NP-MRD: Showing NP-Card for Lipiferolide (NP0051925)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 23:07:48 UTC

Updated at

2025-07-24 17:37:48 UTC

NP-MRD ID

NP0051925

Natural Product DOI

https://doi.org/10.57994/3728

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lipiferolide

Description

LIPIFEROLIDE belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Lipiferolide is found in Liriodendron tulipfera, Liriodendron tulipifera , Pentanema divaricatum and Vicoa pentanema. Lipiferolide was first documented in 2007 (PMID: 17424934). Based on a literature review a small amount of articles have been published on LIPIFEROLIDE (PMID: 30289713) (PMID: 20826204) (PMID: 19475985).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    2.0467    2.3449    1.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9953    2.0823    1.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2619    3.0996    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3435    4.3586    0.4205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5840    2.4717   -0.5578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6794    1.1003   -0.2783 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3432    0.7861    0.7951 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3879   -0.1952    0.3316 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9102    0.1416   -0.9288 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2501    0.4519   -1.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8819    0.8160   -2.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0196    0.4315   -0.0592 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589   -1.6096    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2055   -1.8754    1.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417   -1.9176    2.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728   -2.0717    0.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -2.0623   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3110   -1.1608   -0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8536    0.1941   -0.8807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3870    0.3756   -2.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1783    1.3352   -0.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0249    0.7769    0.2643 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4369    3.3443    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5752    1.5630    2.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309    0.5601   -1.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1091    0.3856    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2120   -0.1538    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1256    0.9596   -3.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4975   -0.0759   -2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5915    1.6595   -2.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903   -1.8235   -0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238   -2.2790    0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4231   -3.0016    2.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1613   -1.3432    2.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5807   -1.5999    3.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2013   -2.2643    1.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4057   -1.7237   -1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4150   -3.0874   -0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0143   -1.5578   -1.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8205   -1.1203    0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083   -0.4506   -2.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8975    1.3728   -2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3140    0.4551   -2.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1132    0.3071    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10 12  2  0
 10  9  1  0
  9  8  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  2  7  1  0
  7  8  1  0
 22 19  1  0
  7  6  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
  8 27  1  1
 13 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 22 44  1  1
  6 25  1  6
  1 23  1  0
  1 24  1  0
  7 26  1  1
M  END


  Mrv1652304282201072D          

 22 24  0  0  1  0            999 V2000
    1.9396    1.9941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3434    1.4239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7015    0.6807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190    0.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892    0.1953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6662    1.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4094    1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259    1.3130    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2007    1.7039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5587    2.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4116    3.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4060    3.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0022    3.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287    3.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0868    2.8059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9043    2.9168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2171    3.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7123    4.3327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346    3.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8913    4.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1759    0.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0021    1.5081    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
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  1  6  1  1  0  0  0
  6  7  2  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  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  1 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 13 20  1  0  0  0  0
  9 21  1  0  0  0  0
  8 21  1  1  0  0  0
  9 22  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0051925

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C\C(C)=C\CC[C@@]2(C)O[C@@H]2[C@H]2OC(=O)C(=C)[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O5/c1-9-6-5-7-17(4)15(22-17)14-13(10(2)16(19)21-14)12(8-9)20-11(3)18/h6,12-15H,2,5,7-8H2,1,3-4H3/b9-6+/t12-,13-,14+,15-,17-/m1/s1

> <INCHI_KEY>
ODYJJNFWFYUXSS-WQROVURFSA-N

> <FORMULA>
C17H22O5

> <MOLECULAR_WEIGHT>
306.358

> <EXACT_MASS>
306.146723808

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.815546714674156

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,4R,7E,10R,11R)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-10-yl acetate

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
2.1672562086666667

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.242048537578756

> <JCHEM_POLAR_SURFACE_AREA>
65.13

> <JCHEM_REFRACTIVITY>
79.27510000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4R,7E,10R,11R)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-10-yl acetate

> <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       3.621   3.722   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.508   2.658   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.176   1.271   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.702   1.478   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.767   0.365   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.977   2.993   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.364   3.661   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.982   2.451   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.375   3.181   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.043   4.568   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.768   6.083   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.758   6.290   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.871   7.355   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.227   6.625   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.895   5.238   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.421   5.445   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.005   6.870   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.063   8.088   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.531   7.077   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.664   8.881   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.328   1.641   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.871   2.815   0.000  0.00  0.00           C+0
CONECT    1    2    6   15                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    1    7                                                  
CONECT    7    6                                                            
CONECT    8    2    9   21                                                  
CONECT    9    8   10   21   22                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14    1   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   13                                                            
CONECT   21    9    8                                                       
CONECT   22    9                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₂O₅

Average Mass

306.3580 Da

Monoisotopic Mass

306.14672 Da

IUPAC Name

(1S,2R,4R,7E,10R,11R)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-10-yl acetate

Traditional Name

(1S,2R,4R,7E,10R,11R)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-10-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C\C(C)=C\CC[C@@]2(C)O[C@@H]2[C@H]2OC(=O)C(=C)[C@H]12

InChI Identifier

InChI=1S/C17H22O5/c1-9-6-5-7-17(4)15(22-17)14-13(10(2)16(19)21-14)12(8-9)20-11(3)18/h6,12-15H,2,5,7-8H2,1,3-4H3/b9-6+/t12-,13-,14+,15-,17-/m1/s1

InChI Key

ODYJJNFWFYUXSS-WQROVURFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	[email protected]	Case Western Reserve University	Matt Bertin	2025-02-25	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
Liriodendron tulipfera	Plant	KNApSAcK
Liriodendron tulipifera		Not Available
Liriodendron tulipifera	Plant	KNApSAcK
Pentanema divaricatum	LOTUS Database	35616633
Vicoa pentanema	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Germacranolides and derivatives

Alternative Parents

Substituents

Germacranolide
Germacrane sesquiterpenoid
Sesquiterpenoid
Dicarboxylic acid or derivatives
Gamma butyrolactone
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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	1.98	ALOGPS
logP	2.17	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.28 m³·mol⁻¹	ChemAxon
Polarizability	31.82 Å³	ChemAxon
Number of Rings	3	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

C00003319

Chemspider ID

4477452

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319043

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Xiong J, Wang LJ, Qian J, Wang PP, Wang XJ, Ma GL, Zeng H, Li J, Hu JF: Structurally Diverse Sesquiterpenoids from the Endangered Ornamental Plant Michelia shiluensis. J Nat Prod. 2018 Oct 26;81(10):2195-2204. doi: 10.1021/acs.jnatprod.8b00386. Epub 2018 Oct 5. [PubMed:30289713 ]
Graziose R, Rathinasabapathy T, Lategan C, Poulev A, Smith PJ, Grace M, Lila MA, Raskin I: Antiplasmodial activity of aporphine alkaloids and sesquiterpene lactones from Liriodendron tulipifera L. J Ethnopharmacol. 2011 Jan 7;133(1):26-30. doi: 10.1016/j.jep.2010.08.059. Epub 2010 Sep 6. [PubMed:20826204 ]
Dong Y, Liang D, Huang J, Zhang P: Sesquiterpenes with quinone reductase-inducing activity from Liriodendron chinense. Nat Prod Commun. 2009 Apr;4(4):467-8. [PubMed:19475985 ]
Moon MK, Oh HM, Kwon BM, Baek NI, Kim SH, Kim JS, Kim DK: Farnesyl protein transferase and tumor cell growth inhibitory activities of lipiferolide isolated from Liriodendron tulipifera. Arch Pharm Res. 2007 Mar;30(3):299-302. doi: 10.1007/BF02977609. [PubMed:17424934 ]

Showing NP-Card for Lipiferolide (NP0051925)

MOL for NP0051925 (Lipiferolide)

3D MOL for NP0051925 (Lipiferolide)

3D SDF for NP0051925 (Lipiferolide)

3D-SDF for NP0051925 (Lipiferolide)

PDB for NP0051925 (Lipiferolide)

3D PDB for NP0051925 (Lipiferolide)

SMILES for NP0051925 (Lipiferolide)

INCHI for NP0051925 (Lipiferolide)

Structure for NP0051925 (Lipiferolide)

3D Structure for NP0051925 (Lipiferolide)