NP-MRD: Showing NP-Card for 10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid (NP0284239)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 11:51:18 UTC

Updated at

2022-09-09 11:51:18 UTC

NP-MRD ID

NP0284239

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

Description

10-({3-[(1-Hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-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. 10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid is found in Glinus lotoides. 10-({3-[(1-Hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004181500342D          

 72 79  0  0  0  0            999 V2000
   -1.3918   -2.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -2.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -4.0712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -0.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.9651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.9651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    0.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    1.1783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520    0.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    1.1783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -0.2507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395   -5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2645   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6882   -6.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -6.6809    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
  5  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
 12 14  1  0  0  0  0
 14 15  2  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
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 31 40  1  0  0  0  0
 40 41  1  0  0  0  0
 29 42  1  0  0  0  0
 42 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
 46 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 44 53  1  0  0  0  0
 53 54  1  0  0  0  0
 42 55  1  0  0  0  0
 24 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 57 59  1  0  0  0  0
 22 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 60 63  1  0  0  0  0
 18 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 12 66  1  0  0  0  0
 17 66  1  0  0  0  0
 66 67  1  0  0  0  0
 14 68  1  0  0  0  0
  9 68  1  0  0  0  0
 68 69  1  0  0  0  0
  5 69  1  0  0  0  0
  9 70  1  0  0  0  0
 70 71  2  0  0  0  0
 70 72  1  0  0  0  0
M  END

     RDKit          3D

153160  0  0  0  0  0  0  0  0999 V2000
   13.0167   -2.3344   -1.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2219   -1.5317   -1.1040 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9651   -1.0886   -1.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4476   -1.3950   -2.5043 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2451   -0.2397   -0.3740 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1037    0.9579   -0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0383   -1.1246    0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0793   -0.5716    1.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2356    0.5715    1.3997 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8548    1.7962    2.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8591    1.7202    2.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2421    3.0012    1.7928 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8910    0.4875    2.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9546   -0.5430    1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8116   -0.5924    0.0856 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3638   -1.9194   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5464    0.5917   -0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9600    1.5645   -1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4967    1.5018   -1.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8718    0.8127   -0.3029 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3488   -0.5937   -0.3326 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3839   -1.1433   -1.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474   -1.5571    0.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3698   -1.0479    1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6506    0.1327    0.6415 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2900   -0.2598    0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3919   -1.3282   -0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4702   -0.8817    1.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750    0.9237   -0.4146 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5097    0.5485   -1.2653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7519    0.8494   -0.8086 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2642    1.9124   -1.5727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4536    2.3872   -1.0843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3744    2.5592   -2.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7685    3.4885   -3.1582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    1.6248    0.0266 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4511    1.8756   -0.0596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9764    2.6009    0.9813 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2692    3.8734    0.6124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5283    4.2690    0.3364 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.9363    3.8205   -1.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2532    4.2010   -1.3569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5600    3.8195    1.3140 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.4599    2.9584    0.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8572    3.0740    2.4401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.1241    3.8973    3.2509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0017    1.9619    1.8037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.9602    1.2026    1.0991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8305    0.1911    0.1591 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8958   -0.6664   -0.0017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9816   -1.6645    0.9372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7368   -2.8635    0.3160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7970   -3.7109    0.1567 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4304   -4.9448   -0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0231   -4.5012   -1.9148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4452   -4.1018    1.4683 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0357   -5.3570    1.8464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0661   -3.0998    2.5461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7560   -3.2839    2.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1475   -1.7321    1.8234 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.3731   -1.7869    1.1660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7992   -0.2228   -0.9239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3279   -1.5568   -0.7453 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3539   -2.4803   -1.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8561   -3.8628   -1.6307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7968   -2.0811   -2.9417 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390    1.9320   -1.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7431    1.3816   -1.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4337    1.0851   -0.1717 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3522    2.5108    0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9823    0.7861   -0.0615 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9012    0.0838   -0.9747 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5351   -2.4680   -2.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0390   -1.9192   -2.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1339   -3.3166   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5365    1.8911   -0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9549    1.0374   -0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6548    0.9383    0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0167   -1.3613    1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6284   -2.0968    0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6721   -0.3565    2.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4271   -1.4327    2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5523    3.6993    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1265    0.2313    3.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4635    1.5110    2.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1684   -1.5372    2.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9380   -0.2482    1.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2879   -2.2289    0.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6131   -2.6909   -0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4800   -2.0410   -1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5620    2.3836   -1.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2903    1.0037   -2.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1852    2.5648   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3844    1.2875    0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4656   -2.2663   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4613   -0.9632   -2.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2164   -0.7758   -2.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3048   -2.4970   -0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2515   -1.9983    1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008   -0.9260    2.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6078   -1.8898    1.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916    0.7111    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695   -1.0404   -1.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4115   -1.6487   -1.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1095   -2.2999   -0.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4804   -0.4549    1.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4690   -1.9907    1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343   -0.6492    2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9296    1.4068    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6723    1.2436    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2426    3.4422   -0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6161    1.6154   -2.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3224    3.0284   -1.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672    4.1001   -2.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7102    2.1152    0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0639    2.7378    1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6065    5.4067    0.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8372    2.7399   -1.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2673    4.3771   -1.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6802    3.5555   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1057    4.6500    1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3273    2.8922    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6467    2.5624    3.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3372    4.8729    3.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6197    1.3860    2.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4846    0.8292    0.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2490   -0.0312    1.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0742   -1.4951    1.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5716   -3.2010   -0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3783   -5.5163   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6974   -5.5919   -0.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2617   -3.5330   -2.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5383   -4.0660    1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6770   -6.0144    1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8129   -3.0952    3.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4249   -4.1785    2.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1513   -1.0039    2.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1029   -1.5428    1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2527   -0.1633   -1.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9692   -1.8813    0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8767   -4.3839   -2.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135   -3.8803   -1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883   -4.3753   -0.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0860    2.1304   -2.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849    2.9252   -0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2611    2.1945   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6103    0.5387   -2.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500    2.5203    1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5665    3.2836   -0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4060    2.6286    1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2206    1.8899   -0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4980   -0.8564   -1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1477    0.6889   -1.9050 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
  5  3  1  6
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 69  1  0
 69 70  1  1
 69 68  1  0
 68 67  1  0
 67 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 40 43  1  0
 43 44  1  0
 43 45  1  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 36 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 53 56  1  0
 56 57  1  0
 56 58  1  0
 58 59  1  0
 58 60  1  0
 60 61  1  0
 49 62  1  0
 62 63  1  0
 63 64  1  0
 64 65  1  0
 64 66  2  0
 29 26  1  0
 26 27  1  0
 26 28  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 21  1  0
 21 22  1  6
 17 71  1  0
 71 72  1  0
  9 10  1  1
 10 12  1  0
 10 11  2  0
 72  5  1  0
 71  9  1  0
 21 15  1  0
 21 20  1  0
 25 69  1  0
 62 31  1  0
 47 38  1  0
 60 51  1  0
  1 73  1  0
  1 74  1  0
  1 75  1  0
  6 76  1  0
  6 77  1  0
  6 78  1  0
  7 79  1  0
  7 80  1  0
  8 81  1  0
  8 82  1  0
 13 84  1  0
 13 85  1  0
 14 86  1  0
 14 87  1  0
 16 88  1  0
 16 89  1  0
 16 90  1  0
 18 91  1  0
 19 92  1  0
 19 93  1  0
 20 94  1  1
 70148  1  0
 70149  1  0
 70150  1  0
 68146  1  0
 68147  1  0
 67144  1  0
 67145  1  0
 29109  1  1
 31110  1  1
 33111  1  1
 34112  1  0
 34113  1  0
 35114  1  0
 36115  1  1
 38116  1  1
 40117  1  6
 41118  1  0
 41119  1  0
 42120  1  0
 43121  1  1
 44122  1  0
 45123  1  1
 46124  1  0
 47125  1  1
 48126  1  0
 49127  1  1
 51128  1  1
 53129  1  6
 54130  1  0
 54131  1  0
 55132  1  0
 56133  1  6
 57134  1  0
 58135  1  1
 59136  1  0
 60137  1  1
 61138  1  0
 62139  1  6
 63140  1  0
 65141  1  0
 65142  1  0
 65143  1  0
 27103  1  0
 27104  1  0
 27105  1  0
 28106  1  0
 28107  1  0
 28108  1  0
 25102  1  1
 24100  1  0
 24101  1  0
 23 98  1  0
 23 99  1  0
 22 95  1  0
 22 96  1  0
 22 97  1  0
 71151  1  1
 72152  1  0
 72153  1  0
 12 83  1  0
M  END


  Mrv1533004181500342D          

 72 79  0  0  0  0            999 V2000
   -1.3918   -2.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -2.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -4.0712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -0.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.9651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.9651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    0.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    1.1783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520    0.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    1.1783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -0.2507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395   -5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2645   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6882   -6.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -6.6809    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
  5  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
 12 14  1  0  0  0  0
 14 15  2  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
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 31 40  1  0  0  0  0
 40 41  1  0  0  0  0
 29 42  1  0  0  0  0
 42 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
 46 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 44 53  1  0  0  0  0
 53 54  1  0  0  0  0
 42 55  1  0  0  0  0
 24 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 57 59  1  0  0  0  0
 22 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 60 63  1  0  0  0  0
 18 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 12 66  1  0  0  0  0
 17 66  1  0  0  0  0
 66 67  1  0  0  0  0
 14 68  1  0  0  0  0
  9 68  1  0  0  0  0
 68 69  1  0  0  0  0
  5 69  1  0  0  0  0
  9 70  1  0  0  0  0
 70 71  2  0  0  0  0
 70 72  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0284239

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC6OC(CO)C(OC7OC(CO)C(O)C(O)C7O)C(OC7OC(CO)C(O)C(O)C7O)C6NC(C)=O)C(C)(C)C5CCC34C)C2C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C51H81NO20/c1-23(56)52-32-40(72-43-38(62)36(60)34(58)27(21-54)68-43)39(71-42-37(61)35(59)33(57)26(20-53)67-42)28(22-55)69-41(32)70-31-12-13-48(5)29(46(31,2)3)11-14-50(7)30(48)10-9-24-25-19-47(4,45(65)66-8)15-17-51(25,44(63)64)18-16-49(24,50)6/h9,25-43,53-55,57-62H,10-22H2,1-8H3,(H,52,56)(H,63,64)

> <INCHI_KEY>
PFZOLJHOXSOCLF-UHFFFAOYSA-N

> <FORMULA>
C51H81NO20

> <MOLECULAR_WEIGHT>
1028.196

> <EXACT_MASS>
1027.535194012

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
153

> <JCHEM_AVERAGE_POLARIZABILITY>
109.6469615203169

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-{[3-acetamido-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

> <ALOGPS_LOGP>
1.40

> <JCHEM_LOGP>
0.33187795766666717

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.789230260112983

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.520674841071993

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648377566926013

> <JCHEM_POLAR_SURFACE_AREA>
330.1499999999999

> <JCHEM_REFRACTIVITY>
248.45200000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-{[3-acetamido-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0      -2.598  -4.566   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.151  -5.093   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.883  -6.610   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.063  -7.600   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.564  -7.136   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.831  -5.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.206  -8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.564  -9.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.104  -9.804   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.874 -11.137   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414 -11.137   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.184  -9.804   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.954 -11.137   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414  -8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.184  -7.136   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.724  -7.136   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.494  -8.470   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.034  -8.470   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.264  -7.136   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.804  -7.136   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.344  -7.136   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.114  -8.470   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      13.654  -8.470   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      14.424  -7.136   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      13.654  -5.803   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      14.424  -4.469   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.654  -3.135   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.114  -3.135   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      15.964  -4.469   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      16.734  -3.135   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      15.964  -1.802   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      14.424  -1.802   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      13.654  -0.468   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.114  -0.468   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      11.344  -1.802   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      14.424   0.866   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      13.654   2.199   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      15.964   0.866   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      16.734   2.199   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      16.734  -0.468   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      18.274  -0.468   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      16.734  -5.803   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      18.274  -5.803   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      19.044  -7.136   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      18.274  -8.470   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      19.044  -9.804   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      18.274 -11.137   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      19.044 -12.471   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      20.584  -9.804   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      21.354 -11.137   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      21.354  -8.470   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      22.894  -8.470   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      20.584  -7.136   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      21.354  -5.803   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      15.964  -7.136   0.000  0.00  0.00           C+0
HETATM   56  N   UNK     0      16.734  -8.470   0.000  0.00  0.00           N+0
HETATM   57  C   UNK     0      15.964  -9.804   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      14.424  -9.804   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      16.734 -11.137   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      11.344  -9.804   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      12.791 -10.330   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      11.076 -11.320   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       9.804  -9.804   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       9.034 -11.137   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       7.494 -11.137   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       6.724  -9.804   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       6.885 -11.335   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       2.874  -8.470   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       2.104  -7.136   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       1.334 -11.137   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0      -0.206 -11.137   0.000  0.00  0.00           O+0
HETATM   72  O   UNK     0       2.104 -12.471   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    7   69                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   68   70                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   66                                             
CONECT   13   12                                                            
CONECT   14   12   15   68                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   66                                                  
CONECT   18   17   19   20   63                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   60                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   55                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   42                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   40                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   31   41                                                  
CONECT   41   40                                                            
CONECT   42   29   43   55                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   53                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47   49                                                  
CONECT   47   46   48                                                       
CONECT   48   47                                                            
CONECT   49   46   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   44   54                                                  
CONECT   54   53                                                            
CONECT   55   42   24   56                                                  
CONECT   56   55   57                                                       
CONECT   57   56   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57                                                            
CONECT   60   22   61   62   63                                             
CONECT   61   60                                                            
CONECT   62   60                                                            
CONECT   63   60   18   64                                                  
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   12   17   67                                             
CONECT   67   66                                                            
CONECT   68   14    9   69                                                  
CONECT   69   68    5                                                       
CONECT   70    9   71   72                                                  
CONECT   71   70                                                            
CONECT   72   70                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  158    0
END

View in JSmol

Synonyms

Value	Source
10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	Generator

Chemical Formula

C₅₁H₈₁NO₂₀

Average Mass

1028.1960 Da

Monoisotopic Mass

1027.53519 Da

IUPAC Name

10-{[3-acetamido-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

10-{[3-acetamido-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC(=O)C1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC6OC(CO)C(OC7OC(CO)C(O)C(O)C7O)C(OC7OC(CO)C(O)C(O)C7O)C6NC(C)=O)C(C)(C)C5CCC34C)C2C1)C(O)=O

InChI Identifier

InChI=1S/C51H81NO20/c1-23(56)52-32-40(72-43-38(62)36(60)34(58)27(21-54)68-43)39(71-42-37(61)35(59)33(57)26(20-53)67-42)28(22-55)69-41(32)70-31-12-13-48(5)29(46(31,2)3)11-14-50(7)30(48)10-9-24-25-19-47(4,45(65)66-8)15-17-51(25,44(63)64)18-16-49(24,50)6/h9,25-43,53-55,57-62H,10-22H2,1-8H3,(H,52,56)(H,63,64)

InChI Key

PFZOLJHOXSOCLF-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
Glinus lotoides	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
Triterpenoid
Oligosaccharide
Fatty acyl glycoside
N-acyl-alpha-hexosamine
Glycosyl compound
O-glycosyl compound
Dicarboxylic acid or derivatives
Oxane
Fatty acyl
Acetamide
Methyl ester
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Carboxylic acid
Acetal
Primary alcohol
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.4	ALOGPS
logP	0.33	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	4.52	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	330.15 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	248.45 m³·mol⁻¹	ChemAxon
Polarizability	109.65 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid (NP0284239)

MOL for NP0284239 (10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D MOL for NP0284239 (10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D SDF for NP0284239 (10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D-SDF for NP0284239 (10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

PDB for NP0284239 (10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D PDB for NP0284239 (10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

SMILES for NP0284239 (10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

INCHI for NP0284239 (10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

Structure for NP0284239 (10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D Structure for NP0284239 (10-({3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl}oxy)-2-(methoxycarbonyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)