NP-MRD: Showing NP-Card for Senampeline A (NP0051183)

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Record Information

Version

2.0

Created at

2022-04-27 22:35:42 UTC

Updated at

2022-04-27 22:35:42 UTC

NP-MRD ID

NP0051183

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Senampeline A

Description

Senampeline A belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. Senampeline A is found in Senecio aetnensis, Senecio aucheri and Senecio pterophorus. Based on a literature review very few articles have been published on Senampeline A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200352D          

 34 35  0  0  1  0            999 V2000
    0.7846   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619   -2.2910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168   -3.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648   -3.6887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238   -3.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3788   -4.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1857   -4.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6759   -2.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4828   -2.8056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0349   -2.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7799   -1.4079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8418   -2.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3939   -1.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2008   -1.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1389   -0.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312   -2.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861   -3.0756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832   -1.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9902   -1.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5422   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9282   -0.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4652    1.2262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271    2.1823    0.0000 C   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
  4  5  1  0  0  0  0
  1  5  2  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  1 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 21 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END

     RDKit          3D

 65 66  0  0  0  0  0  0  0  0999 V2000
   -5.4266    5.4444    0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2614    4.1034   -0.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7644    3.0645    0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3578    3.2594    1.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6152    1.7484   -0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9589    1.5779   -1.5139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0930    0.6606    0.3609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738   -0.5626   -0.3083 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8102   -1.6120    0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1302   -2.8688   -0.1133 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3883   -3.9941    0.6640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9562   -5.1675    0.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1554   -6.2634    1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2845   -5.2565   -0.9733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344   -2.4706   -0.1216 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -3.0191   -0.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -1.9801   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2734   -0.8051   -0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7122    0.5356   -0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6913    0.5053   -0.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4669   -0.0925   -1.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229   -0.6623   -2.2419 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9689   -0.0746   -1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388   -0.6705   -2.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1048   -0.6901   -2.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5065    0.6010   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8876    0.7109    0.1602 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3220    1.3789    1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3707    1.8235    2.0491 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6675    1.5761    1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7718    1.2238    1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1011    1.5623    1.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7879    0.4857   -0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188   -1.1416   -0.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2964    5.9542   -0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5087    6.0129    0.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7044    5.3641    1.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5522    3.9275   -1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3157    3.3200    2.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    4.2480    1.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7743    2.4229    2.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3336   -0.5112   -1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6261   -1.4861    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8693   -1.5645    0.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4479   -3.0295   -1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2420   -6.3690    1.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7690   -7.1998    0.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5496   -6.0984    2.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2827   -4.0884    0.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4869   -2.1902   -0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109    1.1437   -1.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991    1.0678    0.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0688   -1.1533   -2.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4185   -1.4722   -2.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5575    0.2403   -2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5288   -1.0600   -1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662    1.6519    0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1117    0.0777    0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8317    2.1288    2.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7038    0.6126    1.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9273    1.7785    2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5713    2.3667    1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0544    0.9712   -0.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8159    0.5653   -0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5080   -0.5615   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  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
 12 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  3
 31 32  1  0
 31 33  1  0
 23 24  2  0
 24 25  1  0
 18 34  2  0
 34  8  1  0
 34 15  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  4 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  6
  9 43  1  0
  9 44  1  0
 10 45  1  6
 13 46  1  0
 13 47  1  0
 13 48  1  0
 16 49  1  0
 17 50  1  0
 19 51  1  0
 19 52  1  0
 26 57  1  0
 26 58  1  0
 30 59  1  0
 32 60  1  0
 32 61  1  0
 32 62  1  0
 33 63  1  0
 33 64  1  0
 33 65  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
M  END


  Mrv1652304282200352D          

 34 35  0  0  1  0            999 V2000
    0.7846   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619   -2.2910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168   -3.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648   -3.6887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238   -3.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3788   -4.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1857   -4.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6759   -2.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4828   -2.8056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0349   -2.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7799   -1.4079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8418   -2.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3939   -1.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2008   -1.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1389   -0.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8861   -3.0756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832   -1.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9902   -1.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5422   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9282   -0.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4652    1.2262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271    2.1823    0.0000 C   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
  4  5  1  0  0  0  0
  1  5  2  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  1 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 21 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051183

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(/C)C(=O)O[C@@H]1C[C@H](OC(C)=O)N2C=CC(COC(=O)C(\COC(=O)C=C(C)C)=C\C)=C12

> <INCHI_IDENTIFIER>
InChI=1S/C25H31NO8/c1-7-16(5)24(29)34-20-12-21(33-17(6)27)26-10-9-19(23(20)26)14-32-25(30)18(8-2)13-31-22(28)11-15(3)4/h7-11,20-21H,12-14H2,1-6H3/b16-7+,18-8+/t20-,21+/m1/s1

> <INCHI_KEY>
DZBWFFPQOFEYIE-LSKSLASESA-N

> <FORMULA>
C25H31NO8

> <MOLECULAR_WEIGHT>
473.522

> <EXACT_MASS>
473.204966962

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
50.479113298328606

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1R,3S)-3-(acetyloxy)-1-{[(2E)-2-methylbut-2-enoyl]oxy}-2,3-dihydro-1H-pyrrolizin-7-yl]methyl (2E)-2-{[(3-methylbut-2-enoyl)oxy]methyl}but-2-enoate

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
5.1034056293333325

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.3049969897977345

> <JCHEM_POLAR_SURFACE_AREA>
110.13000000000002

> <JCHEM_REFRACTIVITY>
124.7462

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.94e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
senampeline A

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.465  -0.476   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.905  -1.246   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.476  -3.956   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.982  -4.277   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.458  -5.741   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.428  -6.886   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.964  -6.061   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.440  -7.526   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.947  -7.846   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.995  -4.917   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.501  -5.237   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -7.532  -4.093   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -7.056  -2.628   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -9.038  -4.413   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.069  -3.268   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -11.575  -3.589   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.593  -1.804   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.929   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.405  -3.956   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.911  -4.277   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.387  -5.741   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.942  -3.132   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.448  -3.452   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.479  -2.308   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.466  -1.668   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.405   1.465   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.375   2.609   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.868   2.289   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.851   4.074   0.000  0.00  0.00           C+0
CONECT    1    2    5   23                                                  
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    2   22   31                                                  
CONECT   22   21   23                                                       
CONECT   23   22    1   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27                                                            
CONECT   31   21   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₁NO₈

Average Mass

473.5220 Da

Monoisotopic Mass

473.20497 Da

IUPAC Name

[(1R,3S)-3-(acetyloxy)-1-{[(2E)-2-methylbut-2-enoyl]oxy}-2,3-dihydro-1H-pyrrolizin-7-yl]methyl (2E)-2-{[(3-methylbut-2-enoyl)oxy]methyl}but-2-enoate

Traditional Name

senampeline A

CAS Registry Number

Not Available

SMILES

C\C=C(/C)C(=O)O[C@@H]1C[C@H](OC(C)=O)N2C=CC(COC(=O)C(\COC(=O)C=C(C)C)=C\C)=C12

InChI Identifier

InChI=1S/C25H31NO8/c1-7-16(5)24(29)34-20-12-21(33-17(6)27)26-10-9-19(23(20)26)14-32-25(30)18(8-2)13-31-22(28)11-15(3)4/h7-11,20-21H,12-14H2,1-6H3/b16-7+,18-8+/t20-,21+/m1/s1

InChI Key

DZBWFFPQOFEYIE-LSKSLASESA-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
Senecio aetnensis	Plant	KNApSAcK
Senecio aucheri	Plant	KNApSAcK
Senecio pterophorus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Pyrrolizine
Fatty acid ester
Substituted pyrrole
Fatty acyl
Pyrrole
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Carboxylic acid ester
Organoheterocyclic compound
Azacycle
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carbonyl compound (CHEBI:9106 )

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	3.77	ALOGPS
logP	5.1	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	124.75 m³·mol⁻¹	ChemAxon
Polarizability	50.48 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002115

Chemspider ID

4445063

KEGG Compound ID

C10388

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281749

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Senampeline A (NP0051183)

MOL for NP0051183 (Senampeline A)

3D MOL for NP0051183 (Senampeline A)

3D SDF for NP0051183 (Senampeline A)

3D-SDF for NP0051183 (Senampeline A)

PDB for NP0051183 (Senampeline A)

3D PDB for NP0051183 (Senampeline A)

SMILES for NP0051183 (Senampeline A)

INCHI for NP0051183 (Senampeline A)

Structure for NP0051183 (Senampeline A)

3D Structure for NP0051183 (Senampeline A)