NP-MRD: Showing NP-Card for 14,15-dinor-13-oxo-8(17)-labden-19-oic acid (NP0038505)

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Record Information

Version

2.0

Created at

2021-06-20 21:10:31 UTC

Updated at

2021-06-30 00:11:19 UTC

NP-MRD ID

NP0038505

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14,15-dinor-13-oxo-8(17)-labden-19-oic acid

Provided By

JEOL Database JEOL Logo

Description

14,15-Dinor-13-oxolabd-8(20)-en-19-oic acid belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 14,15-dinor-13-oxo-8(17)-labden-19-oic acid is found in Cretan propolis and Platycladus orientalis. 14,15-dinor-13-oxo-8(17)-labden-19-oic acid was first documented in 2009 (Popova, M. P., et al.). Based on a literature review very few articles have been published on 14,15-Dinor-13-oxolabd-8(20)-en-19-oic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123103D          

 49 50  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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  Mrv1652306202123103D          

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  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
 12 11  1  0  0  0  0
  8  9  2  0  0  0  0
 12 13  1  0  0  0  0
  8 10  1  0  0  0  0
 11  6  1  0  0  0  0
 19 21  2  0  0  0  0
  6  5  1  0  0  0  0
 19 20  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  2  3  0  0  0
 16 42  1  6  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 17 43  1  0  0  0  0
 17 44  1  0  0  0  0
  5 28  1  6  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
 10 32  1  0  0  0  0
 20 47  1  0  0  0  0
 20 48  1  0  0  0  0
 20 49  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038505

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O3/c1-12-6-9-15-17(3,14(12)8-7-13(2)19)10-5-11-18(15,4)16(20)21/h14-15H,1,5-11H2,2-4H3,(H,20,21)/t14-,15+,17+,18-/m0/s1

> <INCHI_KEY>
WJXLWXJYJCBHME-IDCNUPLLSA-N

> <FORMULA>
C18H28O3

> <MOLECULAR_WEIGHT>
292.419

> <EXACT_MASS>
292.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
33.256141233544604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-(3-oxobutyl)-decahydronaphthalene-1-carboxylic acid

> <ALOGPS_LOGP>
3.68

> <JCHEM_LOGP>
3.8705810146666666

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.54994537743316

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.758083373944706

> <JCHEM_PKA_STRONGEST_BASIC>
-7.271349649420566

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
82.6122

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-(3-oxobutyl)-hexahydro-2H-naphthalene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 49 50  0  0  0  0  0  0  0  0999 V2000
   -1.1894   -2.4849    1.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5771   -1.6138    0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8479   -1.6570   -0.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418   -0.3306   -0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473    0.8698   -0.5983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9616    2.2399   -1.2463 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9758    2.1380   -2.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3799    2.6843   -0.8766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3828    1.9880   -0.8714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    3.9964   -0.6029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123    3.2952   -0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770    3.3995    0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    2.0561    1.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2537    0.9146    0.9584 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5243    1.1832    1.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769   -0.4856    1.3780 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8731   -0.5520    2.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162   -1.7303    3.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -1.5645    2.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0899   -2.7740    2.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813   -0.5043    2.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696   -3.2389    1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0630   -2.4727    2.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -2.4699   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0899   -1.8601   -1.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5575   -0.3895   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4473   -0.2255   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4289    0.6410   -1.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365    1.7234   -3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    3.1261   -3.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974    1.5127   -3.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4607    4.1074   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0582    3.0347   -1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581    4.2868   -1.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1912    4.1148    0.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4964    3.8109    1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9030    2.2141    2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477    1.7667    0.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9620    2.1630    1.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3064    0.4388    1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2957    1.1708    2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2733   -0.6157    0.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079    0.3632    3.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204   -0.6106    3.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -1.8124    4.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3922   -2.6746    2.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0477   -2.5395    2.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6209   -3.5971    2.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2685   -3.0615    3.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  1
  6  7  1  0
 16  2  1  0
 16 17  1  0
 19 18  1  0
 18 17  1  0
 14  5  1  0
  6  8  1  1
 14 16  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
 12 11  1  0
  8  9  2  0
 12 13  1  0
  8 10  1  0
 11  6  1  0
 19 21  2  0
  6  5  1  0
 19 20  1  0
 14 13  1  0
  2  1  2  3
 16 42  1  6
 18 45  1  0
 18 46  1  0
 17 43  1  0
 17 44  1  0
  5 28  1  6
  4 26  1  0
  4 27  1  0
  3 24  1  0
  3 25  1  0
 12 35  1  0
 12 36  1  0
 11 33  1  0
 11 34  1  0
 13 37  1  0
 13 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
 10 32  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
  1 22  1  0
  1 23  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.189  -2.485   1.788  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.577  -1.614   0.968  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.848  -1.657  -0.515  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.442  -0.331  -0.988  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.547   0.870  -0.598  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.962   2.240  -1.246  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.976   2.138  -2.790  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.380   2.684  -0.877  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.383   1.988  -0.871  0.00  0.00           O+0
HETATM   10  O   UNK     0      -2.503   3.996  -0.603  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.112   3.295  -0.879  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.377   3.400   0.617  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.767   2.056   1.224  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.254   0.915   0.958  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.524   1.183   1.801  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.377  -0.486   1.378  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.873  -0.552   2.851  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.816  -1.730   3.132  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.193  -1.565   2.509  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.090  -2.774   2.550  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.581  -0.504   2.020  0.00  0.00           O+0
HETATM   22  H   UNK     0      -1.870  -3.239   1.401  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.063  -2.473   2.865  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.536  -2.470  -0.778  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.090  -1.860  -1.047  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.558  -0.390  -2.075  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.447  -0.226  -0.569  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.429   0.641  -1.060  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.037   1.723  -3.172  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.114   3.126  -3.246  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.797   1.513  -3.156  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.461   4.107  -0.425  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.058   3.035  -1.374  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.158   4.287  -1.263  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.191   4.115   0.785  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.496   3.811   1.133  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.903   2.214   2.300  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.748   1.767   0.824  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.962   2.163   1.601  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.306   0.439   1.628  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.296   1.171   2.872  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.273  -0.616   0.754  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.408   0.363   3.119  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.020  -0.611   3.537  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.967  -1.812   4.215  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.392  -2.675   2.780  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.048  -2.539   2.077  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.621  -3.597   2.005  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.269  -3.062   3.589  0.00  0.00           H+0
CONECT    1    2   22   23                                                  
CONECT    2   16    3    1                                                  
CONECT    3    4    2   24   25                                             
CONECT    4    5    3   26   27                                             
CONECT    5   14    4    6   28                                             
CONECT    6    7    8   11    5                                             
CONECT    7    6   29   30   31                                             
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   32                                                       
CONECT   11   12    6   33   34                                             
CONECT   12   11   13   35   36                                             
CONECT   13   12   14   37   38                                             
CONECT   14   15    5   16   13                                             
CONECT   15   14   39   40   41                                             
CONECT   16    2   17   14   42                                             
CONECT   17   16   18   43   44                                             
CONECT   18   19   17   45   46                                             
CONECT   19   18   21   20                                                  
CONECT   20   19   47   48   49                                             
CONECT   21   19                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    7                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   11                                                            
CONECT   35   12                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   13                                                            
CONECT   39   15                                                            
CONECT   40   15                                                            
CONECT   41   15                                                            
CONECT   42   16                                                            
CONECT   43   17                                                            
CONECT   44   17                                                            
CONECT   45   18                                                            
CONECT   46   18                                                            
CONECT   47   20                                                            
CONECT   48   20                                                            
CONECT   49   20                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  100    0
END

RDKit          3D

49 50  0  0  0  0  0  0  0  0999 V2000
   -1.1894   -2.4849    1.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5771   -1.6138    0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8479   -1.6570   -0.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418   -0.3306   -0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473    0.8698   -0.5983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9616    2.2399   -1.2463 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9758    2.1380   -2.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3799    2.6843   -0.8766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3828    1.9880   -0.8714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    3.9964   -0.6029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123    3.2952   -0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770    3.3995    0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    2.0561    1.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2537    0.9146    0.9584 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5243    1.1832    1.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769   -0.4856    1.3780 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8731   -0.5520    2.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162   -1.7303    3.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -1.5645    2.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0899   -2.7740    2.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813   -0.5043    2.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696   -3.2389    1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0630   -2.4727    2.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -2.4699   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0899   -1.8601   -1.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5575   -0.3895   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4473   -0.2255   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4289    0.6410   -1.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365    1.7234   -3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    3.1261   -3.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974    1.5127   -3.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4607    4.1074   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0582    3.0347   -1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581    4.2868   -1.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1912    4.1148    0.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4964    3.8109    1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9030    2.2141    2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477    1.7667    0.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9620    2.1630    1.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3064    0.4388    1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2957    1.1708    2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2733   -0.6157    0.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079    0.3632    3.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204   -0.6106    3.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -1.8124    4.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3922   -2.6746    2.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0477   -2.5395    2.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6209   -3.5971    2.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2685   -3.0615    3.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  1
  6  7  1  0
 16  2  1  0
 16 17  1  0
 19 18  1  0
 18 17  1  0
 14  5  1  0
  6  8  1  1
 14 16  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
 12 11  1  0
  8  9  2  0
 12 13  1  0
  8 10  1  0
 11  6  1  0
 19 21  2  0
  6  5  1  0
 19 20  1  0
 14 13  1  0
  2  1  2  3
 16 42  1  6
 18 45  1  0
 18 46  1  0
 17 43  1  0
 17 44  1  0
  5 28  1  6
  4 26  1  0
  4 27  1  0
  3 24  1  0
  3 25  1  0
 12 35  1  0
 12 36  1  0
 11 33  1  0
 11 34  1  0
 13 37  1  0
 13 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
 10 32  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
  1 22  1  0
  1 23  1  0
M  END

View in JSmol

Synonyms

Value	Source
14,15-Dinor-13-oxolabd-8(20)-en-19-Oate	Generator

Chemical Formula

C₁₈H₂₈O₃

Average Mass

292.4190 Da

Monoisotopic Mass

292.20384 Da

IUPAC Name

(1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-(3-oxobutyl)-decahydronaphthalene-1-carboxylic acid

Traditional Name

(1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-(3-oxobutyl)-hexahydro-2H-naphthalene-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H28O3/c1-12-6-9-15-17(3,14(12)8-7-13(2)19)10-5-11-18(15,4)16(20)21/h14-15H,1,5-11H2,2-4H3,(H,20,21)/t14-,15+,17+,18-/m0/s1

InChI Key

WJXLWXJYJCBHME-IDCNUPLLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cretan propolis	JEOL database	Popova, M. P., et al, Phytochemistry 70, 1262(2009)
Platycladus orientalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Megastigmane sesquiterpenoid
Sesquiterpenoid
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	3.68	ALOGPS
logP	3.87	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.76	ChemAxon
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.61 m³·mol⁻¹	ChemAxon
Polarizability	33.26 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

Not Available

Chemspider ID

10269524

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21635785

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Popova, M. P., et al. (2009). Popova, M. P., et al, Phytochemistry 70, 1262(2009). Phytochem..

Showing NP-Card for 14,15-dinor-13-oxo-8(17)-labden-19-oic acid (NP0038505)

MOL for NP0038505 (14,15-dinor-13-oxo-8(17)-labden-19-oic acid)

3D MOL for NP0038505 (14,15-dinor-13-oxo-8(17)-labden-19-oic acid)

3D SDF for NP0038505 (14,15-dinor-13-oxo-8(17)-labden-19-oic acid)

3D-SDF for NP0038505 (14,15-dinor-13-oxo-8(17)-labden-19-oic acid)

PDB for NP0038505 (14,15-dinor-13-oxo-8(17)-labden-19-oic acid)

3D PDB for NP0038505 (14,15-dinor-13-oxo-8(17)-labden-19-oic acid)

SMILES for NP0038505 (14,15-dinor-13-oxo-8(17)-labden-19-oic acid)

INCHI for NP0038505 (14,15-dinor-13-oxo-8(17)-labden-19-oic acid)

Structure for NP0038505 (14,15-dinor-13-oxo-8(17)-labden-19-oic acid)

3D Structure for NP0038505 (14,15-dinor-13-oxo-8(17)-labden-19-oic acid)