NP-MRD: Showing NP-Card for taepeenin A (NP0028556)

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Record Information

Version

2.0

Created at

2021-06-19 20:24:53 UTC

Updated at

2021-06-29 23:55:25 UTC

NP-MRD ID

NP0028556

Secondary Accession Numbers

None

Natural Product Identification

Common Name

taepeenin A

Provided By

JEOL Database JEOL Logo

Description

taepeenin A is found in Caesalpinia crista. taepeenin A was first documented in 2005 (Cheenpracha, S., et al.). Based on a literature review very few articles have been published on Taepeenin A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122243D          

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     RDKit          3D

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  7  5  1  0  0  0  0
 10 12  1  0  0  0  0
 24 23  1  0  0  0  0
 18 17  1  0  0  0  0
 17 16  2  0  0  0  0
 16 15  1  0  0  0  0
 15 14  1  0  0  0  0
 23 22  1  0  0  0  0
 24 50  1  1  0  0  0
 22 21  1  0  0  0  0
  5  3  1  6  0  0  0
  5 24  1  0  0  0  0
 19 20  1  0  0  0  0
 10  9  1  0  0  0  0
  5  6  1  0  0  0  0
 12 21  2  0  0  0  0
 10 11  1  6  0  0  0
 10 24  1  0  0  0  0
  3  2  1  0  0  0  0
 21 19  1  0  0  0  0
  2  1  1  0  0  0  0
 19 18  2  0  0  0  0
  3  4  2  0  0  0  0
  8 33  1  0  0  0  0
  8 34  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
 22 46  1  0  0  0  0
 22 47  1  0  0  0  0
 13 40  1  0  0  0  0
 17 42  1  0  0  0  0
 16 41  1  0  0  0  0
 20 43  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
  6 28  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 11 39  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
M  END
> <DATABASE_ID>
NP0028556

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C2=C(C3=C(C([H])=C2O1)[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@](C(=O)OC([H])([H])[H])(C([H])([H])[H])[C@]1([H])C([H])([H])C3([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O3/c1-13-14-6-7-18-20(2,9-5-10-21(18,3)19(22)23-4)16(14)12-17-15(13)8-11-24-17/h8,11-12,18H,5-7,9-10H2,1-4H3/t18-,20-,21-/m1/s1

> <INCHI_KEY>
ZWGUMZQPAPPDMV-HMXCVIKNSA-N

> <FORMULA>
C21H26O3

> <MOLECULAR_WEIGHT>
326.436

> <EXACT_MASS>
326.188194697

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.52045267366479

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S,6R,7R)-2,6,11-trimethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(10),11,13,16-tetraene-6-carboxylate

> <ALOGPS_LOGP>
5.86

> <JCHEM_LOGP>
5.3221944233333325

> <ALOGPS_LOGS>
-4.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.872657192295285

> <JCHEM_POLAR_SURFACE_AREA>
39.44

> <JCHEM_REFRACTIVITY>
93.90459999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.81e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S,6R,7R)-2,6,11-trimethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(10),11,13,16-tetraene-6-carboxylate

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    0.1735    4.6444   -0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5262    3.4188   -0.2493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3546    3.0546   -1.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4943    3.7055   -2.2983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0615    1.7085   -0.9766 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0812    1.4891   -2.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8199    1.8568    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035    0.5322    0.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597   -0.4679    1.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086   -0.7788   -0.2304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3184   -1.6582   -1.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1370   -1.6428    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -2.6439    0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827   -3.4286    1.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1180   -4.4292    2.0654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604   -4.9486    1.9012 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0240   -4.2945    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1333   -3.3005    0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1808   -2.3135   -0.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4080   -2.1301   -1.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0187   -1.4921   -0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0849   -0.4164   -1.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102    0.3377   -2.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9713    0.5884   -0.8625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5317    5.4737   -0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8231    4.5626   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7980    4.8387    0.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7144    2.3763   -2.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5902    1.3141   -3.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7651    0.6628   -1.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6729    2.5373    0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1776    2.3251    1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7552    0.7141    1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0986    0.1118    0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5845   -1.3802    1.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4499   -0.0743    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2721   -1.1911   -1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -1.9379   -2.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5660   -2.6011   -0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0125   -2.8354    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6184   -5.7618    2.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272   -4.5091    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -2.7844   -1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1820   -2.3719   -2.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7742   -1.1011   -1.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.3169   -1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.8529   -2.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209   -0.2254   -2.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459    1.2767   -2.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2245    0.9974   -0.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  2  0
 13 12  1  0
 14 18  1  0
  8  7  1  0
  8  9  1  0
  7  5  1  0
 10 12  1  0
 24 23  1  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  1  0
 23 22  1  0
 24 50  1  1
 22 21  1  0
  5  3  1  6
  5 24  1  0
 19 20  1  0
 10  9  1  0
  5  6  1  0
 12 21  2  0
 10 11  1  6
 10 24  1  0
  3  2  1  0
 21 19  1  0
  2  1  1  0
 19 18  2  0
  3  4  2  0
  8 33  1  0
  8 34  1  0
  7 31  1  0
  7 32  1  0
  9 35  1  0
  9 36  1  0
 23 48  1  0
 23 49  1  0
 22 46  1  0
 22 47  1  0
 13 40  1  0
 17 42  1  0
 16 41  1  0
 20 43  1  0
 20 44  1  0
 20 45  1  0
  6 28  1  0
  6 29  1  0
  6 30  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       0.174   4.644  -0.469  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.526   3.419  -0.249  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.355   3.055  -1.270  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.494   3.705  -2.298  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.062   1.708  -0.977  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.081   1.489  -2.114  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.820   1.857   0.364  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.304   0.532   0.937  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.160  -0.468   1.096  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.409  -0.779  -0.230  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.318  -1.658  -1.124  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.137  -1.643   0.003  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.154  -2.644   0.996  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.983  -3.429   1.151  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.118  -4.429   2.065  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.360  -4.949   1.901  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.024  -4.295   0.890  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.133  -3.301   0.391  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.181  -2.313  -0.620  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.408  -2.130  -1.477  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.019  -1.492  -0.815  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.085  -0.416  -1.887  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.210   0.338  -2.168  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.971   0.588  -0.863  0.00  0.00           C+0
HETATM   25  H   UNK     0      -0.532   5.474  -0.582  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.823   4.563  -1.345  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.798   4.839   0.408  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.714   2.376  -2.243  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.590   1.314  -3.076  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.765   0.663  -1.926  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.673   2.537   0.245  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.178   2.325   1.121  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.755   0.714   1.920  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.099   0.112   0.313  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.584  -1.380   1.531  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.450  -0.074   1.837  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.272  -1.191  -1.361  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.839  -1.938  -2.067  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.566  -2.601  -0.619  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.012  -2.835   1.626  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.618  -5.762   2.565  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.027  -4.509   0.552  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.225  -2.784  -1.159  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.182  -2.372  -2.521  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.774  -1.101  -1.410  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.837   0.317  -1.567  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.428  -0.853  -2.832  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.821  -0.225  -2.882  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.046   1.277  -2.672  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.225   0.997  -0.161  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    7    3   24    6                                             
CONECT    6    5   28   29   30                                             
CONECT    7    8    5   31   32                                             
CONECT    8    7    9   33   34                                             
CONECT    9    8   10   35   36                                             
CONECT   10   12    9   11   24                                             
CONECT   11   10   37   38   39                                             
CONECT   12   13   10   21                                                  
CONECT   13   14   12   40                                                  
CONECT   14   13   18   15                                                  
CONECT   15   16   14                                                       
CONECT   16   17   15   41                                                  
CONECT   17   18   16   42                                                  
CONECT   18   14   17   19                                                  
CONECT   19   20   21   18                                                  
CONECT   20   19   43   44   45                                             
CONECT   21   22   12   19                                                  
CONECT   22   23   21   46   47                                             
CONECT   23   24   22   48   49                                             
CONECT   24   23   50    5   10                                             
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    6                                                            
CONECT   29    6                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33    8                                                            
CONECT   34    8                                                            
CONECT   35    9                                                            
CONECT   36    9                                                            
CONECT   37   11                                                            
CONECT   38   11                                                            
CONECT   39   11                                                            
CONECT   40   13                                                            
CONECT   41   16                                                            
CONECT   42   17                                                            
CONECT   43   20                                                            
CONECT   44   20                                                            
CONECT   45   20                                                            
CONECT   46   22                                                            
CONECT   47   22                                                            
CONECT   48   23                                                            
CONECT   49   23                                                            
CONECT   50   24                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  106    0
END

RDKit          3D

50 53  0  0  0  0  0  0  0  0999 V2000
    0.1735    4.6444   -0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5262    3.4188   -0.2493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3546    3.0546   -1.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4943    3.7055   -2.2983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0615    1.7085   -0.9766 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0812    1.4891   -2.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8199    1.8568    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035    0.5322    0.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597   -0.4679    1.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086   -0.7788   -0.2304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3184   -1.6582   -1.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1370   -1.6428    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -2.6439    0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827   -3.4286    1.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1180   -4.4292    2.0654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604   -4.9486    1.9012 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0240   -4.2945    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1333   -3.3005    0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1808   -2.3135   -0.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4080   -2.1301   -1.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0187   -1.4921   -0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0849   -0.4164   -1.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102    0.3377   -2.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9713    0.5884   -0.8625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5317    5.4737   -0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8231    4.5626   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7980    4.8387    0.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7144    2.3763   -2.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5902    1.3141   -3.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7651    0.6628   -1.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6729    2.5373    0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1776    2.3251    1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7552    0.7141    1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0986    0.1118    0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5845   -1.3802    1.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4499   -0.0743    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2721   -1.1911   -1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -1.9379   -2.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5660   -2.6011   -0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0125   -2.8354    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6184   -5.7618    2.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272   -4.5091    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -2.7844   -1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1820   -2.3719   -2.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7742   -1.1011   -1.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.3169   -1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.8529   -2.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209   -0.2254   -2.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459    1.2767   -2.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2245    0.9974   -0.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  2  0
 13 12  1  0
 14 18  1  0
  8  7  1  0
  8  9  1  0
  7  5  1  0
 10 12  1  0
 24 23  1  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  1  0
 23 22  1  0
 24 50  1  1
 22 21  1  0
  5  3  1  6
  5 24  1  0
 19 20  1  0
 10  9  1  0
  5  6  1  0
 12 21  2  0
 10 11  1  6
 10 24  1  0
  3  2  1  0
 21 19  1  0
  2  1  1  0
 19 18  2  0
  3  4  2  0
  8 33  1  0
  8 34  1  0
  7 31  1  0
  7 32  1  0
  9 35  1  0
  9 36  1  0
 23 48  1  0
 23 49  1  0
 22 46  1  0
 22 47  1  0
 13 40  1  0
 17 42  1  0
 16 41  1  0
 20 43  1  0
 20 44  1  0
 20 45  1  0
  6 28  1  0
  6 29  1  0
  6 30  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆O₃

Average Mass

326.4360 Da

Monoisotopic Mass

326.18819 Da

IUPAC Name

methyl (2S,6R,7R)-2,6,11-trimethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(10),11,13,16-tetraene-6-carboxylate

Traditional Name

methyl (2S,6R,7R)-2,6,11-trimethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(10),11,13,16-tetraene-6-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C2=C(C3=C(C([H])=C2O1)[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@](C(=O)OC([H])([H])[H])(C([H])([H])[H])[C@]1([H])C([H])([H])C3([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C21H26O3/c1-13-14-6-7-18-20(2,9-5-10-21(18,3)19(22)23-4)16(14)12-17-15(13)8-11-24-17/h8,11-12,18H,5-7,9-10H2,1-4H3/t18-,20-,21-/m1/s1

InChI Key

ZWGUMZQPAPPDMV-HMXCVIKNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Guilandina crista	JEOL database	Cheenpracha, S., et al, Tetrahedron 61, 8656 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Naphthofuran
Tetralin
Benzofuran
Furan
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	5.86	ALOGPS
logP	5.32	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	93.9 m³·mol⁻¹	ChemAxon
Polarizability	37.52 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

9820300

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11645561

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cheenpracha, S., et al. (2005). Cheenpracha, S., et al, Tetrahedron 61, 8656 (2005). Tetrahedron.

Showing NP-Card for taepeenin A (NP0028556)

MOL for NP0028556 (taepeenin A)

3D MOL for NP0028556 (taepeenin A)

3D SDF for NP0028556 (taepeenin A)

3D-SDF for NP0028556 (taepeenin A)

PDB for NP0028556 (taepeenin A)

3D PDB for NP0028556 (taepeenin A)

SMILES for NP0028556 (taepeenin A)

INCHI for NP0028556 (taepeenin A)

Structure for NP0028556 (taepeenin A)

3D Structure for NP0028556 (taepeenin A)