NP-MRD: Showing NP-Card for (-)-Acantrifoside A (NP0072697)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 18:00:23 UTC

Updated at

2022-04-28 18:00:23 UTC

NP-MRD ID

NP0072697

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Acantrifoside A

Description

(2S,3R,4S,5S,6R)-6-({[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1R,2R,5S,8R,9S,10R,12R,13R,14S,17R,19R)-12,17-dihydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosane-5-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. (-)-Acantrifoside A is found in Acanthopanax gracilistylus , Acanthopanax koreanum , Eleutherococcus nodiflorus and Acanthopanax trifoliatus . Based on a literature review very few articles have been published on (2S,3R,4S,5S,6R)-6-({[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1R,2R,5S,8R,9S,10R,12R,13R,14S,17R,19R)-12,17-dihydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosane-5-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220002D          

 66 73  0  0  1  0            999 V2000
    4.8390    0.3498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2623    1.0579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8607    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125    1.0830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0141    0.3623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5908   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659   -0.3333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3643    0.3874    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7876    1.0955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3860    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    1.1206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5394    0.4000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1161   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104    0.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3129    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3800    1.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966    1.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -1.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7112    1.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -0.2717    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1979   -1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4095   -1.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8025   -1.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573    1.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4333    2.4766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5764    1.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714    2.2792    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8905    2.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3855    2.8404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0615    3.5991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2424    3.6978    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7474    3.0378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9283    3.1365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9183    4.4565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5565    4.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2046    2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5286    1.9830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3477    1.8843    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8427    2.5443    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6618    2.4456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9859    1.6869    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4908    1.0269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6718    1.1256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8149    0.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3199   -0.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8049    1.5882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1290    0.8295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9481    0.7308    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2721   -0.0279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7771   -0.6879    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9580   -0.5891    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.6340    0.1695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4630   -1.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1012   -1.4465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0912   -0.1266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4431    1.3908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1568    3.1056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5187    3.3030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  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
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
  9 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
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  1  0  0  0
 14 22  1  6  0  0  0
 10 23  1  6  0  0  0
  8 24  1  1  0  0  0
  5 25  1  1  0  0  0
  2 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  1 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  2 32  1  6  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 35 34  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  6  0  0  0
 39 42  1  1  0  0  0
 38 43  1  6  0  0  0
 37 44  1  1  0  0  0
 44 45  1  0  0  0  0
 46 45  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 46 51  1  0  0  0  0
 50 52  1  1  0  0  0
 52 53  1  0  0  0  0
 49 54  1  6  0  0  0
 55 54  1  1  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 55 60  1  0  0  0  0
 59 61  1  6  0  0  0
 58 62  1  1  0  0  0
 57 63  1  6  0  0  0
 56 64  1  6  0  0  0
 48 65  1  6  0  0  0
 47 66  1  6  0  0  0
M  END

     RDKit          3D

144151  0  0  0  0  0  0  0  0999 V2000
   -2.1212    5.0274    1.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3548    4.0550    0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3913    4.4346   -0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6194    2.8313    0.3722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8258    2.7774   -0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1566    1.4558   -0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1821    0.5854   -0.1398 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4379   -0.3264    0.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5438   -0.1332    2.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3482   -1.3542    0.3469 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0649   -2.2260    1.2032 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3929   -2.1492    0.9062 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7268   -2.6732   -0.3051 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6212   -1.6434   -0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7434   -1.4811   -0.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681   -0.5172   -0.8189 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7387   -1.1916   -1.1322 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8386   -0.3946   -1.3267 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9829   -1.2432   -1.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2844   -2.2145   -0.8521 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1067    0.3024    0.0007 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3631    0.8398    0.1054 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0541    0.3056    1.1961 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3366    1.3494    2.0801 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0707    2.3283    1.4108 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0863    3.6481    2.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4915    1.8551    1.2646 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9696    2.1396   -0.0288 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5394    0.3758    1.4712 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.6254    0.0117    2.8044 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3497   -0.3464    0.8258 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4068   -1.6581    1.3290 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9929    1.3552    0.1084 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0888    2.1201   -1.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7113    0.5972    0.1573 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6772    1.5170   -0.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5854   -3.0799   -1.1589 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1459   -3.8814   -2.2012 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6358   -3.9605   -0.4219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6426   -3.9792   -0.9766 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6143   -3.6698    1.0575 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4661   -4.5035    1.7372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7778   -0.2804   -1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962   -0.9530   -0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493    0.1579   -0.5308 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2218    0.7393   -1.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5317    1.0662    0.5713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6002    2.0245    0.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7197    1.1497    1.6300 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5849    2.0369    2.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2879    0.4013    0.4477 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6878   -0.0926    0.6655 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8673   -0.8564    1.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5448    1.1811    0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8281    1.0876    0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4739   -0.2513    0.1536 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.7121   -0.1894   -0.4875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5675   -1.2351   -0.5872 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8691   -2.5844   -0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0536   -1.2051   -2.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1430   -0.8047   -0.5738 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2348   -1.9048   -1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8772   -1.2728   -1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3156   -0.5752   -0.0710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9747   -1.6974    0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1524    1.4907    0.5785 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6641    5.9587    1.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3575    4.8522    2.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079    5.3771   -1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5896    3.6084   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628    4.6834   -0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009    3.0337    1.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5158    2.7668   -1.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1667    3.6392   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983    1.0853   -1.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8104    1.4819   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9081   -1.9022    2.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3644   -3.5907   -0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0872   -0.6569   -0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8304   -1.8853   -2.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0711   -0.1663   -1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6057    0.4039   -2.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7156   -1.6953   -2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8510   -0.5642   -1.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2001   -3.1199   -1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8811   -0.4467    0.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3886   -0.4290    1.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6222    2.4025    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3759    4.3251    1.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8492    3.5096    3.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0926    4.1449    2.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1734    2.3222    2.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5556    1.3870   -0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4346   -0.0352    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7557   -0.9733    2.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5616   -0.3267   -0.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2049   -2.1176    0.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0959    1.9407    1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6574    2.9084   -0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5277    0.2530    1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0017    2.4221   -0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011   -2.1900   -1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8643   -4.4368   -1.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0122   -5.0236   -0.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5636   -4.4964   -1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4331   -3.7084    1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0291   -4.8153    2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9107    0.1843   -2.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0391   -1.1192   -1.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2728   -1.7576   -1.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6837   -1.2780    0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2100    1.2349   -2.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4720    1.4434   -2.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1725   -0.1066   -2.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    0.2738    1.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2842    2.6977    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756    2.4611    0.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2936    0.5076    2.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8080    1.8063    3.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4049    1.1867   -0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1203   -1.9115    1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6671   -0.4203    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9283   -0.6986    2.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8151    1.3690    1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0052    2.0734    0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5147    1.8627    0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6916    1.3200   -1.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6686   -0.5631    1.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4635   -0.2070    0.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0899   -3.3414   -0.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7527   -3.0074   -0.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2809   -2.5338    1.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7151   -2.0562   -2.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6235   -0.2786   -2.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1865   -1.1795   -2.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0589   -0.0199   -1.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1690   -2.7776   -0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6071   -2.2405   -2.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0720   -0.5928   -2.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2433   -2.0927   -1.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5185   -1.4545    1.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3462   -2.4331    0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8790   -2.2926    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095    1.2968    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  7  8  1  1
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4 66  1  0
 66 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 49 51  1  0
 51 52  1  0
 52 53  1  1
 52 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 56 58  1  0
 58 59  1  1
 58 60  1  0
 58 61  1  0
 61 62  1  0
 62 63  1  0
 63 64  1  0
 64 65  1  1
 64 45  1  0
 45 46  1  6
 45 44  1  0
 44 43  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 11 41  1  0
 41 42  1  0
 41 39  1  0
 39 40  1  0
 39 37  1  0
 37 38  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 23 31  1  0
 31 32  1  0
 31 29  1  0
 29 30  1  0
 29 27  1  0
 27 28  1  0
 27 25  1  0
 18 21  1  0
 37 13  1  0
 66  7  1  0
 45 47  1  0
 43  7  1  0
 64 51  1  0
 61 52  1  0
 26 89  1  0
 26 90  1  0
 26 91  1  0
 25 88  1  6
 23 87  1  1
 21 86  1  1
 33 98  1  1
 34 99  1  0
 35100  1  1
 36101  1  0
 16 81  1  6
 14 79  1  0
 14 80  1  0
 13 78  1  1
 11 77  1  1
  6 75  1  0
  6 76  1  0
  5 73  1  0
  5 74  1  0
  4 72  1  1
 66144  1  1
 47115  1  1
 48116  1  0
 48117  1  0
 49118  1  1
 50119  1  0
 51120  1  6
 53121  1  0
 53122  1  0
 53123  1  0
 54124  1  0
 54125  1  0
 55126  1  0
 55127  1  0
 56128  1  1
 57129  1  0
 59130  1  0
 59131  1  0
 59132  1  0
 60133  1  0
 60134  1  0
 60135  1  0
 61136  1  6
 62137  1  0
 62138  1  0
 63139  1  0
 63140  1  0
 65141  1  0
 65142  1  0
 65143  1  0
 46112  1  0
 46113  1  0
 46114  1  0
 44110  1  0
 44111  1  0
 43108  1  0
 43109  1  0
  3 69  1  0
  3 70  1  0
  3 71  1  0
  1 67  1  0
  1 68  1  0
 41106  1  1
 42107  1  0
 39104  1  1
 40105  1  0
 37102  1  6
 38103  1  0
 18 82  1  6
 19 83  1  0
 19 84  1  0
 20 85  1  0
 31 96  1  6
 32 97  1  0
 29 94  1  6
 30 95  1  0
 27 92  1  1
 28 93  1  0
M  END


  Mrv1652304282220002D          

 66 73  0  0  1  0            999 V2000
    4.8390    0.3498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2623    1.0579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8607    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125    1.0830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0141    0.3623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5908   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659   -0.3333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3643    0.3874    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7876    1.0955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3860    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    1.1206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5394    0.4000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1161   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104    0.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3129    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3800    1.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966    1.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -1.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7112    1.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -0.2717    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1979   -1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4095   -1.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8025   -1.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573    1.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4333    2.4766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5764    1.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714    2.2792    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8905    2.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3855    2.8404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0615    3.5991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2424    3.6978    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7474    3.0378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9283    3.1365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9183    4.4565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5565    4.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2046    2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5286    1.9830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3477    1.8843    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8427    2.5443    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6618    2.4456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9859    1.6869    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4908    1.0269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6718    1.1256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8149    0.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3199   -0.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8049    1.5882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1290    0.8295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9481    0.7308    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2721   -0.0279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7771   -0.6879    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9580   -0.5891    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.6340    0.1695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4630   -1.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1012   -1.4465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0912   -0.1266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4431    1.3908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1568    3.1056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5187    3.3030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  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
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
  9 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
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  1  0  0  0
 14 22  1  6  0  0  0
 10 23  1  6  0  0  0
  8 24  1  1  0  0  0
  5 25  1  1  0  0  0
  2 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  1 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  2 32  1  6  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 35 34  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  6  0  0  0
 39 42  1  1  0  0  0
 38 43  1  6  0  0  0
 37 44  1  1  0  0  0
 44 45  1  0  0  0  0
 46 45  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 46 51  1  0  0  0  0
 50 52  1  1  0  0  0
 52 53  1  0  0  0  0
 49 54  1  6  0  0  0
 55 54  1  1  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 55 60  1  0  0  0  0
 59 61  1  6  0  0  0
 58 62  1  1  0  0  0
 57 63  1  6  0  0  0
 56 64  1  6  0  0  0
 48 65  1  6  0  0  0
 47 66  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0072697

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](O[C@H]2[C@@H](O)[C@@H](O)[C@H](OC[C@H]3O[C@@H](OC(=O)[C@]45CC[C@H]([C@H]4[C@H]4C[C@@H](O)[C@@H]6[C@@]7(C)CC[C@@H](O)C(C)(C)[C@@H]7CC[C@@]6(C)[C@]4(C)CC5)C(C)=C)[C@H](O)[C@@H](O)[C@@H]3O)O[C@@H]2CO)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C48H78O18/c1-20(2)22-9-14-48(16-15-46(7)23(29(22)48)17-24(50)39-45(6)12-11-28(51)44(4,5)27(45)10-13-47(39,46)8)43(60)66-42-36(58)33(55)31(53)26(64-42)19-61-40-37(59)34(56)38(25(18-49)63-40)65-41-35(57)32(54)30(52)21(3)62-41/h21-42,49-59H,1,9-19H2,2-8H3/t21-,22-,23+,24+,25+,26+,27-,28+,29-,30-,31+,32+,33-,34-,35+,36+,37+,38+,39+,40+,41-,42-,45-,46+,47+,48-/m0/s1

> <INCHI_KEY>
PRIVMLKLQLQDPB-YNORBYKXSA-N

> <FORMULA>
C48H78O18

> <MOLECULAR_WEIGHT>
943.134

> <EXACT_MASS>
942.518815672

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
144

> <JCHEM_AVERAGE_POLARIZABILITY>
101.31589775577119

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-6-({[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1R,2R,5S,8R,9S,10R,12R,13R,14S,17R,19R)-12,17-dihydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-5-carboxylate

> <ALOGPS_LOGP>
0.13

> <JCHEM_LOGP>
0.5681448650000009

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.20105196498987

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.754330072709303

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121826089009508

> <JCHEM_POLAR_SURFACE_AREA>
294.97999999999996

> <JCHEM_REFRACTIVITY>
229.93210000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-6-({[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1R,2R,5S,8R,9S,10R,12R,13R,14S,17R,19R)-12,17-dihydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       9.033   0.653   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.823   1.975   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.073   3.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.534   3.343   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.743   2.022   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.493   0.676   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.703  -0.645   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.163  -0.622   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.413   0.723   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.204   2.045   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.454   3.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.914   3.414   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.124   2.092   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.874   0.747   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.083  -0.575   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.543  -0.552   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.206   0.793   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.584   2.115   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.709   2.951   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.554   3.655   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.746   0.817   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.623  -0.599   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.994   3.367   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.373  -1.944   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.928   3.550   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.324   1.632   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.462   0.098   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.046  -0.507   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.703  -2.008   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.231  -2.462   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.831  -3.056   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.747   3.207   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.142   4.623   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      12.276   3.022   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      13.200   4.254   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      14.729   4.070   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      15.653   5.302   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      15.048   6.718   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.519   6.903   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.595   5.671   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      11.066   5.855   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      12.914   8.319   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      15.972   7.950   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      17.182   5.118   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      17.787   3.702   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      19.316   3.517   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      20.240   4.749   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      21.769   4.565   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      22.374   3.149   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      21.450   1.917   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      19.921   2.101   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      22.054   0.501   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      21.130  -0.731   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      23.903   2.965   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      24.507   1.548   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      26.036   1.364   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      26.641  -0.052   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      25.717  -1.284   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      24.188  -1.100   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      23.583   0.316   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      23.264  -2.332   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      26.322  -2.700   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      28.170  -0.236   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      26.960   2.596   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      22.693   5.797   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      19.635   6.166   0.000  0.00  0.00           O+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3   26   32                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10   25                                             
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   24                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9    5   11   23                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    9   15   22                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   13   19   20                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17                                                            
CONECT   22   14                                                            
CONECT   23   10                                                            
CONECT   24    8                                                            
CONECT   25    5                                                            
CONECT   26    2   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    1   29                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32    2   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   44                                                  
CONECT   38   37   39   43                                                  
CONECT   39   38   40   42                                                  
CONECT   40   39   35   41                                                  
CONECT   41   40                                                            
CONECT   42   39                                                            
CONECT   43   38                                                            
CONECT   44   37   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   51                                                  
CONECT   47   46   48   66                                                  
CONECT   48   47   49   65                                                  
CONECT   49   48   50   54                                                  
CONECT   50   49   51   52                                                  
CONECT   51   50   46                                                       
CONECT   52   50   53                                                       
CONECT   53   52                                                            
CONECT   54   49   55                                                       
CONECT   55   54   56   60                                                  
CONECT   56   55   57   64                                                  
CONECT   57   56   58   63                                                  
CONECT   58   57   59   62                                                  
CONECT   59   58   60   61                                                  
CONECT   60   59   55                                                       
CONECT   61   59                                                            
CONECT   62   58                                                            
CONECT   63   57                                                            
CONECT   64   56                                                            
CONECT   65   48                                                            
CONECT   66   47                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  146    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R,4S,5S,6R)-6-({[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1R,2R,5S,8R,9S,10R,12R,13R,14S,17R,19R)-12,17-dihydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0,.0,.0,]henicosane-5-carboxylic acid	Generator

Chemical Formula

C₄₈H₇₈O₁₈

Average Mass

943.1340 Da

Monoisotopic Mass

942.51882 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](O[C@H]2[C@@H](O)[C@@H](O)[C@H](OC[C@H]3O[C@@H](OC(=O)[C@]45CC[C@H]([C@H]4[C@H]4C[C@@H](O)[C@@H]6[C@@]7(C)CC[C@@H](O)C(C)(C)[C@@H]7CC[C@@]6(C)[C@]4(C)CC5)C(C)=C)[C@H](O)[C@@H](O)[C@@H]3O)O[C@@H]2CO)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C48H78O18/c1-20(2)22-9-14-48(16-15-46(7)23(29(22)48)17-24(50)39-45(6)12-11-28(51)44(4,5)27(45)10-13-47(39,46)8)43(60)66-42-36(58)33(55)31(53)26(64-42)19-61-40-37(59)34(56)38(25(18-49)63-40)65-41-35(57)32(54)30(52)21(3)62-41/h21-42,49-59H,1,9-19H2,2-8H3/t21-,22-,23+,24+,25+,26+,27-,28+,29-,30-,31+,32+,33-,34-,35+,36+,37+,38+,39+,40+,41-,42-,45-,46+,47+,48-/m0/s1

InChI Key

PRIVMLKLQLQDPB-YNORBYKXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acanthopanax gracilistylus	Plant	KNApSAcK
Eleutherococcus koreanus	Plant	KNApSAcK
Eleutherococcus nodiflorus	LOTUS Database	35616633
Eleutherococcus trifoliatus	Plant	KNApSAcK

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
18-oxosteroid
Oxosteroid
Hydroxysteroid
6-hydroxysteroid
Steroid
O-glycosyl compound
Glycosyl compound
Oxane
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.13	ALOGPS
logP	0.57	ChemAxon
logS	-3.6	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	11	ChemAxon
Polar Surface Area	294.98 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	229.93 m³·mol⁻¹	ChemAxon
Polarizability	101.32 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

162883768

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Acantrifoside A (NP0072697)

MOL for NP0072697 ((-)-Acantrifoside A)

3D MOL for NP0072697 ((-)-Acantrifoside A)

3D SDF for NP0072697 ((-)-Acantrifoside A)

3D-SDF for NP0072697 ((-)-Acantrifoside A)

PDB for NP0072697 ((-)-Acantrifoside A)

3D PDB for NP0072697 ((-)-Acantrifoside A)

SMILES for NP0072697 ((-)-Acantrifoside A)

INCHI for NP0072697 ((-)-Acantrifoside A)

Structure for NP0072697 ((-)-Acantrifoside A)

3D Structure for NP0072697 ((-)-Acantrifoside A)