NP-MRD: Showing NP-Card for Karavoate C (NP0084145)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 04:58:02 UTC

Updated at

2022-04-29 04:58:02 UTC

NP-MRD ID

NP0084145

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Karavoate C

Description

Karavoate C, also known as karavoic acid C, 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 C is found in Momordica balsamina . Based on a literature review very few articles have been published on Karavoate C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292206582D          

 41 44  0  0  1  0            999 V2000
    4.8074   -2.6804    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155   -2.2311    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8300   -1.8186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8300   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -1.8186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9734   -2.2311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4023   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1168   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -0.9936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -0.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7939   -0.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734    0.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -3.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098   -2.5086    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3249   -3.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028   -2.3371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5549   -1.7240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -2.9502    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7057   -3.7348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1537   -4.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6438   -2.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4469   -2.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351   -1.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -1.0379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4800   -0.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210   -0.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409   -1.3810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1959   -2.1656    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479   -1.5525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4930   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2999   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1069   -1.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618   -1.8955    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9749   -1.3435    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  1  0  0  0  0
  8 11  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  2 16  1  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
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 20 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 18 40  1  0  0  0  0
  2 40  1  0  0  0  0
 40 41  1  1  0  0  0
M  END

     RDKit          3D

 94 97  0  0  0  0  0  0  0  0999 V2000
    7.4694    1.1133    4.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6603    0.1581    3.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2019    0.9404    1.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4799    2.1599    1.8208 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4407    0.3408    0.9901 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9846    1.0347   -0.1431 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4513    0.5124   -1.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5164   -0.2396   -1.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8507   -0.6915   -2.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4151   -0.6755   -0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897    1.2483   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786   -0.0327   -0.0551 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1222   -0.8250    1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505    0.4191   -0.0257 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0673    1.1977   -1.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2882    0.8288   -1.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9478    0.2655   -0.6584 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2045    1.4507    0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079   -0.6118   -0.9453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0607    0.0543   -1.8537 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6747   -0.9448   -2.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3424   -0.7653   -3.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1588    0.7843   -1.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5097    0.4697    0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8975   -0.5732    0.8326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9852   -1.4927    1.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3492   -1.0783    0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6036    0.3054    1.3580 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9126    0.6907    1.2190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6344    1.2397    0.6224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1217    2.3084    1.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4534    1.8952   -0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6977   -1.2582    0.2639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1301   -2.6659   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7107   -1.4268    1.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829   -1.2723    1.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1833   -0.6040   -0.1178 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6374   -1.6496   -1.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9725    2.1088    3.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5371    0.7682    5.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4616    1.2093    3.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2682   -0.7233    2.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7836   -0.1799    3.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4006    2.0869   -0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504    0.7820   -2.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3044   -1.6931   -2.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9122   -0.7811   -3.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5691    0.0018   -3.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9361   -1.2732    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9953    0.2010   -0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2152   -1.3576   -0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2707    1.8002    0.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1223    1.8563   -0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9086   -0.5370   -1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4412   -0.2274    1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3888   -1.5444    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9948   -1.4510    0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1557    1.1166    0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743    2.2834   -1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974    0.8844   -2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8069    1.8014   -2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141    0.2357   -2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3822    2.2247    0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2331    1.2508    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1040    2.0232   -0.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6484   -1.4389   -1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4755    0.7108   -2.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2552   -0.8216   -4.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7954   -1.6169   -4.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7938    0.2006   -4.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6810    1.5976   -1.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5763   -0.0039    1.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8696   -2.5452    1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1511   -1.4333    2.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1004   -1.8087    1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2941   -0.9495   -0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3266    0.2021    2.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5292   -0.0862    1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1882    3.3020    1.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8174    2.3358    2.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280    2.0733    1.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4726    2.0875   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0052    2.8326   -0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6003    1.1421   -1.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0844   -3.3929    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0707   -2.6454   -0.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3673   -3.0239   -0.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0135   -0.7681    2.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9169   -2.4478    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1790   -2.3081    1.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1856   -0.7282    1.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373   -2.5330   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7612   -1.3399   -2.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269   -2.0694   -0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  1
 30 32  1  0
 25 33  1  0
 33 34  1  6
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  6
 14 12  1  0
 12 13  1  0
 12 11  1  0
 11  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
 37 14  1  0
 37 17  1  0
 33 19  1  0
 30 24  1  0
 14 58  1  1
 15 59  1  0
 15 60  1  0
 16 61  1  0
 16 62  1  0
 18 63  1  0
 18 64  1  0
 18 65  1  0
 19 66  1  6
 20 67  1  6
 22 68  1  0
 22 69  1  0
 22 70  1  0
 23 71  1  0
 25 72  1  1
 26 73  1  0
 26 74  1  0
 27 75  1  0
 27 76  1  0
 28 77  1  1
 29 78  1  0
 31 79  1  0
 31 80  1  0
 31 81  1  0
 32 82  1  0
 32 83  1  0
 32 84  1  0
 34 85  1  0
 34 86  1  0
 34 87  1  0
 35 88  1  0
 35 89  1  0
 36 90  1  0
 36 91  1  0
 38 92  1  0
 38 93  1  0
 38 94  1  0
 12 54  1  6
 13 55  1  0
 13 56  1  0
 13 57  1  0
 11 52  1  0
 11 53  1  0
  6 44  1  1
  2 42  1  0
  2 43  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  7 45  1  0
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 10 51  1  0
M  END


  Mrv1652304292206582D          

 41 44  0  0  1  0            999 V2000
    4.8074   -2.6804    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155   -2.2311    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8300   -1.8186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8300   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -1.8186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9734   -2.2311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4023   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1168   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -0.9936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -0.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7939   -0.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734    0.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -3.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8098   -2.5086    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3249   -3.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028   -2.3371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5549   -1.7240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -2.9502    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7057   -3.7348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1537   -4.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6438   -2.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4469   -2.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351   -1.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -1.0379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4800   -0.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210   -0.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409   -1.3810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1959   -2.1656    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479   -1.5525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4930   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2999   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1069   -1.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618   -1.8955    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9749   -1.3435    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  1  0  0  0  0
  8 11  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  2 16  1  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
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 20 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 18 40  1  0  0  0  0
  2 40  1  0  0  0  0
 40 41  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0084145

> <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)CC)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C34H56O4/c1-11-29(36)38-23(18-21(2)3)19-22(4)24-14-15-34(9)30-27(37-10)20-26-25(12-13-28(35)31(26,5)6)32(30,7)16-17-33(24,34)8/h18,20,22-25,27-28,30,35H,11-17,19H2,1-10H3/t22-,23+,24-,25-,27+,28+,30-,32+,33-,34+/m1/s1

> <INCHI_KEY>
MCWWNTIWAFJXHY-PDQZRSDCSA-N

> <FORMULA>
C34H56O4

> <MOLECULAR_WEIGHT>
528.818

> <EXACT_MASS>
528.417860283

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
64.22106102564581

> <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 propanoate

> <ALOGPS_LOGP>
7.06

> <JCHEM_LOGP>
7.151449702666665

> <ALOGPS_LOGS>
-6.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.408414509922824

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8703322787074147

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
156.29489999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.49e-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 propanoate

> <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       8.974  -5.003   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       7.682  -4.165   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.016  -3.395   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.016  -1.855   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.350  -4.165   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.683  -3.395   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.017  -4.165   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      14.351  -3.395   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.684  -4.165   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.018  -3.395   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      14.351  -1.855   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.683  -1.855   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.017  -1.085   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.549  -0.924   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.017   0.455   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.521  -5.696   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.015  -6.016   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.245  -4.683   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.340  -5.929   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.739  -4.363   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       4.769  -3.218   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       2.708  -5.507   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.184  -6.972   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.154  -8.116   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.202  -5.187   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.726  -3.722   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.780  -3.402   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.834  -4.941   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.305  -3.616   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.256  -1.937   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.763  -1.617   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.226  -0.793   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.281  -1.113   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.756  -2.578   0.000  0.00  0.00           C+0
HETATM   35  H   UNK     0       2.232  -4.042   0.000  0.00  0.00           H+0
HETATM   36  C   UNK     0       3.263  -2.898   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.787  -1.433   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.293  -1.754   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.800  -2.074   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.275  -3.538   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       7.420  -2.508   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16   40                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8                                                            
CONECT   12    6   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    2   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   40                                             
CONECT   19   18                                                            
CONECT   20   18   21   22   36                                             
CONECT   21   20                                                            
CONECT   22   20   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26                                                       
CONECT   26   25   27   34                                                  
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   26   35   36                                             
CONECT   35   34                                                            
CONECT   36   34   20   37   38                                             
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   18    2   41                                             
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Value	Source
Karavoic acid C	Generator

Chemical Formula

C₃₄H₅₆O₄

Average Mass

528.8180 Da

Monoisotopic Mass

528.41786 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 propanoate

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 propanoate

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)CC)C=C(C)C

InChI Identifier

InChI=1S/C34H56O4/c1-11-29(36)38-23(18-21(2)3)19-22(4)24-14-15-34(9)30-27(37-10)20-26-25(12-13-28(35)31(26,5)6)32(30,7)16-17-33(24,34)8/h18,20,22-25,27-28,30,35H,11-17,19H2,1-10H3/t22-,23+,24-,25-,27+,28+,30-,32+,33-,34+/m1/s1

InChI Key

MCWWNTIWAFJXHY-PDQZRSDCSA-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

Cucurbitacin skeleton
Triterpenoid
Steroid ester
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
14-alpha-methylsteroid
3-beta-hydroxy-delta-5-steroid
3-beta-hydroxysteroid
Delta-5-steroid
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	7.06	ALOGPS
logP	7.15	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	19.41	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	156.29 m³·mol⁻¹	ChemAxon
Polarizability	64.22 Å³	ChemAxon
Number of Rings	4	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

C00053390

Chemspider ID

24645608

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46226714

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Karavoate C (NP0084145)

MOL for NP0084145 (Karavoate C)

3D MOL for NP0084145 (Karavoate C)

3D SDF for NP0084145 (Karavoate C)

3D-SDF for NP0084145 (Karavoate C)

PDB for NP0084145 (Karavoate C)

3D PDB for NP0084145 (Karavoate C)

SMILES for NP0084145 (Karavoate C)

INCHI for NP0084145 (Karavoate C)

Structure for NP0084145 (Karavoate C)

3D Structure for NP0084145 (Karavoate C)