NP-MRD: Showing NP-Card for (5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione (NP0250086)

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Record Information

Version

2.0

Created at

2022-09-07 12:49:47 UTC

Updated at

2024-09-12 20:31:16 UTC

NP-MRD ID

NP0250086

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione

Description

Sarcostolide G belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review very few articles have been published on sarcostolide G.

Structure

MOL SDF PDB SMILES InChI

NP0033882
  Mrv2104 05272322213D          

 52 53  0  0  0  0            999 V2000
    1.2375   -3.2762   -0.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6825   -2.2689   -1.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4102   -1.3379   -1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8938   -1.0766   -1.5481 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1878    0.3048   -0.9370 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9114    0.4071    0.5823 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0260   -0.2733    1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7607    1.8840    1.0055 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8250    2.0491    2.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1537    1.6537    3.3179 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4477    2.6506    1.9406 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5099    1.5668    1.6231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5868    0.7847    0.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5956   -0.2792    0.7428 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2937    0.1353    1.9152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049    1.1544    2.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874    1.6749    3.5720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5067   -0.5798   -0.4772 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3502    0.6400   -0.9890 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3101    1.1993    0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804    0.2877   -2.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6559   -1.1884   -1.6323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8178   -2.3839   -1.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3782   -3.4390   -0.8859 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6523   -3.2760    0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012   -4.2811   -0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2710   -3.0752    0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9344   -0.6847   -2.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4243   -1.8612   -1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3031   -1.0950   -2.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371    0.5612   -1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5876    1.0494   -1.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -0.1261    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8283   -0.2165    2.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1109   -1.3331    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9964    0.1984    1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269    2.3327    1.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551    2.4855    0.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082    3.3801    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489    3.2100    2.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0719    0.8492   -0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0827   -1.2035    1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235   -1.3464   -0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663    1.4482   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8927    0.4010    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7763    1.7511    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0152    1.9116   -0.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419    0.0921   -3.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8065   -0.5930   -2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8374    1.1176   -2.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531   -0.4088   -2.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3057   -1.5769   -2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  3  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23  2  1  0  0  0  0
 16 12  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
  6 33  1  6  0  0  0
  7 34  1  0  0  0  0
  7 35  1  0  0  0  0
  7 36  1  0  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 13 41  1  0  0  0  0
 14 42  1  1  0  0  0
 18 43  1  1  0  0  0
 19 44  1  0  0  0  0
 20 45  1  0  0  0  0
 20 46  1  0  0  0  0
 20 47  1  0  0  0  0
 21 48  1  0  0  0  0
 21 49  1  0  0  0  0
 21 50  1  0  0  0  0
 22 51  1  0  0  0  0
 22 52  1  0  0  0  0
M  END

NP0033882
  Mrv2104 05272322213D          

 52 53  0  0  0  0            999 V2000
    1.2375   -3.2762   -0.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6825   -2.2689   -1.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4102   -1.3379   -1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8938   -1.0766   -1.5481 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1878    0.3048   -0.9370 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9114    0.4071    0.5823 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0260   -0.2733    1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7607    1.8840    1.0055 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8250    2.0491    2.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1537    1.6537    3.3179 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4477    2.6506    1.9406 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5099    1.5668    1.6231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5868    0.7847    0.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5956   -0.2792    0.7428 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2937    0.1353    1.9152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049    1.1544    2.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874    1.6749    3.5720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5067   -0.5798   -0.4772 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3502    0.6400   -0.9890 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3101    1.1993    0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804    0.2877   -2.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6559   -1.1884   -1.6323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8178   -2.3839   -1.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3782   -3.4390   -0.8859 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6523   -3.2760    0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012   -4.2811   -0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2710   -3.0752    0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9344   -0.6847   -2.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4243   -1.8612   -1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3031   -1.0950   -2.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371    0.5612   -1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5876    1.0494   -1.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -0.1261    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8283   -0.2165    2.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1109   -1.3331    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9964    0.1984    1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269    2.3327    1.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551    2.4855    0.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082    3.3801    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489    3.2100    2.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0719    0.8492   -0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0827   -1.2035    1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235   -1.3464   -0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663    1.4482   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8927    0.4010    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7763    1.7511    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0152    1.9116   -0.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419    0.0921   -3.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8065   -0.5930   -2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8374    1.1176   -2.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531   -0.4088   -2.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3057   -1.5769   -2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  3  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23  2  1  0  0  0  0
 16 12  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
  6 33  1  6  0  0  0
  7 34  1  0  0  0  0
  7 35  1  0  0  0  0
  7 36  1  0  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 13 41  1  0  0  0  0
 14 42  1  1  0  0  0
 18 43  1  1  0  0  0
 19 44  1  0  0  0  0
 20 45  1  0  0  0  0
 20 46  1  0  0  0  0
 20 47  1  0  0  0  0
 21 48  1  0  0  0  0
 21 49  1  0  0  0  0
 21 50  1  0  0  0  0
 22 51  1  0  0  0  0
 22 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0250086

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C2C(=O)O[C@@]1([H])[C@]([H])(C([H])([H])C(=O)C(=C([H])C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])C([H])([H])C(=O)C2([H])[H])C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C20H28O4/c1-12(2)17-11-18(22)14(4)7-5-6-13(3)8-16(21)9-15-10-19(17)24-20(15)23/h7,10,12-13,17,19H,5-6,8-9,11H2,1-4H3/b14-7+/t13-,17-,19-/s2

> <INCHI_KEY>
CEQROOCLRKQPND-BYPGZJAQNA-N

> <FORMULA>
C20H28O4

> <MOLECULAR_WEIGHT>
332.44

> <EXACT_MASS>
332.198759382

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.51625860777867

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,12R,13S)-5,9-dimethyl-12-(propan-2-yl)-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione

> <JCHEM_LOGP>
4.382605127333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.01178439377343

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.849202548509423

> <JCHEM_PKA_STRONGEST_BASIC>
-4.594404953631605

> <JCHEM_POLAR_SURFACE_AREA>
60.440000000000005

> <JCHEM_REFRACTIVITY>
94.45609999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5R,12R,13S)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0033882                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       1.238  -3.276  -0.043  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.683  -2.269  -1.015  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.410  -1.338  -1.663  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.894  -1.077  -1.548  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.188   0.305  -0.937  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.911   0.407   0.582  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.026  -0.273   1.386  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.761   1.884   1.006  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.825   2.049   2.199  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.154   1.654   3.318  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.448   2.651   1.941  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.510   1.567   1.623  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.587   0.785   0.548  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.596  -0.279   0.743  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.294   0.135   1.915  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.605   1.154   2.510  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.887   1.675   3.572  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.507  -0.580  -0.477  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.350   0.640  -0.989  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.310   1.199   0.068  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.180   0.288  -2.234  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.656  -1.188  -1.632  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.818  -2.384  -1.189  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.378  -3.439  -0.886  0.00  0.00           O+0
HETATM   25  H   UNK     0       0.652  -3.276   0.884  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.201  -4.281  -0.476  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.271  -3.075   0.246  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.934  -0.685  -2.390  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.424  -1.861  -1.005  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.303  -1.095  -2.566  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.237   0.561  -1.131  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.588   1.049  -1.476  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.985  -0.126   0.814  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.828  -0.217   2.461  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.111  -1.333   1.127  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.996   0.198   1.197  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.727   2.333   1.264  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.355   2.486   0.184  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.508   3.380   1.126  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.149   3.210   2.834  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.072   0.849  -0.303  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.083  -1.204   1.031  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.224  -1.346  -0.149  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.666   1.448  -1.278  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.893   0.401   0.540  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.776   1.751   0.845  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.015   1.912  -0.375  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.542   0.092  -3.101  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.806  -0.593  -2.056  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.837   1.118  -2.518  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.053  -0.409  -2.099  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.306  -1.577  -2.425  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3   23                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5   29   30                                             
CONECT    5    4    6   31   32                                             
CONECT    6    5    7    8   33                                             
CONECT    7    6   34   35   36                                             
CONECT    8    6    9   37   38                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   39   40                                             
CONECT   12   11   13   16                                                  
CONECT   13   12   14   41                                                  
CONECT   14   13   15   18   42                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   12                                                  
CONECT   17   16                                                            
CONECT   18   14   19   22   43                                             
CONECT   19   18   20   21   44                                             
CONECT   20   19   45   46   47                                             
CONECT   21   19   48   49   50                                             
CONECT   22   18   23   51   52                                             
CONECT   23   22   24    2                                                  
CONECT   24   23                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    4                                                            
CONECT   31    5                                                            
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35    7                                                            
CONECT   36    7                                                            
CONECT   37    8                                                            
CONECT   38    8                                                            
CONECT   39   11                                                            
CONECT   40   11                                                            
CONECT   41   13                                                            
CONECT   42   14                                                            
CONECT   43   18                                                            
CONECT   44   19                                                            
CONECT   45   20                                                            
CONECT   46   20                                                            
CONECT   47   20                                                            
CONECT   48   21                                                            
CONECT   49   21                                                            
CONECT   50   21                                                            
CONECT   51   22                                                            
CONECT   52   22                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  106    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₄

Average Mass

332.4400 Da

Monoisotopic Mass

332.19876 Da

IUPAC Name

(5R,12R,13S)-5,9-dimethyl-12-(propan-2-yl)-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione

Traditional Name

(5R,12R,13S)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione

CAS Registry Number

Not Available

SMILES

[H]C1=C2C(=O)O[C@@]1([H])[C@]([H])(C([H])([H])C(=O)C(=C([H])C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])C([H])([H])C(=O)C2([H])[H])C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1/C20H28O4/c1-12(2)17-11-18(22)14(4)7-5-6-13(3)8-16(21)9-15-10-19(17)24-20(15)23/h7,10,12-13,17,19H,5-6,8-9,11H2,1-4H3/b14-7+/t13-,17-,19-/s2

InChI Key

CEQROOCLRKQPND-BYPGZJAQNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpenoid
Diterpene lactone
Fatty alcohol ester
Gamma-keto acid
Fatty acid ester
Fatty acyl
Alpha-branched alpha,beta-unsaturated-ketone
Keto acid
2-furanone
Alpha,beta-unsaturated ketone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enone
Dihydrofuran
Acryloyl-group
Cyclic ketone
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	4.38	ChemAxon
pKa (Strongest Acidic)	8.85	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	60.44 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	94.46 m³·mol⁻¹	ChemAxon
Polarizability	36.52 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00040224

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione (NP0250086)

MOL for NP0250086 ((5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione)

3D MOL for NP0250086 ((5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione)

3D SDF for NP0250086 ((5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione)

3D-SDF for NP0250086 ((5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione)

PDB for NP0250086 ((5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione)

3D PDB for NP0250086 ((5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione)

SMILES for NP0250086 ((5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione)

INCHI for NP0250086 ((5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione)

Structure for NP0250086 ((5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione)

3D Structure for NP0250086 ((5r,8e,12r,13s)-12-isopropyl-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),8-diene-3,10,15-trione)