NP-MRD: Showing NP-Card for Karavoate I (NP0084151)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-04-29 04:58:17 UTC

Updated at

2022-04-29 04:58:17 UTC

NP-MRD ID

NP0084151

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Karavoate I

Description

Karavoate I, also known as karavoic acid I, belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. Karavoate I is found in Momordica balsamina . Based on a literature review very few articles have been published on Karavoate I.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292206582D          

 48 52  0  0  1  0            999 V2000
    2.2580   -2.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4211   -3.5665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -4.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -4.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -4.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2261   -4.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5370   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3543   -3.7664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6652   -3.0022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -4.4177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0307   -3.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134   -3.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256   -4.9820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5492   -4.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0429   -5.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3154   -5.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3537   -5.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7337   -0.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    0.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1351   -0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7974   -1.4499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  2  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
  8 18  2  0  0  0  0
  6 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 33 41  1  0  0  0  0
 41 42  1  6  0  0  0
 41 43  1  0  0  0  0
 27 43  1  0  0  0  0
 43 44  1  1  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 25 47  1  0  0  0  0
  2 47  1  0  0  0  0
 47 48  1  1  0  0  0
M  END

     RDKit          3D

100104  0  0  0  0  0  0  0  0999 V2000
   -5.6432    0.6351   -2.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1089   -0.0244   -1.5894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8672    0.5645   -1.1937 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0889    1.3060    0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0156    0.7334    1.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915   -0.7086    1.2528 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8974   -1.5168    1.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4261   -0.9426    2.9132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5098    0.5090    3.0509 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6754    1.0706    2.4962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3010    1.3169    2.5841 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1737    1.0750    3.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6522    2.7693    2.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7567   -1.1921    0.1934 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2732   -2.6266    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3869   -1.1427    0.8315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4504   -0.0773    0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2327   -0.4818   -1.1281 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2277   -1.8921   -1.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7038    0.1782   -2.0321 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1367    0.2723   -1.8112 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7125    1.1923   -2.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0564   -0.8688   -1.8086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5186   -0.4717   -1.5435 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2997   -1.7422   -1.5593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2564   -2.6915   -0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1282   -3.9024   -0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4206   -2.7108    0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7137    0.1394   -0.3073 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3569    1.3360   -0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8244    1.9484   -1.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925    1.8791    1.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9850    1.2041    2.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0764    1.6642    3.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7062    2.8642    3.8249 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8183    3.3702    5.1324 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.3514    2.7509    6.1044 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4509    4.5663    5.3460 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.2259    3.5630    2.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1241    3.0789    1.4550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -0.4220   -3.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1730   -1.0110   -3.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5267   -0.1882   -1.8305 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6936    1.1420   -2.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7927   -0.4970   -1.1385 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5984    0.1323   -2.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9773    0.5064   -3.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8731    1.6977   -2.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7619    1.3657   -1.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3278    2.3884    0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0787   -0.8105    2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7194   -1.5406    0.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5912   -2.5434    1.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8240   -1.3623    3.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4438   -1.3636    3.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5863    0.7388    4.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8522    0.6240    1.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1972    1.1658    2.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1630    0.1183    4.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1629    1.8624    4.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5361    2.9815    1.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7858    3.2984    2.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7057    3.1647    3.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3541   -2.5310   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9682   -3.2196    0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8982   -3.1309   -0.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9180   -2.1428    0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432   -0.8348    1.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4804   -0.1611    0.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8446    0.9259    0.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604   -2.0574   -0.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -2.2526   -1.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5915   -2.6500   -1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967    1.2850   -1.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3206    0.9174   -0.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7883    0.6344   -3.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875    1.7314   -2.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9117    1.9553   -3.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0845   -1.5058   -2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8487   -1.5357   -0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173    0.1312   -2.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0029   -1.9355   -2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1344   -3.5933   -0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7949   -4.7638   -0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1631   -4.0802   -1.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5426   -3.3769    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9833   -3.2595    1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1865   -1.7372    0.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4928    0.2784    2.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6540    1.0838    4.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7213    4.5040    2.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5289    3.6258    0.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2505    0.2582   -4.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8533   -1.2652   -3.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7978   -0.7667   -3.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1658   -2.0711   -2.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281    0.9559   -3.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8522    1.9877   -1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9435    1.4715   -3.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -1.3174   -1.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  6
 43 45  1  0
 45  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  1
 11 13  1  0
  6 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 39  1  0
 39 40  2  0
 35 36  1  0
 36 38  1  0
 36 37  2  0
 24 25  1  0
 25 26  2  3
 26 27  1  0
 26 28  1  0
 18 20  1  0
 40 32  1  0
 18 43  1  0
 14 45  1  0
 11  5  1  0
 20 74  1  6
 41 93  1  0
 41 94  1  0
 42 95  1  0
 42 96  1  0
 44 97  1  0
 44 98  1  0
 44 99  1  0
 45100  1  6
  3 49  1  6
  1 46  1  0
  1 47  1  0
  1 48  1  0
  4 50  1  0
  6 51  1  1
  7 52  1  0
  7 53  1  0
  8 54  1  0
  8 55  1  0
  9 56  1  1
 10 57  1  0
 12 58  1  0
 12 59  1  0
 12 60  1  0
 13 61  1  0
 13 62  1  0
 13 63  1  0
 15 64  1  0
 15 65  1  0
 15 66  1  0
 16 67  1  0
 16 68  1  0
 17 69  1  0
 17 70  1  0
 19 71  1  0
 19 72  1  0
 19 73  1  0
 21 75  1  1
 22 76  1  0
 22 77  1  0
 22 78  1  0
 23 79  1  0
 23 80  1  0
 24 81  1  6
 33 89  1  0
 34 90  1  0
 39 91  1  0
 40 92  1  0
 25 82  1  0
 27 83  1  0
 27 84  1  0
 27 85  1  0
 28 86  1  0
 28 87  1  0
 28 88  1  0
M  CHG  2  36   1  38  -1
M  END


  Mrv1652304292206582D          

 48 52  0  0  1  0            999 V2000
    2.2580   -2.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4211   -3.5665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -4.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -4.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -4.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2261   -4.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5370   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3543   -3.7664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6652   -3.0022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -4.4177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0307   -3.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134   -3.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256   -4.9820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5492   -4.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0429   -5.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3154   -5.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3537   -5.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7337   -0.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    0.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1351   -0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7974   -1.4499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  2  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
  8 18  2  0  0  0  0
  6 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 33 41  1  0  0  0  0
 41 42  1  6  0  0  0
 41 43  1  0  0  0  0
 27 43  1  0  0  0  0
 43 44  1  1  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 25 47  1  0  0  0  0
  2 47  1  0  0  0  0
 47 48  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0084151

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@@]2(C)[C@]3([H])[C@@H](OC)C=C4[C@@]([H])(CC[C@H](O)C4(C)C)[C@]3(C)CC[C@]12C)[C@H](C)C[C@@H](OC(=O)C1=CC=C(C=C1)N(=O)=O)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H55NO6/c1-23(2)20-27(45-34(41)25-10-12-26(13-11-25)39(42)43)21-24(3)28-16-17-38(8)33-31(44-9)22-30-29(14-15-32(40)35(30,4)5)36(33,6)18-19-37(28,38)7/h10-13,20,22,24,27-29,31-33,40H,14-19,21H2,1-9H3/t24-,27+,28-,29-,31+,32+,33-,36+,37-,38+/m1/s1

> <INCHI_KEY>
NNEMUGGPIKMKLT-UUDKRSAZSA-N

> <FORMULA>
C38H55NO6

> <MOLECULAR_WEIGHT>
621.859

> <EXACT_MASS>
621.402938495

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
71.574471481227

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R,6R)-6-[(1S,2S,5S,9S,10R,11S,14R,15R)-5-hydroxy-9-methoxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]-2-methylhept-2-en-4-yl 4-nitrobenzoate

> <ALOGPS_LOGP>
7.53

> <JCHEM_LOGP>
8.445072483333332

> <ALOGPS_LOGS>
-6.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.408414509922824

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8703321793550213

> <JCHEM_POLAR_SURFACE_AREA>
101.58000000000001

> <JCHEM_REFRACTIVITY>
179.66320000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.13e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,6R)-6-[(1S,2S,5S,9S,10R,11S,14R,15R)-5-hydroxy-9-methoxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]-2-methylhept-2-en-4-yl 4-nitrobenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  H   UNK     0       4.215  -4.357   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.312  -6.868   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.786  -6.657   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.159  -7.873   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.685  -7.663   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.630  -8.878   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.155  -8.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.736  -7.241   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -6.261  -7.031   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0      -6.842  -5.604   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -7.206  -8.246   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.791  -6.025   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.265  -6.236   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.421  -9.300   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.892  -8.295   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.947  -9.510   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.589 -10.237   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.527 -10.937   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.159  -1.754   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0       8.783  -4.426   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.836  -0.352   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.360   1.096   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.323  -0.719   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.185  -1.391   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   42  H   UNK     0      10.822  -2.707   0.000  0.00  0.00           H+0
HETATM   43  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   23   47                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12   17                                                       
CONECT   17   16    9                                                       
CONECT   18    8                                                            
CONECT   19    6   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    2   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   47                                             
CONECT   26   25                                                            
CONECT   27   25   28   29   43                                             
CONECT   28   27                                                            
CONECT   29   27   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34   41                                                  
CONECT   34   33   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   33   42   43                                             
CONECT   42   41                                                            
CONECT   43   41   27   44   45                                             
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   25    2   48                                             
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

View in JSmol

Synonyms

Value	Source
Karavoic acid I	Generator

Chemical Formula

C₃₈H₅₅NO₆

Average Mass

621.8590 Da

Monoisotopic Mass

621.40294 Da

IUPAC Name

(4R,6R)-6-[(1S,2S,5S,9S,10R,11S,14R,15R)-5-hydroxy-9-methoxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]-2-methylhept-2-en-4-yl 4-nitrobenzoate

Traditional Name

(4R,6R)-6-[(1S,2S,5S,9S,10R,11S,14R,15R)-5-hydroxy-9-methoxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]-2-methylhept-2-en-4-yl 4-nitrobenzoate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2(C)[C@]3([H])[C@@H](OC)C=C4[C@@]([H])(CC[C@H](O)C4(C)C)[C@]3(C)CC[C@]12C)[C@H](C)C[C@@H](OC(=O)C1=CC=C(C=C1)N(=O)=O)C=C(C)C

InChI Identifier

InChI=1S/C38H55NO6/c1-23(2)20-27(45-34(41)25-10-12-26(13-11-25)39(42)43)21-24(3)28-16-17-38(8)33-31(44-9)22-30-29(14-15-32(40)35(30,4)5)36(33,6)18-19-37(28,38)7/h10-13,20,22,24,27-29,31-33,40H,14-19,21H2,1-9H3/t24-,27+,28-,29-,31+,32+,33-,36+,37-,38+/m1/s1

InChI Key

NNEMUGGPIKMKLT-UUDKRSAZSA-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
Momordica balsamina	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cucurbitacins

Direct Parent

Cucurbitacins

Alternative Parents

Substituents

Triterpenoid
Cucurbitacin skeleton
Hydroxysteroid
3-hydroxy-delta-5-steroid
3-beta-hydroxy-delta-5-steroid
3-beta-hydroxysteroid
14-alpha-methylsteroid
3-hydroxysteroid
Delta-5-steroid
Nitrobenzoate
Benzoate ester
Nitrobenzene
Benzoic acid or derivatives
Benzoyl
Nitroaromatic compound
Benzenoid
Monocyclic benzene moiety
Cyclic alcohol
Carboxylic acid ester
C-nitro compound
Organic nitro compound
Secondary alcohol
Organic 1,3-dipolar compound
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Organic oxoazanium
Alcohol
Organic oxygen compound
Organic zwitterion
Organooxygen compound
Organopnictogen compound
Organic oxide
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	7.53	ALOGPS
logP	8.45	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	19.41	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	101.58 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	179.66 m³·mol⁻¹	ChemAxon
Polarizability	71.57 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053396

Chemspider ID

26378873

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53324488

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Karavoate I (NP0084151)

MOL for NP0084151 (Karavoate I)

3D MOL for NP0084151 (Karavoate I)

3D SDF for NP0084151 (Karavoate I)

3D-SDF for NP0084151 (Karavoate I)

PDB for NP0084151 (Karavoate I)

3D PDB for NP0084151 (Karavoate I)

SMILES for NP0084151 (Karavoate I)

INCHI for NP0084151 (Karavoate I)

Structure for NP0084151 (Karavoate I)

3D Structure for NP0084151 (Karavoate I)