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Showing NP-Card for 3,7-Dihydroxy-25-methoxycucurbita-5,23-dien-19-al (NP0335866)

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Record Information
Version2.0
Created at2024-09-11 03:37:10 UTC
Updated at2024-09-11 03:37:11 UTC
NP-MRD IDNP0335866
Secondary Accession NumbersNone
Natural Product Identification
Common Name3,7-Dihydroxy-25-methoxycucurbita-5,23-dien-19-al
Description It was first documented in 2005 (PMID: 15921438). Based on a literature review a small amount of articles have been published on 3,7-Dihydroxy-25-methoxycucurbita-5,23-dien-19-al (PMID: 35163001) (PMID: 33499307) (PMID: 22344919).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335866 (3,7-Dihydroxy-25-methoxycucurbita-5,23-dien-19-al)


  Mrv2104 05262306092D          

 35 38  0  0  0  0            999 V2000
    3.2730    2.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0599    1.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2628    1.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498    0.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541    0.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984   -0.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4836   -0.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984   -1.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996   -1.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996   -2.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2142   -2.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275   -2.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422   -2.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3568   -2.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3568   -1.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422   -1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275   -1.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2142   -1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2142   -0.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996   -0.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -0.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002    0.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6700    1.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4874    3.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0700    2.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002   -2.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727   -3.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116   -3.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4772    2.7768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275   -0.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275   -0.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0700   -2.9693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -2.9693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4772    3.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 30  1  0  0  0  0
  2  3  2  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
  5 24  1  0  0  0  0
  6  7  1  0  0  0  0
  6 22  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
  9 22  1  0  0  0  0
  9 27  1  0  0  0  0
 10 11  1  0  0  0  0
 10 19  1  0  0  0  0
 11 12  1  0  0  0  0
 11 34  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 15 16  1  0  0  0  0
 15 33  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 32  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 30 35  1  0  0  0  0
 31 32  2  0  0  0  0
M  END
Download

3D MOL for NP0335866 (3,7-Dihydroxy-25-methoxycucurbita-5,23-dien-19-al)

Download
3D SDF for NP0335866 (3,7-Dihydroxy-25-methoxycucurbita-5,23-dien-19-al)

  Mrv2104 05262306092D          

 35 38  0  0  0  0            999 V2000
    3.2730    2.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0599    1.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2628    1.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498    0.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541    0.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984   -0.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4836   -0.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984   -1.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996   -1.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996   -2.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2142   -2.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275   -2.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422   -2.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3568   -2.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3568   -1.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422   -1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275   -1.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2142   -1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2142   -0.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996   -0.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -0.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002    0.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6700    1.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4874    3.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0700    2.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002   -2.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727   -3.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116   -3.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4772    2.7768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275   -0.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275   -0.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0700   -2.9693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -2.9693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4772    3.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 30  1  0  0  0  0
  2  3  2  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
  5 24  1  0  0  0  0
  6  7  1  0  0  0  0
  6 22  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
  9 22  1  0  0  0  0
  9 27  1  0  0  0  0
 10 11  1  0  0  0  0
 10 19  1  0  0  0  0
 11 12  1  0  0  0  0
 11 34  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 15 16  1  0  0  0  0
 15 33  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 32  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 30 35  1  0  0  0  0
 31 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0335866

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(C)(C)\C=C\CC(C)C1CCC2(C)C3C(O)C=C4C(CCC(O)C4(C)C)C3(CCC12C)C=O

> <INCHI_IDENTIFIER>
InChI=1/C31H50O4/c1-20(10-9-14-27(2,3)35-8)21-13-15-30(7)26-24(33)18-23-22(11-12-25(34)28(23,4)5)31(26,19-32)17-16-29(21,30)6/h9,14,18-22,24-26,33-34H,10-13,15-17H2,1-8H3/b14-9+

> <INCHI_KEY>
AEUOCNAZOMRXEC-NTEUORMPNA-N

> <FORMULA>
C31H50O4

> <MOLECULAR_WEIGHT>
486.737

> <EXACT_MASS>
486.37091009

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
57.73789434429416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,7-dihydroxy-1-[(4E)-6-methoxy-6-methylhept-4-en-2-yl]-3a,6,6,11a-tetramethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-9b-carbaldehyde

> <JCHEM_LOGP>
5.002126458666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.40840003979616

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.515565729569738

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8703466571802405

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
143.7415

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4,7-dihydroxy-1-[(4E)-6-methoxy-6-methylhept-4-en-2-yl]-3a,6,6,11a-tetramethyl-1H,2H,3H,3bH,4H,7H,8H,9H,9aH,10H,11H-cyclopenta[a]phenanthrene-9b-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0335866 (3,7-Dihydroxy-25-methoxycucurbita-5,23-dien-19-al)
Download
PDB for NP0335866 (3,7-Dihydroxy-25-methoxycucurbita-5,23-dien-19-al)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       6.110   4.786   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.712   3.298   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.224   2.900   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.826   1.412   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.341   1.015   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.864  -0.450   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.769  -1.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.864  -2.941   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.399  -2.464   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.933  -3.234   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.933  -4.773   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.267  -5.543   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.598  -4.773   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.932  -5.543   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.266  -4.773   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.266  -3.234   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.932  -2.464   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.598  -3.234   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.267  -2.464   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.267  -0.925   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.933  -0.155   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.399  -0.925   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.560   0.607   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.251   2.102   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.510   6.271   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.597   4.386   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.560  -3.996   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.922  -6.723   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.942  -6.723   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.624   5.183   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -3.598  -0.155   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -3.598  -1.695   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -7.597  -5.543   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.399  -5.543   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       4.624   6.723   0.000  0.00  0.00           C+0
CONECT    1    2   25   26   30                                             
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   22   27                                             
CONECT   10    9   11   19                                                  
CONECT   11   10   12   34                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   28   29                                             
CONECT   15   14   16   33                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   13   17   19                                                  
CONECT   19   10   18   20   32                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22    6    9   21   23                                             
CONECT   23   22                                                            
CONECT   24    5                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    9                                                            
CONECT   28   14                                                            
CONECT   29   14                                                            
CONECT   30    1   35                                                       
CONECT   31   32                                                            
CONECT   32   19   31                                                       
CONECT   33   15                                                            
CONECT   34   11                                                            
CONECT   35   30                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

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3D PDB for NP0335866 (3,7-Dihydroxy-25-methoxycucurbita-5,23-dien-19-al)
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SMILES for NP0335866 (3,7-Dihydroxy-25-methoxycucurbita-5,23-dien-19-al)
COC(C)(C)\C=C\CC(C)C1CCC2(C)C3C(O)C=C4C(CCC(O)C4(C)C)C3(CCC12C)C=O
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INCHI for NP0335866 (3,7-Dihydroxy-25-methoxycucurbita-5,23-dien-19-al)
InChI=1/C31H50O4/c1-20(10-9-14-27(2,3)35-8)21-13-15-30(7)26-24(33)18-23-22(11-12-25(34)28(23,4)5)31(26,19-32)17-16-29(21,30)6/h9,14,18-22,24-26,33-34H,10-13,15-17H2,1-8H3/b14-9+
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View in JSmol
SynonymsNot Available
Chemical FormulaC31H50O4
Average Mass486.7370 Da
Monoisotopic Mass486.37091 Da
IUPAC Name4,7-dihydroxy-1-[(4E)-6-methoxy-6-methylhept-4-en-2-yl]-3a,6,6,11a-tetramethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-9b-carbaldehyde
Traditional Name4,7-dihydroxy-1-[(4E)-6-methoxy-6-methylhept-4-en-2-yl]-3a,6,6,11a-tetramethyl-1H,2H,3H,3bH,4H,7H,8H,9H,9aH,10H,11H-cyclopenta[a]phenanthrene-9b-carbaldehyde
CAS Registry NumberNot Available
SMILES
COC(C)(C)\C=C\CC(C)C1CCC2(C)C3C(O)C=C4C(CCC(O)C4(C)C)C3(CCC12C)C=O
InChI Identifier
InChI=1/C31H50O4/c1-20(10-9-14-27(2,3)35-8)21-13-15-30(7)26-24(33)18-23-22(11-12-25(34)28(23,4)5)31(26,19-32)17-16-29(21,30)6/h9,14,18-22,24-26,33-34H,10-13,15-17H2,1-8H3/b14-9+
InChI KeyAEUOCNAZOMRXEC-NTEUORMPNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
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
logP5ChemAxon
pKa (Strongest Acidic)14.52ChemAxon
pKa (Strongest Basic)-0.87ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity143.74 m³·mol⁻¹ChemAxon
Polarizability57.74 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Chou MC, Lee YJ, Wang YT, Cheng SY, Cheng HL: Cytotoxic and Anti-Inflammatory Triterpenoids in the Vines and Leaves of Momordica charantia. Int J Mol Sci. 2022 Jan 19;23(3). pii: ijms23031071. doi: 10.3390/ijms23031071. [PubMed:35163001  ] 
  2. Chuang LT, Huang WC, Hou YC, Chyuan JH, Chang H, Chang CI, Tsai TH, Tsai PJ: Suppressive Effect of Two Cucurbitane-Type Triterpenoids from Momordica charantia on Cutibacterium acnes-Induced Inflammatory Responses in Human THP-1 Monocytic Cell and Mouse Models. Molecules. 2021 Jan 22;26(3). pii: molecules26030579. doi: 10.3390/molecules26030579. [PubMed:33499307  ] 
  3. Zhang J, Huang Y, Kikuchi T, Tokuda H, Suzuki N, Inafuku K, Miura M, Motohashi S, Suzuki T, Akihisa T: Cucurbitane triterpenoids from the leaves of Momordica charantia, and their cancer chemopreventive effects and cytotoxicities. Chem Biodivers. 2012 Feb;9(2):428-40. doi: 10.1002/cbdv.201100142. [PubMed:22344919  ] 
  4. Kimura Y, Akihisa T, Yuasa N, Ukiya M, Suzuki T, Toriyama M, Motohashi S, Tokuda H: Cucurbitane-type triterpenoids from the fruit of Momordica charantia. J Nat Prod. 2005 May;68(5):807-9. doi: 10.1021/np040218p. [PubMed:15921438  ]