NP-MRD: Showing NP-Card for 2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate (NP0292845)

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Record Information

Version

2.0

Created at

2022-09-10 00:34:35 UTC

Updated at

2022-09-10 00:34:35 UTC

NP-MRD ID

NP0292845

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate

Description

2,12,14,16-Tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]Heptadec-8-en-11-yl butanoate belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. 2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate is found in Briareum excavatum. 2,12,14,16-Tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]Heptadec-8-en-11-yl butanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171505582D          

 46 48  0  0  0  0            999 V2000
    1.0198   -2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7342   -1.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4487   -2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -1.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8696   -0.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8776   -2.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -1.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -1.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8776   -0.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8776    0.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921    0.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636    1.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5841    1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9966    2.1817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0175    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6341    1.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7043    0.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0603   -0.1740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3685    0.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165    0.9058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1632   -1.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
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  7 37  1  0  0  0  0
 37 38  1  0  0  0  0
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 42 43  1  0  0  0  0
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  9 46  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1533004171505582D          

 46 48  0  0  0  0            999 V2000
    1.0198   -2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7342   -1.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4487   -2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -1.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8696   -0.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8776   -2.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -1.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -1.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8776   -0.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8776    0.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921    0.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636    1.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5841    1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9966    2.1817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0175    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6341    1.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7043    0.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3066    0.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0603   -0.1740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3066   -0.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1136   -0.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685    0.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165    0.9058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1755    0.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0211   -1.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7355   -0.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7355    0.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4500   -1.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4500   -1.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7355   -2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7355   -3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4500   -3.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1645   -3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4500   -4.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0211   -1.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0211   -2.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3066   -2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3066   -3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -3.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -4.3760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8776   -3.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1645   -0.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789   -1.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5934   -0.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789   -1.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -1.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 30 35  1  0  0  0  0
 25 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
  7 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 28 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
  9 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0292845

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)OC1CC(C)=CC2OC(=O)C(C)(O)C2(O)C(OC(C)=O)C2C(C)C(CC(OC(C)=O)C2(C)C1OC(C)=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H46O14/c1-10-11-25(37)45-22-12-15(2)13-24-32(40,31(9,39)29(38)46-24)28(44-20(7)36)26-16(3)21(41-17(4)33)14-23(42-18(5)34)30(26,8)27(22)43-19(6)35/h13,16,21-24,26-28,39-40H,10-12,14H2,1-9H3

> <INCHI_KEY>
ZMCCPUROUUVSBW-UHFFFAOYSA-N

> <FORMULA>
C32H46O14

> <MOLECULAR_WEIGHT>
654.706

> <EXACT_MASS>
654.288756161

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
66.48671530730773

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate

> <ALOGPS_LOGP>
2.10

> <JCHEM_LOGP>
1.0644678783333321

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.501428055759824

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.1373357333308

> <JCHEM_PKA_STRONGEST_BASIC>
-4.305743712735306

> <JCHEM_POLAR_SURFACE_AREA>
198.25999999999996

> <JCHEM_REFRACTIVITY>
155.25050000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       1.904  -4.319   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.237  -3.549   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.571  -4.319   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.905  -3.549   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.357  -1.653   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       7.238  -4.319   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.572  -3.549   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.572  -2.009   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.238  -1.239   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.238   0.301   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.572   1.071   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.892   2.578   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.424   2.739   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.194   4.072   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.233   1.213   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.384   2.102   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.515   0.856   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.906   0.301   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.312  -0.325   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.906  -1.239   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.412  -0.918   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      11.888   0.546   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.857   1.691   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      13.394   0.866   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.239  -2.009   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.573  -1.239   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.573   0.301   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.907  -2.009   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.907  -3.549   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.573  -4.319   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      12.573  -5.859   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      13.907  -6.629   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      15.240  -5.859   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      13.907  -8.169   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.239  -3.549   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.239  -5.089   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.906  -4.319   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       9.906  -5.859   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       8.572  -6.629   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       8.572  -8.169   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       7.238  -5.859   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      15.240  -1.239   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      16.574  -2.009   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      17.908  -1.239   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      16.574  -3.549   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.905  -2.009   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   37                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   46                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   11   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26   35                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   42                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   30   25   36   37                                             
CONECT   36   35                                                            
CONECT   37   35    7   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   28   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46    9                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   96    0
END

View in JSmol

Synonyms

Value	Source
2,12,14,16-Tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0,]heptadec-8-en-11-yl butanoic acid	Generator
2,12,14,16-Tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoic acid	Generator

Chemical Formula

C₃₂H₄₆O₁₄

Average Mass

654.7060 Da

Monoisotopic Mass

654.28876 Da

IUPAC Name

2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate

Traditional Name

2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate

CAS Registry Number

Not Available

SMILES

CCCC(=O)OC1CC(C)=CC2OC(=O)C(C)(O)C2(O)C(OC(C)=O)C2C(C)C(CC(OC(C)=O)C2(C)C1OC(C)=O)OC(C)=O

InChI Identifier

InChI=1S/C32H46O14/c1-10-11-25(37)45-22-12-15(2)13-24-32(40,31(9,39)29(38)46-24)28(44-20(7)36)26-16(3)21(41-17(4)33)14-23(42-18(5)34)30(26,8)27(22)43-19(6)35/h13,16,21-24,26-28,39-40H,10-12,14H2,1-9H3

InChI Key

ZMCCPUROUUVSBW-UHFFFAOYSA-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
Briareum excavatum	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Diterpene lactone
Diterpenoid
Hexacarboxylic acid or derivatives
Briarane diterpenoid
Fatty acid ester
Gamma butyrolactone
Fatty acyl
Tetrahydrofuran
Tertiary alcohol
1,2-diol
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
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	2.1	ALOGPS
logP	1.06	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	11.14	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	198.26 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	155.25 m³·mol⁻¹	ChemAxon
Polarizability	66.49 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

72788709

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate (NP0292845)

MOL for NP0292845 (2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate)

3D MOL for NP0292845 (2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate)

3D SDF for NP0292845 (2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate)

3D-SDF for NP0292845 (2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate)

PDB for NP0292845 (2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate)

3D PDB for NP0292845 (2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate)

SMILES for NP0292845 (2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate)

INCHI for NP0292845 (2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate)

Structure for NP0292845 (2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate)

3D Structure for NP0292845 (2,12,14,16-tetrakis(acetyloxy)-3,4-dihydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-8-en-11-yl butanoate)