NP-MRD: Showing NP-Card for (+-)-paeoveitol (NP0042822)

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Record Information

Version

2.0

Created at

2021-06-21 00:23:36 UTC

Updated at

2021-06-30 00:18:08 UTC

NP-MRD ID

NP0042822

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+-)-paeoveitol

Provided By

JEOL Database JEOL Logo

Description

(7S,8S,9R)-Paeoveitol belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. (+-)-paeoveitol is found in Paeonia veitchii. (+-)-paeoveitol was first documented in 2014 (Liang, W.-J., et al.). Based on a literature review very few articles have been published on (7S,8S,9R)-Paeoveitol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102233D          

 44 47  0  0  0  0            999 V2000
    1.7268   -3.7349   -1.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737   -2.2590   -1.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4837   -1.7730   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141   -0.4017   -0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9498    0.5272   -1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235    0.0371   -2.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1832   -1.3304   -2.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588   -1.6865   -3.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6592    2.0061   -1.4775 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9033    2.9018   -1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1554    2.3338   -0.2218 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6875    2.4903    0.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1887    2.2250    1.9803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358    2.5641    3.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520    2.2477    4.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7561    2.6027    5.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229    1.5885    3.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0731    1.2855    4.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    1.2359    2.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3403    1.5658    1.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211    1.2723    0.1031 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5019    1.4491   -0.7258 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.7956   -0.0936    0.0194 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9729   -0.4131   -0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
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M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    1.7268   -3.7349   -1.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737   -2.2590   -1.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4837   -1.7730   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141   -0.4017   -0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9498    0.5272   -1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235    0.0371   -2.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1832   -1.3304   -2.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588   -1.6865   -3.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6592    2.0061   -1.4775 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.1887    2.2250    1.9803 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  4  2  0
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M  END


  Mrv1652306212102233D          

 44 47  0  0  0  0            999 V2000
    1.7268   -3.7349   -1.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737   -2.2590   -1.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1832   -1.3304   -2.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  4  2  0  0  0  0
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  1 25  1  0  0  0  0
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  1 27  1  0  0  0  0
 22 42  1  0  0  0  0
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 23 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042822

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(O[C@]3(C4=C([H])C(O[H])=C(C([H])=C4O[C@@]3([H])[C@@]2([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])O[H])C([H])=C1C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O5/c1-9-4-16-12(6-14(9)21)11(3)18-19(8-20,24-16)13-7-15(22)10(2)5-17(13)23-18/h4-7,11,18,20-22H,8H2,1-3H3/t11-,18-,19-/m0/s1

> <INCHI_KEY>
GFRTXRPZZFWMRJ-BKOMCJNNSA-N

> <FORMULA>
C19H20O5

> <MOLECULAR_WEIGHT>
328.364

> <EXACT_MASS>
328.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.46981422338941

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,10R)-10-(hydroxymethyl)-2,6,14-trimethyl-9,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3(8),4,6,11,13,15-hexaene-5,13-diol

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
3.3886257683333327

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.480152043366108

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.86154783972273

> <JCHEM_PKA_STRONGEST_BASIC>
-3.191008982504438

> <JCHEM_POLAR_SURFACE_AREA>
79.15

> <JCHEM_REFRACTIVITY>
88.97569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,10R)-10-(hydroxymethyl)-2,6,14-trimethyl-9,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3(8),4,6,11,13,15-hexaene-5,13-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    1.7268   -3.7349   -1.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737   -2.2590   -1.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4837   -1.7730   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141   -0.4017   -0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9498    0.5272   -1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235    0.0371   -2.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1832   -1.3304   -2.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588   -1.6865   -3.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6592    2.0061   -1.4775 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9033    2.9018   -1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1554    2.3338   -0.2218 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6875    2.4903    0.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1887    2.2250    1.9803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358    2.5641    3.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520    2.2477    4.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7561    2.6027    5.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229    1.5885    3.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0731    1.2855    4.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    1.2359    2.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3403    1.5658    1.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211    1.2723    0.1031 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5019    1.4491   -0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4674    0.4298   -0.4416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7956   -0.0936    0.0194 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5486   -4.0947   -2.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0660   -4.2962   -1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7583   -3.9588   -1.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964   -2.4660   -0.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    0.7126   -3.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -2.6460   -3.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    2.2410   -2.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6614    2.6067   -0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6392    3.9495   -1.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664    2.8606   -2.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6249    3.3199   -0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532    3.0679    3.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1940    3.1235    5.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586    3.2650    6.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472    1.6968    6.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8092    0.8305    4.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185    0.7083    2.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737    2.4203   -0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2803    1.3725   -1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9729   -0.4131   -0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0
 13 14  2  0
  4  3  1  0
 21 24  1  0
  3  2  2  0
 15 17  2  0
  2  7  1  0
 17 19  1  0
  7  6  2  0
  6  5  1  0
 14 15  1  0
 17 18  1  0
 19 20  2  0
 15 16  1  0
 21 11  1  0
 13 12  1  0
 24  4  1  0
  9 10  1  0
  5  9  1  0
  7  8  1  0
  9 11  1  0
  2  1  1  0
 20 21  1  0
 21 22  1  6
 20 13  1  0
 22 23  1  0
 11 12  1  0
 14 36  1  0
  9 31  1  6
 11 35  1  6
  3 28  1  0
  6 29  1  0
 18 40  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
  8 30  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 22 42  1  0
 22 43  1  0
 19 41  1  0
 23 44  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       1.727  -3.735  -1.892  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.474  -2.259  -1.812  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.484  -1.773  -0.948  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.214  -0.402  -0.843  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.950   0.527  -1.578  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.924   0.037  -2.464  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.183  -1.330  -2.572  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.159  -1.687  -3.459  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.659   2.006  -1.478  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.903   2.902  -1.555  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.155   2.334  -0.222  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.688   2.490   0.956  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.189   2.225   1.980  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.036   2.564   3.299  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.952   2.248   4.243  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.756   2.603   5.689  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.123   1.589   3.818  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.073   1.286   4.754  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.326   1.236   2.481  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.340   1.566   1.566  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.221   1.272   0.103  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.502   1.449  -0.726  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.467   0.430  -0.442  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.796  -0.094   0.019  0.00  0.00           O+0
HETATM   25  H   UNK     0       1.549  -4.095  -2.911  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.066  -4.296  -1.223  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.758  -3.959  -1.602  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.096  -2.466  -0.341  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.501   0.713  -3.091  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.293  -2.646  -3.422  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.027   2.241  -2.345  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.661   2.607  -0.821  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.639   3.950  -1.373  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.366   2.861  -2.546  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.625   3.320  -0.372  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.953   3.068   3.584  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.194   3.123   5.849  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.559   3.265   6.029  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.747   1.697   6.303  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.809   0.831   4.313  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.219   0.708   2.163  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.974   2.420  -0.544  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.280   1.373  -1.795  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.973  -0.413  -0.433  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    7    1                                                  
CONECT    3    4    2   28                                                  
CONECT    4    5    3   24                                                  
CONECT    5    4    6    9                                                  
CONECT    6    7    5   29                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7   30                                                       
CONECT    9   10    5   11   31                                             
CONECT   10    9   32   33   34                                             
CONECT   11   21    9   12   35                                             
CONECT   12   13   11                                                       
CONECT   13   14   12   20                                                  
CONECT   14   13   15   36                                                  
CONECT   15   17   14   16                                                  
CONECT   16   15   37   38   39                                             
CONECT   17   15   19   18                                                  
CONECT   18   17   40                                                       
CONECT   19   17   20   41                                                  
CONECT   20   19   21   13                                                  
CONECT   21   24   11   20   22                                             
CONECT   22   21   23   42   43                                             
CONECT   23   22   44                                                       
CONECT   24   21    4                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    6                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   10                                                            
CONECT   34   10                                                            
CONECT   35   11                                                            
CONECT   36   14                                                            
CONECT   37   16                                                            
CONECT   38   16                                                            
CONECT   39   16                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   22                                                            
CONECT   43   22                                                            
CONECT   44   23                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

RDKit          3D

44 47  0  0  0  0  0  0  0  0999 V2000
    1.7268   -3.7349   -1.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737   -2.2590   -1.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4837   -1.7730   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141   -0.4017   -0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9498    0.5272   -1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235    0.0371   -2.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1832   -1.3304   -2.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588   -1.6865   -3.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6592    2.0061   -1.4775 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9033    2.9018   -1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1554    2.3338   -0.2218 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6875    2.4903    0.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1887    2.2250    1.9803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358    2.5641    3.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520    2.2477    4.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7561    2.6027    5.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229    1.5885    3.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0731    1.2855    4.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    1.2359    2.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3403    1.5658    1.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211    1.2723    0.1031 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5019    1.4491   -0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4674    0.4298   -0.4416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7956   -0.0936    0.0194 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5486   -4.0947   -2.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0660   -4.2962   -1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7583   -3.9588   -1.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964   -2.4660   -0.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    0.7126   -3.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -2.6460   -3.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    2.2410   -2.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6614    2.6067   -0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6392    3.9495   -1.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664    2.8606   -2.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6249    3.3199   -0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532    3.0679    3.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1940    3.1235    5.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586    3.2650    6.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472    1.6968    6.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8092    0.8305    4.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185    0.7083    2.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737    2.4203   -0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2803    1.3725   -1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9729   -0.4131   -0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0
 13 14  2  0
  4  3  1  0
 21 24  1  0
  3  2  2  0
 15 17  2  0
  2  7  1  0
 17 19  1  0
  7  6  2  0
  6  5  1  0
 14 15  1  0
 17 18  1  0
 19 20  2  0
 15 16  1  0
 21 11  1  0
 13 12  1  0
 24  4  1  0
  9 10  1  0
  5  9  1  0
  7  8  1  0
  9 11  1  0
  2  1  1  0
 20 21  1  0
 21 22  1  6
 20 13  1  0
 22 23  1  0
 11 12  1  0
 14 36  1  0
  9 31  1  6
 11 35  1  6
  3 28  1  0
  6 29  1  0
 18 40  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
  8 30  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 22 42  1  0
 22 43  1  0
 19 41  1  0
 23 44  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₅

Average Mass

328.3640 Da

Monoisotopic Mass

328.13107 Da

IUPAC Name

(1S,2S,10R)-10-(hydroxymethyl)-2,6,14-trimethyl-9,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3(8),4,6,11,13,15-hexaene-5,13-diol

Traditional Name

(1S,2S,10R)-10-(hydroxymethyl)-2,6,14-trimethyl-9,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3(8),4,6,11,13,15-hexaene-5,13-diol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(O[C@]3(C4=C([H])C(O[H])=C(C([H])=C4O[C@@]3([H])[C@@]2([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])O[H])C([H])=C1C([H])([H])[H]

InChI Identifier

InChI=1S/C19H20O5/c1-9-4-16-12(6-14(9)21)11(3)18-19(8-20,24-16)13-7-15(22)10(2)5-17(13)23-18/h4-7,11,18,20-22H,8H2,1-3H3/t11-,18-,19-/m0/s1

InChI Key

GFRTXRPZZFWMRJ-BKOMCJNNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, 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
Paeonia veitchii	JEOL database	Liang, W.-J., et al, Org. Lett. 16, 424 (2014)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
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	2.77	ALOGPS
logP	3.39	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.86	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.15 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.98 m³·mol⁻¹	ChemAxon
Polarizability	35.47 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

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

102226228

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liang, W.-J., et al. (2014). Liang, W.-J., et al, Org. Lett. 16, 424 (2014). Org. Lett..

Showing NP-Card for (+-)-paeoveitol (NP0042822)

MOL for NP0042822 ((+-)-paeoveitol)

3D MOL for NP0042822 ((+-)-paeoveitol)

3D SDF for NP0042822 ((+-)-paeoveitol)

3D-SDF for NP0042822 ((+-)-paeoveitol)

PDB for NP0042822 ((+-)-paeoveitol)

3D PDB for NP0042822 ((+-)-paeoveitol)

SMILES for NP0042822 ((+-)-paeoveitol)

INCHI for NP0042822 ((+-)-paeoveitol)

Structure for NP0042822 ((+-)-paeoveitol)

3D Structure for NP0042822 ((+-)-paeoveitol)