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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 21:09:39 UTC

Update Date

2022-09-22 18:34:26 UTC

HMDB ID

HMDB0036093

Secondary Accession Numbers

HMDB36093

Metabolite Identification

Common Name

Abscisic acid

Description

Abscisic acid is found in american cranberry. Abscisic acid is used to regulate ripening of fruit Abscisic acid (ABA) is an isoprenoid plant hormone, which is synthesized in the plastidal 2-C-methyl-d-erythritol-4-phosphate (MEP) pathway; unlike the structurally related sesquiterpenes, which are formed from the mevalonic acid-derived precursor farnesyl diphosphate (FDP), the C15 backbone of ABA is formed after cleavage of C40 carotenoids in MEP. Zeaxanthin is the first committed ABA precursor; a series of enzyme-catalyzed epoxidations and isomerizations, and final cleavage of the C40 carotenoid by a dioxygenation reaction yields the proximal ABA precursor, xanthoxin, which is then further oxidized to ABA. Abamine has been patented by the Japanese researchers Shigeo Yoshida and Tadao Asami, which are very reluctant to make this substance available in general, neither commercially nor for research purposes. Abscisic acid (ABA), also known as abscisin II and dormin, is a plant hormone. It functions in many plant developmental processes, including bud dormancy

Structure

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

HMDB0036093
     RDKit          3D
Abscisic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.3261   -1.6221    2.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372   -1.1379    1.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8641   -1.7646    0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143   -1.3404   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5502   -1.7053   -1.0356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5668   -0.4495   -1.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372    0.5773   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8311    1.6377   -0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8345    1.2417   -1.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450    0.0141    0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0785    1.0161    1.5317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2713   -0.3553    0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2892    0.4139    0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6845    0.1380    0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1569   -1.0497   -0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5714    1.0235    0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    0.8930    0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8260    1.7597    0.8196 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5618   -0.1803   -0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631   -2.4156    2.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456   -2.0817    3.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9479   -0.7568    3.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -2.6084    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385    0.1126   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812   -1.0360   -2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1425    1.4267    0.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920    1.6976   -0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    2.6070   -0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2227    1.9748   -1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3620    1.6840   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    0.4951   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9511    1.9151    1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664   -1.2655   -0.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0007    1.3270    1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3277   -1.6993   -0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6510   -0.7038   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8358   -1.6861    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471    1.9226    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2836   -0.0195   -0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 10  2  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 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

  Mrv0541 02241219112D          

 19 19  0  0  0  0            999 V2000
   -2.5003    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003   -0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -1.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1986    1.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3723    1.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2164   -1.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561   -1.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164    0.0007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    1.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017    1.2388    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 17  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  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 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036093

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(\C=C\C1(O)C(C)=CC(=O)CC1(C)C)=C/C(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)/b6-5+,10-7+

> <INCHI_KEY>
JLIDBLDQVAYHNE-WEYXYWBQSA-N

> <FORMULA>
C15H20O4

> <MOLECULAR_WEIGHT>
264.3169

> <EXACT_MASS>
264.136159128

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.332107901572066

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E)-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>
abscisic acid, (+)-

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036093
     RDKit          3D
Abscisic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.3261   -1.6221    2.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372   -1.1379    1.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8641   -1.7646    0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143   -1.3404   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5502   -1.7053   -1.0356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5668   -0.4495   -1.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372    0.5773   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8311    1.6377   -0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8345    1.2417   -1.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450    0.0141    0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0785    1.0161    1.5317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2713   -0.3553    0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2892    0.4139    0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6845    0.1380    0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1569   -1.0497   -0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5714    1.0235    0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    0.8930    0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8260    1.7597    0.8196 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5618   -0.1803   -0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631   -2.4156    2.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456   -2.0817    3.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9479   -0.7568    3.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -2.6084    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385    0.1126   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812   -1.0360   -2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1425    1.4267    0.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920    1.6976   -0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    2.6070   -0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2227    1.9748   -1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3620    1.6840   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    0.4951   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9511    1.9151    1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664   -1.2655   -0.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0007    1.3270    1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3277   -1.6993   -0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6510   -0.7038   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8358   -1.6861    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471    1.9226    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2836   -0.0195   -0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 10  2  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 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                                 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      -4.667   0.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.667  -1.541   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.333  -2.312   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.001  -1.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.001   0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.333   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.104   2.107   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.562   2.107   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.004  -2.312   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.665  -2.312   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.667   0.770   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       2.001   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.336   0.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.670   0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.004   0.001   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.665  -0.770   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.001   2.312   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.670   2.312   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   17                                             
CONECT    6    1    5    7    8                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2                                                            
CONECT   10    4                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15                                                            
CONECT   17    5                                                            
CONECT   18   13                                                            
CONECT   19   15                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0036093
HETATM    1  C1  UNL     1      -1.326  -1.622   2.488  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.837  -1.138   1.174  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.864  -1.765   0.651  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.414  -1.340  -0.635  1.00  0.00           C  
HETATM    5  O1  UNL     1      -4.550  -1.705  -1.036  1.00  0.00           O  
HETATM    6  C5  UNL     1      -2.567  -0.449  -1.461  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.837   0.577  -0.633  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.831   1.638  -0.241  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.834   1.242  -1.577  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.145   0.014   0.561  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.079   1.016   1.532  1.00  0.00           O  
HETATM   12  C10 UNL     1       0.271  -0.355   0.198  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.289   0.414   0.531  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.685   0.138   0.224  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.157  -1.050  -0.508  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.571   1.023   0.637  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.000   0.893   0.411  1.00  0.00           C  
HETATM   18  O3  UNL     1       5.826   1.760   0.820  1.00  0.00           O  
HETATM   19  O4  UNL     1       5.562  -0.180  -0.264  1.00  0.00           O  
HETATM   20  H1  UNL     1      -0.563  -2.416   2.366  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.146  -2.082   3.101  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.948  -0.757   3.088  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.326  -2.608   1.159  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.238   0.113  -2.149  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.881  -1.036  -2.109  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.142   1.427   0.816  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.692   1.698  -0.921  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.293   2.607  -0.215  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.223   1.975  -1.018  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.362   1.684  -2.440  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.122   0.495  -1.995  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.951   1.915   1.156  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.466  -1.265  -0.344  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.001   1.327   1.085  1.00  0.00           H  
HETATM   35  H16 UNL     1       2.328  -1.699  -0.835  1.00  0.00           H  
HETATM   36  H17 UNL     1       3.651  -0.704  -1.466  1.00  0.00           H  
HETATM   37  H18 UNL     1       3.836  -1.686   0.098  1.00  0.00           H  
HETATM   38  H19 UNL     1       3.247   1.923   1.188  1.00  0.00           H  
HETATM   39  H20 UNL     1       6.284  -0.020  -0.926  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3   10
CONECT    3    4   23
CONECT    4    5    5    6
CONECT    6    7   24   25
CONECT    7    8    9   10
CONECT    8   26   27   28
CONECT    9   29   30   31
CONECT   10   11   12
CONECT   11   32
CONECT   12   13   13   33
CONECT   13   14   34
CONECT   14   15   16   16
CONECT   15   35   36   37
CONECT   16   17   38
CONECT   17   18   18   19
CONECT   19   39
END

HMDB0036093
     RDKit          3D
Abscisic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.3261   -1.6221    2.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372   -1.1379    1.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8641   -1.7646    0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143   -1.3404   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5502   -1.7053   -1.0356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5668   -0.4495   -1.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372    0.5773   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8311    1.6377   -0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8345    1.2417   -1.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450    0.0141    0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0785    1.0161    1.5317 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2713   -0.3553    0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2892    0.4139    0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6845    0.1380    0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1569   -1.0497   -0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5714    1.0235    0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    0.8930    0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8260    1.7597    0.8196 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5618   -0.1803   -0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631   -2.4156    2.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456   -2.0817    3.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9479   -0.7568    3.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -2.6084    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385    0.1126   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812   -1.0360   -2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1425    1.4267    0.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920    1.6976   -0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    2.6070   -0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2227    1.9748   -1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3620    1.6840   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    0.4951   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9511    1.9151    1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664   -1.2655   -0.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0007    1.3270    1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3277   -1.6993   -0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6510   -0.7038   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8358   -1.6861    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471    1.9226    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2836   -0.0195   -0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 10  2  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 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
2-trans-ABA	ChEBI
Abscisate	Generator
5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid, 9ci	HMDB
Abscisin II	HMDB
Dormin	HMDB
2-trans-Abscisate	Generator
Abscisic acid	MeSH
Abscissins	MeSH
Abscisic acid monoammonium salt, (R)-isomer	MeSH
Abscisic acid, (e,Z)-(+,-)-isomer	MeSH
Abscisic acid, (R)-isomer	MeSH
Abscisic acid, (Z,e)-isomer	MeSH
Abscisic acid, (+,-)-isomer	MeSH
Abscisic acid, (e,e)-(+-)-isomer	MeSH
Abscissic acid	MeSH

Chemical Formula

C₁₅H₂₀O₄

Average Molecular Weight

264.3169

Monoisotopic Molecular Weight

264.136159128

IUPAC Name

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

Traditional Name

abscisic acid, (+)-

CAS Registry Number

7773-56-0

SMILES

C\C(\C=C\C1(O)C(C)=CC(=O)CC1(C)C)=C/C(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)/b6-5+,10-7+

InChI Key

JLIDBLDQVAYHNE-WEYXYWBQSA-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

abscisic acids (CHEBI:62426 )

Ontology

Physiological effect

Disposition

Biological location

Cellular substructure

Inner mitochondrial membrane (PMID: 31315173)

Source

Endogenous

Endogenous (HMDB: HMDB0190207)

Process

Naturally occurring process

Biological process

Cellular process

Apoptosis (PMID: 19368971)

Biochemical process

Proton trap for oxidative phosphorylation (PMID: 12297275)

Role

Biological role

Stabilizing agent

Stabilizing cytochrome oxidase (PMID: 10413476)
Proton trap for oxidative phosphorylation (PMID: 12297275)
Stabilizing mitochondrial structure (PMID: 10413476;)

Molecular messenger

Apoptosis (PMID: 19368971)

Transporter

Cholesterol translocation (PMID: 11111099)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	161 - 163 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1472 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	174.399	30932474
[M+H]+	Baker	160.558	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
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	28.33 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]+	182.499	30932474
DeepCCS	[M-H]-	180.141	30932474
DeepCCS	[M-2H]-	213.028	30932474
DeepCCS	[M+Na]+	188.593	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	C\C(\C=C\C1(O)C(C)=CC(=O)CC1(C)C)=C/C(O)=O	3851.8	Standard polar	33892256
Abscisic acid	C\C(\C=C\C1(O)C(C)=CC(=O)CC1(C)C)=C/C(O)=O	2028.7	Standard non polar	33892256
Abscisic acid	C\C(\C=C\C1(O)C(C)=CC(=O)CC1(C)C)=C/C(O)=O	2243.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Abscisic acid,1TMS,isomer #1	CC1=CC(=O)CC(C)(C)C1(/C=C/C(C)=C/C(=O)O)O[Si](C)(C)C	2338.6	Semi standard non polar	33892256
Abscisic acid,1TMS,isomer #2	CC1=CC(=O)CC(C)(C)C1(O)/C=C/C(C)=C/C(=O)O[Si](C)(C)C	2307.1	Semi standard non polar	33892256
Abscisic acid,1TMS,isomer #3	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(O)/C=C/C(C)=C/C(=O)O	2293.2	Semi standard non polar	33892256
Abscisic acid,2TMS,isomer #1	CC1=CC(=O)CC(C)(C)C1(/C=C/C(C)=C/C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2349.5	Semi standard non polar	33892256
Abscisic acid,2TMS,isomer #2	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/C(=O)O)O[Si](C)(C)C	2301.5	Semi standard non polar	33892256
Abscisic acid,2TMS,isomer #3	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(O)/C=C/C(C)=C/C(=O)O[Si](C)(C)C	2280.2	Semi standard non polar	33892256
Abscisic acid,3TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2286.7	Semi standard non polar	33892256
Abscisic acid,3TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2240.8	Standard non polar	33892256
Abscisic acid,1TBDMS,isomer #1	CC1=CC(=O)CC(C)(C)C1(/C=C/C(C)=C/C(=O)O)O[Si](C)(C)C(C)(C)C	2576.1	Semi standard non polar	33892256
Abscisic acid,1TBDMS,isomer #2	CC1=CC(=O)CC(C)(C)C1(O)/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C	2555.5	Semi standard non polar	33892256
Abscisic acid,1TBDMS,isomer #3	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(O)/C=C/C(C)=C/C(=O)O	2530.5	Semi standard non polar	33892256
Abscisic acid,2TBDMS,isomer #1	CC1=CC(=O)CC(C)(C)C1(/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2817.8	Semi standard non polar	33892256
Abscisic acid,2TBDMS,isomer #2	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/C(=O)O)O[Si](C)(C)C(C)(C)C	2776.6	Semi standard non polar	33892256
Abscisic acid,2TBDMS,isomer #3	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(O)/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C	2761.7	Semi standard non polar	33892256
Abscisic acid,3TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3004.0	Semi standard non polar	33892256
Abscisic acid,3TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2863.7	Standard non 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	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Abscisic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0096-7139000000-5edf01db0ed23b0bca61	2017-10-06	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

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 10V, Positive-QTOF	splash10-00kb-0090000000-e090d5e5d8a044842e8a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 20V, Positive-QTOF	splash10-1000-3490000000-d311ea8211a2e8f4c6a3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 40V, Positive-QTOF	splash10-0a4r-9400000000-379f6e47332810fc8665	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 10V, Negative-QTOF	splash10-03xr-0190000000-d73e6e31641b18526be9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 20V, Negative-QTOF	splash10-03xs-1190000000-eb916a142225348efa11	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 40V, Negative-QTOF	splash10-0zfr-9640000000-e8f018bfe6e08cb1e190	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 10V, Negative-QTOF	splash10-0udi-0930000000-dc67a27bb398ff743faa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 20V, Negative-QTOF	splash10-0udi-0940000000-009dee4f07b7ce801e96	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 40V, Negative-QTOF	splash10-0udi-0290000000-5a9c5c87e8815f3d504d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 10V, Positive-QTOF	splash10-0f6t-0290000000-e1705792376e7932e630	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 20V, Positive-QTOF	splash10-0udr-2790000000-ac880c4375dc4aa9c18a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic acid 40V, Positive-QTOF	splash10-0005-9500000000-dbce2cecb6142397caa8	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB014933

KNApSAcK ID

C00000134

Chemspider ID

4524740

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Abscisic acid

METLIN ID

Not Available

PubChem Compound

5375200

PDB ID

Not Available

ChEBI ID

62426

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1620861

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Lovegrove A, Hooley R: Gibberellin and abscisic acid signalling in aleurone. Trends Plant Sci. 2000 Mar;5(3):102-10. [PubMed:10707075 ]
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 Abscisic acid (HMDB0036093)

MOL for HMDB0036093 (Abscisic acid)

3D MOL for HMDB0036093 (Abscisic acid)

3D SDF for HMDB0036093 (Abscisic acid)

3D-SDF for HMDB0036093 (Abscisic acid)

PDB for HMDB0036093 (Abscisic acid)

3D PDB for HMDB0036093 (Abscisic acid)

SMILES for HMDB0036093 (Abscisic acid)

INCHI for HMDB0036093 (Abscisic acid)

Structure for HMDB0036093 (Abscisic acid)

3D Structure for HMDB0036093 (Abscisic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra