NP-MRD: Showing NP-Card for (1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate (NP0220321)

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Record Information

Version

2.0

Created at

2022-09-05 21:35:46 UTC

Updated at

2022-09-05 21:35:46 UTC

NP-MRD ID

NP0220321

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

13Alpha-Hydroxyterracinolide G 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)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate is found in Euphorbia dendroides and Euphorbia terracina. Based on a literature review very few articles have been published on 13alpha-Hydroxyterracinolide G.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052223352D          

 53 55  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
    4.3461   -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
    2.3044   -5.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649   -6.1357    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
    1.0224   -3.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0883   -4.4471    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
    1.7837   -0.7036    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
    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
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 35 30  1  6  0  0  0
 21 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 36 42  1  0  0  0  0
 42 43  1  6  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 42 47  1  0  0  0  0
  5 47  1  0  0  0  0
 47 48  1  6  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
M  END


  Mrv1652309052223352D          

 53 55  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
    4.3461   -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
    2.3044   -5.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649   -6.1357    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
    1.0224   -3.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0883   -4.4471    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
    1.7837   -0.7036    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
    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
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 35 30  1  6  0  0  0
 21 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 36 42  1  0  0  0  0
 42 43  1  6  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 42 47  1  0  0  0  0
  5 47  1  0  0  0  0
 47 48  1  6  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220321

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

> <INCHI_IDENTIFIER>
InChI=1S/C36H50O17/c1-17(2)30(43)51-29-25(47-18(3)37)28(49-20(5)39)32(8,9)14-15-33(10,45)31(44)35(46)16-34(11,52-21(6)40)26(48-19(4)38)24(35)27-36(29,53-22(7)41)13-12-23(42)50-27/h14-15,17,24-29,45-46H,12-13,16H2,1-11H3/b15-14+/t24-,25+,26-,27-,28-,29-,33-,34-,35-,36+/m1/s1

> <INCHI_KEY>
IINDQALFBNRRJE-KCYZJMPHSA-N

> <FORMULA>
C36H50O17

> <MOLECULAR_WEIGHT>
754.779

> <EXACT_MASS>
754.30480015

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
103

> <JCHEM_AVERAGE_POLARIZABILITY>
73.42311485347702

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
1.084370110333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.076755975873148

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.315630374527348

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7547247556173184

> <JCHEM_POLAR_SURFACE_AREA>
241.62999999999994

> <JCHEM_REFRACTIVITY>
175.61840000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-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       8.113  -7.241   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.582  -7.408   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.119  -7.890   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.908  -8.913   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.768  -9.948   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.301  -9.478   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.095 -11.453   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.950  -6.004   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.442  -5.690   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.416  -6.839   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.909  -6.525   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.898  -8.301   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       7.090  -4.969   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.314  -3.638   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.984  -4.414   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       3.647  -3.649   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.316  -4.425   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       3.640  -2.109   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.971  -1.334   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.308  -2.098   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       5.903  -0.612   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       4.414  -0.220   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.329  -1.313   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       4.009   1.266   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       7.072  -0.761   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       5.979   0.323   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       6.371   1.812   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       7.857   2.217   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       5.278   2.897   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       3.792   2.492   0.000  0.00  0.00           C+0
HETATM   53  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   47                                                  
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   23   35                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26   30                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   24   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   30   21   36                                                  
CONECT   36   35   37   42                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   36   43   47                                             
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   42    5   48                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  110    0
END

View in JSmol

Synonyms

Value	Source
13a-Hydroxyterracinolide g	Generator
13Α-hydroxyterracinolide g	Generator

Chemical Formula

C₃₆H₅₀O₁₇

Average Mass

754.7790 Da

Monoisotopic Mass

754.30480 Da

IUPAC Name

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

Traditional Name

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

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

InChI Identifier

InChI=1S/C36H50O17/c1-17(2)30(43)51-29-25(47-18(3)37)28(49-20(5)39)32(8,9)14-15-33(10,45)31(44)35(46)16-34(11,52-21(6)40)26(48-19(4)38)24(35)27-36(29,53-22(7)41)13-12-23(42)50-27/h14-15,17,24-29,45-46H,12-13,16H2,1-11H3/b15-14+/t24-,25+,26-,27-,28-,29-,33-,34-,35-,36+/m1/s1

InChI Key

IINDQALFBNRRJE-KCYZJMPHSA-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 dendroides	LOTUS Database	35616633
Euphorbia terracina	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
Acyloin
Oxane
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Oxacycle
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen 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	1.08	ChemAxon
pKa (Strongest Acidic)	12.32	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	241.63 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	175.62 m³·mol⁻¹	ChemAxon
Polarizability	73.42 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

8732420

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10557031

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)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate (NP0220321)

MOL for NP0220321 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate)

3D MOL for NP0220321 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate)

3D SDF for NP0220321 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate)

3D-SDF for NP0220321 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate)

PDB for NP0220321 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate)

3D PDB for NP0220321 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate)

SMILES for NP0220321 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate)

INCHI for NP0220321 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate)

Structure for NP0220321 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate)

3D Structure for NP0220321 ((1r,2r,3r,4r,6r,8r,9e,12s,13s,14r,15s)-3,4,12,13,15-pentakis(acetyloxy)-6,8-dihydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.0²,⁶]nonadec-9-en-14-yl 2-methylpropanoate)