NP-MRD: Showing NP-Card for 6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid (NP0248543)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 10:50:18 UTC

Updated at

2022-09-07 10:50:18 UTC

NP-MRD ID

NP0248543

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid

Description

6-{[9-(Acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. 6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid is found in Sorbus cuspidata. 6-{[9-(Acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251505102D          

 68 75  0  0  0  0            999 V2000
   12.2645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2645    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6907    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    4.6993    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
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 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  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 42 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 46 51  1  0  0  0  0
 40 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
 54 55  1  0  0  0  0
 34 55  1  0  0  0  0
 39 55  1  0  0  0  0
 55 56  1  0  0  0  0
 31 57  1  0  0  0  0
 26 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 22 60  1  0  0  0  0
 60 61  2  0  0  0  0
 60 62  1  0  0  0  0
  4 63  1  0  0  0  0
 63 64  1  0  0  0  0
 63 65  1  0  0  0  0
 65 66  1  0  0  0  0
 65 67  1  0  0  0  0
  2 67  1  0  0  0  0
 67 68  1  0  0  0  0
M  END

     RDKit          3D

148155  0  0  0  0  0  0  0  0999 V2000
   10.0668   -1.5518   -5.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8968   -0.8799   -4.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5841    0.1416   -3.9658 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0027   -1.3372   -3.2954 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8283   -0.7152   -2.0391 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2852   -1.6254   -0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2702   -0.8233    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7478   -1.7017    1.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1589    0.3778    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296   -0.4682    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1540    0.2539   -0.4856 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6909    0.3399   -0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3717    0.9353    0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860    1.0806    1.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1082   -0.0944    1.0756 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6865    0.2616    1.2870 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3336    0.0319    2.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3766    1.7618    1.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0801    2.0167    0.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0147    0.9556    1.4313 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2958    1.4033    1.0944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0606    1.6523    2.2066 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3697    3.0035    2.3528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0094    3.2236    3.5575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4353    4.4352    4.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134    5.1117    3.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9396    4.8373    5.4301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0197    2.0734    4.5062 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8730    2.4254    5.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6210    0.8453    3.8595 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9945    0.9046    4.0681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265    0.8812    2.3298 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4355    1.4331    1.7454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1296    0.4836    1.0135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4133    0.2826    1.5475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3529    1.1025    0.9595 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.3658    1.4590    2.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7300    2.1177    3.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8046    2.4171    0.4707 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3467    3.2215    1.4909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7526    2.2077   -0.6223 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7080    3.0746   -0.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2234    0.7963   -0.4690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0634   -0.1329   -1.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5132   -0.9543   -1.9847 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3040   -0.9364   -3.1100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3113   -2.0869   -3.8546 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0831   -1.8097   -5.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1159   -3.1660   -3.1237 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7753   -4.4061   -3.6357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8319   -3.0498   -1.6376 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8964   -2.4059   -0.9872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5217   -2.3683   -1.3862 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4921   -3.1501   -1.8543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7169   -0.3886    0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2281   -1.5565    1.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5391   -0.3304   -0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6991   -0.4012    0.3585 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2286   -1.7148   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4373   -1.3226   -0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5651   -0.8347   -0.1188 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2412   -2.1435    0.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5934   -0.1687   -0.9803 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0807    1.0159   -1.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0646   -1.1812   -2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5081   -1.3606   -2.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4169   -0.2293   -1.8645 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2453    0.9313   -2.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9983   -2.6557   -5.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2908   -1.1244   -6.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0446   -1.2548   -5.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5024    0.1641   -2.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7859   -2.5896   -0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3677   -1.8446   -1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4947   -2.7590    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2403   -1.3706    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8550   -1.6517    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6465    1.2672   -0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5264    0.6468    1.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0332    0.0794   -0.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8155    0.1905    1.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3411   -1.4039    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5552    1.3190   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1604    1.3422    1.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0116    1.2333    2.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6243    2.0573    1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3382   -0.8049    1.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2888   -0.3899    3.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6110   -0.7586    2.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030    0.9642    3.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7293    2.3738    1.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8744    2.1621    0.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3692    2.9725    1.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3486    2.1474   -0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100    0.9117    2.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4378    1.4159    3.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0896    3.4150    3.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2622    5.1330    6.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0449    1.8790    4.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8331    1.6623    6.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1305   -0.0394    4.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2793    1.7917    4.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309   -0.1853    2.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5945   -0.4780    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9418    0.6164    0.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1399    2.1493    1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8289    0.5379    2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1524    1.9466    3.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6504    2.9516   -0.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0542    4.0805    1.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1346    2.4240   -1.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6486    3.8510   -0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2275    0.7114   -0.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4404   -0.7359   -2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3184   -2.4509   -4.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9758   -0.7792   -5.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1774   -2.0058   -4.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7926   -2.5202   -5.9396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1977   -3.0318   -3.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5221   -4.7846   -4.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7678   -4.0709   -1.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6525   -2.3646   -0.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4092   -2.3091   -0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8721   -3.9332   -2.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -1.3059    2.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4893   -2.3808    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1032   -2.0157    0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5813   -1.3628   -0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5115    0.1390   -0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9826    0.2685   -1.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7243    0.2606   -0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6178   -2.2906    0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5289   -2.2464   -0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6906   -2.1768   -1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0620   -0.5090   -1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6804   -3.0425    0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2910   -2.2048    0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2400   -2.1752    1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0278    1.2333   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3023    0.9276   -2.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025    1.9763   -1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6024   -0.9534   -3.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425   -2.2094   -1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7189   -1.6310   -3.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9294   -2.2645   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1912    1.2577   -3.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5929    0.5798   -3.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8370    1.8245   -2.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
 48 47  1  0
 47 46  1  0
 46 45  1  0
 45 44  1  0
 44 43  1  0
 43 41  1  0
 41 42  1  0
 41 39  1  0
 39 40  1  0
 39 36  1  0
 36 37  1  0
 37 38  1  0
 36 35  1  0
 35 34  1  0
 34 33  1  0
 33 32  1  0
 32 30  1  0
 30 31  1  0
 30 28  1  0
 28 29  1  0
 28 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 16  1  0
 16 17  1  1
 16 58  1  0
 58 59  1  0
 59 60  1  0
 60 61  1  0
 61 62  1  1
 61 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  1  0
 10  7  1  0
  7  8  1  0
  7  9  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 67  1  0
 67 68  1  6
 67 66  1  0
 66 65  1  0
 65 63  1  0
 63 64  1  6
 58 55  1  0
 55 56  1  0
 55 57  1  0
 24 25  1  0
 25 27  1  0
 25 26  2  0
 45 53  1  0
 53 54  1  0
 53 51  1  0
 51 52  1  0
 51 49  1  0
 49 50  1  0
 49 47  1  0
 34 43  1  0
 22 32  1  0
 55 20  1  0
 15 16  1  0
 63 12  1  0
 63 61  1  0
 67 11  1  0
 48116  1  0
 48117  1  0
 48118  1  0
 47115  1  6
 45114  1  6
 43113  1  6
 41111  1  6
 42112  1  0
 39109  1  6
 40110  1  0
 36105  1  6
 37106  1  0
 37107  1  0
 38108  1  0
 34104  1  6
 32103  1  6
 30101  1  1
 31102  1  0
 28 99  1  1
 29100  1  0
 24 97  1  6
 22 96  1  1
 20 95  1  1
 19 93  1  0
 19 94  1  0
 18 91  1  0
 18 92  1  0
 17 88  1  0
 17 89  1  0
 17 90  1  0
 58131  1  6
 59132  1  0
 59133  1  0
 60134  1  0
 60135  1  0
 62136  1  0
 62137  1  0
 62138  1  0
 15 87  1  1
 14 85  1  0
 14 86  1  0
 13 84  1  0
 11 83  1  6
 10 81  1  0
 10 82  1  0
  8 75  1  0
  8 76  1  0
  8 77  1  0
  9 78  1  0
  9 79  1  0
  9 80  1  0
  6 73  1  0
  6 74  1  0
  5 72  1  6
  1 69  1  0
  1 70  1  0
  1 71  1  0
 68146  1  0
 68147  1  0
 68148  1  0
 66144  1  0
 66145  1  0
 65142  1  0
 65143  1  0
 64139  1  0
 64140  1  0
 64141  1  0
 56125  1  0
 56126  1  0
 56127  1  0
 57128  1  0
 57129  1  0
 57130  1  0
 27 98  1  0
 53123  1  1
 54124  1  0
 51121  1  1
 52122  1  0
 49119  1  1
 50120  1  0
M  END


  Mrv1533004251505102D          

 68 75  0  0  0  0            999 V2000
   12.2645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2645    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6907    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    4.6993    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
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 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  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 42 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 46 51  1  0  0  0  0
 40 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
 54 55  1  0  0  0  0
 34 55  1  0  0  0  0
 39 55  1  0  0  0  0
 55 56  1  0  0  0  0
 31 57  1  0  0  0  0
 26 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 22 60  1  0  0  0  0
 60 61  2  0  0  0  0
 60 62  1  0  0  0  0
  4 63  1  0  0  0  0
 63 64  1  0  0  0  0
 63 65  1  0  0  0  0
 65 66  1  0  0  0  0
 65 67  1  0  0  0  0
  2 67  1  0  0  0  0
 67 68  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0248543

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2C(O)C(O)C(CO)OC2OC2C(O)C(O)C(OC2OC2CCC3(C)C(CCC4(C)C3CC=C3C5CC(C)(C)CC(OC(C)=O)C5(C)CCC43C)C2(C)C)C(O)=O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C50H80O18/c1-22-31(53)33(55)37(59)42(62-22)67-39-34(56)32(54)26(21-51)64-43(39)68-40-36(58)35(57)38(41(60)61)66-44(40)65-29-14-15-48(8)27(46(29,5)6)13-16-50(10)28(48)12-11-24-25-19-45(3,4)20-30(63-23(2)52)47(25,7)17-18-49(24,50)9/h11,22,25-40,42-44,51,53-59H,12-21H2,1-10H3,(H,60,61)

> <INCHI_KEY>
UKPFVFBHAGBCKA-UHFFFAOYSA-N

> <FORMULA>
C50H80O18

> <MOLECULAR_WEIGHT>
969.172

> <EXACT_MASS>
968.534465736

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
148

> <JCHEM_AVERAGE_POLARIZABILITY>
105.36316116603105

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
3.40

> <JCHEM_LOGP>
2.668132745333332

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.048865764458712

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3646458138077633

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648674430892787

> <JCHEM_POLAR_SURFACE_AREA>
280.82

> <JCHEM_REFRACTIVITY>
238.13790000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      22.894   6.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.354   6.105   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      20.584   4.771   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      19.044   4.771   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      18.274   3.437   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      19.044   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.584   2.104   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      21.354   3.437   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      21.354   0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      22.894   0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      20.584  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.354  -1.897   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      20.584  -3.231   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      19.044  -0.564   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      18.274   0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      16.734   0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      15.964  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.734  -1.897   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      18.274  -1.897   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      15.964  -3.231   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.734  -4.565   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      14.424  -3.231   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      13.654  -1.897   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      14.424  -0.564   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      13.654   0.770   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.264  -0.564   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.831  -2.080   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.883  -1.090   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -1.746   3.437   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -2.516   4.771   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -2.516   2.104   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       1.334   3.437   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       5.023   3.635   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      11.397   3.643   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      12.650   2.920   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      13.654  -4.565   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      12.114  -4.565   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      14.424  -5.898   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      18.274   6.105   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      16.734   6.105   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      19.044   7.438   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0      18.274   8.772   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      20.584   7.438   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      21.354   8.772   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   67                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   63                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14    6   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   60                                                  
CONECT   23   22   24                                                       
CONECT   24   23   17   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   57                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31   36                                             
CONECT   30   29                                                            
CONECT   31   29   32   57                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36   55                                             
CONECT   35   34                                                            
CONECT   36   34   29   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   55                                                  
CONECT   40   39   41   51                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   44   45                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   42   46                                                       
CONECT   46   45   47   51                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51   46   40   52   53                                             
CONECT   52   51                                                            
CONECT   53   51   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   34   39   56                                             
CONECT   56   55                                                            
CONECT   57   31   26   58   59                                             
CONECT   58   57                                                            
CONECT   59   57                                                            
CONECT   60   22   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60                                                            
CONECT   63    4   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63   66   67                                                  
CONECT   66   65                                                            
CONECT   67   65    2   68                                                  
CONECT   68   67                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  150    0
END

View in JSmol

Synonyms

Value	Source
6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₅₀H₈₀O₁₈

Average Mass

969.1720 Da

Monoisotopic Mass

968.53447 Da

IUPAC Name

6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1OC(OC2C(O)C(O)C(CO)OC2OC2C(O)C(O)C(OC2OC2CCC3(C)C(CCC4(C)C3CC=C3C5CC(C)(C)CC(OC(C)=O)C5(C)CCC43C)C2(C)C)C(O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C50H80O18/c1-22-31(53)33(55)37(59)42(62-22)67-39-34(56)32(54)26(21-51)64-43(39)68-40-36(58)35(57)38(41(60)61)66-44(40)65-29-14-15-48(8)27(46(29,5)6)13-16-50(10)28(48)12-11-24-25-19-45(3,4)20-30(63-23(2)52)47(25,7)17-18-49(24,50)9/h11,22,25-40,42-44,51,53-59H,12-21H2,1-10H3,(H,60,61)

InChI Key

UKPFVFBHAGBCKA-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
Sorbus cuspidata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Benzylisoquinolines

Direct Parent

Benzylisoquinolines

Alternative Parents

Substituents

Benzylisoquinoline
Tetrahydroisoquinoline
Benzodioxole
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Aralkylamine
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Oxacycle
Azacycle
Acetal
Secondary aliphatic amine
Ether
Secondary amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Amine
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.4	ALOGPS
logP	2.67	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	280.82 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	238.14 m³·mol⁻¹	ChemAxon
Polarizability	105.36 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

85238306

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid (NP0248543)

MOL for NP0248543 (6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid)

3D MOL for NP0248543 (6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid)

3D SDF for NP0248543 (6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid)

3D-SDF for NP0248543 (6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid)

PDB for NP0248543 (6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid)

3D PDB for NP0248543 (6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid)

SMILES for NP0248543 (6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid)

INCHI for NP0248543 (6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid)

Structure for NP0248543 (6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid)

3D Structure for NP0248543 (6-{[9-(acetyloxy)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid)