NP-MRD: Showing NP-Card for Physapubenolide (NP0044812)

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Record Information

Version

2.0

Created at

2022-02-24 21:17:08 UTC

Updated at

2025-12-18 21:42:01 UTC

NP-MRD ID

NP0044812

Natural Product DOI

https://doi.org/10.57994/5113

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Physapubenolide

Description

Physapubenolide belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring. Thus, physapubenolide is considered to be a sterol. Physapubenolide was first documented in 2016 (PMID: 27416811). Based on a literature review a small amount of articles have been published on Physapubenolide (PMID: 34588618) (PMID: 28774732).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652302242222172D          

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M  END

     RDKit          3D

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M  END


  Mrv1652302242222172D          

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    7.0311   -1.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8484   -1.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7202   -2.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2266   -3.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9030   -2.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0857   -2.6817    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8833   -1.2236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3439   -0.3395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4364   -1.2606    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    1.2485    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803   -0.0491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5606    0.7268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -2.3768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  1  0  0  0
 24 22  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 24 32  1  0  0  0  0
 24 33  1  6  0  0  0
 21 34  1  1  0  0  0
  8 35  1  1  0  0  0
  7 36  1  6  0  0  0
  4 37  1  1  0  0  0
  3 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0044812

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@]3([H])[C@]([H])(CC[C@]4(C)[C@]([H])(C[C@H](OC(C)=O)[C@]34O)[C@H](C)[C@@]3([H])CC(C)=C(C)C(=O)O3)[C@@]3(C)C(=O)C=C[C@H](O)[C@@]13O2

> <INCHI_IDENTIFIER>
InChI=1S/C30H40O8/c1-14-11-21(37-26(34)15(14)2)16(3)19-12-24(36-17(4)31)29(35)20-13-25-30(38-25)23(33)8-7-22(32)28(30,6)18(20)9-10-27(19,29)5/h7-8,16,18-21,23-25,33,35H,9-13H2,1-6H3/t16-,18-,19+,20+,21+,23-,24-,25+,27+,28-,29+,30+/m0/s1

> <INCHI_KEY>
OPYWYTLAPWWTKW-RHITVKEVSA-N

> <FORMULA>
C30H40O8

> <MOLECULAR_WEIGHT>
528.642

> <EXACT_MASS>
528.272318248

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
56.331582741482904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,6S,7R,9R,11R,12S,13S,15R,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-13-yl acetate

> <ALOGPS_LOGP>
1.86

> <JCHEM_LOGP>
3.1476210393333317

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.669250873664637

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.051040569461431

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4735902698174383

> <JCHEM_POLAR_SURFACE_AREA>
122.66

> <JCHEM_REFRACTIVITY>
137.38409999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,6S,7R,9R,11R,12S,13S,15R,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-13-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-22         0                                  
HETATM    1  C   UNK     0       2.039  -3.259   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.516  -1.811   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.993  -0.363   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.985   0.815   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.470   1.086   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.501   0.544   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.025  -0.905   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.032  -2.082   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.555  -3.531   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.071  -3.802   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.064  -2.624   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.736  -4.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.541  -1.176   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.172   0.319   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.756  -0.231   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.706   1.308   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.348   2.035   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.040   1.222   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.298   3.574   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.031  -1.095   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.603  -2.574   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.548  -3.790   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.968  -5.217   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.074  -3.579   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.654  -2.153   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.180  -1.942   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.760  -0.516   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.125  -3.158   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.650  -2.947   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.544  -4.585   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      13.490  -5.800   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      11.019  -4.795   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0       9.493  -5.006   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       9.115  -2.284   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.509  -0.634   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.548  -2.353   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.257   2.331   0.000  0.00  0.00           H+0
HETATM   38  C   UNK     0      -0.523  -0.092   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -1.046   1.357   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.516  -1.269   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.993  -2.717   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.523  -2.988   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.046  -4.437   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   42                                             
CONECT    3    2    4    5   38                                             
CONECT    4    3    5    6   37                                             
CONECT    5    4    3                                                       
CONECT    6    4    7                                                       
CONECT    7    6    8   13   36                                             
CONECT    8    7    2    9   35                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   21                                             
CONECT   12   11                                                            
CONECT   13   11    7   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   21                                                       
CONECT   21   20   11   22   34                                             
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   32   33                                             
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   24                                                       
CONECT   33   24                                                            
CONECT   34   21                                                            
CONECT   35    8                                                            
CONECT   36    7                                                            
CONECT   37    4                                                            
CONECT   38    3   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41    2   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₀O₈

Average Mass

528.6420 Da

Monoisotopic Mass

528.27232 Da

IUPAC Name

(1S,2R,6S,7R,9R,11R,12S,13S,15R,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-13-yl acetate

Traditional Name

(1S,2R,6S,7R,9R,11R,12S,13S,15R,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-13-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@]3([H])[C@]([H])(CC[C@]4(C)[C@]([H])(C[C@H](OC(C)=O)[C@]34O)[C@H](C)[C@@]3([H])CC(C)=C(C)C(=O)O3)[C@@]3(C)C(=O)C=C[C@H](O)[C@@]13O2

InChI Identifier

InChI=1S/C30H40O8/c1-14-11-21(37-26(34)15(14)2)16(3)19-12-24(36-17(4)31)29(35)20-13-25-30(38-25)23(33)8-7-22(32)28(30,6)18(20)9-10-27(19,29)5/h7-8,16,18-21,23-25,33,35H,9-13H2,1-6H3/t16-,18-,19+,20+,21+,23-,24-,25+,27+,28-,29+,30+/m0/s1

InChI Key

OPYWYTLAPWWTKW-RHITVKEVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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
Physalis pubescens		Not Available
Physalis pubescens		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolides and derivatives

Alternative Parents

Substituents

Withanolide-skeleton
Steroid ester
5,6-epoxysteroid
Dihydropyranone
Oxepane
Cyclohexenone
Dicarboxylic acid or derivatives
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Carbonyl group
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.86	ALOGPS
logP	3.15	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	13.05	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	122.66 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	137.38 m³·mol⁻¹	ChemAxon
Polarizability	56.33 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00054492

Chemspider ID

68026969

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101317813

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang HY, Yu P, Chen XS, Wei H, Cao SJ, Zhang M, Zhang Y, Tao YG, Cao DS, Qiu F, Cheng Y: Identification of HMGCR as the anticancer target of physapubenolide against melanoma cells by in silico target prediction. Acta Pharmacol Sin. 2021 Sep 29. pii: 10.1038/s41401-021-00745-x. doi: 10.1038/s41401-021-00745-x. [PubMed:34588618 ]
Ma T, Zhang Y, Zhang C, Luo JG, Kong LY: Downregulation of TIGAR sensitizes the antitumor effect of physapubenolide through increasing intracellular ROS levels to trigger apoptosis and autophagosome formation in human breast carcinoma cells. Biochem Pharmacol. 2017 Nov 1;143:90-106. doi: 10.1016/j.bcp.2017.07.018. Epub 2017 Aug 1. [PubMed:28774732 ]
Ma T, Fan BY, Zhang C, Zhao HJ, Han C, Gao CY, Luo JG, Kong LY: Metabonomics applied in exploring the antitumour mechanism of physapubenolide on hepatocellular carcinoma cells by targeting glycolysis through the Akt-p53 pathway. Sci Rep. 2016 Jul 15;6:29926. doi: 10.1038/srep29926. [PubMed:27416811 ]
Erwin Glotter, Mahendra Sahai, Isaac Kirson and Hugo E. Gottlieb (1985). Erwin Glotter, Mahendra Sahai, Isaac Kirson and Hugo E. Gottlieb. Physapubenolide and pubescenin, two new ergostane-type steroids from Physalis pubescens L. (Solanaceae). J. Chem. Soc., Perkin Trans. 1, 1985, 2241-2245 DOI: 10.1039/P19850002241. J. Chem. Soc., Perkin Trans..
DOI: 10.1039/p19850002241

Showing NP-Card for Physapubenolide (NP0044812)

MOL for NP0044812 (Physapubenolide)

3D MOL for NP0044812 (Physapubenolide)

3D SDF for NP0044812 (Physapubenolide)

3D-SDF for NP0044812 (Physapubenolide)

PDB for NP0044812 (Physapubenolide)

3D PDB for NP0044812 (Physapubenolide)

SMILES for NP0044812 (Physapubenolide)

INCHI for NP0044812 (Physapubenolide)

Structure for NP0044812 (Physapubenolide)

3D Structure for NP0044812 (Physapubenolide)