NP-MRD: Showing NP-Card for 6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid (NP0220388)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 21:41:09 UTC

Updated at

2022-09-05 21:41:09 UTC

NP-MRD ID

NP0220388

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid

Description

6-{[4,5-Dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecane-7-carboxylic acid belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. 6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid is found in Abrus fruticulosus and Abrus precatorius. Based on a literature review very few articles have been published on 6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecane-7-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052223412D          

 59 66  0  0  0  0            999 V2000
    0.6456    1.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138    1.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6983    1.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2302    2.3285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786    0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4468    0.2912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532   -0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    0.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774   -0.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020   -0.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    1.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    0.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    0.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    0.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    0.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2773   -0.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537   -0.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2646   -1.3737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365   -0.4966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971   -1.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1995   -1.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926   -2.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2654   -2.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5369   -2.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2484   -1.9014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7103   -2.9610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392   -0.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195   -1.4059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317   -1.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635   -0.9204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9756   -1.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5074   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2271    0.3410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2559   -1.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0680   -1.9867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7241   -2.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0044   -3.2481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -2.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -2.9577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0711    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832   -0.1444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908    0.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226    1.4074    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 17 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 14 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 12 37  1  0  0  0  0
 37 38  1  0  0  0  0
  9 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
  7 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 47 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 45 54  1  0  0  0  0
 54 55  1  0  0  0  0
 43 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  1  0  0  0  0
  5 58  1  0  0  0  0
 58 59  1  0  0  0  0
M  END

     RDKit          3D

123130  0  0  0  0  0  0  0  0999 V2000
    1.9817   -6.1702   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2072   -5.5389   -0.3503 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785   -4.2856   -0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2157   -3.6513   -1.1078 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5944   -3.6393   -1.2501 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4530   -2.3562   -1.7201 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1721   -1.4964   -0.6887 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7546   -0.2804   -1.1670 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142   -0.0170   -0.8451 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3634    1.2404    0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9475    1.5907    0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152    0.7276   -0.4172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2987   -0.5745    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3598    0.4829   -0.0233 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8776    1.2661    1.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3088    0.9144    1.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2404    1.1096    0.3291 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2649    2.5732   -0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6074    0.5802    0.5888 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4017    1.1380    1.6960 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8469    1.0058    3.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7987    0.5277    1.7101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5988    0.7627    0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8817    0.0143    0.6292 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0241   -1.0878    1.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3468   -1.7906    1.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8699   -1.6144    2.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9266   -2.6624    2.7438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6852   -0.8888    1.9028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4114   -0.9038    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472   -1.1755   -0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7643    0.1979   -0.7663 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5680    0.2717   -2.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3315    0.2263   -1.1143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0135    1.1139   -2.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7017    0.5165   -2.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    0.9265   -1.8513 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6828    0.2576   -2.1358 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4166   -0.9538   -2.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5575    1.1467   -2.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6838    1.5012   -2.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1266    1.6206   -4.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919   -1.3199    0.1757 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3557   -0.2639    1.0201 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3033    0.7060    0.7813 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6583    1.8929    0.4214 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5473    2.7326   -0.2648 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9906    4.1101   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7912    4.0720   -1.0772 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9317    2.7151    0.3416 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4371    4.0121    0.2804 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9201    2.3035    1.7999 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2391    2.1597    2.2093 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1167    1.0276    2.0168 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0228    0.0170    2.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8044   -2.6528    0.7752 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1312   -2.9506    1.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937   -3.7778   -0.1923 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8385   -4.1370   -0.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6024   -5.8668    0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1233   -7.2684    0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2185   -5.9521   -0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9489   -4.3105   -2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3203   -1.9401   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0517   -0.8915   -0.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9207    1.0162    0.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8915    2.0731   -0.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7989    2.6714    0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7791    1.4576    1.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0237   -0.7869    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3262   -1.4903   -0.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2603    1.0861    2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8249    2.3461    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2773   -0.1119    1.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5828    1.6445    2.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3259    2.8610   -0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6817    2.8484   -0.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894    3.1886    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1905    0.8374   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5720    2.2561    1.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1647    0.1561    3.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5063    1.9659    3.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7328    0.7383    3.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3888    0.9159    2.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8742    1.8539    0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1341    0.4903   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7995    0.3614    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7882   -1.7311    2.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2420   -2.8775    1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9788   -1.3766    0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3855   -1.3446    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3030   -1.3586    0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3403   -1.5827    0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987   -1.8925   -0.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6837    1.2772   -2.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0343   -0.4314   -2.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5760   -0.2335   -1.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427   -0.8264   -1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391    2.1518   -2.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7288    1.0752   -3.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939    0.9163   -3.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8199   -0.5874   -2.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251    2.0154   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4212   -1.3717   -3.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9842   -0.5833   -3.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8223   -1.7389   -2.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    2.3339   -4.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2340   -1.0967   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9591    0.4628   -0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6170    2.2958   -1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7082    4.6850   -1.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8617    4.6127    0.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9306    4.0829   -2.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6029    2.0675   -0.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0017    4.5910    0.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4920    3.1557    2.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3260    2.1404    3.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4603    1.1798    2.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8002   -0.3902    3.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8884   -2.6396    1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820   -2.6149    2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3309   -4.7153    0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6275   -4.8854   -1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  1
 12 13  1  0
 14 13  1  1
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  6
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  6
 40 42  1  0
 40 41  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 27 29  1  0
  7 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 47 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
 52 54  1  0
 54 55  1  0
 43 56  1  0
 56 57  1  0
 56 58  1  0
 58 59  1  0
 58  5  1  0
 38  9  1  0
 29 22  1  0
 54 45  1  0
 14 12  1  0
 34 14  1  0
 37 12  1  0
 32 17  1  0
  1 60  1  0
  1 61  1  0
  1 62  1  0
  5 63  1  6
  7 64  1  1
  9 65  1  1
 10 66  1  0
 10 67  1  0
 11 68  1  0
 11 69  1  0
 13 70  1  0
 13 71  1  0
 15 72  1  0
 15 73  1  0
 16 74  1  0
 16 75  1  0
 18 76  1  0
 18 77  1  0
 18 78  1  0
 19 79  1  6
 30 91  1  0
 30 92  1  0
 31 93  1  0
 31 94  1  0
 33 95  1  0
 33 96  1  0
 33 97  1  0
 34 98  1  6
 35 99  1  0
 35100  1  0
 36101  1  0
 36102  1  0
 37103  1  1
 39104  1  0
 39105  1  0
 39106  1  0
 42107  1  0
 20 80  1  6
 21 81  1  0
 21 82  1  0
 21 83  1  0
 22 84  1  1
 23 85  1  0
 23 86  1  0
 24 87  1  0
 26 88  1  0
 26 89  1  0
 26 90  1  0
 43108  1  6
 45109  1  6
 47110  1  6
 48111  1  0
 48112  1  0
 49113  1  0
 50114  1  6
 51115  1  0
 52116  1  1
 53117  1  0
 54118  1  1
 55119  1  0
 56120  1  1
 57121  1  0
 58122  1  1
 59123  1  0
M  END


  Mrv1652309052223412D          

 59 66  0  0  0  0            999 V2000
    0.6456    1.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138    1.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6983    1.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2302    2.3285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786    0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4468    0.2912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532   -0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    0.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774   -0.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020   -0.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    1.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    0.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    0.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    0.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    0.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2773   -0.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537   -0.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2646   -1.3737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365   -0.4966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971   -1.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1995   -1.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926   -2.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2654   -2.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5369   -2.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2484   -1.9014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7103   -2.9610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392   -0.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195   -1.4059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317   -1.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635   -0.9204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9756   -1.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5074   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2271    0.3410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2559   -1.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0680   -1.9867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7241   -2.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0044   -3.2481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -2.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -2.9577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0711    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832   -0.1444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908    0.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226    1.4074    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 17 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 14 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 12 37  1  0  0  0  0
 37 38  1  0  0  0  0
  9 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
  7 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 47 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 45 54  1  0  0  0  0
 54 55  1  0  0  0  0
 43 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  1  0  0  0  0
  5 58  1  0  0  0  0
 58 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220388

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1OC(OC2CCC34CC33CCC5(C)C(CCC5(C)C3CCC4C2(C)C(O)=O)C(C)C2CC=C(C)C(=O)O2)C(OC2OC(CO)C(O)C(O)C2O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C43H64O16/c1-19-7-8-22(55-34(19)50)20(2)21-11-13-40(4)24-9-10-25-41(5,38(52)53)26(12-14-42(25)18-43(24,42)16-15-39(21,40)3)57-37-33(30(48)29(47)32(58-37)35(51)54-6)59-36-31(49)28(46)27(45)23(17-44)56-36/h7,20-33,36-37,44-49H,8-18H2,1-6H3,(H,52,53)

> <INCHI_KEY>
QEDGWIMJTUXDGU-UHFFFAOYSA-N

> <FORMULA>
C43H64O16

> <MOLECULAR_WEIGHT>
836.969

> <EXACT_MASS>
836.419435981

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
89.96262643107356

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecane-7-carboxylic acid

> <JCHEM_LOGP>
2.444584541

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.063681654453186

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.955829422639711

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083576687361

> <JCHEM_POLAR_SURFACE_AREA>
248.19999999999996

> <JCHEM_REFRACTIVITY>
203.03100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecane-7-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       1.205   2.263   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.212   3.440   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.304   3.169   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.296   4.347   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.827   1.721   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.834   0.544   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.357  -0.905   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.365  -2.082   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.151  -1.811   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.675  -0.363   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.191  -0.092   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.183  -1.269   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.707   0.179   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.699  -0.998   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.222   0.451   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.738   0.722   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.731  -0.456   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.403   0.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.270  -0.506   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.216   0.710   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.635   2.137   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.741   0.499   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.686   1.715   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.212   1.505   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.792   0.078   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.318  -0.133   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.847  -1.138   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      15.427  -2.564   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.321  -0.927   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      10.698  -1.985   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.424  -2.849   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.208  -1.904   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.839  -3.399   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.692  -2.175   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.169  -3.624   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.653  -3.895   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.660  -2.717   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.144  -2.988   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.362  -4.513   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.002  -4.022   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -0.464  -3.549   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       1.326  -5.527   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -2.873  -1.176   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -3.396  -2.624   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -4.912  -2.895   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -5.905  -1.718   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -7.421  -1.989   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -8.414  -0.812   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -7.891   0.637   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -7.944  -3.437   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -9.460  -3.709   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -6.952  -4.615   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -7.475  -6.063   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -5.436  -4.344   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -4.443  -5.521   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -3.866   0.001   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      -5.382  -0.270   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      -3.343   1.450   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      -4.335   2.627   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   58                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   43                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   38                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   37                                             
CONECT   13   12   14                                                       
CONECT   14   13   12   15   34                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   32                                             
CONECT   18   17                                                            
CONECT   19   17   20   30                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   22                                                       
CONECT   30   19   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   17   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   14   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   12   38                                                  
CONECT   38   37    9   39   40                                             
CONECT   39   38                                                            
CONECT   40   38   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43    7   44   56                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   54                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   50                                                  
CONECT   48   47   49                                                       
CONECT   49   48                                                            
CONECT   50   47   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52   45   55                                                  
CONECT   55   54                                                            
CONECT   56   43   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56    5   59                                                  
CONECT   59   58                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  132    0
END

View in JSmol

Synonyms

Value	Source
6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]pentacyclo[9.7.0.0,.0,.0,]octadecane-7-carboxylate	Generator

Chemical Formula

C₄₃H₆₄O₁₆

Average Mass

836.9690 Da

Monoisotopic Mass

836.41944 Da

IUPAC Name

6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecane-7-carboxylic acid

Traditional Name

6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecane-7-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC(=O)C1OC(OC2CCC34CC33CCC5(C)C(CCC5(C)C3CCC4C2(C)C(O)=O)C(C)C2CC=C(C)C(=O)O2)C(OC2OC(CO)C(O)C(O)C2O)C(O)C1O

InChI Identifier

InChI=1S/C43H64O16/c1-19-7-8-22(55-34(19)50)20(2)21-11-13-40(4)24-9-10-25-41(5,38(52)53)26(12-14-42(25)18-43(24,42)16-15-39(21,40)3)57-37-33(30(48)29(47)32(58-37)35(51)54-6)59-36-31(49)28(46)27(45)23(17-44)56-36/h7,20-33,36-37,44-49H,8-18H2,1-6H3,(H,52,53)

InChI Key

QEDGWIMJTUXDGU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abrus fruticulosus	LOTUS Database	35616633
Abrus precatorius	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Withanolide-glycoside
Cycloartanol-skeleton
9b,19-cyclo-lanostane-skeleton
Cycloartane-skeleton
Steroid-glucuronide-skeleton
Triterpenoid
Withanolide-skeleton
Steroid lactone
4-carboxy steroid
Steroid acid
15-hydroxysteroid
Hydroxysteroid
Steroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Disaccharide
Glycosyl compound
O-glycosyl compound
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Dihydropyranone
Pyran
Oxane
Fatty acyl
Hydroxy acid
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Lactone
Oxacycle
Acetal
Carboxylic acid
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Primary alcohol
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.44	ChemAxon
pKa (Strongest Acidic)	3.96	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	248.2 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	203.03 m³·mol⁻¹	ChemAxon
Polarizability	89.96 Å³	ChemAxon
Number of Rings	8	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14488057

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid (NP0220388)

MOL for NP0220388 (6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

3D MOL for NP0220388 (6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

3D SDF for NP0220388 (6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

3D-SDF for NP0220388 (6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

PDB for NP0220388 (6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

3D PDB for NP0220388 (6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

SMILES for NP0220388 (6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

INCHI for NP0220388 (6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

Structure for NP0220388 (6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)

3D Structure for NP0220388 (6-{[4,5-dihydroxy-6-(methoxycarbonyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7,12,16-trimethyl-15-[1-(5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-7-carboxylic acid)