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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:09:43 UTC

Update Date

2022-03-07 02:54:47 UTC

HMDB ID

HMDB0036094

Secondary Accession Numbers

HMDB36094

Metabolite Identification

Common Name

Nigellic acid

Description

Nigellic acid, also known as nigellate, belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety. Based on a literature review a small amount of articles have been published on Nigellic acid.

Structure

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

HMDB0036094
     RDKit          3D
Nigellic acid
 40 40  0  0  0  0  0  0  0  0999 V2000
    3.1331    0.7093    0.8974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495   -0.3534   -0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2455   -0.5414   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2847    0.1764    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -0.0828   -0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2060   -0.8323   -1.3501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7682    1.2238   -0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9063    2.3366   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417    3.5047   -1.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0424    1.4976   -0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8810    0.4237    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1155    0.4223    0.0418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2976   -0.6637    1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8467   -0.8669    0.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5806   -2.3369    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748   -0.5433    2.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5933   -1.1268   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0062   -1.0131   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7825   -1.8414   -0.8991 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6322   -0.0872    0.5031 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7162    0.2611    1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8326    1.3601    0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3457    1.3255    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -1.3502   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5030    0.9875    0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -0.4236   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4925    2.0584   -1.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967    2.5926   -0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367    3.9713   -0.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4570    2.4961   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5840   -0.5092    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8699   -1.5982    0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6582   -2.5872   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6353   -2.6479    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3903   -2.9519    1.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758   -0.5432    2.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637    0.4138    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -1.3755    2.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2171   -1.9047   -1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4627    0.4200    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  2 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 14  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 20 40  1  0
M  END


  Mrv0541 02241211582D          

 20 20  0  0  0  0            999 V2000
   -2.4984    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0712   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0712    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1970    1.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3714    1.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556   -0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712    1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    0.0007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3599   -0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  5 16  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
 10 20  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 18  2  0  0  0  0
 15 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036094

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(\C=C\C1(O)C(CO)=CC(=O)CC1(C)C)=C/C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O5/c1-10(6-13(18)19)4-5-15(20)11(9-16)7-12(17)8-14(15,2)3/h4-7,16,20H,8-9H2,1-3H3,(H,18,19)/b5-4+,10-6+

> <INCHI_KEY>
ZGHRCSAIMSBFLK-UMCKCUICSA-N

> <FORMULA>
C15H20O5

> <MOLECULAR_WEIGHT>
280.3163

> <EXACT_MASS>
280.13107375

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
29.199898956385415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E)-5-[1-hydroxy-2-(hydroxymethyl)-6,6-dimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

> <ALOGPS_LOGP>
0.84

> <JCHEM_LOGP>
0.812504336666667

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.323305911740345

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.602616871732804

> <JCHEM_PKA_STRONGEST_BASIC>
-2.78923360219619

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
76.75110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E)-5-[1-hydroxy-2-(hydroxymethyl)-6,6-dimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036094
     RDKit          3D
Nigellic acid
 40 40  0  0  0  0  0  0  0  0999 V2000
    3.1331    0.7093    0.8974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495   -0.3534   -0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2455   -0.5414   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2847    0.1764    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -0.0828   -0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2060   -0.8323   -1.3501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7682    1.2238   -0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9063    2.3366   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417    3.5047   -1.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0424    1.4976   -0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8810    0.4237    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1155    0.4223    0.0418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2976   -0.6637    1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8467   -0.8669    0.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5806   -2.3369    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748   -0.5433    2.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5933   -1.1268   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0062   -1.0131   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7825   -1.8414   -0.8991 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6322   -0.0872    0.5031 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7162    0.2611    1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8326    1.3601    0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3457    1.3255    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -1.3502   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5030    0.9875    0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -0.4236   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4925    2.0584   -1.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967    2.5926   -0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367    3.9713   -0.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4570    2.4961   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5840   -0.5092    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8699   -1.5982    0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6582   -2.5872   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6353   -2.6479    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3903   -2.9519    1.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758   -0.5432    2.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637    0.4138    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -1.3755    2.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2171   -1.9047   -1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4627    0.4200    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  2 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 14  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 20 40  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.664   0.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.664  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.331  -2.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.000  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.000   0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.331   0.769   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.101   2.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.560   2.105   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.999  -2.311   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.664  -2.311   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.664   0.769   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.667   0.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.000   0.769   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.333   0.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.666   0.769   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.664  -0.769   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.000   2.311   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.666   2.311   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.999   0.001   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.672  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6   11   16                                             
CONECT    6    1    5    7    8                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2                                                            
CONECT   10    4   20                                                       
CONECT   11    5   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   18   19                                                  
CONECT   16    5                                                            
CONECT   17   13                                                            
CONECT   18   15                                                            
CONECT   19   15                                                            
CONECT   20   10                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0036094
HETATM    1  C1  UNL     1       3.133   0.709   0.897  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.650  -0.353  -0.011  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.245  -0.541  -0.304  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.285   0.176   0.180  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.168  -0.083  -0.176  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.206  -0.832  -1.350  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.768   1.224  -0.441  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.906   2.337  -0.968  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.642   3.505  -1.163  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.042   1.498  -0.246  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.881   0.424   0.263  1.00  0.00           C  
HETATM   12  O3  UNL     1      -5.115   0.422   0.042  1.00  0.00           O  
HETATM   13  C10 UNL     1      -3.298  -0.664   1.037  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.847  -0.867   0.902  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.581  -2.337   0.647  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.175  -0.543   2.237  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.593  -1.127  -0.541  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.006  -1.013  -0.308  1.00  0.00           C  
HETATM   19  O4  UNL     1       5.783  -1.841  -0.899  1.00  0.00           O  
HETATM   20  O5  UNL     1       5.632  -0.087   0.503  1.00  0.00           O  
HETATM   21  H1  UNL     1       3.716   0.261   1.751  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.833   1.360   0.305  1.00  0.00           H  
HETATM   23  H3  UNL     1       2.346   1.325   1.362  1.00  0.00           H  
HETATM   24  H4  UNL     1       0.988  -1.350  -0.983  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.503   0.987   0.857  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.687  -0.424  -2.074  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.492   2.058  -1.960  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.097   2.593  -0.252  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.837   3.971  -0.296  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.457   2.496  -0.459  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.584  -0.509   2.120  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.870  -1.598   0.764  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.658  -2.587  -0.436  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.635  -2.648   1.105  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.390  -2.952   1.137  1.00  0.00           H  
HETATM   36  H16 UNL     1      -0.076  -0.543   2.116  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.564   0.414   2.583  1.00  0.00           H  
HETATM   38  H18 UNL     1      -1.417  -1.376   2.945  1.00  0.00           H  
HETATM   39  H19 UNL     1       3.217  -1.905  -1.208  1.00  0.00           H  
HETATM   40  H20 UNL     1       6.463   0.420   0.251  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   17   17
CONECT    3    4    4   24
CONECT    4    5   25
CONECT    5    6    7   14
CONECT    6   26
CONECT    7    8   10   10
CONECT    8    9   27   28
CONECT    9   29
CONECT   10   11   30
CONECT   11   12   12   13
CONECT   13   14   31   32
CONECT   14   15   16
CONECT   15   33   34   35
CONECT   16   36   37   38
CONECT   17   18   39
CONECT   18   19   19   20
CONECT   20   40
END

HMDB0036094
     RDKit          3D
Nigellic acid
 40 40  0  0  0  0  0  0  0  0999 V2000
    3.1331    0.7093    0.8974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495   -0.3534   -0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2455   -0.5414   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2847    0.1764    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -0.0828   -0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2060   -0.8323   -1.3501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7682    1.2238   -0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9063    2.3366   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417    3.5047   -1.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0424    1.4976   -0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8810    0.4237    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1155    0.4223    0.0418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2976   -0.6637    1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8467   -0.8669    0.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5806   -2.3369    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748   -0.5433    2.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5933   -1.1268   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0062   -1.0131   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7825   -1.8414   -0.8991 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6322   -0.0872    0.5031 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7162    0.2611    1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8326    1.3601    0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3457    1.3255    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -1.3502   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5030    0.9875    0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -0.4236   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4925    2.0584   -1.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967    2.5926   -0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367    3.9713   -0.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4570    2.4961   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5840   -0.5092    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8699   -1.5982    0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6582   -2.5872   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6353   -2.6479    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3903   -2.9519    1.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758   -0.5432    2.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637    0.4138    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -1.3755    2.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2171   -1.9047   -1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4627    0.4200    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  2 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 14  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 20 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Nigellate	Generator
(2E,4E)-5-[1-Hydroxy-2-(hydroxymethyl)-6,6-dimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate	HMDB

Chemical Formula

C₁₅H₂₀O₅

Average Molecular Weight

280.3163

Monoisotopic Molecular Weight

280.13107375

IUPAC Name

(2E,4E)-5-[1-hydroxy-2-(hydroxymethyl)-6,6-dimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

Traditional Name

(2E,4E)-5-[1-hydroxy-2-(hydroxymethyl)-6,6-dimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

CAS Registry Number

91897-25-5

SMILES

C\C(\C=C\C1(O)C(CO)=CC(=O)CC1(C)C)=C/C(O)=O

InChI Identifier

InChI=1S/C15H20O5/c1-10(6-13(18)19)4-5-15(20)11(9-16)7-12(17)8-14(15,2)3/h4-7,16,20H,8-9H2,1-3H3,(H,18,19)/b5-4+,10-6+

InChI Key

ZGHRCSAIMSBFLK-UMCKCUICSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Abscisic acids and derivatives

Alternative Parents

Substituents

Abscisic acid
Medium-chain fatty acid
Branched fatty acid
Cyclohexenone
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Tertiary alcohol
Cyclic ketone
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Primary alcohol
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036094)

Source

Endogenous

Endogenous (HMDB: HMDB0036094)

Plant

Fabaceae (HMDB: HMDB0036094)

Animal

Animal (HMDB: HMDB0036094)

Exogenous

Food

Food (HMDB: HMDB0036094)

Pulse

Bean

Broad bean (FooDB: FOOD00197)

Pulses (FooDB: FOOD00867)

Exogenous (HMDB: HMDB0036094)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036094)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036094)

Lipid metabolism pathway (HMDB: HMDB0036094)

Cellular process

Cell signaling (HMDB: HMDB0036094)

Biochemical process

Lipid transport (HMDB: HMDB0036094)

Role

Biological role

Energy source (HMDB: HMDB0036094)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036094)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	185 - 187 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2958 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.36 g/L	ALOGPS
logP	0.84	ALOGPS
logP	0.81	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	4.6	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.75 m³·mol⁻¹	ChemAxon
Polarizability	29.2 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	187.031	30932474
DeepCCS	[M-H]-	184.673	30932474
DeepCCS	[M-2H]-	217.56	30932474
DeepCCS	[M+Na]+	193.124	30932474
AllCCS	[M+H]+	165.4	32859911
AllCCS	[M+H-H2O]+	162.0	32859911
AllCCS	[M+NH4]+	168.6	32859911
AllCCS	[M+Na]+	169.5	32859911
AllCCS	[M-H]-	167.9	32859911
AllCCS	[M+Na-2H]-	168.3	32859911
AllCCS	[M+HCOO]-	168.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.36 minutes	32390414
Predicted by Siyang on May 30, 2022	10.7423 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.69 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1672.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	210.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	114.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	61.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	356.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	362.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	70.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	772.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	321.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1116.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	242.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	282.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	338.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	192.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	21.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nigellic acid	C\C(\C=C\C1(O)C(CO)=CC(=O)CC1(C)C)=C/C(O)=O	4321.4	Standard polar	33892256
Nigellic acid	C\C(\C=C\C1(O)C(CO)=CC(=O)CC1(C)C)=C/C(O)=O	2163.6	Standard non polar	33892256
Nigellic acid	C\C(\C=C\C1(O)C(CO)=CC(=O)CC1(C)C)=C/C(O)=O	2562.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nigellic acid,1TMS,isomer #1	CC(/C=C/C1(O[Si](C)(C)C)C(CO)=CC(=O)CC1(C)C)=C\C(=O)O	2560.9	Semi standard non polar	33892256
Nigellic acid,1TMS,isomer #2	CC(/C=C/C1(O)C(CO[Si](C)(C)C)=CC(=O)CC1(C)C)=C\C(=O)O	2487.9	Semi standard non polar	33892256
Nigellic acid,1TMS,isomer #3	CC(/C=C/C1(O)C(CO)=CC(=O)CC1(C)C)=C\C(=O)O[Si](C)(C)C	2552.9	Semi standard non polar	33892256
Nigellic acid,1TMS,isomer #4	CC(/C=C/C1(O)C(CO)=CC(O[Si](C)(C)C)=CC1(C)C)=C\C(=O)O	2523.5	Semi standard non polar	33892256
Nigellic acid,2TMS,isomer #1	CC(/C=C/C1(O[Si](C)(C)C)C(CO[Si](C)(C)C)=CC(=O)CC1(C)C)=C\C(=O)O	2521.2	Semi standard non polar	33892256
Nigellic acid,2TMS,isomer #2	CC(/C=C/C1(O[Si](C)(C)C)C(CO)=CC(=O)CC1(C)C)=C\C(=O)O[Si](C)(C)C	2561.3	Semi standard non polar	33892256
Nigellic acid,2TMS,isomer #3	CC(/C=C/C1(O[Si](C)(C)C)C(CO)=CC(O[Si](C)(C)C)=CC1(C)C)=C\C(=O)O	2520.5	Semi standard non polar	33892256
Nigellic acid,2TMS,isomer #4	CC(/C=C/C1(O)C(CO[Si](C)(C)C)=CC(=O)CC1(C)C)=C\C(=O)O[Si](C)(C)C	2479.6	Semi standard non polar	33892256
Nigellic acid,2TMS,isomer #5	CC(/C=C/C1(O)C(CO[Si](C)(C)C)=CC(O[Si](C)(C)C)=CC1(C)C)=C\C(=O)O	2434.0	Semi standard non polar	33892256
Nigellic acid,2TMS,isomer #6	CC(/C=C/C1(O)C(CO)=CC(O[Si](C)(C)C)=CC1(C)C)=C\C(=O)O[Si](C)(C)C	2520.0	Semi standard non polar	33892256
Nigellic acid,3TMS,isomer #1	CC(/C=C/C1(O[Si](C)(C)C)C(CO[Si](C)(C)C)=CC(=O)CC1(C)C)=C\C(=O)O[Si](C)(C)C	2502.9	Semi standard non polar	33892256
Nigellic acid,3TMS,isomer #2	CC(/C=C/C1(O[Si](C)(C)C)C(CO[Si](C)(C)C)=CC(O[Si](C)(C)C)=CC1(C)C)=C\C(=O)O	2430.7	Semi standard non polar	33892256
Nigellic acid,3TMS,isomer #3	CC(/C=C/C1(O[Si](C)(C)C)C(CO)=CC(O[Si](C)(C)C)=CC1(C)C)=C\C(=O)O[Si](C)(C)C	2505.5	Semi standard non polar	33892256
Nigellic acid,3TMS,isomer #4	CC(/C=C/C1(O)C(CO[Si](C)(C)C)=CC(O[Si](C)(C)C)=CC1(C)C)=C\C(=O)O[Si](C)(C)C	2424.3	Semi standard non polar	33892256
Nigellic acid,4TMS,isomer #1	CC(/C=C/C1(O[Si](C)(C)C)C(CO[Si](C)(C)C)=CC(O[Si](C)(C)C)=CC1(C)C)=C\C(=O)O[Si](C)(C)C	2427.6	Semi standard non polar	33892256
Nigellic acid,4TMS,isomer #1	CC(/C=C/C1(O[Si](C)(C)C)C(CO[Si](C)(C)C)=CC(O[Si](C)(C)C)=CC1(C)C)=C\C(=O)O[Si](C)(C)C	2433.2	Standard non polar	33892256
Nigellic acid,1TBDMS,isomer #1	CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(CO)=CC(=O)CC1(C)C)=C\C(=O)O	2808.9	Semi standard non polar	33892256
Nigellic acid,1TBDMS,isomer #2	CC(/C=C/C1(O)C(CO[Si](C)(C)C(C)(C)C)=CC(=O)CC1(C)C)=C\C(=O)O	2752.1	Semi standard non polar	33892256
Nigellic acid,1TBDMS,isomer #3	CC(/C=C/C1(O)C(CO)=CC(=O)CC1(C)C)=C\C(=O)O[Si](C)(C)C(C)(C)C	2804.9	Semi standard non polar	33892256
Nigellic acid,1TBDMS,isomer #4	CC(/C=C/C1(O)C(CO)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=C\C(=O)O	2775.8	Semi standard non polar	33892256
Nigellic acid,2TBDMS,isomer #1	CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=CC(=O)CC1(C)C)=C\C(=O)O	3019.9	Semi standard non polar	33892256
Nigellic acid,2TBDMS,isomer #2	CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(CO)=CC(=O)CC1(C)C)=C\C(=O)O[Si](C)(C)C(C)(C)C	3035.3	Semi standard non polar	33892256
Nigellic acid,2TBDMS,isomer #3	CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(CO)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=C\C(=O)O	3002.2	Semi standard non polar	33892256
Nigellic acid,2TBDMS,isomer #4	CC(/C=C/C1(O)C(CO[Si](C)(C)C(C)(C)C)=CC(=O)CC1(C)C)=C\C(=O)O[Si](C)(C)C(C)(C)C	2981.4	Semi standard non polar	33892256
Nigellic acid,2TBDMS,isomer #5	CC(/C=C/C1(O)C(CO[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=C\C(=O)O	2943.9	Semi standard non polar	33892256
Nigellic acid,2TBDMS,isomer #6	CC(/C=C/C1(O)C(CO)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=C\C(=O)O[Si](C)(C)C(C)(C)C	2989.5	Semi standard non polar	33892256
Nigellic acid,3TBDMS,isomer #1	CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=CC(=O)CC1(C)C)=C\C(=O)O[Si](C)(C)C(C)(C)C	3229.7	Semi standard non polar	33892256
Nigellic acid,3TBDMS,isomer #2	CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=C\C(=O)O	3163.8	Semi standard non polar	33892256
Nigellic acid,3TBDMS,isomer #3	CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(CO)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=C\C(=O)O[Si](C)(C)C(C)(C)C	3204.5	Semi standard non polar	33892256
Nigellic acid,3TBDMS,isomer #4	CC(/C=C/C1(O)C(CO[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=C\C(=O)O[Si](C)(C)C(C)(C)C	3127.6	Semi standard non polar	33892256
Nigellic acid,4TBDMS,isomer #1	CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=C\C(=O)O[Si](C)(C)C(C)(C)C	3359.1	Semi standard non polar	33892256
Nigellic acid,4TBDMS,isomer #1	CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=C\C(=O)O[Si](C)(C)C(C)(C)C	3178.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nigellic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dj-8890000000-c9694bf156040ed9145a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nigellic acid GC-MS (3 TMS) - 70eV, Positive	splash10-05ai-4203900000-1d6ac0a973a545f94076	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nigellic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 10V, Positive-QTOF	splash10-03ea-0090000000-ef76423d0d445fe61513	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 20V, Positive-QTOF	splash10-0gb9-1290000000-7612f1f97dc67fe4b5ee	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 40V, Positive-QTOF	splash10-052r-9510000000-a22413ab581ec343169c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 10V, Negative-QTOF	splash10-004i-0190000000-aaab881459fb066812cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 20V, Negative-QTOF	splash10-07dt-1190000000-abe643b049117fafae3d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 40V, Negative-QTOF	splash10-0a5i-7690000000-2749181f90d41cc83fdc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 10V, Positive-QTOF	splash10-01qi-0090000000-a48aeecfff09ff94be09	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 20V, Positive-QTOF	splash10-01q1-4980000000-1471dbd01d1c8fd8cf04	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 40V, Positive-QTOF	splash10-0a4i-9200000000-39fb0f64062951f3a15d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 10V, Negative-QTOF	splash10-0udr-0590000000-0ec06cc082a51ff06107	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 20V, Negative-QTOF	splash10-0zg0-1790000000-3919843b1e57463aaafd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigellic acid 40V, Negative-QTOF	splash10-0udr-1960000000-4f8c8e355c4e6652f365	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014934

KNApSAcK ID

C00011540

Chemspider ID

35014093

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751913

PDB ID

Not Available

ChEBI ID

174670

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1853581

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Nigellic acid (HMDB0036094)

MOL for HMDB0036094 (Nigellic acid)

3D MOL for HMDB0036094 (Nigellic acid)

3D SDF for HMDB0036094 (Nigellic acid)

3D-SDF for HMDB0036094 (Nigellic acid)

PDB for HMDB0036094 (Nigellic acid)

3D PDB for HMDB0036094 (Nigellic acid)

SMILES for HMDB0036094 (Nigellic acid)

INCHI for HMDB0036094 (Nigellic acid)

Structure for HMDB0036094 (Nigellic acid)

3D Structure for HMDB0036094 (Nigellic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra