NP-MRD: Showing NP-Card for methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate (NP0190852)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 07:36:03 UTC

Updated at

2022-09-04 07:36:03 UTC

NP-MRD ID

NP0190852

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate

Description

3Beta-O-beta-xylopyranosyl (1-2)-beta-glucuronopyranosylolean-11,13(18)-dien-1beta,3beta,22beta-triol 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. methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate is found in Taverniera aegyptiaca. Based on a literature review very few articles have been published on 3beta-O-beta-xylopyranosyl (1-2)-beta-glucuronopyranosylolean-11,13(18)-dien-1beta,3beta,22beta-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042209362D          

 55 61  0  0  1  0            999 V2000
    6.0770   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -1.7309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6907    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9645    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2645    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7895    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -1.0164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -1.7309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9645   -2.4454    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
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  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
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 24 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 23 36  1  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  6  0  0  0
 15 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
  7 41  1  0  0  0  0
 41 42  1  6  0  0  0
 43 42  1  1  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  6  0  0  0
 46 48  1  0  0  0  0
 48 49  1  1  0  0  0
 48 50  1  0  0  0  0
 43 50  1  0  0  0  0
 50 51  1  6  0  0  0
 41 52  1  0  0  0  0
 52 53  1  1  0  0  0
 52 54  1  0  0  0  0
  5 54  1  0  0  0  0
 54 55  1  6  0  0  0
M  END

     RDKit          3D

121127  0  0  0  0  0  0  0  0999 V2000
    7.5698    6.8373   -0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2642    5.5451    0.2146 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1434    4.8296   -0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4278    5.3932   -1.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8001    3.4834    0.3170 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6564    3.0594   -0.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3603    1.7120   -0.1393 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2693    1.4704   -0.9603 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0761    1.2520   -0.3436 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1212    2.3451   -0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3138    2.0508   -0.4930 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0686    3.1348   -0.8339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    0.7304   -1.1145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7586    0.9003   -2.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123   -0.3039   -0.5586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2589   -1.7162   -0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6894   -2.0443   -0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6543   -0.9464   -0.6686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4225   -1.0370   -1.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1605    0.4569   -0.5468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2098    1.3495   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4728    0.9996   -0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8538   -0.2177   -0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1265   -0.5458    0.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1610    0.3204   -0.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5533    0.1061   -0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1171    1.3898    0.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4269   -0.1615   -1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7983   -0.9720    0.9069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6031   -1.3813    1.7167 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9723   -2.4482    2.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5385   -1.7886    0.7174 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1408   -2.7947   -0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4533   -2.4805    1.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514   -2.4720    0.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7380   -1.0699    0.4260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2331   -0.5121    1.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5763   -0.1197   -0.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1024   -0.5412   -2.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2158   -1.0695    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4607    0.7980   -0.4708 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8451   -0.0312    0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9674   -1.3607    0.1934 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1865   -2.1428    1.0244 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6418   -2.1956    2.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8745   -3.0837    2.4483 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5513   -4.3696    2.8469 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4725   -3.1883    1.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7997   -3.5642    1.2104 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4228   -1.8296    0.3880 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0662   -1.9758   -0.8416 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7540    1.5562   -0.8199 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7303    2.1013   -2.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9556    2.5564    0.2717 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1511    1.9077    1.4875 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2824    7.3397    0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9210    6.7102   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6039    7.4077   -0.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5431    3.6324    1.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0242    1.6039    0.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0971    1.2900    0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189    2.6688   -1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820    3.2418   -0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3793    1.8575    0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1036    3.7668   -0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6087    1.5620   -2.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1350    1.4259   -2.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9231   -0.0302   -3.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514   -0.2498    0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792   -2.4410   -0.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0330   -1.8720   -1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9786   -2.8692   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7450   -2.5564    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2569   -0.1589   -2.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4897   -1.2408   -1.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0479   -1.9045   -2.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0579    0.7727    0.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0233    2.2808   -1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2176    1.6781   -1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0821    0.2995   -1.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8808    1.3723   -0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3746    1.8175    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0989    1.2197    1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2077    2.1177   -0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6185   -1.2507   -1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0219    0.3085   -2.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4247    0.2750   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1915   -1.8912    0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6064   -0.7156    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2817   -0.4935    2.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0848   -2.0612    3.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2994   -3.4814   -0.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8481   -3.4232    0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5239   -2.3585   -1.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3878   -2.1223    2.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7277   -3.5750    1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4151   -2.9021    1.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2783   -3.1168   -0.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1299   -0.7139    1.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6773   -1.0761    2.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166    0.5322    1.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6816   -1.5114   -2.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3587   -0.6778   -2.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8908    0.2160   -2.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6548   -1.9348   -0.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531   -1.4381    1.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9981   -0.5588    0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2983    0.1494   -1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7071   -1.4744   -0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8745   -1.2176    2.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8444   -2.6527    2.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6150   -2.5983    3.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1346   -5.0609    2.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9435   -3.9713    0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3294   -3.5115    0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9657   -1.1300    1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5924   -1.4426   -1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6099    0.8367   -0.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3102    2.9813   -2.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8731    3.1528    0.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8676    1.2455    1.3777 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
 11 12  1  0
 11 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  6
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  1
 15 38  1  0
 38 39  1  0
 38 40  1  0
  7 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 41 52  1  0
 52 53  1  0
 52 54  1  0
 54 55  1  0
 54  5  1  0
 38  9  1  0
 50 43  1  0
 20 13  1  0
 36 23  1  0
 36 18  1  0
 32 24  1  0
  1 56  1  0
  1 57  1  0
  1 58  1  0
  5 59  1  1
  7 60  1  1
  9 61  1  1
 10 62  1  0
 10 63  1  0
 11 64  1  1
 12 65  1  0
 14 66  1  0
 14 67  1  0
 14 68  1  0
 15 69  1  1
 16 70  1  0
 16 71  1  0
 17 72  1  0
 17 73  1  0
 19 74  1  0
 19 75  1  0
 19 76  1  0
 20 77  1  1
 21 78  1  0
 22 79  1  0
 25 80  1  0
 25 81  1  0
 27 82  1  0
 27 83  1  0
 27 84  1  0
 28 85  1  0
 28 86  1  0
 28 87  1  0
 29 88  1  0
 29 89  1  0
 30 90  1  1
 31 91  1  0
 33 92  1  0
 33 93  1  0
 33 94  1  0
 34 95  1  0
 34 96  1  0
 35 97  1  0
 35 98  1  0
 37 99  1  0
 37100  1  0
 37101  1  0
 39102  1  0
 39103  1  0
 39104  1  0
 40105  1  0
 40106  1  0
 40107  1  0
 41108  1  6
 43109  1  6
 45110  1  0
 45111  1  0
 46112  1  1
 47113  1  0
 48114  1  6
 49115  1  0
 50116  1  1
 51117  1  0
 52118  1  6
 53119  1  0
 54120  1  6
 55121  1  0
M  END


  Mrv1652309042209362D          

 55 61  0  0  1  0            999 V2000
    6.0770   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -1.7309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6907    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9645    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2645    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7895    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -1.0164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -1.7309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9645   -2.4454    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
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  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
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 24 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 23 36  1  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  6  0  0  0
 15 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
  7 41  1  0  0  0  0
 41 42  1  6  0  0  0
 43 42  1  1  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  6  0  0  0
 46 48  1  0  0  0  0
 48 49  1  1  0  0  0
 48 50  1  0  0  0  0
 43 50  1  0  0  0  0
 50 51  1  6  0  0  0
 41 52  1  0  0  0  0
 52 53  1  1  0  0  0
 52 54  1  0  0  0  0
  5 54  1  0  0  0  0
 54 55  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0190852

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H]1O[C@@H](O[C@H]2C[C@@H](O)[C@@]3(C)[C@@H](CC[C@]4(C)[C@@H]3C=CC3=C5CC(C)(C)C[C@@H](O)[C@]5(C)CC[C@@]43C)C2(C)C)[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C42H66O13/c1-37(2)17-21-20-10-11-24-41(7,40(20,6)15-14-39(21,5)26(45)18-37)13-12-23-38(3,4)27(16-25(44)42(23,24)8)53-36-33(30(48)29(47)32(54-36)34(50)51-9)55-35-31(49)28(46)22(43)19-52-35/h10-11,22-33,35-36,43-49H,12-19H2,1-9H3/t22-,23+,24+,25-,26-,27+,28+,29+,30+,31-,32+,33-,35+,36-,39-,40-,41-,42+/m1/s1

> <INCHI_KEY>
MTBRJTQZDSMUFZ-ZZCOHQODSA-N

> <FORMULA>
C42H66O13

> <MOLECULAR_WEIGHT>
778.977

> <EXACT_MASS>
778.450342185

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
121

> <JCHEM_AVERAGE_POLARIZABILITY>
85.70052545731205

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2S,3S,4S,5R,6R)-6-{[(1R,3S,4aS,6aR,6bS,8aR,9R,14aS,14bS)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,14a,14b-octadecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate

> <JCHEM_LOGP>
2.0179774576666674

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.689444645561554

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.087503293500047

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4478396642154091

> <JCHEM_POLAR_SURFACE_AREA>
204.82999999999998

> <JCHEM_REFRACTIVITY>
199.24530000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S,3S,4S,5R,6R)-6-{[(1R,3S,4aS,6aR,6bS,8aR,9R,14aS,14bS)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      11.344  -3.231   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.114  -4.565   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.654  -4.565   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      14.424  -5.898   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      14.424  -3.231   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      13.654  -1.897   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      14.424  -0.564   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      13.654   0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.034  -1.897   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.264  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.831  -2.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.883  -1.090   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.334   3.437   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.023   3.635   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.397   3.643   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.650   2.920   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      15.964  -0.564   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      16.734   0.770   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      18.274   0.770   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      19.044  -0.564   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      20.584  -0.564   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      21.354   0.770   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      22.894   0.770   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      20.584   2.104   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      21.354   3.437   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      19.044   2.104   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      18.274   3.437   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      16.734  -1.897   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      18.274  -1.897   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      15.964  -3.231   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      16.734  -4.565   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   54                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   41                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   38                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15   20                                             
CONECT   14   13                                                            
CONECT   15   13   16   38                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   36                                             
CONECT   19   18                                                            
CONECT   20   18   13   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   36                                                  
CONECT   24   23   25   32                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   24   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   23   18   37                                             
CONECT   37   36                                                            
CONECT   38   15    9   39   40                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41    7   42   52                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   50                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   43   51                                                  
CONECT   51   50                                                            
CONECT   52   41   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52    5   55                                                  
CONECT   55   54                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  122    0
END

View in JSmol

Synonyms

Value	Source
3b-O-b-Xylopyranosyl (1-2)-b-glucuronopyranosylolean-11,13(18)-dien-1b,3b,22b-triol	Generator
3Β-O-β-xylopyranosyl (1-2)-β-glucuronopyranosylolean-11,13(18)-dien-1β,3β,22β-triol	Generator

Chemical Formula

C₄₂H₆₆O₁₃

Average Mass

778.9770 Da

Monoisotopic Mass

778.45034 Da

IUPAC Name

methyl (2S,3S,4S,5R,6R)-6-{[(1R,3S,4aS,6aR,6bS,8aR,9R,14aS,14bS)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,14a,14b-octadecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate

Traditional Name

methyl (2S,3S,4S,5R,6R)-6-{[(1R,3S,4aS,6aR,6bS,8aR,9R,14aS,14bS)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H]1O[C@@H](O[C@H]2C[C@@H](O)[C@@]3(C)[C@@H](CC[C@]4(C)[C@@H]3C=CC3=C5CC(C)(C)C[C@@H](O)[C@]5(C)CC[C@@]43C)C2(C)C)[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C42H66O13/c1-37(2)17-21-20-10-11-24-41(7,40(20,6)15-14-39(21,5)26(45)18-37)13-12-23-38(3,4)27(16-25(44)42(23,24)8)53-36-33(30(48)29(47)32(54-36)34(50)51-9)55-35-31(49)28(46)22(43)19-52-35/h10-11,22-33,35-36,43-49H,12-19H2,1-9H3/t22-,23+,24+,25-,26-,27+,28+,29+,30+,31-,32+,33-,35+,36-,39-,40-,41-,42+/m1/s1

InChI Key

MTBRJTQZDSMUFZ-ZZCOHQODSA-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
Taverniera aegyptiaca	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
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Disaccharide
O-glycosyl compound
Glycosyl compound
Beta-hydroxy acid
Pyran
Oxane
Hydroxy acid
Methyl ester
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Acetal
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Carbonyl group
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	2.02	ChemAxon
pKa (Strongest Acidic)	12.09	ChemAxon
pKa (Strongest Basic)	-0.45	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	204.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	199.25 m³·mol⁻¹	ChemAxon
Polarizability	85.7 Å³	ChemAxon
Number of Rings	7	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

101243224

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate (NP0190852)

MOL for NP0190852 (methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate)

3D MOL for NP0190852 (methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate)

3D SDF for NP0190852 (methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate)

3D-SDF for NP0190852 (methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate)

PDB for NP0190852 (methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate)

3D PDB for NP0190852 (methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate)

SMILES for NP0190852 (methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate)

INCHI for NP0190852 (methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate)

Structure for NP0190852 (methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate)

3D Structure for NP0190852 (methyl (2s,3s,4s,5r,6r)-6-{[(1r,3s,4as,6ar,6bs,8ar,9r,14as,14bs)-1,9-dihydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2-carboxylate)