NP-MRD: Showing NP-Card for (+)-Anisodorin 3 (NP0082486)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 03:32:02 UTC

Updated at

2022-04-29 03:32:02 UTC

NP-MRD ID

NP0082486

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Anisodorin 3

Description

(2S)-3-[(1R,2S,4aR,4bR,8aR,10aR)-2-hydroxy-2,4b,8,8,10a-pentamethyl-tetradecahydrophenanthrene-1-carbonyloxy]-2-hydroxypropyl acetate belongs to the class of organic compounds known as isocopalane and spongiane diterpenoids. These are diterpenoids with a structure based on the isocopalane (Tetradecahydro-1,1,4a,7,8,8a-hexamethylphenanthrene) or the 15,16-epoxyisocopalane skeleton. (+)-Anisodorin 3 is found in Anisodoris fontaini. Based on a literature review very few articles have been published on (2S)-3-[(1R,2S,4aR,4bR,8aR,10aR)-2-hydroxy-2,4b,8,8,10a-pentamethyl-tetradecahydrophenanthrene-1-carbonyloxy]-2-hydroxypropyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292205322D          

 31 33  0  0  1  0            999 V2000
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3189   -3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7062   -4.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3886   -0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6140   -0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  6  0  0  0
  5  8  1  1  0  0  0
  4  9  1  1  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 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
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 23 30  1  1  0  0  0
  3 31  1  6  0  0  0
M  END

     RDKit          3D

 73 75  0  0  0  0  0  0  0  0999 V2000
    8.3258    0.6058   -0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3189   -0.5073   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6328   -1.6227    0.0467 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0804   -0.3374   -0.9847 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0888   -1.3339   -1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6765   -1.8426    0.2730 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7078   -2.7960    0.0689 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3235   -0.7375    1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2444    0.0583    0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9236   -0.3049    0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6580   -1.5190    0.9106 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8836    0.6957    0.3613 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1370    1.3872   -0.9339 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5728    1.9377   -0.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131    0.5954   -2.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642    2.6272   -1.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9759    2.4499   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4073    1.0204   -0.2930 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8690    0.8003   -0.2312 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4385    1.0903   -1.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6525    1.6814    0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5798    0.7991    1.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3778   -0.1276    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4952   -1.1362   -0.0631 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6001   -2.4297    0.7667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9656   -1.4625   -1.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1016   -0.6626    0.0717 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0476   -1.4478   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6924   -1.2552    0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    0.1725    0.5724 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7758    0.2266    2.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2114    1.2044   -1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3494    0.2056   -0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1370    1.2540    0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1892   -0.9649   -1.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4830   -2.2389   -1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5523   -2.3907    0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3471   -2.7950   -0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2067   -0.0690    1.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1453   -1.1879    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262    1.5150    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373    2.2414    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3169    1.2090   -1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    2.8917   -1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478    0.0659   -2.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866    3.5610   -0.8387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094    2.6345   -2.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8273    3.0815   -0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429    2.7176    0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038    0.6895   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2813    0.2743   -2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8108    1.9491   -2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4572    1.4941   -1.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3830    2.3632    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0784    2.3651    1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3398    1.4994    1.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0732    0.3297    2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1144   -0.6366    1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9772    0.4854   -0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5675   -2.5010    1.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7976   -2.4726    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134   -3.2820    0.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511   -2.2741   -1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4649   -0.6459   -1.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1349   -1.9380   -1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -0.7846    1.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3005   -2.5279   -0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0426   -1.2008   -1.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -2.0121    0.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0516   -1.3639   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123    0.6225    2.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8406   -0.8352    2.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045    0.8425    2.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  6
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  1
 30 12  1  0
 30 18  1  0
 27 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  0
  8 39  1  0
  8 40  1  0
 12 41  1  1
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  6
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 25 60  1  0
 25 61  1  0
 25 62  1  0
 26 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  1
 28 67  1  0
 28 68  1  0
 29 69  1  0
 29 70  1  0
 31 71  1  0
 31 72  1  0
 31 73  1  0
M  END


  Mrv1652304292205322D          

 31 33  0  0  1  0            999 V2000
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3189   -3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7062   -4.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3886   -0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6140   -0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  6  0  0  0
  5  8  1  1  0  0  0
  4  9  1  1  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 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
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 23 30  1  1  0  0  0
  3 31  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0082486

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@H](O)COC(=O)[C@H]1[C@@](C)(O)CC[C@@H]2[C@]3(C)CCCC(C)(C)[C@H]3CC[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C25H42O6/c1-16(26)30-14-17(27)15-31-21(28)20-24(5)12-8-18-22(2,3)10-7-11-23(18,4)19(24)9-13-25(20,6)29/h17-20,27,29H,7-15H2,1-6H3/t17-,18+,19+,20+,23+,24+,25-/m0/s1

> <INCHI_KEY>
MVBVSKIJDOZAPB-IZSMESNNSA-N

> <FORMULA>
C25H42O6

> <MOLECULAR_WEIGHT>
438.605

> <EXACT_MASS>
438.298139072

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
50.04413951820653

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-3-[(1R,2S,4aR,4bR,8aR,10aR)-2-hydroxy-2,4b,8,8,10a-pentamethyl-tetradecahydrophenanthrene-1-carbonyloxy]-2-hydroxypropyl acetate

> <ALOGPS_LOGP>
3.91

> <JCHEM_LOGP>
3.3925643133333314

> <ALOGPS_LOGS>
-4.88

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.564155274342319

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.577327507561776

> <JCHEM_PKA_STRONGEST_BASIC>
-3.013011727669986

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
117.1429

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-[(1R,2S,4aR,4bR,8aR,10aR)-2-hydroxy-2,4b,8,8,10a-pentamethyl-decahydrophenanthrene-1-carbonyloxy]-2-hydroxypropyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.462  -6.984   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.185  -8.236   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -10.059  -0.950   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.613  -0.950   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4   20   31                                             
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7    8                                             
CONECT    6    5    1                                                       
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    4   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    3   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22    2   24   30                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22   28   29                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   23                                                            
CONECT   31    3                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
(2S)-3-[(1R,2S,4AR,4BR,8ar,10ar)-2-hydroxy-2,4b,8,8,10a-pentamethyl-tetradecahydrophenanthrene-1-carbonyloxy]-2-hydroxypropyl acetic acid	Generator

Chemical Formula

C₂₅H₄₂O₆

Average Mass

438.6050 Da

Monoisotopic Mass

438.29814 Da

IUPAC Name

(2S)-3-[(1R,2S,4aR,4bR,8aR,10aR)-2-hydroxy-2,4b,8,8,10a-pentamethyl-tetradecahydrophenanthrene-1-carbonyloxy]-2-hydroxypropyl acetate

Traditional Name

(2S)-3-[(1R,2S,4aR,4bR,8aR,10aR)-2-hydroxy-2,4b,8,8,10a-pentamethyl-decahydrophenanthrene-1-carbonyloxy]-2-hydroxypropyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@H](O)COC(=O)[C@H]1[C@@](C)(O)CC[C@@H]2[C@]3(C)CCCC(C)(C)[C@H]3CC[C@@]12C

InChI Identifier

InChI=1S/C25H42O6/c1-16(26)30-14-17(27)15-31-21(28)20-24(5)12-8-18-22(2,3)10-7-11-23(18,4)19(24)9-13-25(20,6)29/h17-20,27,29H,7-15H2,1-6H3/t17-,18+,19+,20+,23+,24+,25-/m0/s1

InChI Key

MVBVSKIJDOZAPB-IZSMESNNSA-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
Anisodoris fontaini	Animalia	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isocopalane and spongiane diterpenoids. These are diterpenoids with a structure based on the isocopalane (Tetradecahydro-1,1,4a,7,8,8a-hexamethylphenanthrene) or the 15,16-epoxyisocopalane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Isocopalane and spongiane diterpenoids

Alternative Parents

Substituents

Isocopalane diterpenoid
Hydroxysteroid
13-hydroxysteroid
Steroid
Phenanthrene
Hydrophenanthrene
Diradylglycerol
Diacylglycerol
1,3-acyl-sn-glycerol
Glycerolipid
Dicarboxylic acid or derivatives
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	3.91	ALOGPS
logP	3.39	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	13.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	117.14 m³·mol⁻¹	ChemAxon
Polarizability	50.04 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

163031111

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Anisodorin 3 (NP0082486)

MOL for NP0082486 ((+)-Anisodorin 3)

3D MOL for NP0082486 ((+)-Anisodorin 3)

3D SDF for NP0082486 ((+)-Anisodorin 3)

3D-SDF for NP0082486 ((+)-Anisodorin 3)

PDB for NP0082486 ((+)-Anisodorin 3)

3D PDB for NP0082486 ((+)-Anisodorin 3)

SMILES for NP0082486 ((+)-Anisodorin 3)

INCHI for NP0082486 ((+)-Anisodorin 3)

Structure for NP0082486 ((+)-Anisodorin 3)

3D Structure for NP0082486 ((+)-Anisodorin 3)