NP-MRD: Showing NP-Card for 1'- Farnesyl mesaconate (NP0043791)

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Record Information

Version

1.0

Created at

2021-06-22 17:17:48 UTC

Updated at

2021-06-22 17:17:48 UTC

NP-MRD ID

NP0043791

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1'- Farnesyl mesaconate

Description

1'- Farnesyl mesaconate is found in Boletinus cavipes and Suillus cavipes. It was first documented in 1995 (Wada, et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

NP0043791
     RDKit          3D

 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.7935    0.6712   -0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7414   -0.3763   -0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0220   -1.7437    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449   -0.0993   -0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4375   -1.0762   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2761   -0.6856    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162    0.5930   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2243    1.9309   -0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3173    0.5141   -0.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5243    1.7116   -0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    1.8813   -0.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7623    0.9140   -0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8367    1.0542    0.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8103   -0.0627   -0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854   -1.0962   -1.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516   -1.1559   -0.4998 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593   -0.2287   -0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788    0.6824   -1.5345 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1698   -0.3388    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2973    0.6156   -0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3083   -1.2999    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5120   -1.3998    1.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5535   -2.3584    2.6725 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5848   -0.5591    1.7331 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.8025    0.2471   -0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7866    1.1920    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2855   -2.0152    1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0341   -2.4588   -0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3836    0.8836   -1.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8642   -2.0396   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670   -1.3573   -1.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5457   -1.5250    0.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4907    2.3216   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1351    1.9288    0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5278    2.6185    0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696   -0.4612   -0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2068    2.5863   -0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724    1.5846   -1.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3667    1.9188    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3563    1.5511    1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6140    1.7825    0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1688    0.0992    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372   -0.0682   -1.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1199   -1.0419   -2.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2467   -2.1026   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4528    1.2603    0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4834   -1.9907    1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8813   -0.0010    2.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
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 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
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 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
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 11 42  1  0
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 13 44  1  0
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 14 47  1  0
 15 48  1  0
 15 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 24 54  1  0
M  END


  Mrv1652306222119172D          

 24 23  0  0  0  0            999 V2000
    8.2500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  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  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  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
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 17 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0043791

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\COC(=O)C(\C)=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O4/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-24-20(23)18(5)14-19(21)22/h8,10,12,14H,6-7,9,11,13H2,1-5H3,(H,21,22)/b16-10+,17-12+,18-14+

> <INCHI_KEY>
DDLQRKHFZGOPPI-ABTLALLYSA-N

> <FORMULA>
C20H30O4

> <MOLECULAR_WEIGHT>
334.456

> <EXACT_MASS>
334.214409446

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
39.51084566320591

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-methyl-4-oxo-4-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}but-2-enoic acid

> <ALOGPS_LOGP>
5.33

> <JCHEM_LOGP>
5.414538187

> <ALOGPS_LOGS>
-4.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.671904805008923

> <JCHEM_PKA_STRONGEST_BASIC>
-6.896925696375927

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
100.45659999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-methyl-4-oxo-4-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}but-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043791
     RDKit          3D

 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.7935    0.6712   -0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7414   -0.3763   -0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0220   -1.7437    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449   -0.0993   -0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4375   -1.0762   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2761   -0.6856    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162    0.5930   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2243    1.9309   -0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3173    0.5141   -0.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5243    1.7116   -0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    1.8813   -0.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2973    0.6156   -0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3083   -1.2999    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5120   -1.3998    1.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1199   -1.0419   -2.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4834   -1.9907    1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8813   -0.0010    2.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
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 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
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 11 42  1  0
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 13 44  1  0
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 13 46  1  0
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 15 48  1  0
 15 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 24 54  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      15.400  -5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.170  -4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.710  -4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.400  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.860  -2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.090  -1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.550  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.780  -2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.780  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.240  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.470   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.160   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   17                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    NP0043791
HETATM    1  C1  UNL     1      -7.793   0.671  -0.094  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.741  -0.376  -0.094  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.022  -1.744   0.467  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.545  -0.099  -0.595  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.437  -1.076  -0.638  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.276  -0.686   0.188  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.616   0.593  -0.138  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.224   1.931  -0.021  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.317   0.514  -0.536  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.524   1.712  -0.898  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.670   1.881  -0.053  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.762   0.914  -0.143  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.837   1.054   0.903  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.810  -0.063  -0.995  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.785  -1.096  -1.234  1.00  0.00           C  
HETATM   16  O1  UNL     1       3.952  -1.156  -0.500  1.00  0.00           O  
HETATM   17  C16 UNL     1       4.959  -0.229  -0.701  1.00  0.00           C  
HETATM   18  O2  UNL     1       4.879   0.682  -1.534  1.00  0.00           O  
HETATM   19  C17 UNL     1       6.170  -0.339   0.111  1.00  0.00           C  
HETATM   20  C18 UNL     1       7.297   0.616  -0.043  1.00  0.00           C  
HETATM   21  C19 UNL     1       6.308  -1.300   1.022  1.00  0.00           C  
HETATM   22  C20 UNL     1       7.512  -1.400   1.822  1.00  0.00           C  
HETATM   23  O3  UNL     1       7.554  -2.358   2.672  1.00  0.00           O  
HETATM   24  O4  UNL     1       8.585  -0.559   1.733  1.00  0.00           O  
HETATM   25  H1  UNL     1      -7.528   1.445  -0.842  1.00  0.00           H  
HETATM   26  H2  UNL     1      -8.802   0.247  -0.310  1.00  0.00           H  
HETATM   27  H3  UNL     1      -7.787   1.192   0.903  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.286  -2.015   1.245  1.00  0.00           H  
HETATM   29  H5  UNL     1      -7.034  -2.459  -0.368  1.00  0.00           H  
HETATM   30  H6  UNL     1      -8.017  -1.733   0.959  1.00  0.00           H  
HETATM   31  H7  UNL     1      -5.384   0.884  -1.008  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.864  -2.040  -0.219  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.167  -1.357  -1.684  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.615  -0.579   1.269  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.546  -1.525   0.232  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.491   2.322  -0.997  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.135   1.929   0.621  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.528   2.618   0.561  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.870  -0.461  -0.571  1.00  0.00           H  
HETATM   40  H16 UNL     1      -1.207   2.586  -0.893  1.00  0.00           H  
HETATM   41  H17 UNL     1      -0.272   1.585  -1.990  1.00  0.00           H  
HETATM   42  H18 UNL     1       1.124   2.884  -0.334  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.367   1.919   1.031  1.00  0.00           H  
HETATM   44  H20 UNL     1       2.356   1.551   1.830  1.00  0.00           H  
HETATM   45  H21 UNL     1       3.614   1.783   0.638  1.00  0.00           H  
HETATM   46  H22 UNL     1       3.169   0.099   1.317  1.00  0.00           H  
HETATM   47  H23 UNL     1       0.937  -0.068  -1.708  1.00  0.00           H  
HETATM   48  H24 UNL     1       3.120  -1.042  -2.322  1.00  0.00           H  
HETATM   49  H25 UNL     1       2.247  -2.103  -1.237  1.00  0.00           H  
HETATM   50  H26 UNL     1       8.214   0.149  -0.448  1.00  0.00           H  
HETATM   51  H27 UNL     1       6.983   1.339  -0.854  1.00  0.00           H  
HETATM   52  H28 UNL     1       7.453   1.260   0.837  1.00  0.00           H  
HETATM   53  H29 UNL     1       5.483  -1.991   1.128  1.00  0.00           H  
HETATM   54  H30 UNL     1       8.881  -0.001   2.512  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4    4
CONECT    3   28   29   30
CONECT    4    5   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8    9    9
CONECT    8   36   37   38
CONECT    9   10   39
CONECT   10   11   40   41
CONECT   11   12   42   43
CONECT   12   13   14   14
CONECT   13   44   45   46
CONECT   14   15   47
CONECT   15   16   48   49
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   21   21
CONECT   20   50   51   52
CONECT   21   22   53
CONECT   22   23   23   24
CONECT   24   54
END

NP0043791
     RDKit          3D

54 53  0  0  0  0  0  0  0  0999 V2000
   -7.7935    0.6712   -0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7414   -0.3763   -0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0220   -1.7437    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449   -0.0993   -0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4375   -1.0762   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2761   -0.6856    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162    0.5930   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2243    1.9309   -0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3173    0.5141   -0.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5243    1.7116   -0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    1.8813   -0.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7623    0.9140   -0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8367    1.0542    0.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8103   -0.0627   -0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854   -1.0962   -1.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516   -1.1559   -0.4998 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593   -0.2287   -0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788    0.6824   -1.5345 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1698   -0.3388    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2973    0.6156   -0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3083   -1.2999    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5120   -1.3998    1.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5535   -2.3584    2.6725 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5848   -0.5591    1.7331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5284    1.4445   -0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8025    0.2471   -0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7866    1.1920    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2855   -2.0152    1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0341   -2.4588   -0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0170   -1.7332    0.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3836    0.8836   -1.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8642   -2.0396   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670   -1.3573   -1.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6152   -0.5785    1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5457   -1.5250    0.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4907    2.3216   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1351    1.9288    0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5278    2.6185    0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696   -0.4612   -0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2068    2.5863   -0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724    1.5846   -1.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1241    2.8840   -0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3667    1.9188    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3563    1.5511    1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6140    1.7825    0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1688    0.0992    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372   -0.0682   -1.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1199   -1.0419   -2.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2467   -2.1026   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2143    0.1488   -0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9834    1.3392   -0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4528    1.2603    0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4834   -1.9907    1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8813   -0.0010    2.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 24 54  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₀O₄

Average Mass

334.4560 Da

Monoisotopic Mass

334.21441 Da

IUPAC Name

(2E)-3-methyl-4-oxo-4-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}but-2-enoic acid

Traditional Name

(2E)-3-methyl-4-oxo-4-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}but-2-enoic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\COC(=O)C(\C)=C\C(O)=O

InChI Identifier

InChI=1S/C20H30O4/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-24-20(23)18(5)14-19(21)22/h8,10,12,14H,6-7,9,11,13H2,1-5H3,(H,21,22)/b16-10+,17-12+,18-14+

InChI Key

DDLQRKHFZGOPPI-ABTLALLYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 62.9 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 250.1 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 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, 900 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, 400 MHz, Chloroform-d, 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, 500 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, 800 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, 600 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Boletinus cavipes	Linigton's dataset	Tomonari Wada, Kenji Kobata, Yasuo Hayashi & Hisao Shibata (1995) Two Chemotypes of Boletinus cav...
Suillus cavipes	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	5.33	ALOGPS
logP	5.41	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	3.67	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	100.46 m³·mol⁻¹	ChemAxon
Polarizability	39.51 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Tomonari Wada, Kenji Kobata, Yasuo Hayashi & Hisao Shibata (1995). Tomonari Wada, Kenji Kobata, Yasuo Hayashi & Hisao Shibata (1995) Two Chemotypes of Boletinus cavipes, Bioscience, Biotechnology, and Biochemistry, 59:6, 1036-1039, DOI: 10.1271/bbb.59.1036. Bioscience, Biotechnology, and Biochemistry.

Showing NP-Card for 1'- Farnesyl mesaconate (NP0043791)

MOL for NP0043791 (1'- Farnesyl mesaconate)

3D MOL for NP0043791 (1'- Farnesyl mesaconate)

3D SDF for NP0043791 (1'- Farnesyl mesaconate)

3D-SDF for NP0043791 (1'- Farnesyl mesaconate)

PDB for NP0043791 (1'- Farnesyl mesaconate)

3D PDB for NP0043791 (1'- Farnesyl mesaconate)

SMILES for NP0043791 (1'- Farnesyl mesaconate)

INCHI for NP0043791 (1'- Farnesyl mesaconate)

Structure for NP0043791 (1'- Farnesyl mesaconate)

3D Structure for NP0043791 (1'- Farnesyl mesaconate)