NP-MRD: Showing NP-Card for (+)-Marstomentoside N (NP0073045)

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Record Information

Version

2.0

Created at

2022-04-28 18:18:06 UTC

Updated at

2022-04-28 18:18:06 UTC

NP-MRD ID

NP0073045

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Marstomentoside N

Description

(1R)-1-[(1R,2S,5S,7S,10S,11R,14S,15R,16R)-16-(acetyloxy)-10,11,14-trihydroxy-5-{[(2R,4S,5R,6R)-4-methoxy-5-{[(2S,4S,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl]ethyl (2E)-2-methylbut-2-enoate 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. (+)-Marstomentoside N is found in Marsdenia tomentosa. Based on a literature review very few articles have been published on (1R)-1-[(1R,2S,5S,7S,10S,11R,14S,15R,16R)-16-(acetyloxy)-10,11,14-trihydroxy-5-{[(2R,4S,5R,6R)-4-methoxy-5-{[(2S,4S,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl]ethyl (2E)-2-methylbut-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220182D          

 77 84  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
   -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  1  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
   -1.7749    1.8964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0880    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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    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
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    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
    8.3081    1.4276    0.0000 C   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  1  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
   11.2475    3.8052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0596    3.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5914    4.2907    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   10.9672    4.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2187    5.9877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4066    6.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8429    5.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6551    5.5521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1869    6.1828    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9990    6.0376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2793    5.2617    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7475    4.6310    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9354    4.7762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0278    3.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8399    3.7098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0914    5.1165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5308    6.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9066    6.9587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4035    4.1455    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
    9.8748    5.5023    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
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 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
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 15 16  1  0  0  0  0
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 19 20  1  0  0  0  0
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 11 21  1  0  0  0  0
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 26 27  2  0  0  0  0
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 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 12 32  1  6  0  0  0
 11 33  1  6  0  0  0
  8 34  1  6  0  0  0
  5 35  1  6  0  0  0
  2 36  1  6  0  0  0
 37 36  1  6  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
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 37 42  1  0  0  0  0
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 43 44  1  0  0  0  0
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 47 48  1  0  0  0  0
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 49 50  1  0  0  0  0
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 56 57  1  0  0  0  0
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 75 76  1  0  0  0  0
 39 77  1  6  0  0  0
M  END

     RDKit          3D

167174  0  0  0  0  0  0  0  0999 V2000
   16.9716   -0.8762    0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9246    0.0170   -0.3299 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6764   -0.1073    0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3420   -1.1095    1.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6246    0.7346   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8655    1.6003   -1.3142 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3005    0.6657   -0.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2501    1.4634   -0.4998 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7987    2.4360    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2578    0.7540   -1.3130 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9958    0.2545   -2.4425 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2739    1.7337   -1.9081 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3438   -0.4286   -1.7857 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8467   -1.0444   -2.9598 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1680   -1.2122   -1.3591 C   0  0  2  0  0  0  0  0  0  0  0  0
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    6.0911   -1.1735   -2.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8298   -1.8966   -1.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3983   -1.1450   -0.6669 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0396   -1.6217   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5504   -0.4994    0.7798 C   0  0  1  0  0  0  0  0  0  0  0  0
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  -13.1178   -1.3107   -0.9098 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7801    2.5155    2.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2879    0.7811    1.7409 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4950   -0.3078    1.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8924   -0.0765    1.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -1.1289    0.4576 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304282220182D          

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   10.9672    4.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2187    5.9877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4066    6.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8429    5.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6551    5.5521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1869    6.1828    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9990    6.0376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2793    5.2617    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7475    4.6310    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9354    4.7762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0278    3.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8399    3.7098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0914    5.1165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5308    6.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9066    6.9587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4035    4.1455    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
    9.8748    5.5023    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
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 11 21  1  0  0  0  0
 19 22  1  6  0  0  0
 19 23  1  1  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 12 32  1  6  0  0  0
 11 33  1  6  0  0  0
  8 34  1  6  0  0  0
  5 35  1  6  0  0  0
  2 36  1  6  0  0  0
 37 36  1  6  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
 41 42  1  0  0  0  0
 37 42  1  0  0  0  0
 41 43  1  1  0  0  0
 43 44  1  0  0  0  0
 40 45  1  1  0  0  0
 46 45  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 46 51  1  0  0  0  0
 50 52  1  1  0  0  0
 49 53  1  6  0  0  0
 54 53  1  1  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 54 59  1  0  0  0  0
 58 60  1  1  0  0  0
 60 61  1  0  0  0  0
 57 62  1  6  0  0  0
 63 62  1  1  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 63 68  1  0  0  0  0
 67 69  1  1  0  0  0
 69 70  1  0  0  0  0
 66 71  1  1  0  0  0
 65 72  1  1  0  0  0
 64 73  1  6  0  0  0
 56 74  1  1  0  0  0
 48 75  1  6  0  0  0
 75 76  1  0  0  0  0
 39 77  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0073045

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1C[C@H](O[C@H]2CC[C@@]3(C)[C@@H](CC[C@]4(O)[C@@H]3C[C@@H](OC(C)=O)[C@]3(C)[C@@](O)(CC[C@]43O)[C@@H](C)OC(=O)C(\C)=C\C)C2)O[C@H](C)[C@H]1O[C@H]1C[C@H](OC)[C@H](O[C@H]2C[C@@H](OC)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](C)O2)[C@@H](C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C55H90O22/c1-13-26(2)49(61)71-30(6)53(62)18-19-55(64)52(53,9)39(72-31(7)57)24-38-51(8)16-15-33(20-32(51)14-17-54(38,55)63)73-40-21-34(65-10)46(27(3)68-40)75-41-22-35(66-11)47(28(4)69-41)76-42-23-36(67-12)48(29(5)70-42)77-50-45(60)44(59)43(58)37(25-56)74-50/h13,27-30,32-48,50,56,58-60,62-64H,14-25H2,1-12H3/b26-13+/t27-,28-,29-,30-,32+,33+,34+,35+,36-,37-,38-,39-,40+,41+,42+,43+,44+,45-,46-,47-,48-,50+,51+,52-,53-,54+,55-/m1/s1

> <INCHI_KEY>
MIJCYCOUPCOVEN-LQKOJBTBSA-N

> <FORMULA>
C55H90O22

> <MOLECULAR_WEIGHT>
1103.303

> <EXACT_MASS>
1102.592374538

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
167

> <JCHEM_AVERAGE_POLARIZABILITY>
118.99113529445857

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R)-1-[(1R,2S,5S,7S,10S,11R,14S,15R,16R)-16-(acetyloxy)-10,11,14-trihydroxy-5-{[(2R,4S,5R,6R)-4-methoxy-5-{[(2S,4S,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]ethyl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.21

> <JCHEM_LOGP>
2.8811928126666633

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.748220644594472

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.114840123437807

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083565219918

> <JCHEM_POLAR_SURFACE_AREA>
295.73999999999995

> <JCHEM_REFRACTIVITY>
267.29749999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-1-[(1R,2S,5S,7S,10S,11R,14S,15R,16R)-16-(acetyloxy)-10,11,14-trihydroxy-5-{[(2R,4S,5R,6R)-4-methoxy-5-{[(2S,4S,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]ethyl (2E)-2-methylbut-2-enoate

> <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      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.894   5.400   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.087   4.472   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.282   6.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.313   3.540   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -3.118   2.012   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.698   1.417   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -4.344   1.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.764   1.675   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.990   0.743   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.149  -0.448   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.200   5.313   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.764   0.984   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.331   0.781   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      10.961   3.478   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      10.437   4.926   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      11.430   6.104   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.946   5.833   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      13.469   4.384   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.477   3.207   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      14.985   4.113   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      15.508   2.665   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      13.939   7.010   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      15.455   6.739   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      16.447   7.916   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      17.963   7.645   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      18.487   6.197   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      17.494   5.019   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      15.978   5.291   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      18.017   3.571   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      20.003   5.926   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      20.995   7.103   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      22.511   6.832   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      23.504   8.009   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      22.981   9.458   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      21.465   9.729   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      20.472   8.551   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      20.942  11.177   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      19.426  11.448   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      23.973  10.635   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      25.489  10.364   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      26.482  11.541   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      27.998  11.270   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      28.521   9.822   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      27.529   8.644   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      26.013   8.916   0.000  0.00  0.00           O+0
HETATM   69  C   UNK     0      28.052   7.196   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0      29.568   6.925   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      30.037   9.551   0.000  0.00  0.00           O+0
HETATM   72  O   UNK     0      28.991  12.447   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0      25.959  12.990   0.000  0.00  0.00           O+0
HETATM   74  C   UNK     0      25.020   7.738   0.000  0.00  0.00           C+0
HETATM   75  O   UNK     0      18.956   8.822   0.000  0.00  0.00           O+0
HETATM   76  C   UNK     0      18.433  10.271   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      10.907   7.552   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   36                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   35                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11   34                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   21   33                                             
CONECT   12   11   13   19   32                                             
CONECT   13   12   14   15                                                  
CONECT   14   13    7                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   12   20   22   23                                             
CONECT   20   19   21                                                       
CONECT   21   20   11                                                       
CONECT   22   19                                                            
CONECT   23   19   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28                                                            
CONECT   32   12                                                            
CONECT   33   11                                                            
CONECT   34    8                                                            
CONECT   35    5                                                            
CONECT   36    2   37                                                       
CONECT   37   36   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   77                                                  
CONECT   40   39   41   45                                                  
CONECT   41   40   42   43                                                  
CONECT   42   41   37                                                       
CONECT   43   41   44                                                       
CONECT   44   43                                                            
CONECT   45   40   46                                                       
CONECT   46   45   47   51                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   75                                                  
CONECT   49   48   50   53                                                  
CONECT   50   49   51   52                                                  
CONECT   51   50   46                                                       
CONECT   52   50                                                            
CONECT   53   49   54                                                       
CONECT   54   53   55   59                                                  
CONECT   55   54   56                                                       
CONECT   56   55   57   74                                                  
CONECT   57   56   58   62                                                  
CONECT   58   57   59   60                                                  
CONECT   59   58   54                                                       
CONECT   60   58   61                                                       
CONECT   61   60                                                            
CONECT   62   57   63                                                       
CONECT   63   62   64   68                                                  
CONECT   64   63   65   73                                                  
CONECT   65   64   66   72                                                  
CONECT   66   65   67   71                                                  
CONECT   67   66   68   69                                                  
CONECT   68   67   63                                                       
CONECT   69   67   70                                                       
CONECT   70   69                                                            
CONECT   71   66                                                            
CONECT   72   65                                                            
CONECT   73   64                                                            
CONECT   74   56                                                            
CONECT   75   48   76                                                       
CONECT   76   75                                                            
CONECT   77   39                                                            
MASTER        0    0    0    0    0    0    0    0   77    0  168    0
END

View in JSmol

Synonyms

Value	Source
(1R)-1-[(1R,2S,5S,7S,10S,11R,14S,15R,16R)-16-(Acetyloxy)-10,11,14-trihydroxy-5-{[(2R,4S,5R,6R)-4-methoxy-5-{[(2S,4S,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-14-yl]ethyl (2E)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₅₅H₉₀O₂₂

Average Mass

1103.3030 Da

Monoisotopic Mass

1102.59237 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@H]1C[C@H](O[C@H]2CC[C@@]3(C)[C@@H](CC[C@]4(O)[C@@H]3C[C@@H](OC(C)=O)[C@]3(C)[C@@](O)(CC[C@]43O)[C@@H](C)OC(=O)C(\C)=C\C)C2)O[C@H](C)[C@H]1O[C@H]1C[C@H](OC)[C@H](O[C@H]2C[C@@H](OC)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](C)O2)[C@@H](C)O1

InChI Identifier

InChI=1S/C55H90O22/c1-13-26(2)49(61)71-30(6)53(62)18-19-55(64)52(53,9)39(72-31(7)57)24-38-51(8)16-15-33(20-32(51)14-17-54(38,55)63)73-40-21-34(65-10)46(27(3)68-40)75-41-22-35(66-11)47(28(4)69-41)76-42-23-36(67-12)48(29(5)70-42)77-50-45(60)44(59)43(58)37(25-56)74-50/h13,27-30,32-48,50,56,58-60,62-64H,14-25H2,1-12H3/b26-13+/t27-,28-,29-,30-,32+,33+,34+,35+,36-,37-,38-,39-,40+,41+,42+,43+,44+,45-,46-,47-,48-,50+,51+,52-,53-,54+,55-/m1/s1

InChI Key

MIJCYCOUPCOVEN-LQKOJBTBSA-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
Marsdenia tomentosa	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
Steroid ester
17-hydroxysteroid
Hydroxysteroid
14-hydroxysteroid
O-glycosyl compound
Glycosyl compound
Oxane
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.21	ALOGPS
logP	2.88	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	12.11	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	295.74 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	267.3 m³·mol⁻¹	ChemAxon
Polarizability	118.99 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

163105032

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Marstomentoside N (NP0073045)

MOL for NP0073045 ((+)-Marstomentoside N)

3D MOL for NP0073045 ((+)-Marstomentoside N)

3D SDF for NP0073045 ((+)-Marstomentoside N)

3D-SDF for NP0073045 ((+)-Marstomentoside N)

PDB for NP0073045 ((+)-Marstomentoside N)

3D PDB for NP0073045 ((+)-Marstomentoside N)

SMILES for NP0073045 ((+)-Marstomentoside N)

INCHI for NP0073045 ((+)-Marstomentoside N)

Structure for NP0073045 ((+)-Marstomentoside N)

3D Structure for NP0073045 ((+)-Marstomentoside N)