NP-MRD: Showing NP-Card for Piperlongumine (NP0051144)

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Record Information

Version

2.0

Created at

2022-04-27 22:33:31 UTC

Updated at

2022-04-27 22:33:31 UTC

NP-MRD ID

NP0051144

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Piperlongumine

Description

Piplartine, also known as piperlongumine, belongs to the class of organic compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid. Piplartine is an extremely weak basic (essentially neutral) compound (based on its pKa). Its anticancer effects may be due to silencing the GSTP1 gene. Outside of the human body, Piplartine has been detected, but not quantified in, herbs and spices. This could make piplartine a potential biomarker for the consumption of these foods. Some piperlongumine derivatives were potent anti-inflammatory agents. In in vitro experiments, it selectively kills some types cancer cells over normal cells. Piperlongumine inhibits the migration of breast cancer cells (MDA-MB-231), an approach for discovering antimetastatic agents. Piperlongumine may have anti-cancer properties. Piperlongumine (PL) is a natural product constituent of the fruit of the Long pepper (Piper longum), a pepper plant found in southern India and southeast Asia. One study in a xenograft mouse model of cancer showed that piperlongumine inhibits the growth of malignant breast tumors and their associated metastases. Although this study has been retracted. Wang et al., Evaluated piperlongumine as a novel senolytic agent. Piperlongumine is found in Piper arborescens, Piper cenocladum, Piper longum , Piper macropiper, Piper puberulum, Piper retrofractum, Piper retrofractum Vahl. , Piper sarmentosum, Piper sulvaticum, Piper swartzianum, Piper sylvaticum , Piper tuberculatum and Piper tuberculatum Jacq. . Piperlongumine was first documented in 2008 (PMID: 18813819). The synthesis typically involved Schotten-Baumann reaction between the acid chloride of 3,4,5-trimethoxycinnamic acid with the corresponding amines.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.3263   -3.8247    0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2609   -2.8274    0.4174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7627   -1.5797    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4224   -1.2731    0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9200   -0.0130   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455    0.2125   -0.1152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1332    1.3314   -0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975    1.7433   -0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6902    2.9858   -0.7245 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982    1.0325   -0.0508 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7298   -0.3514    0.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0325   -1.0362    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2433   -0.2220    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1845    1.0691    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9456    1.7535   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9206    3.0220   -0.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7978    0.9494   -0.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1617    0.6837   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0175    1.6841   -1.0677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095    2.9532   -1.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6177   -0.5807   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9716   -0.8136   -0.3944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777   -0.5643    0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6672   -3.4045    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8638   -4.7316    1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -4.1617   -0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037   -2.0378    0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1658   -0.6011    0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4053    2.1298   -0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1771   -0.8972   -0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1463   -0.4496    1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624   -1.8520   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0230   -1.6424    1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2310   -0.7080    0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1285    1.6301    0.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4840    1.9404   -0.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3373    3.6484   -1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9321    3.4135   -0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8349    2.9134   -2.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9905    0.4936    0.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2661   -0.9309    1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7504   -1.0870    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  5 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 15 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
M  END


  Mrv0541 05061305102D          

 23 24  0  0  0  0            999 V2000
   -5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 12  7  1  0  0  0  0
 12 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15  6  1  0  0  0  0
 16  8  1  0  0  0  0
 17 13  2  0  0  0  0
 17 14  1  0  0  0  0
 18  9  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 15  2  0  0  0  0
 20 16  2  0  0  0  0
 21  1  1  0  0  0  0
 21 13  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 23  3  1  0  0  0  0
 23 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051144

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)N2CCC=CC2=O)=CC(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C17H19NO5/c1-21-13-10-12(11-14(22-2)17(13)23-3)7-8-16(20)18-9-5-4-6-15(18)19/h4,6-8,10-11H,5,9H2,1-3H3/b8-7+

> <INCHI_KEY>
VABYUUZNAVQNPG-BQYQJAHWSA-N

> <FORMULA>
C17H19NO5

> <MOLECULAR_WEIGHT>
317.3365

> <EXACT_MASS>
317.126322723

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.45237913488001

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-1,2,5,6-tetrahydropyridin-2-one

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
1.7378093393333336

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.76506242333467

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2807232544006673

> <JCHEM_POLAR_SURFACE_AREA>
65.07000000000001

> <JCHEM_REFRACTIVITY>
87.32389999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
piperlongumine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0     -10.669   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -9.336   2.310   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4    5    6                                                       
CONECT    5    4    9                                                       
CONECT    6    4   15                                                       
CONECT    7    8   12                                                       
CONECT    8    7   16                                                       
CONECT    9    5   18                                                       
CONECT   10   12   13                                                       
CONECT   11   12   14                                                       
CONECT   12    7   10   11                                                  
CONECT   13   10   17   21                                                  
CONECT   14   11   17   22                                                  
CONECT   15    6   18   19                                                  
CONECT   16    8   18   20                                                  
CONECT   17   13   14   23                                                  
CONECT   18    9   15   16                                                  
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21    1   13                                                       
CONECT   22    2   14                                                       
CONECT   23    3   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Value	Source
Piperlongumine	Kegg
5,6-Dihydro-1-(3,4,5-trimethoxycinnamoyl)-2(1H)-pyridinone	HMDB
5,6-Dihydro-1-[1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyl]-2(1H)-pyridinone, 9ci	HMDB
N-(3,4,5-Trimethoxycinnamoyl)-D3-piperidin-2-one	HMDB
Piperlonguminine	HMDB

Chemical Formula

C₁₇H₁₉NO₅

Average Mass

317.3365 Da

Monoisotopic Mass

317.12632 Da

IUPAC Name

1-[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-1,2,5,6-tetrahydropyridin-2-one

Traditional Name

piperlongumine

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)N2CCC=CC2=O)=CC(OC)=C1OC

InChI Identifier

InChI=1S/C17H19NO5/c1-21-13-10-12(11-14(22-2)17(13)23-3)7-8-16(20)18-9-5-4-6-15(18)19/h4,6-8,10-11H,5,9H2,1-3H3/b8-7+

InChI Key

VABYUUZNAVQNPG-BQYQJAHWSA-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
Piper arborescens	LOTUS Database	35616633
Piper cenocladum	Plant	KNApSAcK
Piper longum	Plant	KNApSAcK
Piper macropiper	LOTUS Database	35616633
Piper puberulum	LOTUS Database	35616633
Piper retrofractum	LOTUS Database	35616633
Piper retrofractum Vahl.	Plant	KNApSAcK
Piper sarmentosum	LOTUS Database	35616633
Piper sulvaticum	Plant	KNApSAcK
Piper swartzianum	LOTUS Database	35616633
Piper sylvaticum	Plant	KNApSAcK
Piper tuberculatum	LOTUS Database	35616633
Piper tuberculatum Jacq.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Not Available

Direct Parent

Cinnamic acids and derivatives

Alternative Parents

Substituents

Cinnamic acid or derivatives
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Hydropyridine
Benzenoid
Carboxylic acid imide, n-substituted
Carboxylic acid imide
Dicarboximide
Carboxylic acid derivative
Azacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

cinnamamides (CHEBI:8241 )
Piperidine alkaloids (C10166 )

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	2.32	ALOGPS
logP	1.74	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	17.77	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	87.32 m³·mol⁻¹	ChemAxon
Polarizability	33.45 Å³	ChemAxon
Number of Rings	2	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

HMDB0030341

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Piperlongumine

METLIN ID

Not Available

PubChem Compound

637858

PDB ID

Not Available

ChEBI ID

564921

Good Scents ID

Not Available

References

General References

Kong EH, Kim YJ, Kim YJ, Cho HJ, Yu SN, Kim KY, Chang JH, Ahn SC: Piplartine induces caspase-mediated apoptosis in PC-3 human prostate cancer cells. Oncol Rep. 2008 Oct;20(4):785-92. [PubMed:18813819 ]

Showing NP-Card for Piperlongumine (NP0051144)

MOL for NP0051144 (Piperlongumine)

3D MOL for NP0051144 (Piperlongumine)

3D SDF for NP0051144 (Piperlongumine)

3D-SDF for NP0051144 (Piperlongumine)

PDB for NP0051144 (Piperlongumine)

3D PDB for NP0051144 (Piperlongumine)

SMILES for NP0051144 (Piperlongumine)

INCHI for NP0051144 (Piperlongumine)

Structure for NP0051144 (Piperlongumine)

3D Structure for NP0051144 (Piperlongumine)