NP-MRD: Showing NP-Card for (1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate (NP0231006)

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Record Information

Version

2.0

Created at

2022-09-06 11:39:50 UTC

Updated at

2022-09-06 11:39:50 UTC

NP-MRD ID

NP0231006

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate

Description

(1R,2R,3R,4R,6R,8R,9E,12S,13S,14R,15S)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-15-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]Nonadec-9-en-14-yl 2-methylpropanoate belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. (1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate is found in Euphorbia dendroides. Based on a literature review very few articles have been published on (1R,2R,3R,4R,6R,8R,9E,12S,13S,14R,15S)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-15-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]Nonadec-9-en-14-yl 2-methylpropanoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062213392D          

 58 60  0  0  1  0            999 V2000
    5.6634    1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656    1.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6488    2.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846    0.8036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5015    0.0076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3265    0.0111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5367    0.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3327    1.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5429    1.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9185    0.4447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0426   -0.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3216    0.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8557   -0.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0461   -1.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4615   -1.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0520   -2.6524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1986   -3.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8651   -2.7923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392   -3.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561   -3.8639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5143   -3.0713    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0361   -3.7103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7436   -4.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -5.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9293   -4.6141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -3.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5260   -3.9686    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7424   -4.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7008   -4.7749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0900   -5.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649   -6.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3044   -5.0777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1873   -3.2163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3796   -3.0482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8301   -3.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0883   -4.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0224   -3.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7981   -2.6618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3826   -1.9490    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6699   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9537   -1.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2409   -2.3704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -1.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6630   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -1.1240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1624   -0.3280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478    0.6782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837   -0.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7439   -1.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9859   -0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7887   -0.4078    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2029    0.1731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4132    0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2092    1.1877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8274    1.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0314    1.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376    2.3496    0.0000 C   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  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  1  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 38 33  1  6  0  0  0
 21 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  1  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 39 45  1  0  0  0  0
 45 46  1  6  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 45 52  1  0  0  0  0
  5 52  1  0  0  0  0
 52 53  1  6  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  1  0  0  0  0
M  END


  Mrv1652309062213392D          

 58 60  0  0  1  0            999 V2000
    5.6634    1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656    1.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6488    2.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846    0.8036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5015    0.0076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3265    0.0111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5367    0.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3327    1.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5429    1.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9185    0.4447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0426   -0.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3216    0.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8557   -0.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0461   -1.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4615   -1.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0520   -2.6524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1986   -3.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8651   -2.7923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392   -3.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561   -3.8639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5143   -3.0713    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0361   -3.7103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7436   -4.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -5.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9293   -4.6141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -3.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5260   -3.9686    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7424   -4.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7008   -4.7749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0900   -5.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649   -6.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3044   -5.0777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1873   -3.2163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3796   -3.0482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8301   -3.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0883   -4.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0224   -3.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7981   -2.6618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3826   -1.9490    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6699   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9537   -1.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2409   -2.3704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -1.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6630   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -1.1240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1624   -0.3280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478    0.6782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837   -0.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7439   -1.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9859   -0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7887   -0.4078    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2029    0.1731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4132    0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2092    1.1877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8274    1.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0314    1.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376    2.3496    0.0000 C   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  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  1  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 38 33  1  6  0  0  0
 21 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  1  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 39 45  1  0  0  0  0
 45 46  1  6  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 45 52  1  0  0  0  0
  5 52  1  0  0  0  0
 52 53  1  6  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0231006

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O18/c1-19(2)33(47)55-32-28(51-21(5)41)31(53-23(7)43)36(10,11)16-17-37(12,50)35(49)40(57-25(9)45)18-38(13,56-24(8)44)29(52-22(6)42)27(40)30-39(32,15-14-26(46)54-30)58-34(48)20(3)4/h16-17,19-20,27-32,50H,14-15,18H2,1-13H3/b17-16+/t27-,28+,29-,30-,31-,32-,37-,38-,39+,40-/m1/s1

> <INCHI_KEY>
NLKLNCLRGZZEFY-HAGJVXNVSA-N

> <FORMULA>
C40H56O18

> <MOLECULAR_WEIGHT>
824.87

> <EXACT_MASS>
824.346664963

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
114

> <JCHEM_AVERAGE_POLARIZABILITY>
81.18498814875258

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3R,4R,6R,8R,9E,12S,13S,14R,15S)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0^{2,6}]nonadec-9-en-15-yl 2-methylpropanoate

> <JCHEM_LOGP>
2.769017646000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.813145323782553

> <JCHEM_PKA_STRONGEST_BASIC>
-3.755330235377511

> <JCHEM_POLAR_SURFACE_AREA>
247.69999999999996

> <JCHEM_REFRACTIVITY>
193.9713000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3R,4R,6R,8R,9E,12S,13S,14R,15S)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0^{2,6}]nonadec-9-en-15-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      10.572   2.201   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.082   2.594   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.678   4.079   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.998   1.500   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.403   0.014   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.943   0.021   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.335   1.510   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.821   1.915   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.213   3.404   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.914   0.830   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.280  -0.744   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.800   0.705   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.797  -1.005   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.286  -2.284   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.062  -3.614   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.297  -4.951   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.571  -6.467   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.815  -5.212   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.967  -5.727   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.371  -7.213   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.427  -5.733   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.401  -6.926   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.855  -8.366   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.829  -9.559   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.335  -8.613   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.113  -7.241   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.582  -7.408   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.119  -7.890   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.908  -8.913   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.768  -9.948   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.095 -11.453   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.301  -9.478   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.950  -6.004   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.442  -5.690   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       3.416  -6.839   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.898  -8.301   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.909  -6.525   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       7.090  -4.969   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.314  -3.638   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       4.984  -4.414   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.647  -3.649   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       2.316  -4.425   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       3.640  -2.109   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.971  -1.334   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.308  -2.098   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       5.903  -0.612   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       4.414  -0.220   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       4.009   1.266   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       3.329  -1.313   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       3.255  -2.852   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       1.840  -0.921   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       7.072  -0.761   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       5.979   0.323   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       6.371   1.812   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       7.857   2.217   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       5.278   2.897   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       3.792   2.492   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       5.670   4.386   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   52                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26   38                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21   27                                                       
CONECT   27   26   28   29   33                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   27   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   33   21   39                                                  
CONECT   39   38   40   45                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   39   46   52                                             
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   45    5   53                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,3R,4R,6R,8R,9E,12S,13S,14R,15S)-3,4,6,12,13-Pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-15-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0,]nonadec-9-en-14-yl 2-methylpropanoic acid	Generator

Chemical Formula

C₄₀H₅₆O₁₈

Average Mass

824.8700 Da

Monoisotopic Mass

824.34666 Da

IUPAC Name

(1R,2R,3R,4R,6R,8R,9E,12S,13S,14R,15S)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0^{2,6}]nonadec-9-en-15-yl 2-methylpropanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)C(=O)O[C@@H]1[C@@H](OC(C)=O)[C@@H](OC(C)=O)C(C)(C)\C=C\[C@@](C)(O)C(=O)[C@]2(C[C@@](C)(OC(C)=O)[C@H](OC(C)=O)[C@@H]2[C@H]2OC(=O)CC[C@@]12OC(=O)C(C)C)OC(C)=O

InChI Identifier

InChI=1S/C40H56O18/c1-19(2)33(47)55-32-28(51-21(5)41)31(53-23(7)43)36(10,11)16-17-37(12,50)35(49)40(57-25(9)45)18-38(13,56-24(8)44)29(52-22(6)42)27(40)30-39(32,15-14-26(46)54-30)58-34(48)20(3)4/h16-17,19-20,27-32,50H,14-15,18H2,1-13H3/b17-16+/t27-,28+,29-,30-,31-,32-,37-,38-,39+,40-/m1/s1

InChI Key

NLKLNCLRGZZEFY-HAGJVXNVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Euphorbia dendroides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta valerolactone
Delta_valerolactone
Alpha-acyloxy ketone
Oxane
Acyloin
Tertiary alcohol
Ketone
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	2.77	ChemAxon
pKa (Strongest Acidic)	12.81	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	247.7 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	193.97 m³·mol⁻¹	ChemAxon
Polarizability	81.18 Å³	ChemAxon
Number of Rings	3	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

163018654

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate (NP0231006)

MOL for NP0231006 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate)

3D MOL for NP0231006 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate)

3D SDF for NP0231006 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate)

3D-SDF for NP0231006 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate)

PDB for NP0231006 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate)

3D PDB for NP0231006 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate)

SMILES for NP0231006 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate)

INCHI for NP0231006 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate)

Structure for NP0231006 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate)

3D Structure for NP0231006 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,6,12,13-pentakis(acetyloxy)-8-hydroxy-4,8,11,11-tetramethyl-14-[(2-methylpropanoyl)oxy]-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-15-yl 2-methylpropanoate)