NP-MRD: Showing NP-Card for 6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate (NP0293692)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 01:50:01 UTC

Updated at

2022-09-10 01:50:02 UTC

NP-MRD ID

NP0293692

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate

Description

6-({[3,4-Dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. 6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate is found in Eleutherococcus japonicus. 6-({[3,4-Dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191513132D          

 66 73  0  0  0  0            999 V2000
   -6.2980   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2980   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7105   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2980   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4730   -6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4730   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230   -6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -6.6809    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
    0.7145   -5.9664    0.0000 C   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
    1.1270   -5.2520    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
   -0.1105   -4.5375    0.0000 C   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
   -0.4733   -3.5409    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
    1.5395   -4.5375    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
    6.0770   -5.2520    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
    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9955   -6.3466    0.0000 O   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
    3.1895   -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
    2.6907   -6.0725    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
    1.5395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.3954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -8.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -8.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355   -7.3954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4730   -8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2980   -8.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5355   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9480   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9480   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7730   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5355   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9480   -3.8230    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  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
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  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
 40 41  1  0  0  0  0
 38 42  1  0  0  0  0
 32 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
 31 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 28 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 20 50  1  0  0  0  0
 16 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 14 55  1  0  0  0  0
 55 56  1  0  0  0  0
 11 57  1  0  0  0  0
 57 58  1  0  0  0  0
  6 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
  4 61  1  0  0  0  0
 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
 63 64  1  0  0  0  0
 63 65  1  0  0  0  0
  2 65  1  0  0  0  0
 65 66  1  0  0  0  0
M  END

     RDKit          3D

142149  0  0  0  0  0  0  0  0999 V2000
   11.9185   -2.1383    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6595   -1.0342    0.9309 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8303   -0.1897    1.6490 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9521    0.4192    0.7593 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8432    0.9414    1.3025 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5950    0.5292    0.9992 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7543    1.6193    0.3987 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9072    1.5503   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3022    0.4523   -1.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4534    1.6665    0.7474 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7488    0.4768    0.8663 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0757    0.1454   -0.2994 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7143    0.2636   -0.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0773   -0.6644    0.7049 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7087   -0.4250    0.7553 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1556   -0.3247   -0.4940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2577   -0.1058   -0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8694    1.0431   -0.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1223    1.8944   -1.3472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3202    1.3180   -0.5746 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4428    2.8158   -0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5373    3.1986    0.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9763    2.4780    2.0058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7650    2.0923    2.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6997    3.5382    2.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9365    1.3686    1.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9010    0.6028    0.5534 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2685    0.0418    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9258   -0.3707    1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2839   -0.9572    1.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8267   -1.0743    0.0522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2842   -1.4132   -0.0364 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.7334   -1.8691    1.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4987   -2.5980   -0.9428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7767   -2.6550   -1.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8331   -1.9691   -0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8520   -2.5006   -0.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5821   -0.5534   -0.5406 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.3178   -0.3053    0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3395    0.2718   -1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7102   -0.0880   -1.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1294   -0.2250   -0.4333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.6393    0.4944   -1.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1934    0.2801   -1.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4063    0.1263   -0.7307 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4939    1.4159    0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9066   -0.0689   -1.0278 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6298   -1.4064   -1.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4196    1.0211   -1.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9353    1.0433   -1.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3288   -1.5349   -1.3450 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3221   -1.1257   -2.6976 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5938   -2.2989   -1.1269 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2618   -3.6689   -1.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2010   -2.1183    0.2440 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6761   -2.9470    1.2032 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5245   -0.6181    1.5029 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8479   -1.5828    0.5603 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8206   -0.0817    2.1452 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4556   -1.2141    2.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7880    1.4117   -0.0336 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.6475    2.1302    0.8322 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7098    0.6263   -0.9441 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.6365    1.5551   -1.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5224   -0.2939   -0.0599 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.1278   -1.2380   -0.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8462   -1.8505   -0.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9144   -2.3351    0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4925   -3.0981    0.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3639   -1.5473    1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6505   -0.3738    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6790   -0.2726    0.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1799    2.6369    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9910    1.5015   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5244    2.4848   -1.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8702    0.6633   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9211    0.7524    1.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4612    1.2997    0.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3768    0.0624   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219   -0.6262    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4999    0.5669   -1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1067    3.2778   -1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4899    3.0908   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697    2.9211    0.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5355    4.3130    0.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0433    1.4831    2.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1170    1.6325    3.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509    3.0410    3.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2948    3.0826    3.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534    4.2903    3.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3433    4.0941    2.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7433    0.6609    2.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0086    1.6835    2.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749   -0.3195    0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527   -0.2904    2.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1503   -2.0059    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9520   -0.4569    2.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2726   -1.9540   -0.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6767   -2.4699    1.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0271   -2.6653    1.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8705   -1.0747    2.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6661   -2.6227   -1.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3594   -3.5702   -0.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1075   -3.7326   -1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7240   -2.3000   -2.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2506    0.3143    0.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7189    0.3065    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7123   -1.2476    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1230   -0.0659   -2.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2865    1.3446   -1.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3011    0.6780   -1.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0588    0.4808    0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1943    0.2746   -2.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8111    1.6014   -1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0406   -0.5305   -2.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8363    1.2098   -2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9006    1.2844    1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1501    2.1623   -0.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5188    1.9222    0.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4787   -1.8020   -2.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -2.1044   -0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7794   -1.3846   -2.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7470    0.7557   -2.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8137    2.0148   -1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4504    0.1508   -2.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220    1.8962   -2.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4282   -2.1773   -1.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4298   -0.6827   -2.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3349   -2.1207   -1.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3941   -3.8566   -0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801   -2.3319    0.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6840   -2.9351    1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9382   -1.1396    2.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2022   -2.4140    0.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4926    0.6307    2.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9368   -1.5086    3.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1496    2.1119   -0.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2745    3.0299    0.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1897    0.1090   -1.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2090    2.2807   -1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3140    0.2883    0.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0874   -1.3861   -0.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6 59  1  0
 59 60  1  0
 59 57  1  0
 57 58  1  0
 57 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 20 18  1  6
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  1
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  1  1
 38 40  1  0
 40 41  1  0
 38 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  1
 45 47  1  0
 47 48  1  6
 47 49  1  0
 49 50  1  0
 16 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  1  0
 53 55  1  0
 55 56  1  0
 11 10  1  0
 10  7  1  0
  7  8  1  0
  8  9  1  0
  4 61  1  0
 61 62  1  0
 61 63  1  0
 63 64  1  0
 63 65  1  0
 65 66  1  0
 65  2  1  0
  7  6  1  0
 55 14  1  0
 27 20  1  0
 47 28  1  0
 50 20  1  0
 45 31  1  0
 42 32  1  0
  1 67  1  0
  1 68  1  0
  1 69  1  0
  2 70  1  1
  4 71  1  6
  6 72  1  6
 59135  1  1
 60136  1  0
 57133  1  1
 58134  1  0
 11 77  1  1
 13 78  1  0
 13 79  1  0
 14 80  1  1
 16 81  1  6
 21 82  1  0
 21 83  1  0
 22 84  1  0
 22 85  1  0
 24 86  1  0
 24 87  1  0
 24 88  1  0
 25 89  1  0
 25 90  1  0
 25 91  1  0
 26 92  1  0
 26 93  1  0
 27 94  1  1
 29 95  1  0
 30 96  1  0
 30 97  1  0
 31 98  1  6
 33 99  1  0
 33100  1  0
 33101  1  0
 34102  1  0
 34103  1  0
 35104  1  0
 35105  1  0
 39106  1  0
 39107  1  0
 39108  1  0
 40109  1  0
 40110  1  0
 41111  1  0
 42112  1  1
 43113  1  0
 43114  1  0
 44115  1  0
 44116  1  0
 46117  1  0
 46118  1  0
 46119  1  0
 48120  1  0
 48121  1  0
 48122  1  0
 49123  1  0
 49124  1  0
 50125  1  0
 50126  1  0
 51127  1  6
 52128  1  0
 53129  1  6
 54130  1  0
 55131  1  6
 56132  1  0
  7 73  1  1
  8 74  1  0
  8 75  1  0
  9 76  1  0
 61137  1  6
 62138  1  0
 63139  1  6
 64140  1  0
 65141  1  1
 66142  1  0
M  END


  Mrv1533004191513132D          

 66 73  0  0  0  0            999 V2000
   -6.2980   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2980   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7105   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2980   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4730   -6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4730   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230   -6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -6.6809    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
    0.7145   -5.9664    0.0000 C   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
    1.1270   -5.2520    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
   -0.1105   -4.5375    0.0000 C   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
   -0.4733   -3.5409    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
    1.5395   -4.5375    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
    6.0770   -5.2520    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
    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9955   -6.3466    0.0000 O   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
    3.1895   -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
    2.6907   -6.0725    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
    1.5395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.3954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -8.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -8.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355   -7.3954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4730   -8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2980   -8.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5355   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9480   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9480   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7730   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5355   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9480   -3.8230    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  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
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  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
 40 41  1  0  0  0  0
 38 42  1  0  0  0  0
 32 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
 31 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 28 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 20 50  1  0  0  0  0
 16 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 14 55  1  0  0  0  0
 55 56  1  0  0  0  0
 11 57  1  0  0  0  0
 57 58  1  0  0  0  0
  6 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
  4 61  1  0  0  0  0
 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
 63 64  1  0  0  0  0
 63 65  1  0  0  0  0
  2 65  1  0  0  0  0
 65 66  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0293692

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2C(O)C(O)C(OCC3OC(OC(=O)C45CCC(C)(C)CC4C4=CCC6C7(C)CCC(=O)C(C)(CO)C7CCC6(C)C4(C)CC5)C(O)C(O)C3O)OC2CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C48H76O18/c1-22-30(52)32(54)35(57)40(62-22)65-38-25(19-49)63-39(37(59)34(38)56)61-20-26-31(53)33(55)36(58)41(64-26)66-42(60)48-16-14-43(2,3)18-24(48)23-8-9-28-44(4)12-11-29(51)45(5,21-50)27(44)10-13-47(28,7)46(23,6)15-17-48/h8,22,24-28,30-41,49-50,52-59H,9-21H2,1-7H3

> <INCHI_KEY>
SBLKYMYNIMEMGY-UHFFFAOYSA-N

> <FORMULA>
C48H76O18

> <MOLECULAR_WEIGHT>
941.118

> <EXACT_MASS>
940.503165607

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
142

> <JCHEM_AVERAGE_POLARIZABILITY>
100.02125368747096

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
1.1147605643333318

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.201051911904841

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.754330015319747

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121826089009508

> <JCHEM_POLAR_SURFACE_AREA>
291.81999999999994

> <JCHEM_REFRACTIVITY>
230.29100000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1H-picene-4a-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0     -11.756  -7.136   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.526  -8.470   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0     -11.756  -9.804   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0     -12.526 -11.137   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0     -11.756 -12.471   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0     -10.216 -12.471   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.446 -11.137   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0     -10.216  -9.804   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -7.906 -11.137   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -7.136  -9.804   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -7.136 -12.471   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.596 -12.471   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.826 -13.805   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.286 -13.805   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.516 -12.471   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.976 -12.471   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.206 -11.137   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334 -11.137   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.104 -12.471   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.104  -9.804   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.564  -9.804   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.206  -8.470   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.564  -7.136   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.831  -5.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.883  -6.610   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.104  -7.136   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.874  -8.470   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.414  -8.470   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.184  -7.136   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.724  -7.136   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.494  -8.470   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.034  -8.470   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.264  -7.136   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.804  -7.136   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.344  -7.136   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.114  -8.470   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      13.654  -8.470   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      11.344  -9.804   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.076 -11.320   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.791 -10.330   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      13.058 -11.847   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       9.804  -9.804   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.034 -11.137   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       7.494 -11.137   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.724  -9.804   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.954 -11.137   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       5.184  -9.804   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       5.023 -11.335   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.414 -11.137   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       2.874 -11.137   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -0.206 -13.805   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       1.334 -13.805   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -0.976 -15.138   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -0.206 -16.472   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      -2.516 -15.138   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -3.286 -16.472   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -7.906 -13.805   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      -9.446 -13.805   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0     -10.216 -15.138   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0     -11.756 -15.138   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0     -14.066 -11.137   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0     -14.836 -12.471   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0     -14.836  -9.804   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0     -16.376  -9.804   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0     -14.066  -8.470   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0     -14.836  -7.136   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   65                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   61                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   58                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   57                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   55                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   51                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   27   50                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23   27                                                       
CONECT   27   26   20   28                                                  
CONECT   28   27   29   47                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   45                                                  
CONECT   32   31   33   34   42                                             
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40   42                                             
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40                                                            
CONECT   42   38   32   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   31   46   47                                             
CONECT   46   45                                                            
CONECT   47   45   28   48   49                                             
CONECT   48   47                                                            
CONECT   49   47   50                                                       
CONECT   50   49   20                                                       
CONECT   51   16   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   14   56                                                  
CONECT   56   55                                                            
CONECT   57   11   58                                                       
CONECT   58   57    6   59                                                  
CONECT   59   58   60                                                       
CONECT   60   59                                                            
CONECT   61    4   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63    2   66                                                  
CONECT   66   65                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  146    0
END

View in JSmol

Synonyms

Value	Source
6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid	Generator

Chemical Formula

C₄₈H₇₆O₁₈

Average Mass

941.1180 Da

Monoisotopic Mass

940.50317 Da

IUPAC Name

6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1OC(OC2C(O)C(O)C(OCC3OC(OC(=O)C45CCC(C)(C)CC4C4=CCC6C7(C)CCC(=O)C(C)(CO)C7CCC6(C)C4(C)CC5)C(O)C(O)C3O)OC2CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C48H76O18/c1-22-30(52)32(54)35(57)40(62-22)65-38-25(19-49)63-39(37(59)34(38)56)61-20-26-31(53)33(55)36(58)41(64-26)66-42(60)48-16-14-43(2,3)18-24(48)23-8-9-28-44(4)12-11-29(51)45(5,21-50)27(44)10-13-47(28,7)46(23,6)15-17-48/h8,22,24-28,30-41,49-50,52-59H,9-21H2,1-7H3

InChI Key

SBLKYMYNIMEMGY-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
Acanthopanax japonicus	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
Steroid
Glycosyl compound
O-glycosyl compound
Oxane
Cyclic ketone
Carboxylic acid ester
Ketone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Acetal
Monocarboxylic acid or derivatives
Polyol
Organic oxide
Carbonyl group
Alcohol
Organic oxygen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
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	2.05	ALOGPS
logP	1.11	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	11.75	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	291.82 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	230.29 m³·mol⁻¹	ChemAxon
Polarizability	100.02 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

85194311

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate (NP0293692)

MOL for NP0293692 (6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate)

3D MOL for NP0293692 (6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate)

3D SDF for NP0293692 (6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate)

3D-SDF for NP0293692 (6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate)

PDB for NP0293692 (6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate)

3D PDB for NP0293692 (6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate)

SMILES for NP0293692 (6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate)

INCHI for NP0293692 (6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate)

Structure for NP0293692 (6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate)

3D Structure for NP0293692 (6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1h-picene-4a-carboxylate)