NP-MRD: Showing NP-Card for (2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate (NP0304925)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 20:21:36 UTC

Updated at

2022-09-10 20:21:37 UTC

NP-MRD ID

NP0304925

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate

Description

(2R,8R)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. (2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate is found in Ononis natrix. Based on a literature review very few articles have been published on (2R,8R)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102222212D          

 35 35  0  0  1  0            999 V2000
   -7.9146   -1.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5031   -1.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7332   -1.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0915   -0.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3216   -1.2055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6800   -0.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9101   -0.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2684   -0.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4985   -0.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8569   -0.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0870   -0.5387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5547   -0.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263    0.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3436    1.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4719    1.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2419    2.2025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702    3.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1401    3.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    3.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697    2.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    2.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5812    2.6471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4529    3.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    3.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6830    3.7584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0679    1.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414   -1.3537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8113   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4529   -1.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396   -2.4650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1933   -2.0204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4233   -2.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7817   -1.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2950   -3.1317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 22 27  2  0  0  0  0
 14 27  1  0  0  0  0
 12 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
  6 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
M  END

     RDKit          3D

 75 75  0  0  0  0  0  0  0  0999 V2000
    8.3168   -0.1354    1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6110   -1.2036    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303   -1.8122    1.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3086   -0.8553    1.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7715   -0.1989    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6348    0.8177    0.4988 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5524    0.0866    1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823    0.8902    1.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6463    1.4974    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374    0.4597   -0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8022   -0.5189    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -1.5041   -0.8829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0532   -0.8489   -1.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2680   -0.1475   -1.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3746    1.1654   -1.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5545    1.7698   -0.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5267    3.1198   -0.4572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2715    3.5957    0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2614    5.0409    1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0460    2.7739    1.7327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6865    1.0095   -0.7309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6313   -0.3158   -1.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8244   -1.0418   -0.9948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1764   -1.6917    0.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4530   -2.4739    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3983   -1.6119    1.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4542   -0.8948   -1.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1235   -2.4992   -0.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7780   -3.8610   -0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6495   -4.9191    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6807   -4.1178   -0.9597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2484    1.4034   -0.7233 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356    2.7193   -1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360    3.3414   -2.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3284    3.3116   -0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7044    0.4732    1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1605   -0.5362    1.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8035    0.5940    0.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3380   -1.9901    0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2548   -0.7764   -0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9932   -2.6164    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7500   -2.2932    2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703   -1.5445    1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4870   -0.1895    2.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228    0.2970   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3060   -1.0009   -0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1414    1.5594    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9160   -0.4517    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515   -0.7574    0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6878    0.2782    2.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6714    1.7367    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3135    2.0020    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785    2.2728   -0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9786   -0.1195   -0.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452    0.9909   -1.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6175    0.0943    0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3220   -1.0334    0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3597   -1.9697   -1.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3786   -0.2129   -2.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3760   -1.6606   -2.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193    1.7945   -1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2435    5.4433    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6246    5.2464    2.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9389    5.5228    0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6104    1.4908   -0.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2586   -1.7472    0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3147   -3.2703    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6974   -2.9470   -0.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4709   -1.9471   -1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5108   -5.8176   -0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3894   -5.1512    1.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7058   -4.6133    0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2767    4.4444   -2.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2228    3.0088   -2.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9375    3.0462   -3.1355 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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  2  0
 12 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
  6 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 27 14  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  1
  7 48  1  0
  7 49  1  0
  8 50  1  0
  8 51  1  0
  9 52  1  0
  9 53  1  0
 10 54  1  0
 10 55  1  0
 11 56  1  0
 11 57  1  0
 12 58  1  6
 13 59  1  0
 13 60  1  0
 15 61  1  0
 19 62  1  0
 19 63  1  0
 19 64  1  0
 21 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 27 69  1  0
 30 70  1  0
 30 71  1  0
 30 72  1  0
 34 73  1  0
 34 74  1  0
 34 75  1  0
M  END


  Mrv1652309102222212D          

 35 35  0  0  1  0            999 V2000
   -7.9146   -1.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5031   -1.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7332   -1.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0915   -0.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3216   -1.2055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6800   -0.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9101   -0.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2684   -0.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4985   -0.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8569   -0.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0870   -0.5387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5547   -0.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263    0.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3436    1.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4719    1.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2419    2.2025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702    3.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1401    3.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    3.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697    2.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    2.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5812    2.6471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4529    3.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    3.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6830    3.7584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0679    1.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414   -1.3537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8113   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4529   -1.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396   -2.4650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1933   -2.0204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4233   -2.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7817   -1.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2950   -3.1317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 22 27  2  0  0  0  0
 14 27  1  0  0  0  0
 12 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
  6 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0304925

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC[C@H](CCCCC[C@H](CC1=CC(OC(C)=O)=CC(OC(C)=O)=C1)OC(C)=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O8/c1-6-7-9-12-24(32-19(2)28)13-10-8-11-14-25(33-20(3)29)15-23-16-26(34-21(4)30)18-27(17-23)35-22(5)31/h16-18,24-25H,6-15H2,1-5H3/t24-,25-/m1/s1

> <INCHI_KEY>
DKKVGBTWJVMWTR-JWQCQUIFSA-N

> <FORMULA>
C27H40O8

> <MOLECULAR_WEIGHT>
492.609

> <EXACT_MASS>
492.272318248

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
55.40362350201648

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,8R)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate

> <JCHEM_LOGP>
5.144826900666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.464767218095457

> <JCHEM_POLAR_SURFACE_AREA>
105.20000000000002

> <JCHEM_REFRACTIVITY>
130.218

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,8R)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0     -14.774  -2.527   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -13.337  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.139  -2.112   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.702  -2.665   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.504  -1.697   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.067  -2.250   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.869  -1.282   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.432  -1.835   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.234  -0.867   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.797  -1.420   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.600  -0.452   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.162  -1.006   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.035  -0.037   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.796   1.484   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.641   2.037   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.881   3.558   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.318   4.111   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.558   5.633   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.995   6.186   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.360   6.601   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.317   4.526   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.754   3.973   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.952   4.941   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.712   6.462   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.910   7.431   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.275   7.016   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.994   2.452   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.077  -2.527   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.514  -3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.712  -2.112   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.754  -4.601   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -7.827  -3.771   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -6.390  -4.325   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.193  -3.357   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -6.151  -5.846   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   32                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   28                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   27                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   14                                                       
CONECT   28   12   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32    6   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   70    0
END

View in JSmol

Synonyms

Value	Source
(2R,8R)-8-(Acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetic acid	Generator

Chemical Formula

C₂₇H₄₀O₈

Average Mass

492.6090 Da

Monoisotopic Mass

492.27232 Da

IUPAC Name

(2R,8R)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate

Traditional Name

(2R,8R)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](CCCCC[C@H](CC1=CC(OC(C)=O)=CC(OC(C)=O)=C1)OC(C)=O)OC(C)=O

InChI Identifier

InChI=1S/C27H40O8/c1-6-7-9-12-24(32-19(2)28)13-10-8-11-14-25(33-20(3)29)15-23-16-26(34-21(4)30)18-27(17-23)35-22(5)31/h16-18,24-25H,6-15H2,1-5H3/t24-,25-/m1/s1

InChI Key

DKKVGBTWJVMWTR-JWQCQUIFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ononis natrix	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Fatty alcohol ester
Phenol ester
Phenoxy compound
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	5.14	ChemAxon
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	105.2 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	130.22 m³·mol⁻¹	ChemAxon
Polarizability	55.4 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

162845507

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate (NP0304925)

MOL for NP0304925 ((2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate)

3D MOL for NP0304925 ((2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate)

3D SDF for NP0304925 ((2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate)

3D-SDF for NP0304925 ((2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate)

PDB for NP0304925 ((2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate)

3D PDB for NP0304925 ((2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate)

SMILES for NP0304925 ((2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate)

INCHI for NP0304925 ((2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate)

Structure for NP0304925 ((2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate)

3D Structure for NP0304925 ((2r,8r)-8-(acetyloxy)-1-[3,5-bis(acetyloxy)phenyl]tridecan-2-yl acetate)