,28-/m1/s1

InChI Key

HWSDLRGLVXYFFH-OXILWVMOSA-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
Penicillium	NPAtlas	8682717
Penicillium roqueforti	Fungi	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	3.28	ALOGPS
logP	3.53	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	7.44	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.97 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130.8 m³·mol⁻¹	ChemAxon
Polarizability	52.52 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA013834

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8158468

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9982878

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Uchida R, Shiomi K, Inokoshi J, Sunazuka T, Tanaka H, Iwai Y, Takayanagi H, Omura S: Andrastins A-C, new protein farnesyltransferase inhibitors produced by Penicillium sp. FO-3929. II. Structure elucidation and biosynthesis. J Antibiot (Tokyo). 1996 May;49(5):418-24. doi: 10.7164/antibiotics.49.418. [PubMed:8682717 ]

Showing NP-Card for Andrastin A (NP0023164)

MOL for NP0023164 (Andrastin A)

3D MOL for NP0023164 (Andrastin A)

3D SDF for NP0023164 (Andrastin A)

3D-SDF for NP0023164 (Andrastin A)

PDB for NP0023164 (Andrastin A)

3D PDB for NP0023164 (Andrastin A)

SMILES for NP0023164 (Andrastin A)

INCHI for NP0023164 (Andrastin A)

Structure for NP0023164 (Andrastin A)

3D Structure for NP0023164 (Andrastin A)