NP-MRD: Showing NP-Card for 12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid (NP0251900)

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Record Information

Version

2.0

Created at

2022-09-07 15:14:33 UTC

Updated at

2022-09-07 15:14:33 UTC

NP-MRD ID

NP0251900

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid

Description

12-(Acetyloxy)-N-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]Decan-8-yl}dodec-2-enimidic acid belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. 12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid is found in Gibellula formosana. Based on a literature review very few articles have been published on 12-(acetyloxy)-N-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]Decan-8-yl}dodec-2-enimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072217142D          

 32 34  0  0  0  0            999 V2000
    2.3512   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0656   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0656  -10.3819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7801   -9.1444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2090   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9235   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6380   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3525   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0669   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7814   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4959   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2103   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9248   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6393   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3537   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3537   -8.3194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0682   -9.5569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0682  -10.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3060  -10.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9903  -11.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1653  -11.4598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0682  -11.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5531  -10.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1461  -11.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8304  -10.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4138  -10.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8304  -12.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4138  -12.8054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0682  -12.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4137  -13.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3060  -12.2220    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  4  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 32  1  0  0  0  0
 21 32  1  0  0  0  0
M  END

     RDKit          3D

 67 69  0  0  0  0  0  0  0  0999 V2000
    8.7541   -1.0285    3.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6985   -0.6071    2.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0209    0.4057    2.4121 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4388   -1.2464    0.9942 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6341   -1.1752   -0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3139    1.3080   -0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9948    1.5915   -0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7489    1.3955   -0.7931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3831    0.0400   -1.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0592    0.0750   -1.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9339    0.5906   -1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3621    0.6025   -1.9832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7263   -0.7274   -2.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847   -1.4052   -2.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8483   -0.9417   -1.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9378   -1.8448   -1.1168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8551    0.1729   -0.7368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8699    0.7143    0.1225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8884   -0.0686    1.3899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0587    0.1194    2.2632 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6325    0.4936    3.5380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8415    1.2992    1.7411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0341    2.3032    2.3662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3512    1.0694    0.3472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1932    0.8847   -0.5452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1097    1.9588   -1.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3193   -0.0847    0.3657 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3640   -0.6482   -0.9315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0860   -1.0982    1.4160 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9960   -1.9873    1.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0182   -1.0362    2.3024 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5859   -1.5414    2.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1816   -0.1003    3.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3024   -1.6350    3.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5298   -1.3378    0.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8358   -2.1151   -0.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2273   -0.2581   -2.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8009    0.0737   -1.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0915    1.6951    0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5140    2.0085   -1.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9417    2.6854    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9197    1.0532    0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9169    1.8221   -0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873    2.1135   -1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1893   -0.6151   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0853   -0.4346   -1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8177   -0.9696   -2.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1746    0.6871   -2.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184    1.6787   -0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410    0.0123   -0.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213    1.2240   -1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1529    1.2037   -2.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0091   -1.2164   -3.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8708   -2.4383   -2.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4162   -2.0684   -1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5159    1.7560    0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9561    0.1236    1.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8308   -1.1601    1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2815    0.2643    4.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8886    2.0023    0.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3866   -0.0151   -1.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2866    2.8126   -0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3321    0.3497    0.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0045   -1.5693   -0.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0164   -1.6699    1.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0910   -1.5002    3.3176 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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 32  1  0
 32 31  1  0
 31 30  1  0
 30 28  1  0
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 28 25  1  0
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 26 27  1  0
 25 23  1  0
 23 24  2  0
 26 19  1  0
 23 21  1  0
 30 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
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 12 50  1  0
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 13 52  1  0
 13 53  1  0
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 15 55  1  0
 17 56  1  0
 19 57  1  1
 20 58  1  0
 20 59  1  0
 22 60  1  0
 32 67  1  1
 30 66  1  1
 28 64  1  1
 29 65  1  0
 25 61  1  6
 26 62  1  6
 27 63  1  0
M  END


  Mrv1652309072217142D          

 32 34  0  0  0  0            999 V2000
    2.3512   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0656   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0656  -10.3819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7801   -9.1444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2090   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9235   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6380   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3525   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0669   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7814   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4959   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2103   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9248   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6393   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3537   -9.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3537   -8.3194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0682   -9.5569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0682  -10.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3060  -10.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9903  -11.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1653  -11.4598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0682  -11.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5531  -10.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1461  -11.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8304  -10.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4138  -10.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8304  -12.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4138  -12.8054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0682  -12.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4137  -13.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3060  -12.2220    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  4  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 32  1  0  0  0  0
 21 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0251900

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCCCCCCCCCC=CC(O)=NC1CC2(O)C3OC3C(O)C(C1O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H35NO8/c1-14(25)31-12-10-8-6-4-2-3-5-7-9-11-16(26)24-15-13-23(30)21(29)17(18(15)27)19(28)20-22(23)32-20/h9,11,15,17-20,22,27-28,30H,2-8,10,12-13H2,1H3,(H,24,26)

> <INCHI_KEY>
DAERPJXYZYHGTA-UHFFFAOYSA-N

> <FORMULA>
C23H35NO8

> <MOLECULAR_WEIGHT>
453.532

> <EXACT_MASS>
453.236267091

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
50.230983307373506

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-(acetyloxy)-N-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0^{2,4}]decan-8-yl}dodec-2-enimidic acid

> <JCHEM_LOGP>
1.601561580666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.451849150465627

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.305354905268432

> <JCHEM_PKA_STRONGEST_BASIC>
3.796664211666437

> <JCHEM_POLAR_SURFACE_AREA>
149.18

> <JCHEM_REFRACTIVITY>
114.83539999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
12-(acetyloxy)-N-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0^{2,4}]decan-8-yl}dodec-2-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       4.389 -17.070   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.723 -17.840   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.723 -19.380   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.056 -17.070   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.390 -17.840   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.724 -17.070   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.057 -17.840   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.391 -17.070   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.725 -17.840   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.058 -17.070   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.392 -17.840   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.726 -17.070   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.059 -17.840   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.393 -17.070   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.727 -17.840   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.060 -17.070   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      23.060 -15.530   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      24.394 -17.840   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      24.394 -19.380   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.971 -19.969   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.382 -21.392   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      20.842 -21.392   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      24.394 -20.889   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      25.299 -19.643   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      26.406 -21.392   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.817 -19.969   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      26.906 -18.880   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      25.817 -22.814   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      26.906 -23.903   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      24.394 -23.404   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      23.172 -24.341   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      22.971 -22.814   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23   32                                             
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   28                                                  
CONECT   26   25   19   27                                                  
CONECT   27   26                                                            
CONECT   28   25   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30   32                                                       
CONECT   32   31   30   21                                                  
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Value	Source
12-(Acetyloxy)-N-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0,]decan-8-yl}dodec-2-enimidate	Generator

Chemical Formula

C₂₃H₃₅NO₈

Average Mass

453.5320 Da

Monoisotopic Mass

453.23627 Da

IUPAC Name

12-(acetyloxy)-N-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0^{2,4}]decan-8-yl}dodec-2-enimidic acid

Traditional Name

12-(acetyloxy)-N-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0^{2,4}]decan-8-yl}dodec-2-enimidic acid

CAS Registry Number

Not Available

SMILES

CC(=O)OCCCCCCCCCC=CC(O)=NC1CC2(O)C3OC3C(O)C(C1O)C2=O

InChI Identifier

InChI=1S/C23H35NO8/c1-14(25)31-12-10-8-6-4-2-3-5-7-9-11-16(26)24-15-13-23(30)21(29)17(18(15)27)19(28)20-22(23)32-20/h9,11,15,17-20,22,27-28,30H,2-8,10,12-13H2,1H3,(H,24,26)

InChI Key

DAERPJXYZYHGTA-UHFFFAOYSA-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
Gibellula formosana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
N-acyl-amine
Cyclic alcohol
Tertiary alcohol
Carboxamide group
Carboxylic acid ester
Ketone
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Polyol
Organopnictogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.6	ChemAxon
pKa (Strongest Acidic)	6.31	ChemAxon
pKa (Strongest Basic)	3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	149.18 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	114.84 m³·mol⁻¹	ChemAxon
Polarizability	50.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162864150

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid (NP0251900)

MOL for NP0251900 (12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid)

3D MOL for NP0251900 (12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid)

3D SDF for NP0251900 (12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid)

3D-SDF for NP0251900 (12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid)

PDB for NP0251900 (12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid)

3D PDB for NP0251900 (12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid)

SMILES for NP0251900 (12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid)

INCHI for NP0251900 (12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid)

Structure for NP0251900 (12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid)

3D Structure for NP0251900 (12-(acetyloxy)-n-{1,5,7-trihydroxy-10-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl}dodec-2-enimidic acid)