NP-MRD: Showing NP-Card for Isolimonic acid (NP0337446)

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Record Information

Version

2.0

Created at

2024-09-11 10:54:05 UTC

Updated at

2024-09-11 10:54:06 UTC

NP-MRD ID

NP0337446

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isolimonic acid

Description

Isolimonic acid is also known as isolimonate. Isolimonic acid was first documented in 2007 (PMID: 17448343). Based on a literature review a small amount of articles have been published on Isolimonic acid (PMID: 20864476) (PMID: 30372897) (PMID: 23153211) (PMID: 18490169).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262313262D          

 36 40  0  0  0  0            999 V2000
   -3.0643    0.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788    0.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788   -0.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -0.9822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3498   -0.5697    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3498    0.2554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6354    0.6679    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6354   -0.9822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9209   -0.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209    0.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788   -2.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -1.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2779   -0.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7628   -1.3947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2779   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4933   -1.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4932   -0.9821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2228    2.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0478    2.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3028    1.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354    1.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9679    1.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499   -2.2197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -0.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3498   -1.3947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3498    1.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8613   -2.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0644   -2.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9057   -0.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4932    0.4468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7307   -0.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028   -1.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2064   -0.1572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1432    0.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9682    0.4468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7307    1.1612    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
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
  3 17  1  0  0  0  0
  4  3  1  0  0  0  0
  4 12  1  0  0  0  0
 16 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 16 17  1  0  0  0  0
  7 21  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 22  1  0  0  0  0
 12 23  2  0  0  0  0
  4 24  1  1  0  0  0
  5 25  1  1  0  0  0
  8 25  1  1  0  0  0
  6 26  1  6  0  0  0
 15 27  1  0  0  0  0
 15 28  1  0  0  0  0
 17 29  1  6  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  9 32  2  0  0  0  0
  9 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
M  END


  Mrv2104 05262313262D          

 36 40  0  0  0  0            999 V2000
   -3.0643    0.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788    0.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788   -0.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -0.9822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3498   -0.5697    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3498    0.2554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6354    0.6679    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6354   -0.9822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9209   -0.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209    0.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788   -2.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -1.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2779   -0.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7628   -1.3947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2779   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4933   -1.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4932   -0.9821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2228    2.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0478    2.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3028    1.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354    1.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9679    1.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499   -2.2197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -0.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3498   -1.3947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3498    1.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8613   -2.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0644   -2.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9057   -0.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4932    0.4468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7307   -0.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028   -1.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2064   -0.1572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1432    0.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9682    0.4468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7307    1.1612    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
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
  3 17  1  0  0  0  0
  4  3  1  0  0  0  0
  4 12  1  0  0  0  0
 16 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 16 17  1  0  0  0  0
  7 21  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 22  1  0  0  0  0
 12 23  2  0  0  0  0
  4 24  1  1  0  0  0
  5 25  1  1  0  0  0
  8 25  1  1  0  0  0
  6 26  1  6  0  0  0
 15 27  1  0  0  0  0
 15 28  1  0  0  0  0
 17 29  1  6  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  9 32  2  0  0  0  0
  9 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0337446

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC[C@]2(C(O)CC(O)=O)C1CC(=O)[C@]1(C)C2CC[C@@](C)([C@@H](O)C2=COC=C2)[C@@]11O[C@@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C26H34O10/c1-22(2)15-9-16(27)24(4)14(25(15,12-35-22)17(28)10-18(29)30)5-7-23(3,19(31)13-6-8-34-11-13)26(24)20(36-26)21(32)33/h6,8,11,14-15,17,19-20,28,31H,5,7,9-10,12H2,1-4H3,(H,29,30)(H,32,33)/t14?,15?,17?,19-,20+,23-,24-,25+,26+/s2

> <INCHI_KEY>
JSDNZHXBKWCZDG-XJFXMHNNNA-N

> <FORMULA>
C26H34O10

> <MOLECULAR_WEIGHT>
506.548

> <EXACT_MASS>
506.215197295

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
50.86565578591048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3'S,5aR,6R,7S,9bR)-9b-(2-carboxy-1-hydroxyethyl)-7-[(S)-(furan-3-yl)(hydroxy)methyl]-3,3,5a,7-tetramethyl-5-oxo-decahydro-1H-spiro[naphtho[1,2-c]furan-6,2'-oxirane]-3'-carboxylic acid

> <JCHEM_LOGP>
1.1282488916666646

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.403978611088892

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.725694155328545

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8885384867925428

> <JCHEM_POLAR_SURFACE_AREA>
167.02999999999997

> <JCHEM_REFRACTIVITY>
121.70359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3'S,5aR,6R,7S,9bR)-9b-(2-carboxy-1-hydroxyethyl)-7-[(S)-furan-3-yl(hydroxy)methyl]-3,3,5a,7-tetramethyl-5-oxo-hexahydrospiro[naphtho[1,2-c]furan-6,2'-oxirane]-3'-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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      -5.720   1.247   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.054   0.477   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.054  -1.063   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.720  -1.833   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.386  -1.063   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.386   0.477   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.053   1.247   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.053  -1.833   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.719  -1.063   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.719   0.477   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -7.054  -4.143   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.720  -3.373   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.852  -1.357   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0     -10.757  -2.603   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -9.852  -3.849   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.387  -3.373   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.387  -1.833   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.283   5.156   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.823   5.156   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.299   3.692   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.053   2.787   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.807   3.692   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.386  -4.143   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.720  -0.293   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.386  -2.603   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -4.386   2.017   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.941  -4.938   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.454  -5.337   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.157  -0.500   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -8.387   0.834   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -10.697  -0.500   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.752  -2.200   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.385  -0.293   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -11.467   0.834   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0     -13.007   0.834   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0     -10.697   2.168   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2   17    4                                                  
CONECT    4    5    3   12   24                                             
CONECT    5    4    6    8   25                                             
CONECT    6    1    7    5   26                                             
CONECT    7    6   10   21                                                  
CONECT    8    5    9   25                                                  
CONECT    9    8   32   33                                                  
CONECT   10    7                                                            
CONECT   11   16   12                                                       
CONECT   12    4   11   23                                                  
CONECT   13   14   17                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   27   28                                             
CONECT   16   11   15   17                                                  
CONECT   17    3   13   16   29                                             
CONECT   18   19   22                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21    7   20   22                                                  
CONECT   22   21   18                                                       
CONECT   23   12                                                            
CONECT   24    4                                                            
CONECT   25    5    8                                                       
CONECT   26    6                                                            
CONECT   27   15                                                            
CONECT   28   15                                                            
CONECT   29   17   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   34                                                       
CONECT   32    9                                                            
CONECT   33    9                                                            
CONECT   34   31   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Value	Source
Isolimonate	Generator

Chemical Formula

C₂₆H₃₄O₁₀

Average Mass

506.5480 Da

Monoisotopic Mass

506.21520 Da

IUPAC Name

(3'S,5aR,6R,7S,9bR)-9b-(2-carboxy-1-hydroxyethyl)-7-[(S)-(furan-3-yl)(hydroxy)methyl]-3,3,5a,7-tetramethyl-5-oxo-decahydro-1H-spiro[naphtho[1,2-c]furan-6,2'-oxirane]-3'-carboxylic acid

Traditional Name

(3'S,5aR,6R,7S,9bR)-9b-(2-carboxy-1-hydroxyethyl)-7-[(S)-furan-3-yl(hydroxy)methyl]-3,3,5a,7-tetramethyl-5-oxo-hexahydrospiro[naphtho[1,2-c]furan-6,2'-oxirane]-3'-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(C)OC[C@]2(C(O)CC(O)=O)C1CC(=O)[C@]1(C)C2CC[C@@](C)([C@@H](O)C2=COC=C2)[C@@]11O[C@@H]1C(O)=O

InChI Identifier

InChI=1/C26H34O10/c1-22(2)15-9-16(27)24(4)14(25(15,12-35-22)17(28)10-18(29)30)5-7-23(3,19(31)13-6-8-34-11-13)26(24)20(36-26)21(32)33/h6,8,11,14-15,17,19-20,28,31H,5,7,9-10,12H2,1-4H3,(H,29,30)(H,32,33)/t14?,15?,17?,19-,20+,23-,24-,25+,26+/s2

InChI Key

JSDNZHXBKWCZDG-XJFXMHNNNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as naphthofurans. These are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
Carbocyclic fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Hydroxy acid
Oxirane carboxylic acid or derivatives
Oxirane carboxylic acid
Heteroaromatic compound
Furan
Tetrahydrofuran
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aromatic alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.13	ChemAxon
pKa (Strongest Acidic)	3.73	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	167.03 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	121.7 m³·mol⁻¹	ChemAxon
Polarizability	50.87 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Vikram A, Jesudhasan PR, Jayaprakasha GK, Pillai SD, Patil BS: Citrus limonoids interfere with Vibrio harveyi cell-cell signalling and biofilm formation by modulating the response regulator LuxO. Microbiology (Reading). 2011 Jan;157(Pt 1):99-110. doi: 10.1099/mic.0.041228-0. Epub 2010 Sep 23. [PubMed:20864476 ]
Vikram A, Jayaprakasha GK, Patil BS: Simultaneous determination of citrus limonoid aglycones and glucosides by high performance liquid chromatography. Anal Chim Acta. 2007 May 8;590(2):180-6. doi: 10.1016/j.aca.2007.03.029. Epub 2007 Mar 18. [PubMed:17448343 ]
Calva-Candelaria N, Melendez-Camargo ME, Montellano-Rosales H, Estrada-Perez AR, Rosales-Hernandez MC, Fragoso-Vazquez MJ, Martinez-Archundia M, Correa-Basurto J, Marquez-Flores YK: Oenothera rosea L Her. ex Ait attenuates acute colonic inflammation in TNBS-induced colitis model in rats: in vivo and in silico myeloperoxidase role. Biomed Pharmacother. 2018 Dec;108:852-864. doi: 10.1016/j.biopha.2018.09.081. Epub 2018 Sep 24. [PubMed:30372897 ]
Vikram A, Jesudhasan PR, Pillai SD, Patil BS: Isolimonic acid interferes with Escherichia coli O157:H7 biofilm and TTSS in QseBC and QseA dependent fashion. BMC Microbiol. 2012 Nov 15;12:261. doi: 10.1186/1471-2180-12-261. [PubMed:23153211 ]
Jayaprakasha GK, Mandadi KK, Poulose SM, Jadegoud Y, Nagana Gowda GA, Patil BS: Novel triterpenoid from Citrus aurantium L. possesses chemopreventive properties against human colon cancer cells. Bioorg Med Chem. 2008 Jun 1;16(11):5939-51. doi: 10.1016/j.bmc.2008.04.063. Epub 2008 Apr 27. [PubMed:18490169 ]

Showing NP-Card for Isolimonic acid (NP0337446)

MOL for NP0337446 (Isolimonic acid)

3D MOL for NP0337446 (Isolimonic acid)

3D SDF for NP0337446 (Isolimonic acid)

3D-SDF for NP0337446 (Isolimonic acid)

PDB for NP0337446 (Isolimonic acid)

3D PDB for NP0337446 (Isolimonic acid)

SMILES for NP0337446 (Isolimonic acid)

INCHI for NP0337446 (Isolimonic acid)

Structure for NP0337446 (Isolimonic acid)

3D Structure for NP0337446 (Isolimonic acid)