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Showing NP-Card for (-)-Paeonidangenin (NP0081661)

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Record Information
Version2.0
Created at2022-04-29 02:42:07 UTC
Updated at2022-04-29 02:42:07 UTC
NP-MRD IDNP0081661
Secondary Accession NumbersNone
Natural Product Identification
Common Name(-)-Paeonidangenin
Description (-)-Paeonidangenin is found in Paeonia albiflora .
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0081661 ((-)-Paeonidangenin)


  Mrv1652304292204422D          

 24 27  0  0  1  0            999 V2000
    1.1538    0.6560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3531   -0.0773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2124    0.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    0.1561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7766   -0.1829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8741    0.8666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666    0.2703    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7762   -0.2855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5624   -0.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4210   -0.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5772   -0.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0536   -1.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4712   -0.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -0.5664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    1.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6233    2.0057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684    2.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892    3.0870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0928    3.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9379    4.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5623    4.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3415    4.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4963    3.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8720    3.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  3  4  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 13  1  1  0  0  0
  4 14  1  6  0  0  0
  1 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
M  END
Download

3D MOL for NP0081661 ((-)-Paeonidangenin)

Download
3D SDF for NP0081661 ((-)-Paeonidangenin)

  Mrv1652304292204422D          

 24 27  0  0  1  0            999 V2000
    1.1538    0.6560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3531   -0.0773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2124    0.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    0.1561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7766   -0.1829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8741    0.8666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666    0.2703    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7762   -0.2855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5624   -0.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4210   -0.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5772   -0.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0536   -1.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4712   -0.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -0.5664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    1.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6233    2.0057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684    2.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892    3.0870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0928    3.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9379    4.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5623    4.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3415    4.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4963    3.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8720    3.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  3  4  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 13  1  1  0  0  0
  4 14  1  6  0  0  0
  1 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0081661

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1O[C@]2(C)CC(=O)[C@@H]3C[C@@]2(O)[C@]13COC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O6/c1-16-9-13(19)12-8-18(16,21)17(12,15(22-2)24-16)10-23-14(20)11-6-4-3-5-7-11/h3-7,12,15,21H,8-10H2,1-2H3/t12-,15-,16+,17+,18-/m0/s1

> <INCHI_KEY>
GHLQXVJMYVGPCU-IHXXTUNLSA-N

> <FORMULA>
C18H20O6

> <MOLECULAR_WEIGHT>
332.352

> <EXACT_MASS>
332.125988364

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.631014618623944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.04

> <JCHEM_LOGP>
1.5736157139999998

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.74575751619751

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.657744448230316

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6184450928914007

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
83.00720000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0081661 ((-)-Paeonidangenin)
Download
PDB for NP0081661 ((-)-Paeonidangenin)
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       2.154   1.225   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.659  -0.144   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.397   1.266   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.754   0.291   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.316  -0.341   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.498   1.618   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.044   0.505   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.182  -0.533   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.650  -0.066   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.652  -1.833   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.077  -1.737   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.100  -2.927   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.613  -1.172   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.011  -1.057   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.865   2.737   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.030   3.744   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.741   5.257   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.287   5.762   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.907   6.263   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.617   7.776   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.783   8.782   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.237   8.277   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.526   6.764   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.361   5.757   0.000  0.00  0.00           C+0
CONECT    1    2    4    7   15                                             
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    1    5   14                                             
CONECT    5    4    6   10   13                                             
CONECT    6    5    7                                                       
CONECT    7    6    1    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    5   11                                                       
CONECT   11   10    2   12                                                  
CONECT   12   11                                                            
CONECT   13    5                                                            
CONECT   14    4                                                            
CONECT   15    1   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

Download
3D PDB for NP0081661 ((-)-Paeonidangenin)
Download
SMILES for NP0081661 ((-)-Paeonidangenin)
CO[C@H]1O[C@]2(C)CC(=O)[C@@H]3C[C@@]2(O)[C@]13COC(=O)C1=CC=CC=C1
Download
INCHI for NP0081661 ((-)-Paeonidangenin)
InChI=1S/C18H20O6/c1-16-9-13(19)12-8-18(16,21)17(12,15(22-2)24-16)10-23-14(20)11-6-4-3-5-7-11/h3-7,12,15,21H,8-10H2,1-2H3/t12-,15-,16+,17+,18-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC18H20O6
Average Mass332.3520 Da
Monoisotopic Mass332.12599 Da
IUPAC Name[(1R,3R,6R,8S,9S)-1-hydroxy-8-methoxy-6-methyl-4-oxo-7-oxatricyclo[4.3.0.0^{3,9}]nonan-9-yl]methyl benzoate
Traditional Name[(1R,3R,6R,8S,9S)-1-hydroxy-8-methoxy-6-methyl-4-oxo-7-oxatricyclo[4.3.0.0^{3,9}]nonan-9-yl]methyl benzoate
CAS Registry NumberNot Available
SMILES
CO[C@H]1O[C@]2(C)CC(=O)[C@@H]3C[C@@]2(O)[C@]13COC(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C18H20O6/c1-16-9-13(19)12-8-18(16,21)17(12,15(22-2)24-16)10-23-14(20)11-6-4-3-5-7-11/h3-7,12,15,21H,8-10H2,1-2H3/t12-,15-,16+,17+,18-/m0/s1
InChI KeyGHLQXVJMYVGPCU-IHXXTUNLSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Paeonia lactifloraPlant
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.04ALOGPS
logP1.57ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)11.66ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area82.06 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity83.01 m³·mol⁻¹ChemAxon
Polarizability36.63 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
External LinksNot Available
References
General ReferencesNot Available