NP-MRD: Showing NP-Card for Curassavioside H4 (NP0071081)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 16:29:41 UTC

Updated at

2022-04-28 16:29:41 UTC

NP-MRD ID

NP0071081

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Curassavioside H4

Description

(1R,2S,5S,7S,10S,11R,14S,15S,16R)-14-acetyl-10,11,14-trihydroxy-5-{[(2R,4S,5S,6R)-4-hydroxy-5-{[(2S,4R,5R,6R)-5-{[(2S,4R,5R,6R)-5-{[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-16-yl benzoate belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. Curassavioside H4 is found in Asclepias curassavica . Based on a literature review very few articles have been published on (1R,2S,5S,7S,10S,11R,14S,15S,16R)-14-acetyl-10,11,14-trihydroxy-5-{[(2R,4S,5S,6R)-4-hydroxy-5-{[(2S,4R,5R,6R)-5-{[(2S,4R,5R,6R)-5-{[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-16-yl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218292D          

 74 82  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187    3.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505    4.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9702    4.9171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0626    3.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5945    4.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4066    4.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869    3.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551    3.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429    3.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4788    2.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    2.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7749    1.8964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2225    3.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717    1.8632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5914    2.6391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1232    3.2699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9354    3.1246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2157    2.3487    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6838    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0278    2.2035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4672    3.7553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2793    3.6101    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8111    4.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6232    4.0956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9035    3.3197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3717    2.6890    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5596    2.8342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6520    1.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7157    3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9960    2.3986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8081    2.2533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0884    1.4774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5566    0.8467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7444    0.9919    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4641    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2126    0.3612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4005    0.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8369    0.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6490   -0.0744    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1808    0.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9929    0.4111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2732   -0.3649    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7414   -0.9956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9293   -0.8503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0217   -1.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0853   -0.5101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5247    1.0418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3369    0.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9005    1.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1551    4.7263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9672    4.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8429    4.0458    0.0000 C   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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
 13 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 26  1  0  0  0  0
 24 27  1  6  0  0  0
 24 28  1  1  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 12 31  1  6  0  0  0
 11 32  1  6  0  0  0
  8 33  1  6  0  0  0
  5 34  1  6  0  0  0
  2 35  1  6  0  0  0
 36 35  1  6  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
 40 41  1  0  0  0  0
 36 41  1  0  0  0  0
 40 42  1  1  0  0  0
 39 43  1  1  0  0  0
 44 43  1  1  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 44 49  1  0  0  0  0
 48 50  1  1  0  0  0
 47 51  1  6  0  0  0
 52 51  1  6  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 52 57  1  0  0  0  0
 56 58  1  6  0  0  0
 58 59  1  0  0  0  0
 55 60  1  1  0  0  0
 61 60  1  1  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 61 66  1  0  0  0  0
 65 67  1  1  0  0  0
 64 68  1  6  0  0  0
 63 69  1  1  0  0  0
 69 70  1  0  0  0  0
 54 71  1  6  0  0  0
 46 72  1  1  0  0  0
 72 73  1  0  0  0  0
 38 74  1  6  0  0  0
M  END

     RDKit          3D

158166  0  0  0  0  0  0  0  0999 V2000
   15.6893   -2.9701   -0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8162   -3.0485   -1.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2724   -1.8001   -1.3825 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.7458   -1.7957   -1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3680   -0.3132   -1.2818 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0988   -0.0646   -0.8261 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1000    0.8348    0.2372 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5411    0.2496    1.4949 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8032    1.2504    2.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2154   -0.0478    1.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3736    0.7576    0.7565 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1800    0.8005    1.4717 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0850    0.2761    0.8221 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0132    1.3375    0.7859 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4625    2.6106    0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8472    0.8682    0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2698   -0.0685    1.0639 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9958   -0.2860    0.6024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0133   -0.0808    1.5580 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0297    0.9937    1.1444 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6234    2.0880    0.5689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364    0.4608    0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8700   -0.6039    0.9455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9759    0.0743    1.4550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828   -0.3487    0.9307 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1959   -0.7152    1.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4708   -1.1609    1.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0826   -0.0412    0.4531 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4932    1.0417    1.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0091    0.3739   -0.5073 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5368    1.3507   -1.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5108    0.5248   -2.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6738    0.1967   -1.4925 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2291    1.4245   -1.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2371   -0.6200   -0.3159 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.3688   -0.9510    0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7421   -0.7578    0.0202 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.1977    0.5760    0.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2502    0.8177    1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8708   -0.1323    1.7195 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6499    2.1892    1.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7009    2.4402    2.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0968    3.7210    2.6349 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4494    4.8171    2.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3896    4.5553    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9884    3.2769    0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8887   -0.9914   -1.4231 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.0348   -0.0673   -1.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2440   -2.3490   -1.9103 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.8085   -2.1792   -3.2279 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1778   -3.1460   -1.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8251   -3.7675    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3088   -3.3417   -1.5533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9112   -2.9991   -2.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1518   -1.8730   -2.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6935   -0.5816   -2.2525 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.0708    0.1983   -3.3499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7489    0.8403    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -1.1145    1.9710 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079   -1.3557    1.6793 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7660   -2.2637    2.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1738   -1.2899    0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5001   -0.9113    1.5924 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3797   -1.9721    1.3848 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9366   -2.4498    2.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9926    2.1049    0.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3158    2.0657   -0.1205 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1035    3.1774    0.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4506    3.8816   -1.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5301    0.0699   -2.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8272    0.0186   -3.0505 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7814    0.1327   -4.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5629   -1.2441   -2.7385 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9386   -0.9493   -2.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4922   -2.2137   -0.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0743   -3.9515    0.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1249   -2.5479    0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6376   -1.0533   -0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4229   -2.2642   -0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2913   -2.2754   -2.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1323    0.2771   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1542    1.1230    0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1687   -0.6511    1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9096    1.3970    3.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1770    2.2145    2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5944    0.8840    3.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1037    0.2804   -0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2730   -0.0911   -0.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481    1.5352    1.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1291    3.1454    0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5435    3.2014   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0231    2.3426   -0.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3065    0.2436    2.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    0.2019    2.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4814    1.3316    2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.4818    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6579    0.0523   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740    1.3450   -0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2184   -1.3707    0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0739   -1.1619    0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8119   -1.5544    2.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3614    0.1569    2.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2547   -2.0017    0.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2094   -1.5179    2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4026    1.5857    1.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7095    1.8077    1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7056    0.6231    2.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7415   -0.5552   -1.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0175    2.2075   -1.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6637    1.6449   -2.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9386   -0.3293   -2.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8863    1.1698   -3.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9508    2.1665   -1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8678   -1.5973   -0.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2843   -0.2409    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2657   -1.9512    1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4348   -1.4059    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2732    1.6405    2.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9265    3.9360    3.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7690    5.8236    2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8591    5.4033    0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1481    3.0690    0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6163    0.9627   -1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1927   -0.3131   -2.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9184   -0.2100   -1.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6375   -3.0691   -3.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0787   -4.8772    0.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7794   -3.6663    0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5643   -3.4371    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4218   -3.3583   -1.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9672   -3.8786   -2.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0770   -2.0061   -2.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3947   -1.9882   -3.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0185    1.1625   -3.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8425    1.7326    0.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274    1.0773   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2257   -1.9415    0.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0443   -2.7904    3.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2783   -1.6227    3.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888   -2.9881    2.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215   -2.1059    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3385   -1.6206   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4287   -0.6692    2.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6162   -3.2908    2.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1749   -2.9380    3.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5659   -1.7260    3.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9603    2.6993    1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3127    2.6673   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1762    2.0500   -1.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5357    4.2571   -1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9740    4.8037   -0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1400    3.3465   -1.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4514    0.8865   -2.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2470   -0.7907   -4.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1505    0.9838   -4.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7999    0.1531   -5.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3457   -2.0153   -3.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4686   -1.7805   -2.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 66  1  0
 66 67  1  0
 67 68  1  0
 68 69  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 62  1  0
 62 63  1  0
 63 64  1  0
 64 65  1  0
 17 18  1  0
 18 19  1  0
 19 60  1  0
 60 61  1  0
 60 59  1  0
 59 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  1
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 37 47  1  0
 47 48  1  6
 47 49  1  0
 49 50  1  6
 49 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  6
 49 51  1  0
 51 52  1  0
 51 53  2  0
 30 58  1  0
  5 70  1  0
 70 71  1  0
 71 72  1  0
 71 73  1  0
 73 74  1  0
 73  3  1  0
 67  7  1  0
 63 13  1  0
 20 19  1  0
 58 25  1  0
 35 28  1  0
 46 41  1  0
 56 47  1  0
 56 33  1  0
  1 75  1  0
  1 76  1  0
  1 77  1  0
  3 78  1  1
  4 79  1  0
  4 80  1  0
  5 81  1  1
  7 82  1  1
  8 83  1  1
  9 84  1  0
  9 85  1  0
  9 86  1  0
 11 87  1  6
 66147  1  0
 66148  1  0
 67149  1  6
 69150  1  0
 69151  1  0
 69152  1  0
 13 88  1  6
 14 89  1  1
 15 90  1  0
 15 91  1  0
 15 92  1  0
 17 93  1  1
 62141  1  0
 62142  1  0
 63143  1  1
 65144  1  0
 65145  1  0
 65146  1  0
 19 94  1  1
 60137  1  6
 61138  1  0
 61139  1  0
 61140  1  0
 23 99  1  6
 22 97  1  0
 22 98  1  0
 20 95  1  1
 21 96  1  0
 25100  1  6
 26101  1  0
 26102  1  0
 27103  1  0
 27104  1  0
 29105  1  0
 29106  1  0
 29107  1  0
 30108  1  6
 31109  1  0
 31110  1  0
 32111  1  0
 32112  1  0
 34113  1  0
 35114  1  6
 36115  1  0
 36116  1  0
 37117  1  1
 42118  1  0
 43119  1  0
 44120  1  0
 45121  1  0
 46122  1  0
 48123  1  0
 48124  1  0
 48125  1  0
 50126  1  0
 54130  1  0
 54131  1  0
 55132  1  0
 55133  1  0
 57134  1  0
 52127  1  0
 52128  1  0
 52129  1  0
 58135  1  0
 58136  1  0
 71153  1  1
 72154  1  0
 72155  1  0
 72156  1  0
 73157  1  6
 74158  1  0
M  END


  Mrv1652304282218292D          

 74 82  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187    3.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505    4.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9702    4.9171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0626    3.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5945    4.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4066    4.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869    3.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551    3.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429    3.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4788    2.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    2.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7749    1.8964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2225    3.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717    1.8632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5914    2.6391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1232    3.2699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9354    3.1246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2157    2.3487    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6838    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0278    2.2035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4672    3.7553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2793    3.6101    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8111    4.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6232    4.0956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9035    3.3197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3717    2.6890    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5596    2.8342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6520    1.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7157    3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9960    2.3986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8081    2.2533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0884    1.4774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5566    0.8467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7444    0.9919    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4641    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2126    0.3612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4005    0.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8369    0.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6490   -0.0744    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1808    0.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9929    0.4111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2732   -0.3649    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7414   -0.9956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9293   -0.8503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0217   -1.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0853   -0.5101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5247    1.0418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3369    0.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9005    1.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1551    4.7263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9672    4.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8429    4.0458    0.0000 C   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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
 13 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 26  1  0  0  0  0
 24 27  1  6  0  0  0
 24 28  1  1  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 12 31  1  6  0  0  0
 11 32  1  6  0  0  0
  8 33  1  6  0  0  0
  5 34  1  6  0  0  0
  2 35  1  6  0  0  0
 36 35  1  6  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
 40 41  1  0  0  0  0
 36 41  1  0  0  0  0
 40 42  1  1  0  0  0
 39 43  1  1  0  0  0
 44 43  1  1  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 44 49  1  0  0  0  0
 48 50  1  1  0  0  0
 47 51  1  6  0  0  0
 52 51  1  6  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 52 57  1  0  0  0  0
 56 58  1  6  0  0  0
 58 59  1  0  0  0  0
 55 60  1  1  0  0  0
 61 60  1  1  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 61 66  1  0  0  0  0
 65 67  1  1  0  0  0
 64 68  1  6  0  0  0
 63 69  1  1  0  0  0
 69 70  1  0  0  0  0
 54 71  1  6  0  0  0
 46 72  1  1  0  0  0
 72 73  1  0  0  0  0
 38 74  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0071081

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1C[C@H](O[C@@H]2[C@@H](C)O[C@H](C[C@H]2OC)O[C@@H]2[C@@H](C)O[C@H](C[C@H]2OC)O[C@@H]2[C@@H](C)O[C@H](C[C@@H]2O)O[C@H]2CC[C@@]3(C)[C@@H](CC[C@]4(O)[C@@H]3C[C@@H](OC(=O)C3=CC=CC=C3)[C@]3(C)[C@@](O)(CC[C@]43O)C(C)=O)C2)O[C@H](C)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C55H84O19/c1-28-46(58)37(63-8)24-43(66-28)73-48-31(4)69-45(26-39(48)65-10)74-49-30(3)68-44(25-38(49)64-9)72-47-29(2)67-42(23-36(47)57)70-35-17-18-51(6)34(22-35)16-19-54(61)40(51)27-41(71-50(59)33-14-12-11-13-15-33)52(7)53(60,32(5)56)20-21-55(52,54)62/h11-15,28-31,34-49,57-58,60-62H,16-27H2,1-10H3/t28-,29-,30-,31-,34+,35+,36+,37-,38-,39-,40-,41-,42+,43+,44+,45+,46-,47-,48-,49-,51+,52-,53-,54+,55-/m1/s1

> <INCHI_KEY>
BQVWGGMOZAMLJJ-GLQOCQNZSA-N

> <FORMULA>
C55H84O19

> <MOLECULAR_WEIGHT>
1049.258

> <EXACT_MASS>
1048.560680485

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
158

> <JCHEM_AVERAGE_POLARIZABILITY>
112.35367828806895

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S,7S,10S,11R,14S,15S,16R)-14-acetyl-10,11,14-trihydroxy-5-{[(2R,4S,5S,6R)-4-hydroxy-5-{[(2S,4R,5R,6R)-5-{[(2S,4R,5R,6R)-5-{[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-16-yl benzoate

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
5.055492299666667

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.927163841445228

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.329481796221188

> <JCHEM_PKA_STRONGEST_BASIC>
-3.259343045639727

> <JCHEM_POLAR_SURFACE_AREA>
246.0499999999999

> <JCHEM_REFRACTIVITY>
260.1586

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,7S,10S,11R,14S,15S,16R)-14-acetyl-10,11,14-trihydroxy-5-{[(2R,4S,5S,6R)-4-hydroxy-5-{[(2S,4R,5R,6R)-5-{[(2S,4R,5R,6R)-5-{[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-16-yl benzoate

> <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       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.342   6.553   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.334   7.730   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.811   9.179   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.850   7.459   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.843   8.636   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.359   8.365   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.882   6.917   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.889   5.740   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.374   6.011   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.894   5.400   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.087   4.472   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.313   3.540   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.282   6.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.200   5.313   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.764   0.984   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.331   0.781   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      10.961   3.478   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      10.437   4.926   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      11.430   6.104   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.946   5.833   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.469   4.384   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      12.477   3.207   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      14.985   4.113   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      13.939   7.010   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      15.455   6.739   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      16.447   7.916   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      17.963   7.645   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      18.487   6.197   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      17.494   5.019   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      15.978   5.291   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      18.017   3.571   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      20.003   5.926   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      20.526   4.477   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      22.042   4.206   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      22.565   2.758   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      21.572   1.581   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      20.056   1.852   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      19.533   3.300   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      19.064   0.674   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      17.548   0.945   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      22.095   0.132   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      23.611  -0.139   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      24.604   1.038   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      26.120   0.767   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      26.643  -0.681   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      25.651  -1.858   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0      24.135  -1.587   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      26.174  -3.307   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      28.159  -0.952   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0      27.113   1.945   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0      28.629   1.674   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      24.081   2.487   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0      18.956   8.822   0.000  0.00  0.00           O+0
HETATM   73  C   UNK     0      20.472   8.551   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      10.907   7.552   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   35                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   34                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11   33                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   26   32                                             
CONECT   12   11   13   24   31                                             
CONECT   13   12   14   15                                                  
CONECT   14   13    7                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   12   25   27   28                                             
CONECT   25   24   26                                                       
CONECT   26   25   11                                                       
CONECT   27   24                                                            
CONECT   28   24   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   12                                                            
CONECT   32   11                                                            
CONECT   33    8                                                            
CONECT   34    5                                                            
CONECT   35    2   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   74                                                  
CONECT   39   38   40   43                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40   36                                                       
CONECT   42   40                                                            
CONECT   43   39   44                                                       
CONECT   44   43   45   49                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47   72                                                  
CONECT   47   46   48   51                                                  
CONECT   48   47   49   50                                                  
CONECT   49   48   44                                                       
CONECT   50   48                                                            
CONECT   51   47   52                                                       
CONECT   52   51   53   57                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55   71                                                  
CONECT   55   54   56   60                                                  
CONECT   56   55   57   58                                                  
CONECT   57   56   52                                                       
CONECT   58   56   59                                                       
CONECT   59   58                                                            
CONECT   60   55   61                                                       
CONECT   61   60   62   66                                                  
CONECT   62   61   63                                                       
CONECT   63   62   64   69                                                  
CONECT   64   63   65   68                                                  
CONECT   65   64   66   67                                                  
CONECT   66   65   61                                                       
CONECT   67   65                                                            
CONECT   68   64                                                            
CONECT   69   63   70                                                       
CONECT   70   69                                                            
CONECT   71   54                                                            
CONECT   72   46   73                                                       
CONECT   73   72                                                            
CONECT   74   38                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  164    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,5S,7S,10S,11R,14S,15S,16R)-14-Acetyl-10,11,14-trihydroxy-5-{[(2R,4S,5S,6R)-4-hydroxy-5-{[(2S,4R,5R,6R)-5-{[(2S,4R,5R,6R)-5-{[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-16-yl benzoic acid	Generator

Chemical Formula

C₅₅H₈₄O₁₉

Average Mass

1049.2580 Da

Monoisotopic Mass

1048.56068 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@@H]1C[C@H](O[C@@H]2[C@@H](C)O[C@H](C[C@H]2OC)O[C@@H]2[C@@H](C)O[C@H](C[C@H]2OC)O[C@@H]2[C@@H](C)O[C@H](C[C@@H]2O)O[C@H]2CC[C@@]3(C)[C@@H](CC[C@]4(O)[C@@H]3C[C@@H](OC(=O)C3=CC=CC=C3)[C@]3(C)[C@@](O)(CC[C@]43O)C(C)=O)C2)O[C@H](C)[C@H]1O

InChI Identifier

InChI=1S/C55H84O19/c1-28-46(58)37(63-8)24-43(66-28)73-48-31(4)69-45(26-39(48)65-10)74-49-30(3)68-44(25-38(49)64-9)72-47-29(2)67-42(23-36(47)57)70-35-17-18-51(6)34(22-35)16-19-54(61)40(51)27-41(71-50(59)33-14-12-11-13-15-33)52(7)53(60,32(5)56)20-21-55(52,54)62/h11-15,28-31,34-49,57-58,60-62H,16-27H2,1-10H3/t28-,29-,30-,31-,34+,35+,36+,37-,38-,39-,40-,41-,42+,43+,44+,45+,46-,47-,48-,49-,51+,52-,53-,54+,55-/m1/s1

InChI Key

BQVWGGMOZAMLJJ-GLQOCQNZSA-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
Asclepias curassavica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Steroidal glycoside
Oligosaccharide
Pregnane-skeleton
20-oxosteroid
14-hydroxysteroid
Hydroxysteroid
17-hydroxysteroid
Oxosteroid
Glycosyl compound
O-glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Benzenoid
Oxane
Tertiary alcohol
Alpha-hydroxy ketone
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid ester
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxygen 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	2.4	ALOGPS
logP	5.06	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	12.33	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	246.05 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	260.16 m³·mol⁻¹	ChemAxon
Polarizability	112.35 Å³	ChemAxon
Number of Rings	9	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

101841595

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Curassavioside H4 (NP0071081)

MOL for NP0071081 (Curassavioside H4)

3D MOL for NP0071081 (Curassavioside H4)

3D SDF for NP0071081 (Curassavioside H4)

3D-SDF for NP0071081 (Curassavioside H4)

PDB for NP0071081 (Curassavioside H4)

3D PDB for NP0071081 (Curassavioside H4)

SMILES for NP0071081 (Curassavioside H4)

INCHI for NP0071081 (Curassavioside H4)

Structure for NP0071081 (Curassavioside H4)

3D Structure for NP0071081 (Curassavioside H4)