NP-MRD: Showing NP-Card for Paeonidaninol A (NP0079586)

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Record Information

Version

2.0

Created at

2022-04-29 00:36:03 UTC

Updated at

2022-04-29 00:36:03 UTC

NP-MRD ID

NP0079586

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Paeonidaninol A

Description

[(2R,3S,4S,5R,6S)-6-{[(1S,3R,6S,8S,9R)-9-[(benzoyloxy)methyl]-8-hydroxy-6-methyl-4-oxo-7-oxatricyclo[4.3.0.0³,⁹]Nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Paeonidaninol A is found in Paeonia peregrina. Based on a literature review very few articles have been published on [(2R,3S,4S,5R,6S)-6-{[(1S,3R,6S,8S,9R)-9-[(benzoyloxy)methyl]-8-hydroxy-6-methyl-4-oxo-7-oxatricyclo[4.3.0.0³,⁹]Nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304292202362D          

 42 47  0  0  1  0            999 V2000
   -2.0230    1.1800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2948    1.9589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7562    2.5838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9457    2.4298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738    1.6508    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2125    1.0259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9406    0.2470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1367    1.4968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4085    0.7179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0629   -0.1130    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7543   -0.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0644   -0.9911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8816   -1.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885   -0.4538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1918   -1.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6848   -2.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9950   -3.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121   -3.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3191   -2.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0089   -1.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689   -0.4640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4394    0.0541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2693    0.8259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8904    0.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162   -0.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8126   -1.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3970   -0.5343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2738    0.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8641    1.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031   -1.2780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0280    3.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4894    3.9876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612    4.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717    4.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226    5.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944    6.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9558    6.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453    6.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266    5.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121    5.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1053    2.1129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616    0.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  5  8  1  1  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  6  0  0  0
  9 28  1  0  0  0  0
 23 29  1  1  0  0  0
 21 30  1  6  0  0  0
  3 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 35 40  1  0  0  0  0
  2 41  1  6  0  0  0
  1 42  1  1  0  0  0
M  END


  Mrv1652304292202362D          

 42 47  0  0  1  0            999 V2000
   -2.0230    1.1800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2948    1.9589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7562    2.5838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9457    2.4298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738    1.6508    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2125    1.0259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9406    0.2470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1367    1.4968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4085    0.7179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0629   -0.1130    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7543   -0.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0644   -0.9911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8816   -1.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885   -0.4538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1918   -1.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6848   -2.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9950   -3.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121   -3.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3191   -2.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0089   -1.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689   -0.4640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4394    0.0541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2693    0.8259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8904    0.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162   -0.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8126   -1.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3970   -0.5343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2738    0.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8641    1.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031   -1.2780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0280    3.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4894    3.9876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612    4.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717    4.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226    5.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944    6.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9558    6.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453    6.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266    5.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121    5.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1053    2.1129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616    0.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  5  8  1  1  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  6  0  0  0
  9 28  1  0  0  0  0
 23 29  1  1  0  0  0
 21 30  1  6  0  0  0
  3 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 35 40  1  0  0  0  0
  2 41  1  6  0  0  0
  1 42  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0079586

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12CC(=O)[C@@H]3C[C@]1(O[C@@H]1O[C@H](COC(=O)C4=CC=CC=C4)[C@@H](O)[C@H](O)[C@H]1O)[C@@]3(COC(=O)C1=CC=CC=C1)[C@@H](O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C30H32O12/c1-28-13-19(31)18-12-30(28,29(18,27(37)42-28)15-39-25(36)17-10-6-3-7-11-17)41-26-23(34)22(33)21(32)20(40-26)14-38-24(35)16-8-4-2-5-9-16/h2-11,18,20-23,26-27,32-34,37H,12-15H2,1H3/t18-,20+,21+,22-,23+,26-,27-,28-,29+,30+/m0/s1

> <INCHI_KEY>
CNXYOSGVWOYOSS-NITUAATISA-N

> <FORMULA>
C30H32O12

> <MOLECULAR_WEIGHT>
584.574

> <EXACT_MASS>
584.18937647

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
101.48111925895788

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S,3R,6S,8S,9R)-1-{[(2S,3R,4S,5S,6R)-6-[(benzoyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-8-hydroxy-6-methyl-4-oxo-7-oxatricyclo[4.3.0.0^{3,9}]nonan-9-yl]methyl benzoate

> <ALOGPS_LOGP>
0.74

> <JCHEM_LOGP>
1.6549534133333332

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.035645936480696

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.366325475493664

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6490929336255107

> <JCHEM_POLAR_SURFACE_AREA>
178.28

> <JCHEM_REFRACTIVITY>
140.4913

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,3R,6S,8S,9R)-1-{[(2S,3R,4S,5S,6R)-6-[(benzoyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-8-hydroxy-6-methyl-4-oxo-7-oxatricyclo[4.3.0.0^{3,9}]nonan-9-yl]methyl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -3.776   2.203   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.284   3.657   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.278   4.823   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.765   4.536   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.258   3.082   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.263   1.915   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.756   0.461   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.255   2.794   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.763   1.340   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.117  -0.211   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.408  -0.423   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.987  -1.850   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.512  -2.062   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.459  -0.847   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.091  -3.489   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.145  -4.704   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.724  -6.131   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.249  -6.343   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.196  -5.128   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.617  -3.701   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.622  -0.866   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.687   0.101   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.369   1.542   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.529   0.438   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.643  -1.066   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.384  -2.417   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.741  -0.997   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.511   0.565   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.613   2.883   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.872  -2.386   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.786   6.277   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.780   7.444   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -3.288   8.898   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.801   9.185   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.282  10.064   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.790  11.518   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.784  12.684   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.271  12.397   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.236  10.943   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.769   9.776   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -5.797   3.944   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -4.782   1.036   0.000  0.00  0.00           O+0
CONECT    1    2    6   42                                                  
CONECT    2    1    3   41                                                  
CONECT    3    2    4   31                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10   23   28                                             
CONECT   10    9   11   21   27                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   10   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22    9   24   29                                             
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   10   28                                                  
CONECT   28   27    9                                                       
CONECT   29   23                                                            
CONECT   30   21                                                            
CONECT   31    3   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   35                                                       
CONECT   41    2                                                            
CONECT   42    1                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Value	Source
[(2R,3S,4S,5R,6S)-6-{[(1S,3R,6S,8S,9R)-9-[(benzoyloxy)methyl]-8-hydroxy-6-methyl-4-oxo-7-oxatricyclo[4.3.0.0,]nonan-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoic acid	Generator

Chemical Formula

C₃₀H₃₂O₁₂

Average Mass

584.5740 Da

Monoisotopic Mass

584.18938 Da

IUPAC Name

[(1S,3R,6S,8S,9R)-1-{[(2S,3R,4S,5S,6R)-6-[(benzoyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-8-hydroxy-6-methyl-4-oxo-7-oxatricyclo[4.3.0.0^{3,9}]nonan-9-yl]methyl benzoate

Traditional Name

[(1S,3R,6S,8S,9R)-1-{[(2S,3R,4S,5S,6R)-6-[(benzoyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-8-hydroxy-6-methyl-4-oxo-7-oxatricyclo[4.3.0.0^{3,9}]nonan-9-yl]methyl benzoate

CAS Registry Number

Not Available

SMILES

C[C@]12CC(=O)[C@@H]3C[C@]1(O[C@@H]1O[C@H](COC(=O)C4=CC=CC=C4)[C@@H](O)[C@H](O)[C@H]1O)[C@@]3(COC(=O)C1=CC=CC=C1)[C@@H](O)O2

InChI Identifier

InChI=1S/C30H32O12/c1-28-13-19(31)18-12-30(28,29(18,27(37)42-28)15-39-25(36)17-10-6-3-7-11-17)41-26-23(34)22(33)21(32)20(40-26)14-38-24(35)16-8-4-2-5-9-16/h2-11,18,20-23,26-27,32-34,37H,12-15H2,1H3/t18-,20+,21+,22-,23+,26-,27-,28-,29+,30+/m0/s1

InChI Key

CNXYOSGVWOYOSS-NITUAATISA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Paeonia peregrina	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
O-glycosyl compound
Glycosyl compound
Monoterpenoid
Nopinane monoterpenoid
Pinane monoterpenoid
Benzoate ester
Aromatic monoterpenoid
Benzoic acid or derivatives
Benzoyl
Oxepane
Benzenoid
Oxane
Monosaccharide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Tetrahydrofuran
Secondary alcohol
Ketone
Hemiacetal
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	0.74	ALOGPS
logP	1.65	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	11.37	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	178.28 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	140.49 m³·mol⁻¹	ChemAxon
Polarizability	101.48 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163067478

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Paeonidaninol A (NP0079586)

MOL for NP0079586 (Paeonidaninol A)

3D MOL for NP0079586 (Paeonidaninol A)

3D SDF for NP0079586 (Paeonidaninol A)

3D-SDF for NP0079586 (Paeonidaninol A)

PDB for NP0079586 (Paeonidaninol A)

3D PDB for NP0079586 (Paeonidaninol A)

SMILES for NP0079586 (Paeonidaninol A)

INCHI for NP0079586 (Paeonidaninol A)

Structure for NP0079586 (Paeonidaninol A)

3D Structure for NP0079586 (Paeonidaninol A)