NP-MRD: Showing NP-Card for (1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate (NP0239302)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 22:52:17 UTC

Updated at

2022-09-06 22:52:18 UTC

NP-MRD ID

NP0239302

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate

Description

(1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate is found in Euphorbia trigona.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072200522D          

 44 48  0  0  1  0            999 V2000
    3.9934   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0960    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7110    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9660    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631    1.4230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8970    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1520    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6670    2.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9770    2.0945    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4619    2.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1263    3.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    4.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3059    3.6019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    1.3099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8842    1.8151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7591    0.6853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    2.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1887    2.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8410    3.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6046    3.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7159    2.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636    1.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7079    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3837    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3837   -0.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1314    0.2880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 10 19  1  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
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 32 37  1  0  0  0  0
 28 38  1  0  0  0  0
 38 39  1  6  0  0  0
  5 39  1  0  0  0  0
 39 40  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  1  0  0  0
 42 43  1  0  0  0  0
 19 44  1  6  0  0  0
 10 44  1  6  0  0  0
M  END

     RDKit          3D

 84 88  0  0  0  0  0  0  0  0999 V2000
   -1.4001    3.3977    2.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082    3.6071    1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9298    4.7949    0.6720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7087    2.6214    0.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3317    2.7582   -1.1453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4740    2.4545   -2.1052 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5165    3.5624   -1.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1359    1.1762   -1.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0477    0.3253   -2.7410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9136    0.8173   -0.6683 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3654    1.1481   -0.5653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8925    0.1232    0.4446 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6729    0.5791    1.8571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0824   -1.0752    0.0961 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9786   -2.0172    1.1289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3120   -3.3315    0.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2375   -4.4055    1.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6978   -3.6535   -0.2815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6880   -0.4955   -0.2484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8122   -1.3664   -1.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114   -1.4702   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0987   -2.4874   -2.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4624   -0.6829   -0.2958 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9612   -1.6692    0.6450 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6397   -1.6204    1.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906   -2.6675    2.8919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1057   -0.6944    2.4067 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5131   -0.1440   -1.1219 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7117   -0.7577   -0.5864 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5281   -1.6118   -1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2244   -1.8838   -2.4356 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013   -2.1703   -0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5401   -3.0427   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6432   -3.5576   -0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9163   -3.2169    0.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0787   -2.3431    1.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9861   -1.8351    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8041    1.2475   -1.4137 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9834    2.3493   -1.5983 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0645    2.4051   -0.5523 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8908    2.3106    0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1305    3.4492   -0.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917    2.8718   -0.9658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2462    0.5459    0.5188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2600    4.0951    2.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7829    2.3820    2.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5883    3.7180    3.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3417    3.9109   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0594    2.5593   -3.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0015    4.5331   -2.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256    3.5815   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3617    3.3908   -2.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5596    2.1362   -0.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9303    0.9880   -1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9559   -0.1074    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9806   -0.0588    2.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518    0.5324    2.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510    1.6433    1.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4381   -1.5370   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2296   -4.6560    2.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5557   -4.1281    2.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8324   -5.3157    1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4002   -2.0468   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300   -3.3024   -2.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9209   -2.9646   -1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762   -2.0646   -3.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399   -0.0189    0.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2286   -2.9039    2.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2247   -2.3108    3.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549   -3.5764    2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4843   -0.6569   -2.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3073   -3.3032   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2614   -4.2381   -1.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7949   -3.6410    1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2921   -2.0647    2.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3022   -1.1418    1.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7200    1.1919   -2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835    2.9236   -2.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601    3.3537    1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1335    1.6927    1.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8706    1.9178    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9264    3.9553   -1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632    4.2426   -0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8797    2.9446   -0.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10 44  1  1
 19 44  1  1
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 28 38  1  0
 38 39  1  0
 39  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
 39 40  1  0
 40 41  1  1
 40 42  1  0
 42 43  1  0
 19 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 14 12  1  0
 19 10  1  0
 37 32  1  0
 40 38  1  0
  8 10  1  0
 13 56  1  0
 13 57  1  0
 13 58  1  0
 12 55  1  6
 11 53  1  0
 11 54  1  0
 20 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  1
 26 68  1  0
 26 69  1  0
 26 70  1  0
 28 71  1  6
 33 72  1  0
 34 73  1  0
 35 74  1  0
 36 75  1  0
 37 76  1  0
 38 77  1  6
 39 78  1  6
  5 48  1  1
  1 45  1  0
  1 46  1  0
  1 47  1  0
  6 49  1  6
  7 50  1  0
  7 51  1  0
  7 52  1  0
 41 79  1  0
 41 80  1  0
 41 81  1  0
 42 82  1  0
 42 83  1  0
 43 84  1  0
 14 59  1  6
 17 60  1  0
 17 61  1  0
 17 62  1  0
M  END


  Mrv1652309072200522D          

 44 48  0  0  1  0            999 V2000
    3.9934   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0960    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7110    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9660    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631    1.4230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8970    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1520    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6670    2.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9770    2.0945    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4619    2.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1263    3.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    4.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3059    3.6019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    1.3099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8842    1.8151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7591    0.6853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    2.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1887    2.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8410    3.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6046    3.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7159    2.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636    1.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7079    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3837    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3837   -0.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1314    0.2880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 10 19  1  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
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 32 37  1  0  0  0  0
 28 38  1  0  0  0  0
 38 39  1  6  0  0  0
  5 39  1  0  0  0  0
 39 40  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  1  0  0  0
 42 43  1  0  0  0  0
 19 44  1  6  0  0  0
 10 44  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0239302

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@]23O[C@@]2(\C=C(C)\[C@@H](OC(C)=O)[C@H](OC(=O)C2=CC=CC=C2)[C@H]2[C@@H]([C@H](OC(C)=O)[C@H](C)C3=O)[C@]2(C)CO)[C@H]1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H40O11/c1-16-13-33-29(42-21(6)37)17(2)14-32(33,44-33)28(38)18(3)26(41-20(5)36)23-24(31(23,7)15-34)27(25(16)40-19(4)35)43-30(39)22-11-9-8-10-12-22/h8-13,17-18,23-27,29,34H,14-15H2,1-7H3/b16-13+/t17-,18-,23-,24?,25+,26+,27+,29-,31-,32-,33-/m0/s1

> <INCHI_KEY>
HQNSYEBVSCFDMN-GATMYLJCSA-N

> <FORMULA>
C33H40O11

> <MOLECULAR_WEIGHT>
612.672

> <EXACT_MASS>
612.257062108

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
62.044820319573546

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,4S,5R,6S,7S,8R,9R,10E,12S,13S,14S)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0^{1,12}.0^{5,7}]hexadec-10-en-8-yl benzoate

> <JCHEM_LOGP>
3.057363466999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.200625917792973

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.05236576149316

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7589120579095736

> <JCHEM_POLAR_SURFACE_AREA>
155.03000000000003

> <JCHEM_REFRACTIVITY>
153.25190000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,4S,5R,6S,7S,8R,9R,10E,12S,13S,14S)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0^{1,12}.0^{5,7}]hexadec-10-en-8-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       7.454  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.454  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.788  -2.310   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.453  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.250   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.790   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.179   3.481   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.327   3.801   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.803   5.265   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.358   2.656   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.541   2.445   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.017   3.910   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.112   5.156   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.557   3.910   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.462   5.156   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.836   6.563   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.741   7.808   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.304   6.724   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.033   2.445   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.250   3.388   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.676   2.805   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.884   1.279   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       9.893   3.748   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.686   5.274   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.903   6.217   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.329   5.634   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.536   4.108   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      11.319   3.165   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.788   0.770   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.050   1.653   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.050  -0.113   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      11.445   0.538   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       3.453   0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   39                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   19   44                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   10   20   44                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   23   29   38                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   32                                                       
CONECT   38   28   39   40                                                  
CONECT   39   38    5   40                                                  
CONECT   40   39   38   41   42                                             
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42                                                            
CONECT   44   19   10                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₀O₁₁

Average Mass

612.6720 Da

Monoisotopic Mass

612.25706 Da

IUPAC Name

(1R,3S,4S,5R,6S,7S,8R,9R,10E,12S,13S,14S)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0^{1,12}.0^{5,7}]hexadec-10-en-8-yl benzoate

Traditional Name

(1R,3S,4S,5R,6S,7S,8R,9R,10E,12S,13S,14S)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0^{1,12}.0^{5,7}]hexadec-10-en-8-yl benzoate

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@]23O[C@@]2(\C=C(C)\[C@@H](OC(C)=O)[C@H](OC(=O)C2=CC=CC=C2)[C@H]2[C@@H]([C@H](OC(C)=O)[C@H](C)C3=O)[C@]2(C)CO)[C@H]1OC(C)=O

InChI Identifier

InChI=1S/C33H40O11/c1-16-13-33-29(42-21(6)37)17(2)14-32(33,44-33)28(38)18(3)26(41-20(5)36)23-24(31(23,7)15-34)27(25(16)40-19(4)35)43-30(39)22-11-9-8-10-12-22/h8-13,17-18,23-27,29,34H,14-15H2,1-7H3/b16-13+/t17-,18-,23-,24?,25+,26+,27+,29-,31-,32-,33-/m0/s1

InChI Key

HQNSYEBVSCFDMN-GATMYLJCSA-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
Euphorbia trigona	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	3.06	ChemAxon
pKa (Strongest Acidic)	15.05	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	155.03 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	153.25 m³·mol⁻¹	ChemAxon
Polarizability	62.04 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate (NP0239302)

MOL for NP0239302 ((1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate)

3D MOL for NP0239302 ((1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate)

3D SDF for NP0239302 ((1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate)

3D-SDF for NP0239302 ((1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate)

PDB for NP0239302 ((1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate)

3D PDB for NP0239302 ((1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate)

SMILES for NP0239302 ((1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate)

INCHI for NP0239302 ((1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate)

Structure for NP0239302 ((1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate)

3D Structure for NP0239302 ((1r,3s,4s,5r,6s,7s,8r,9r,10e,12s,13s,14s)-4,9,13-tris(acetyloxy)-6-(hydroxymethyl)-3,6,10,14-tetramethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-8-yl benzoate)