NP-MRD: Showing NP-Card for (-)-Palbinone (NP0066527)

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Record Information

Version

2.0

Created at

2022-04-28 10:47:01 UTC

Updated at

2022-04-28 10:47:01 UTC

NP-MRD ID

NP0066527

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Palbinone

Description

Palbinone belongs to the class of organic compounds known as 16-oxosteroids. These are steroid derivatives carrying a C=O group at the 16-position of the steroid skeleton. (-)-Palbinone is found in Paeonia albiflora PALLAS (paeoniaceae) , Paeonia lactiflora, Paeonia rockii and Paeonia suffruticosa. (-)-Palbinone was first documented in 2009 (PMID: 19716700). Based on a literature review a small amount of articles have been published on Palbinone (PMID: 33714021) (PMID: 33381034) (PMID: 32202043) (PMID: 23595773).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282212472D          

 26 29  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626    1.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230   -0.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6077    0.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792   -0.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 13 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
  7 20  1  6  0  0  0
 11 21  1  1  0  0  0
  8 22  1  6  0  0  0
  5 23  1  6  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  2 26  1  6  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -3.1124   -1.2720    1.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8836   -0.3178    0.8047 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4588    0.9980    1.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5313   -0.9089   -0.3988 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4282   -0.0414   -1.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5305   -1.4168   -1.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6423   -0.2785   -1.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9276    0.3470   -0.6516 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1473    1.8194   -0.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868   -0.2837    0.6102 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6812    0.2635    1.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7708   -0.1411    1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3652    0.2903    0.3856 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7854    1.7434    0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5384   -0.0279   -0.8027 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1561    0.3389   -2.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4730    0.4654   -2.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3303    0.2318   -0.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339    0.5573   -0.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4190    1.2245   -1.5059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8392    0.1543    0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9288    0.3295    1.3445 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6263   -0.4741    1.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4576   -0.9386    2.4096 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6516   -0.4863    0.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3683   -1.9236   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0685   -1.8365    1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3148   -2.0662    1.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0554   -0.7582    2.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5597    1.7355    0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8936    1.3472    2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4995    0.7911    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1631   -1.8132   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0238    0.7628   -1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1146   -1.7485   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411   -2.2608   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9219   -0.6603   -2.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2740    0.4593   -2.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2457    2.3368    0.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    2.0913   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2763    2.2641   -1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0959   -1.3683    0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8278    1.3288    1.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0877   -0.2686    2.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3260    0.3721    2.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642   -1.2298    1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0301    2.3735    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9902    2.2115   -0.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7516    1.7733    1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710   -1.1700   -0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5941    0.5401   -2.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9583    0.7415   -3.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7969    0.7577   -2.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3037   -2.5138    0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272   -2.0378   -1.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5657   -2.4069    0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  1  6
 25 23  1  0
 23 24  2  0
 23 21  1  0
 21 22  2  0
 21 19  1  0
 19 20  1  0
 19 18  2  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15  8  1  0
  8  9  1  1
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  1  0
  4  2  1  0
  2  1  1  1
  2  3  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 18 25  1  0
 13 15  1  0
 13 25  1  0
 10  8  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 20 53  1  0
 17 52  1  0
 16 51  1  0
 15 50  1  6
  9 39  1  0
  9 40  1  0
  9 41  1  0
  7 37  1  0
  7 38  1  0
  6 35  1  0
  6 36  1  0
  4 33  1  1
  5 34  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
 10 42  1  6
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
M  END


  Mrv1652304282212472D          

 26 29  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626    1.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230   -0.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6077    0.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792   -0.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 13 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
  7 20  1  6  0  0  0
 11 21  1  1  0  0  0
  8 22  1  6  0  0  0
  5 23  1  6  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  2 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0066527

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12C(=O)C(=O)C(O)=C1C=C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3CC[C@@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O4/c1-19(2)13-8-11-21(4)14(20(13,3)10-9-15(19)23)7-6-12-16(24)17(25)18(26)22(12,21)5/h6-7,13-15,23-24H,8-11H2,1-5H3/t13-,14+,15-,20-,21+,22-/m0/s1

> <INCHI_KEY>
KIAKLFLISZCITK-PPAUHQMUSA-N

> <FORMULA>
C22H30O4

> <MOLECULAR_WEIGHT>
358.478

> <EXACT_MASS>
358.214409446

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
39.431836814130705

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,5S,7R,10R,11S)-5,14-dihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-14,16-diene-12,13-dione

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.7285426626666665

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.489420327713596

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.301192154316697

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351275481131463

> <JCHEM_POLAR_SURFACE_AREA>
74.60000000000001

> <JCHEM_REFRACTIVITY>
101.8094

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,7R,10R,11S)-5,14-dihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-14,16-diene-12,13-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.544   1.875   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.230  -0.006   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.612   5.093   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.764   0.984   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.331   0.781   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.601   0.361   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.241  -0.130   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   26                                                  
CONECT    3    2    4   24   25                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   23                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   20                                                  
CONECT    8    7    9   11   22                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   16   21                                             
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   11   17                                                  
CONECT   17   16                                                            
CONECT   18   13                                                            
CONECT   19   12   20                                                       
CONECT   20   19    7                                                       
CONECT   21   11                                                            
CONECT   22    8                                                            
CONECT   23    5                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    2                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₀O₄

Average Mass

358.4780 Da

Monoisotopic Mass

358.21441 Da

IUPAC Name

(1R,2S,5S,7R,10R,11S)-5,14-dihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-14,16-diene-12,13-dione

Traditional Name

(1R,2S,5S,7R,10R,11S)-5,14-dihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-14,16-diene-12,13-dione

CAS Registry Number

Not Available

SMILES

C[C@@]12C(=O)C(=O)C(O)=C1C=C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3CC[C@@]21C

InChI Identifier

InChI=1S/C22H30O4/c1-19(2)13-8-11-21(4)14(20(13,3)10-9-15(19)23)7-6-12-16(24)17(25)18(26)22(12,21)5/h6-7,13-15,23-24H,8-11H2,1-5H3/t13-,14+,15-,20-,21+,22-/m0/s1

InChI Key

KIAKLFLISZCITK-PPAUHQMUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Paeonia albiflora PALLAS (paeoniaceae)	Plant	KNApSAcK
Paeonia lactiflora	LOTUS Database	35616633
Paeonia rockii	LOTUS Database	35616633
Paeonia suffruticosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 16-oxosteroids. These are steroid derivatives carrying a C=O group at the 16-position of the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

16-oxosteroids

Alternative Parents

Substituents

3-hydroxysteroid
Hydroxysteroid
14-alpha-methylsteroid
16-oxosteroid
3-beta-hydroxysteroid
17-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Ketone
Cyclic ketone
Enol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

16-oxo steroid (CHEBI:69584 )

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	3.52	ALOGPS
logP	3.73	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	8.3	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	101.81 m³·mol⁻¹	ChemAxon
Polarizability	39.43 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

C00024094

Chemspider ID

8017450

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9841735

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang JF, Li YC, Song YQ, Xia GY, Xia H, Wang YN, Tian GH, Ge GB, Lin S: Paeonone A, a novel nonanortriterpenoid from the roots of Paeonia lactiflora. Bioorg Chem. 2021 May;110:104783. doi: 10.1016/j.bioorg.2021.104783. Epub 2021 Mar 2. [PubMed:33714021 ]
Du W, Liang X, Wang S, Lee P, Zhang Y: The Underlying Mechanism of Paeonia lactiflora Pall. in Parkinson's Disease Based on a Network Pharmacology Approach. Front Pharmacol. 2020 Nov 23;11:581984. doi: 10.3389/fphar.2020.581984. eCollection 2020. [PubMed:33381034 ]
Shi Q, Wang J, Cheng Y, Dong X, Zhang M, Pei C: Palbinone alleviates diabetic retinopathy in STZ-induced rats by inhibiting NLRP3 inflammatory activity. J Biochem Mol Toxicol. 2020 Jul;34(7):e22489. doi: 10.1002/jbt.22489. Epub 2020 Mar 22. [PubMed:32202043 ]
Ha do T, Phuong TT, Oh J, Bae K, Thuan ND, Na M: Palbinone from Paeonia suffruticosa protects hepatic cells via up-regulation of heme oxygenase-1. Phytother Res. 2014 Feb;28(2):308-11. doi: 10.1002/ptr.4993. Epub 2013 Apr 18. [PubMed:23595773 ]
Ha do T, Tuan DT, Thu NB, Nhiem NX, Ngoc TM, Yim N, Bae K: Palbinone and triterpenes from Moutan Cortex (Paeonia suffruticosa, Paeoniaceae) stimulate glucose uptake and glycogen synthesis via activation of AMPK in insulin-resistant human HepG2 Cells. Bioorg Med Chem Lett. 2009 Oct 1;19(19):5556-9. doi: 10.1016/j.bmcl.2009.08.048. Epub 2009 Aug 15. [PubMed:19716700 ]

Showing NP-Card for (-)-Palbinone (NP0066527)

MOL for NP0066527 ((-)-Palbinone)

3D MOL for NP0066527 ((-)-Palbinone)

3D SDF for NP0066527 ((-)-Palbinone)

3D-SDF for NP0066527 ((-)-Palbinone)

PDB for NP0066527 ((-)-Palbinone)

3D PDB for NP0066527 ((-)-Palbinone)

SMILES for NP0066527 ((-)-Palbinone)

INCHI for NP0066527 ((-)-Palbinone)

Structure for NP0066527 ((-)-Palbinone)

3D Structure for NP0066527 ((-)-Palbinone)