NP-MRD: Showing NP-Card for (2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid (NP0154610)

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Record Information

Version

2.0

Created at

2022-09-02 11:33:23 UTC

Updated at

2022-09-02 11:33:23 UTC

NP-MRD ID

NP0154610

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid

Description

2,4,6,8-Decatetraenedioic acid, mono[2-methoxy-4-methylene-3-[2-methyl-3-(3-methyl-2-butenyl)-2-oxiranyl]cyclohex-1-yl] ester [1R-[1beta(2E,4E,6E,8E),2beta,3alpha(2R *,3R *)]] (2) belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. (2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid is found in Aspergillus fumigatus. Based on a literature review very few articles have been published on 2,4,6,8-Decatetraenedioic acid, mono[2-methoxy-4-methylene-3-[2-methyl-3-(3-methyl-2-butenyl)-2-oxiranyl]cyclohex-1-yl] ester [1R-[1beta(2E,4E,6E,8E),2beta,3alpha(2R *,3R *)]] (2).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022213332D          

 32 33  0  0  1  0            999 V2000
    2.3045    1.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0797    1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7117    2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4870    1.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6302    1.0052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4055    0.7230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0375    1.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8942    2.0658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8127    0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9560    0.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7312   -0.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8745   -0.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6497   -1.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7930   -2.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5682   -2.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7115   -3.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4867   -3.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6300   -4.2199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1187   -2.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9982    0.4749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1415   -0.3376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2230    0.7570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5910    0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9590    0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0035   -0.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785   -0.4877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4640   -0.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -1.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496   -2.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496   -2.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351   -1.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 17 19  1  0  0  0  0
  5 20  1  0  0  0  0
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 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  6  0  0  0
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 24 26  1  0  0  0  0
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 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END

     RDKit          3D

 66 67  0  0  0  0  0  0  0  0999 V2000
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    8.1086    0.4352    1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5145    0.8104    2.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3535    0.0041    2.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7544    0.3468    2.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5168   -0.4353    3.4764 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2377    1.5178    2.3121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9540   -0.2963   -1.0731 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.6152   -1.1769   -2.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0145   -1.2380   -0.6176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3287   -0.9491   -1.3428 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9420    0.4151   -1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2812   -1.3358   -2.7596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0589   -2.0716   -1.8453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5506   -2.0595   -2.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3376    3.2457   -0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2322    0.6273    0.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6849    2.1454    0.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7314   -0.4807    2.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8616    1.7322    1.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9453   -0.8964    3.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1730   -1.5824   -3.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4742   -1.8408   -2.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7471   -2.3052   -0.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
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 19 48  1  0
M  END


  Mrv1652309022213332D          

 32 33  0  0  1  0            999 V2000
    2.3045    1.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0797    1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7117    2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4870    1.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6302    1.0052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    6.0375    1.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.6300   -4.2199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1187   -2.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9982    0.4749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1415   -0.3376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2230    0.7570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5910    0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9590    0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1785   -0.4877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4640   -0.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0351   -1.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
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  5 20  1  0  0  0  0
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  2 23  1  0  0  0  0
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 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154610

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1[C@@H](CCC(=C)[C@H]1C1(C)O[C@@H]1CC=C(C)C)OC(=O)\C=C\C=C\C=C\C=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O6/c1-18(2)14-17-21-26(4,32-21)24-19(3)15-16-20(25(24)30-5)31-23(29)13-11-9-7-6-8-10-12-22(27)28/h6-14,20-21,24-25H,3,15-17H2,1-2,4-5H3,(H,27,28)/b8-6+,9-7+,12-10+,13-11+/t20-,21-,24-,25-,26?/m1/s1

> <INCHI_KEY>
OZEROECWNOAONO-KOHINBKPSA-N

> <FORMULA>
C26H34O6

> <MOLECULAR_WEIGHT>
442.552

> <EXACT_MASS>
442.235538815

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
50.63659319408632

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E,6E,8E)-10-{[(1R,2S,3R)-2-methoxy-3-[(3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid

> <ALOGPS_LOGP>
4.99

> <JCHEM_LOGP>
4.718297391666667

> <ALOGPS_LOGS>
-5.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.884221257394323

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8851701428177488

> <JCHEM_POLAR_SURFACE_AREA>
85.36

> <JCHEM_REFRACTIVITY>
128.72039999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.96e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E,6E,8E)-10-{[(1R,2S,3R)-2-methoxy-3-[(3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       4.302   3.456   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.749   2.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.929   3.920   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.376   3.393   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.643   1.876   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.090   1.350   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      11.270   2.339   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.002   3.856   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.717   1.813   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.984   0.296   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.432  -0.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.699  -1.747   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.146  -2.274   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.414  -3.790   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.861  -4.317   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.128  -5.834   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.575  -6.360   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      19.843  -7.877   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      20.755  -5.371   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.463   0.886   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.731  -0.630   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.178  -1.157   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.016   1.413   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.837   0.423   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.657   1.413   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.607  -0.910   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.067  -0.910   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.733  -1.680   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.733  -3.220   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.399  -3.990   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.399  -5.530   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.065  -3.220   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
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                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    5   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20    2   24                                                  
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   24   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Value	Source
2,4,6,8-Decatetraenedioate, mono[2-methoxy-4-methylene-3-[2-methyl-3-(3-methyl-2-butenyl)-2-oxiranyl]cyclohex-1-yl] ester [1R-[1b(2E,4E,6E,8E),2b,3a(2R ,3R )]] (2)	Generator
2,4,6,8-Decatetraenedioate, mono[2-methoxy-4-methylene-3-[2-methyl-3-(3-methyl-2-butenyl)-2-oxiranyl]cyclohex-1-yl] ester [1R-[1beta(2E,4E,6E,8E),2beta,3alpha(2R ,3R )]] (2)	Generator
2,4,6,8-Decatetraenedioate, mono[2-methoxy-4-methylene-3-[2-methyl-3-(3-methyl-2-butenyl)-2-oxiranyl]cyclohex-1-yl] ester [1R-[1β(2E,4E,6E,8E),2β,3α(2R ,3R )]] (2)	Generator
2,4,6,8-Decatetraenedioic acid, mono[2-methoxy-4-methylene-3-[2-methyl-3-(3-methyl-2-butenyl)-2-oxiranyl]cyclohex-1-yl] ester [1R-[1b(2E,4E,6E,8E),2b,3a(2R ,3R )]] (2)	Generator
2,4,6,8-Decatetraenedioic acid, mono[2-methoxy-4-methylene-3-[2-methyl-3-(3-methyl-2-butenyl)-2-oxiranyl]cyclohex-1-yl] ester [1R-[1β(2E,4E,6E,8E),2β,3α(2R ,3R )]] (2)	Generator

Chemical Formula

C₂₆H₃₄O₆

Average Mass

442.5520 Da

Monoisotopic Mass

442.23554 Da

IUPAC Name

(2E,4E,6E,8E)-10-{[(1R,2S,3R)-2-methoxy-3-[(3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid

Traditional Name

(2E,4E,6E,8E)-10-{[(1R,2S,3R)-2-methoxy-3-[(3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid

CAS Registry Number

Not Available

SMILES

CO[C@@H]1[C@@H](CCC(=C)[C@H]1C1(C)O[C@@H]1CC=C(C)C)OC(=O)\C=C\C=C\C=C\C=C\C(O)=O

InChI Identifier

InChI=1S/C26H34O6/c1-18(2)14-17-21-26(4,32-21)24-19(3)15-16-20(25(24)30-5)31-23(29)13-11-9-7-6-8-10-12-22(27)28/h6-14,20-21,24-25H,3,15-17H2,1-2,4-5H3,(H,27,28)/b8-6+,9-7+,12-10+,13-11+/t20-,21-,24-,25-,26?/m1/s1

InChI Key

OZEROECWNOAONO-KOHINBKPSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Aspergillus fumigatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Branched fatty acid
Epoxy fatty acid
Fatty acid ester
Heterocyclic fatty acid
Dicarboxylic acid or derivatives
Unsaturated fatty acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	4.99	ALOGPS
logP	4.72	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.88	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.36 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	128.72 m³·mol⁻¹	ChemAxon
Polarizability	50.64 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78442652

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586266

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid (NP0154610)

MOL for NP0154610 ((2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid)

3D MOL for NP0154610 ((2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid)

3D SDF for NP0154610 ((2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid)

3D-SDF for NP0154610 ((2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid)

PDB for NP0154610 ((2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid)

3D PDB for NP0154610 ((2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid)

SMILES for NP0154610 ((2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid)

INCHI for NP0154610 ((2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid)

Structure for NP0154610 ((2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid)

3D Structure for NP0154610 ((2e,4e,6e,8e)-10-{[(1r,2s,3r)-2-methoxy-3-[(3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexyl]oxy}-10-oxodeca-2,4,6,8-tetraenoic acid)