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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 20:45:31 UTC

Update Date

2021-09-26 22:50:34 UTC

HMDB ID

HMDB0243505

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(-)-Abscisic acid

Description

(-)-Abscisic acid, also known as abscisate or abscissins, 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 significant number of articles have been published on (-)-Abscisic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (-)-abscisic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (-)-Abscisic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0243505
     RDKit          3D
(-)-Abscisic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.6973   -0.8202   -1.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6023   -0.1871   -0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541   -0.6005   -0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -0.9654   -0.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9944   -0.2412    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2769    0.4120    1.3205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324   -1.3284    1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262   -2.0713    2.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9643   -1.6750    0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7335   -0.9372   -0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6730   -1.4290   -0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3268    0.4542   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8281    0.6561   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6140    2.1278   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4747    0.6178   -1.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0110    0.8305    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3660    1.2812    0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3018    0.7614   -0.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306    2.3691    1.2321 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1811   -1.6489   -1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0604   -0.0551   -1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4601   -1.3137   -0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5479   -1.6161   -1.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742   -1.7686   -1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0632    1.3370    1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579   -2.8650    1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050   -1.3865    2.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5752   -2.4800    2.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4567   -2.4785    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    0.7944   -1.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7021    1.1087    0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8341    2.1855    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086    2.4128   -0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3982    2.7465   -0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    1.3907   -2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -0.3936   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4063    0.8894   -2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661    1.3279    0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6873    2.5583    1.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  2 16  2  3
 16 17  1  0
 17 18  2  0
 17 19  1  0
 13  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 19 39  1  0
M  END

  Mrv1533004171510202D          

 19 19  0  0  0  0            999 V2000
    2.3054    3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000    2.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303    2.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7428    2.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6481    3.6222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0572    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245    0.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372    1.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  2  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  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 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 11 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243505

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C=CC1(O)C(C)=CC(=O)CC1(C)C)=CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)

> <INCHI_KEY>
JLIDBLDQVAYHNE-UHFFFAOYSA-N

> <FORMULA>
C15H20O4

> <MOLECULAR_WEIGHT>
264.321

> <EXACT_MASS>
264.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.186877379190427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
2.0932754933333335

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.403514092027617

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.738149522274699

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4976545251493247

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
74.9764

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243505
     RDKit          3D
(-)-Abscisic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.6973   -0.8202   -1.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6023   -0.1871   -0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541   -0.6005   -0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -0.9654   -0.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9944   -0.2412    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2769    0.4120    1.3205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324   -1.3284    1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262   -2.0713    2.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9643   -1.6750    0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7335   -0.9372   -0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6730   -1.4290   -0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3268    0.4542   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8281    0.6561   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6140    2.1278   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4747    0.6178   -1.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0110    0.8305    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3660    1.2812    0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3018    0.7614   -0.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306    2.3691    1.2321 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1811   -1.6489   -1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0604   -0.0551   -1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4601   -1.3137   -0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5479   -1.6161   -1.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742   -1.7686   -1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0632    1.3370    1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579   -2.8650    1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050   -1.3865    2.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5752   -2.4800    2.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4567   -2.4785    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    0.7944   -1.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7021    1.1087    0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8341    2.1855    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086    2.4128   -0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3982    2.7465   -0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    1.3907   -2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -0.3936   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4063    0.8894   -2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661    1.3279    0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6873    2.5583    1.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  2 16  2  3
 16 17  1  0
 17 18  2  0
 17 19  1  0
 13  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 19 39  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       4.303   5.849   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.830   4.402   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.347   4.135   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.337   5.314   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.853   5.047   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       6.810   6.761   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.840   3.222   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.344   3.490   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.539   1.594   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.816   2.846   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    2    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   16                                             
CONECT   10    9                                                            
CONECT   11    9   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15    9   17   18                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   11                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0243505
HETATM    1  C1  UNL     1       3.697  -0.820  -1.229  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.602  -0.187  -0.442  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.254  -0.601  -0.481  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.064  -0.965  -0.514  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.994  -0.241   0.341  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.277   0.412   1.320  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.732  -1.328   1.058  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.926  -2.071   2.094  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.964  -1.675   0.872  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.734  -0.937  -0.139  1.00  0.00           C  
HETATM   11  O2  UNL     1      -4.673  -1.429  -0.781  1.00  0.00           O  
HETATM   12  C10 UNL     1      -3.327   0.454  -0.362  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.828   0.656  -0.481  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.614   2.128  -0.081  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.475   0.618  -1.963  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.011   0.831   0.326  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.366   1.281   0.396  1.00  0.00           C  
HETATM   18  O3  UNL     1       5.302   0.761  -0.257  1.00  0.00           O  
HETATM   19  O4  UNL     1       4.731   2.369   1.232  1.00  0.00           O  
HETATM   20  H1  UNL     1       3.181  -1.649  -1.802  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.060  -0.055  -1.935  1.00  0.00           H  
HETATM   22  H3  UNL     1       4.460  -1.314  -0.628  1.00  0.00           H  
HETATM   23  H4  UNL     1       1.548  -1.616  -1.391  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.374  -1.769  -1.088  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.063   1.337   1.189  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.358  -2.865   1.563  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.205  -1.386   2.578  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.575  -2.480   2.894  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.457  -2.479   1.416  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.773   0.794  -1.329  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.702   1.109   0.461  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.834   2.185   1.000  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.609   2.413  -0.371  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.398   2.746  -0.607  1.00  0.00           H  
HETATM   35  H16 UNL     1      -0.727   1.391  -2.248  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.204  -0.394  -2.295  1.00  0.00           H  
HETATM   37  H18 UNL     1      -2.406   0.889  -2.520  1.00  0.00           H  
HETATM   38  H19 UNL     1       2.266   1.328   0.915  1.00  0.00           H  
HETATM   39  H20 UNL     1       5.687   2.558   1.479  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   16   16
CONECT    3    4    4   23
CONECT    4    5   24
CONECT    5    6    7   13
CONECT    6   25
CONECT    7    8    9    9
CONECT    8   26   27   28
CONECT    9   10   29
CONECT   10   11   11   12
CONECT   12   13   30   31
CONECT   13   14   15
CONECT   14   32   33   34
CONECT   15   35   36   37
CONECT   16   17   38
CONECT   17   18   18   19
CONECT   19   39
END

HMDB0243505
     RDKit          3D
(-)-Abscisic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.6973   -0.8202   -1.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6023   -0.1871   -0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541   -0.6005   -0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -0.9654   -0.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9944   -0.2412    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2769    0.4120    1.3205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324   -1.3284    1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262   -2.0713    2.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9643   -1.6750    0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7335   -0.9372   -0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6730   -1.4290   -0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3268    0.4542   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8281    0.6561   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6140    2.1278   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4747    0.6178   -1.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0110    0.8305    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3660    1.2812    0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3018    0.7614   -0.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306    2.3691    1.2321 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1811   -1.6489   -1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0604   -0.0551   -1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4601   -1.3137   -0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5479   -1.6161   -1.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742   -1.7686   -1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0632    1.3370    1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579   -2.8650    1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050   -1.3865    2.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5752   -2.4800    2.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4567   -2.4785    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    0.7944   -1.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7021    1.1087    0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8341    2.1855    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086    2.4128   -0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3982    2.7465   -0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    1.3907   -2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -0.3936   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4063    0.8894   -2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661    1.3279    0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6873    2.5583    1.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  2 16  2  3
 16 17  1  0
 17 18  2  0
 17 19  1  0
 13  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Abscisate	Generator
ABSCISate	HMDB
Abscisic acid monoammonium salt, (R)-isomer	HMDB
Abscissic acid	HMDB
Abscisic acid, (R)-isomer	HMDB
Abscisic acid, (Z,e)-isomer	HMDB
Abscisic acid, (e,e)-(+-)-isomer	HMDB
Abscisic acid, (e,Z)-(+,-)-isomer	HMDB
Abscissins	HMDB
Abscisic acid, (+,-)-isomer	HMDB
Abscisic acid	HMDB
5-(1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoate	HMDB

Chemical Formula

C₁₅H₂₀O₄

Average Molecular Weight

264.321

Monoisotopic Molecular Weight

264.136159124

IUPAC Name

5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

Traditional Name

5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

CAS Registry Number

Not Available

SMILES

CC(C=CC1(O)C(C)=CC(=O)CC1(C)C)=CC(O)=O

InChI Identifier

InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)

InChI Key

JLIDBLDQVAYHNE-UHFFFAOYSA-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
Ketone
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.88	ALOGPS
logP	2.09	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.98 m³·mol⁻¹	ChemAxon
Polarizability	28.19 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]+	165.779	30932474
DeepCCS	[M-H]-	163.421	30932474
DeepCCS	[M-2H]-	196.307	30932474
DeepCCS	[M+Na]+	171.872	30932474
AllCCS	[M+H]+	162.0	32859911
AllCCS	[M+H-H2O]+	158.6	32859911
AllCCS	[M+NH4]+	165.3	32859911
AllCCS	[M+Na]+	166.2	32859911
AllCCS	[M-H]-	165.9	32859911
AllCCS	[M+Na-2H]-	166.3	32859911
AllCCS	[M+HCOO]-	167.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Abscisic acid	CC(C=CC1(O)C(C)=CC(=O)CC1(C)C)=CC(O)=O	3851.8	Standard polar	33892256
(-)-Abscisic acid	CC(C=CC1(O)C(C)=CC(=O)CC1(C)C)=CC(O)=O	2028.7	Standard non polar	33892256
(-)-Abscisic acid	CC(C=CC1(O)C(C)=CC(=O)CC1(C)C)=CC(O)=O	2243.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Abscisic acid,3TMS,isomer #1	CC(C=CC1(O[Si](C)(C)C)C(C)=CC(O[Si](C)(C)C)=CC1(C)C)=CC(=O)O[Si](C)(C)C	2283.7	Semi standard non polar	33892256
(-)-Abscisic acid,3TMS,isomer #1	CC(C=CC1(O[Si](C)(C)C)C(C)=CC(O[Si](C)(C)C)=CC1(C)C)=CC(=O)O[Si](C)(C)C	2258.4	Standard non polar	33892256
(-)-Abscisic acid,3TMS,isomer #1	CC(C=CC1(O[Si](C)(C)C)C(C)=CC(O[Si](C)(C)C)=CC1(C)C)=CC(=O)O[Si](C)(C)C	2439.2	Standard polar	33892256
(-)-Abscisic acid,3TBDMS,isomer #1	CC(C=CC1(O[Si](C)(C)C(C)(C)C)C(C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=CC(=O)O[Si](C)(C)C(C)(C)C	2999.7	Semi standard non polar	33892256
(-)-Abscisic acid,3TBDMS,isomer #1	CC(C=CC1(O[Si](C)(C)C(C)(C)C)C(C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=CC(=O)O[Si](C)(C)C(C)(C)C	2896.8	Standard non polar	33892256
(-)-Abscisic acid,3TBDMS,isomer #1	CC(C=CC1(O[Si](C)(C)C(C)(C)C)C(C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C)=CC(=O)O[Si](C)(C)C(C)(C)C	2684.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kk-9450000000-abcf2d1ec6535e6a4949	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Abscisic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Abscisic acid 40V, Negative-QTOF	splash10-0f79-0920000000-b8af8276405c38ac7c47	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Abscisic acid 20V, Negative-QTOF	splash10-0uxr-0290000000-843a8e6992c3709653d5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Abscisic acid 10V, Negative-QTOF	splash10-0udi-0930000000-49a97b657458186044eb	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Abscisic acid 10V, Positive-QTOF	splash10-0f6t-0290000000-e1705792376e7932e630	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Abscisic acid 20V, Positive-QTOF	splash10-0udr-2790000000-ac880c4375dc4aa9c18a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Abscisic acid 40V, Positive-QTOF	splash10-0005-9500000000-dbce2cecb6142397caa8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Abscisic acid 10V, Negative-QTOF	splash10-0udi-0930000000-dc67a27bb398ff743faa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Abscisic acid 20V, Negative-QTOF	splash10-0udi-0940000000-009dee4f07b7ce801e96	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Abscisic acid 40V, Negative-QTOF	splash10-0udi-0290000000-5a9c5c87e8815f3d504d	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

253314

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

287291

PDB ID

Not Available

ChEBI ID

93815

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (-)-Abscisic acid (HMDB0243505)

MOL for HMDB0243505 ((-)-Abscisic acid)

3D MOL for HMDB0243505 ((-)-Abscisic acid)

3D SDF for HMDB0243505 ((-)-Abscisic acid)

3D-SDF for HMDB0243505 ((-)-Abscisic acid)

PDB for HMDB0243505 ((-)-Abscisic acid)

3D PDB for HMDB0243505 ((-)-Abscisic acid)

SMILES for HMDB0243505 ((-)-Abscisic acid)

INCHI for HMDB0243505 ((-)-Abscisic acid)

Structure for HMDB0243505 ((-)-Abscisic acid)

3D Structure for HMDB0243505 ((-)-Abscisic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra