NP-MRD: Showing NP-Card for przewalskin A (NP0034975)

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Record Information

Version

2.0

Created at

2021-06-20 18:33:05 UTC

Updated at

2021-06-30 00:05:41 UTC

NP-MRD ID

NP0034975

Secondary Accession Numbers

None

Natural Product Identification

Common Name

przewalskin A

Provided By

JEOL Database JEOL Logo

Description

Przewalskin A belongs to the class of organic compounds known as tropones. Tropones are compounds containing a tropone ring, which is a cycloheptatrienone ring bearing a ketone group. przewalskin A is found in Salvia przewalskii. przewalskin A was first documented in 2006 (PMID: 16986923). Based on a literature review very few articles have been published on Przewalskin A (PMID: 29191008).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120333D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306202120333D          

 59 62  0  0  0  0            999 V2000
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  4  5  2  0  0  0  0
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 16 13  1  0  0  0  0
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 23 24  1  0  0  0  0
  7  8  1  0  0  0  0
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  8  9  1  0  0  0  0
 26 12  1  0  0  0  0
  8 10  1  0  0  0  0
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  4  2  1  0  0  0  0
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  2  3  2  0  0  0  0
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  2  1  1  0  0  0  0
 16 23  1  0  0  0  0
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 14  4  1  0  0  0  0
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 11  7  2  0  0  0  0
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 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 25 56  1  0  0  0  0
 29 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034975

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=O)C([H])([H])[H])C(=O)C2=C(C([H])=C1C([H])(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])O[C@@]([H])(O[H])[C@@]22C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O6/c1-10(2)12-9-13-15(17(26)14(11(3)24)16(12)25)23-8-6-7-22(4,5)20(23)18(27)19(13)29-21(23)28/h9-10,18-21,25,27-28H,6-8H2,1-5H3/t18-,19+,20-,21+,23-/m0/s1

> <INCHI_KEY>
JBKKPDPDDVIENY-FPQOSCNCSA-N

> <FORMULA>
C23H30O6

> <MOLECULAR_WEIGHT>
402.487

> <EXACT_MASS>
402.204238686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.05090059090711

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,9R,10R,11S,16R)-4-acetyl-5,10,16-trihydroxy-12,12-dimethyl-6-(propan-2-yl)-17-oxatetracyclo[7.6.2.0^{1,11}.0^{2,8}]heptadeca-2(8),4,6-trien-3-one

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
2.066959338666665

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.857723579017563

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.002357062123956

> <JCHEM_PKA_STRONGEST_BASIC>
3.050020251547664

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
109.2301

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9R,10R,11S,16R)-4-acetyl-5,10,16-trihydroxy-6-isopropyl-12,12-dimethyl-17-oxatetracyclo[7.6.2.0^{1,11}.0^{2,8}]heptadeca-2(8),4,6-trien-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 25 56  1  0
 29 59  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      -3.675  -1.592  -2.905  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.582  -2.538  -2.476  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.261  -3.491  -3.192  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.880  -2.296  -1.176  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.759  -2.968  -0.834  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.312  -3.997  -1.688  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.024  -2.738   0.260  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.173  -3.772   0.532  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.547  -3.215   0.140  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.189  -4.308   1.974  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.008  -1.679   1.113  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.738  -0.568   1.232  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.884  -0.293   0.588  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.563  -1.368  -0.204  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.708  -1.640   0.113  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.474   1.107   0.846  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.691   1.453  -0.030  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.428   2.700   0.447  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.882   2.540   1.896  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.710   2.314   2.884  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.973   3.655   3.092  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.314   1.934   4.258  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.825   1.119   2.375  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.507   0.880   3.173  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.681  -0.166   4.130  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.350   0.569   2.182  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.130   1.752   1.382  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.265   2.061   0.563  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.862   1.960  -0.798  0.00  0.00           O+0
HETATM   30  H   UNK     0      -3.797  -1.656  -3.991  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.410  -0.558  -2.668  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.617  -1.867  -2.425  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.939  -4.107  -2.437  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.022  -4.673  -0.074  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.548  -2.874  -0.901  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.316  -3.989   0.237  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.845  -2.372   0.773  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.873  -5.160   2.052  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.526  -3.559   2.698  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.193  -4.653   2.274  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.834  -1.681   1.830  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.396   1.581  -1.078  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.420   0.636  -0.019  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.309   2.856  -0.187  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.801   3.590   0.327  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.577   1.692   1.950  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.461   3.425   2.188  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.671   4.422   3.452  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.184   3.588   3.846  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.534   4.052   2.179  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.535   1.808   5.017  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.002   2.710   4.617  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.881   0.998   4.201  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.462   0.231   2.531  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.222   1.768   3.739  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.981  -0.965   3.661  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.571   0.349   2.732  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.518   3.107   0.728  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.097   2.557  -0.868  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    4    3    1                                                  
CONECT    3    2                                                            
CONECT    4    5    2   14                                                  
CONECT    5    4    7    6                                                  
CONECT    6    5   33                                                       
CONECT    7    5    8   11                                                  
CONECT    8    7    9   10   34                                             
CONECT    9    8   35   36   37                                             
CONECT   10    8   38   39   40                                             
CONECT   11   12    7   41                                                  
CONECT   12   26   13   11                                                  
CONECT   13   16   12   14                                                  
CONECT   14   15   13    4                                                  
CONECT   15   14                                                            
CONECT   16   13   17   23   28                                             
CONECT   17   16   18   42   43                                             
CONECT   18   19   17   44   45                                             
CONECT   19   20   18   46   47                                             
CONECT   20   19   23   21   22                                             
CONECT   21   20   48   49   50                                             
CONECT   22   20   51   52   53                                             
CONECT   23   24   20   16   54                                             
CONECT   24   23   26   25   55                                             
CONECT   25   24   56                                                       
CONECT   26   24   12   27   57                                             
CONECT   27   26   28                                                       
CONECT   28   16   29   27   58                                             
CONECT   29   28   59                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    6                                                            
CONECT   34    8                                                            
CONECT   35    9                                                            
CONECT   36    9                                                            
CONECT   37    9                                                            
CONECT   38   10                                                            
CONECT   39   10                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   17                                                            
CONECT   43   17                                                            
CONECT   44   18                                                            
CONECT   45   18                                                            
CONECT   46   19                                                            
CONECT   47   19                                                            
CONECT   48   21                                                            
CONECT   49   21                                                            
CONECT   50   21                                                            
CONECT   51   22                                                            
CONECT   52   22                                                            
CONECT   53   22                                                            
CONECT   54   23                                                            
CONECT   55   24                                                            
CONECT   56   25                                                            
CONECT   57   26                                                            
CONECT   58   28                                                            
CONECT   59   29                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  124    0
END

RDKit          3D

59 62  0  0  0  0  0  0  0  0999 V2000
   -3.6752   -1.5916   -2.9052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5821   -2.5380   -2.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2613   -3.4913   -3.1924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803   -2.2960   -1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7587   -2.9683   -0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116   -3.9968   -1.6882 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0244   -2.7376    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733   -3.7721    0.5322 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5472   -3.2147    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1888   -4.3077    1.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0077   -1.6793    1.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7384   -0.5683    1.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8838   -0.2927    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632   -1.3682   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4277    2.7000    0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8818    2.5404    1.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7099    2.3142    2.8842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9731    3.6549    3.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3145    1.9341    4.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8254    1.1190    2.3752 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5071    0.8800    3.1730 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6808   -0.1655    4.1303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495    0.5689    2.1815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1296    1.7517    1.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2648    2.0611    0.5630 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8616    1.9597   -0.7977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7975   -1.6561   -3.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4101   -0.5581   -2.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6169   -1.8675   -2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9391   -4.1073   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0217   -4.6734   -0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5483   -2.8740   -0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3163   -3.9888    0.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8448   -2.3723    0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8733   -5.1601    2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5260   -3.5594    2.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933   -4.6533    2.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8341   -1.6809    1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3961    1.5810   -1.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4195    0.6357   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3088    2.8564   -0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8014    3.5896    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5770    1.6915    1.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4614    3.4253    2.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    4.4216    3.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838    3.5881    3.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5337    4.0522    2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5352    1.8078    5.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0015    2.7096    4.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8806    0.9976    4.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4616    0.2311    2.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220    1.7683    3.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9811   -0.9650    3.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5712    0.3485    2.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5182    3.1069    0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0969    2.5568   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
  4  5  2  0
  7  5  1  0
 16 13  1  0
  5  6  1  0
 23 24  1  0
  7  8  1  0
 24 26  1  0
  8  9  1  0
 26 12  1  0
  8 10  1  0
 20 23  1  0
  4  2  1  0
 16 17  1  6
  2  3  2  0
 12 13  2  0
  2  1  1  0
 16 23  1  0
 14 15  2  0
 13 14  1  0
 16 28  1  0
 20 21  1  1
 12 11  1  0
 23 54  1  6
 18 19  1  0
 20 22  1  0
 14  4  1  0
 24 25  1  0
 18 17  1  0
 28 29  1  0
 11  7  2  0
 26 27  1  0
 28 27  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 17 42  1  0
 17 43  1  0
 24 55  1  1
 26 57  1  1
 11 41  1  0
  6 33  1  0
  8 34  1  6
  9 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 28 58  1  1
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 25 56  1  0
 29 59  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₀O₆

Average Mass

402.4870 Da

Monoisotopic Mass

402.20424 Da

IUPAC Name

(1R,9R,10R,11S,16R)-4-acetyl-5,10,16-trihydroxy-12,12-dimethyl-6-(propan-2-yl)-17-oxatetracyclo[7.6.2.0^{1,11}.0^{2,8}]heptadeca-2(8),4,6-trien-3-one

Traditional Name

(1R,9R,10R,11S,16R)-4-acetyl-5,10,16-trihydroxy-6-isopropyl-12,12-dimethyl-17-oxatetracyclo[7.6.2.0^{1,11}.0^{2,8}]heptadeca-2(8),4,6-trien-3-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C(=O)C([H])([H])[H])C(=O)C2=C(C([H])=C1C([H])(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])O[C@@]([H])(O[H])[C@@]22C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C23H30O6/c1-10(2)12-9-13-15(17(26)14(11(3)24)16(12)25)23-8-6-7-22(4,5)20(23)18(27)19(13)29-21(23)28/h9-10,18-21,25,27-28H,6-8H2,1-5H3/t18-,19+,20-,21+,23-/m0/s1

InChI Key

JBKKPDPDDVIENY-FPQOSCNCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, 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
Salvia przewalskii	JEOL database	Xu, G., et al, Org. Lett., 8, 4453 (2006)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tropones. Tropones are compounds containing a tropone ring, which is a cycloheptatrienone ring bearing a ketone group.

Kingdom

Organic compounds

Super Class

Hydrocarbon derivatives

Class

Tropones

Sub Class

Not Available

Direct Parent

Tropones

Alternative Parents

Substituents

Aryl alkyl ketone
Aryl ketone
Tropone
Oxane
Vinylogous acid
Hemiacetal
Ketone
Secondary alcohol
Oxacycle
Polyol
Organoheterocyclic compound
Organooxygen compound
Organic oxide
Alcohol
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	1.8	ALOGPS
logP	2.07	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8	ChemAxon
pKa (Strongest Basic)	3.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	109.23 m³·mol⁻¹	ChemAxon
Polarizability	43.05 Å³	ChemAxon
Number of Rings	4	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

17249510

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16090911

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li Z, Zhang X, Yang Z, Zhang Y, Xie Z: Biomimetic Synthesis of Isorosmanol and Przewalskin A. J Org Chem. 2018 Jan 5;83(1):437-442. doi: 10.1021/acs.joc.7b02369. Epub 2017 Dec 14. [PubMed:29191008 ]
Xu G, Hou AJ, Wang RR, Liang GY, Zheng YT, Liu ZY, Li XL, Zhao Y, Huang SX, Peng LY, Zhao QS: Przewalskin A: A new C23 terpenoid with a 6/6/7 carbon ring skeleton from Salvia przewalskii maxim. Org Lett. 2006 Sep 28;8(20):4453-6. doi: 10.1021/ol061609t. [PubMed:16986923 ]
Xu, G., et al. (2006). Xu, G., et al, Org. Lett., 8, 4453 (2006). Org. Lett..

Showing NP-Card for przewalskin A (NP0034975)

MOL for NP0034975 (przewalskin A)

3D MOL for NP0034975 (przewalskin A)

3D SDF for NP0034975 (przewalskin A)

3D-SDF for NP0034975 (przewalskin A)

PDB for NP0034975 (przewalskin A)

3D PDB for NP0034975 (przewalskin A)

SMILES for NP0034975 (przewalskin A)

INCHI for NP0034975 (przewalskin A)

Structure for NP0034975 (przewalskin A)

3D Structure for NP0034975 (przewalskin A)