MiMeDB: Showing metabocard for Cis-zeatin (MMDBc0052952)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:09:58 UTC

Update Date

2025-01-15 23:03:49 UTC

Metabolite ID

MMDBc0052952

Metabolite Identification

Common Name

Cis-zeatin

Description

Zeatin belongs to the class of organic compounds known as 6-alkylaminopurines. 6-Alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Zeatin is a cytokinin (plant growth hormone) derived from the purine adenine, which occurs in the form of a cis- and a trans-isomer and conjugates. Zeatin was first discovered in immature corn kernels from the genus Zea. Zeatin has also been detected, but not quantified in several different foods, such as figs, rowanberries, red raspberries, garlic, and tree ferns. Zeatin has also been shown to promote the resistance of tobacco against the bacterial pathogen Pseudomonas syringae, in which trans-zeatin has a more prominent effect than cis-zeatin. Zeatin has several anti-ageing effects on human skin fibroblasts. It promotes the growth of lateral buds and, when sprayed on meristems, stimulates cell division to produce bushier plants. Zeatin and its derivatives occur in many plant extracts and are the active ingredient in coconut milk, which causes plant growth.

Structure

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

HMDB0012204
     RDKit          3D
Zeatin
 29 30  0  0  0  0  0  0  0  0999 V2000
    2.9498   -0.6345   -0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8488    0.3025    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7117    0.3267    0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -0.5667    0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5489    0.2137    0.2523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7804   -0.3918   -0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9123   -1.7244   -0.2602 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0751   -2.2753   -0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1656   -1.5558   -0.9767 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1426   -0.2237   -0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9983    0.7916   -1.1532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622    1.9554   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0999    1.7134   -0.5083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691    0.3876   -0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9596    1.2054    0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5880    1.9642    1.7937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148   -1.6945   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607   -0.3835   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0038   -0.5776   -1.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6451    1.0146    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263   -1.2856    1.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8575   -1.1815   -0.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    1.2506    0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818   -2.3405   -0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0886   -3.3682   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8381    2.9224   -1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1160    1.9189   -0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9087    0.6766    0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8641    1.5600    2.6497 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 14  6  2  0
 14 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 12 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
M  END


  Mrv1652309042000352D          

 16 17  0  0  0  0            999 V2000
 9992.7618 9992.6571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9992.0481 9993.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.3336 9992.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.6191 9993.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9046 9992.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.6191 9993.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.1900 9993.0696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.7618 9991.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.0479 9991.4191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9992.0479 9990.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.7618 9990.1825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2597 9991.6738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9993.4757 9991.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.4757 9990.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2597 9990.3399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.7442 9991.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  1  8  1  0  0  0  0
 13 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 11 14  1  0  0  0  0
  8 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0052952

> <DATABASE_NAME>
MIME

> <SMILES>
C\C(CO)=C/CNC1=C2N=CN=C2N=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2+

> <INCHI_KEY>
UZKQTCBAMSWPJD-FARCUNLSSA-N

> <FORMULA>
C10H13N5O

> <MOLECULAR_WEIGHT>
219.2431

> <EXACT_MASS>
219.112010063

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.998642343961325

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-2-methyl-4-[(1H-purin-6-yl)amino]but-2-en-1-ol

> <ALOGPS_LOGP>
-0.32

> <JCHEM_LOGP>
-0.3400085356666664

> <ALOGPS_LOGS>
-2.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.162127696527492

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.107279277150705

> <JCHEM_PKA_STRONGEST_BASIC>
0.29709984938822853

> <JCHEM_POLAR_SURFACE_AREA>
86.72

> <JCHEM_REFRACTIVITY>
63.29609999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012204
     RDKit          3D
Zeatin
 29 30  0  0  0  0  0  0  0  0999 V2000
    2.9498   -0.6345   -0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8488    0.3025    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7117    0.3267    0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -0.5667    0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5489    0.2137    0.2523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7804   -0.3918   -0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9123   -1.7244   -0.2602 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0751   -2.2753   -0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1656   -1.5558   -0.9767 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1426   -0.2237   -0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9983    0.7916   -1.1532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622    1.9554   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0999    1.7134   -0.5083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691    0.3876   -0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9596    1.2054    0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5880    1.9642    1.7937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148   -1.6945   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607   -0.3835   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0038   -0.5776   -1.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6451    1.0146    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263   -1.2856    1.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8575   -1.1815   -0.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    1.2506    0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818   -2.3405   -0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0886   -3.3682   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8381    2.9224   -1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1160    1.9189   -0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9087    0.6766    0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8641    1.5600    2.6497 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 14  6  2  0
 14 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 12 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  N   UNK     0    8653.1558652.960   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0    8651.8238653.730   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8650.4898652.960   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8649.1568653.730   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8647.8228652.960   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8649.1568655.270   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8646.4888653.730   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8653.1558651.418   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8651.8238650.649   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    8651.8238649.110   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0    8653.1558648.341   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0    8655.9518651.124   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0    8654.4888650.649   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8654.4888649.110   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0    8655.9518648.634   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0    8656.8568649.879   0.000  0.00  0.00           C+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4    7                                                       
CONECT    6    4                                                            
CONECT    7    5                                                            
CONECT    8    9    1   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   14                                                       
CONECT   12   13   16                                                       
CONECT   13   14   12    8                                                  
CONECT   14   13   15   11                                                  
CONECT   15   14   16                                                       
CONECT   16   12   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0012204
HETATM    1  C1  UNL     1       2.950  -0.634  -0.846  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.849   0.302   0.297  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.712   0.327   0.982  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.599  -0.567   0.590  1.00  0.00           C  
HETATM    5  N1  UNL     1      -0.549   0.214   0.252  1.00  0.00           N  
HETATM    6  C5  UNL     1      -1.780  -0.392  -0.166  1.00  0.00           C  
HETATM    7  N2  UNL     1      -1.912  -1.724  -0.260  1.00  0.00           N  
HETATM    8  C6  UNL     1      -3.075  -2.275  -0.655  1.00  0.00           C  
HETATM    9  N3  UNL     1      -4.166  -1.556  -0.977  1.00  0.00           N  
HETATM   10  C7  UNL     1      -4.143  -0.224  -0.918  1.00  0.00           C  
HETATM   11  N4  UNL     1      -4.998   0.792  -1.153  1.00  0.00           N  
HETATM   12  C8  UNL     1      -4.362   1.955  -0.904  1.00  0.00           C  
HETATM   13  N5  UNL     1      -3.100   1.713  -0.508  1.00  0.00           N  
HETATM   14  C9  UNL     1      -2.869   0.388  -0.486  1.00  0.00           C  
HETATM   15  C10 UNL     1       3.960   1.205   0.700  1.00  0.00           C  
HETATM   16  O1  UNL     1       3.588   1.964   1.794  1.00  0.00           O  
HETATM   17  H1  UNL     1       2.815  -1.694  -0.557  1.00  0.00           H  
HETATM   18  H2  UNL     1       2.261  -0.384  -1.678  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.004  -0.578  -1.248  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.645   1.015   1.817  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.326  -1.286   1.388  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.858  -1.181  -0.297  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.491   1.251   0.311  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.082  -2.340  -0.018  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.089  -3.368  -0.701  1.00  0.00           H  
HETATM   26  H10 UNL     1      -4.838   2.922  -1.019  1.00  0.00           H  
HETATM   27  H11 UNL     1       4.116   1.919  -0.153  1.00  0.00           H  
HETATM   28  H12 UNL     1       4.909   0.677   0.833  1.00  0.00           H  
HETATM   29  H13 UNL     1       3.864   1.560   2.650  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   15
CONECT    3    4   20
CONECT    4    5   21   22
CONECT    5    6   23
CONECT    6    7   14   14
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10
CONECT   10   11   11   14
CONECT   11   12
CONECT   12   13   13   26
CONECT   13   14
CONECT   15   16   27   28
CONECT   16   29
END

HMDB0012204
     RDKit          3D
Zeatin
 29 30  0  0  0  0  0  0  0  0999 V2000
    2.9498   -0.6345   -0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8488    0.3025    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7117    0.3267    0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -0.5667    0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5489    0.2137    0.2523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7804   -0.3918   -0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9123   -1.7244   -0.2602 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0751   -2.2753   -0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1656   -1.5558   -0.9767 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1426   -0.2237   -0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9983    0.7916   -1.1532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622    1.9554   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0999    1.7134   -0.5083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691    0.3876   -0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9596    1.2054    0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5880    1.9642    1.7937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148   -1.6945   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607   -0.3835   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0038   -0.5776   -1.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6451    1.0146    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263   -1.2856    1.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8575   -1.1815   -0.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    1.2506    0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818   -2.3405   -0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0886   -3.3682   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8381    2.9224   -1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1160    1.9189   -0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9087    0.6766    0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8641    1.5600    2.6497 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 14  6  2  0
 14 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 12 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
M  END

Synonyms

Value	Source
(e)-2-Methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol	ChEBI
(e)-2-Methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol	ChEBI
(e)-2-Methyl-4-(purin-6-ylamino)-2-buten-1-ol	ChEBI
(e)-Zeatin	ChEBI
N6-(4-Hydroxyisopentenyl)adenine	ChEBI
trans-Zeatin	Kegg
Zeatin	ChEBI, HMDB
(2E)-2-Methyl-4-(9H-purin-6-ylamino)-2-buten-1-ol	HMDB
6-(4-Hydroxy-3-methyl-trans-2-butenylamino)purine	HMDB
N6-(4-Hydroxy-3-methyl-trans-2-butenyl)adenine	HMDB
ZT	HMDB
ZTA	HMDB
Zeatine	HMDB
trans-6-(4-Hydroxy-3-methylbut-2-enyl)amino purine	HMDB

Molecular Formula

C₁₀H₁₃N₅O

Average Mass

219.2431

Monoisotopic Mass

219.112010063

IUPAC Name

(2E)-2-methyl-4-[(1H-purin-6-yl)amino]but-2-en-1-ol

Traditional Name

(2E)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol

CAS Registry Number

Not Available

SMILES

C\C(CO)=C/CNC1=C2N=CN=C2N=CN1

InChI Identifier

InChI=1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2+

InChI Key

UZKQTCBAMSWPJD-FARCUNLSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-alkylaminopurines. 6-Alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

6-alkylaminopurines

Alternative Parents

Substituents

6-alkylaminopurine
Aminopyrimidine
Secondary aliphatic/aromatic amine
Pyrimidine
Imidolactam
Azole
Imidazole
Heteroaromatic compound
Secondary amine
Azacycle
Organopnictogen compound
Organic oxygen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

zeatin (CHEBI:16522 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.41 g/L	ALOGPS
logP	-0.32	ALOGPS
logP	-0.34	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	6.11	ChemAxon
pKa (Strongest Basic)	0.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.72 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	63.3 m³·mol⁻¹	ChemAxon
Polarizability	23 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Eukaryota/Fungi	Ascomycota	4	Human feces; Human saliva
Bacteria/Eubacteria	Actinobacteria	2	Human
Bacteria/Eubacteria	Proteobacteria	3	Human
Bacteria	Actinobacteria	1	Human
Eukaryota/Fungi	Basidiomycota	9	Human feces

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0012204

DrugBank ID

DB11337

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Zeatin

METLIN ID

Not Available

PubChem Compound

449093

PDB ID

ZEA

ChEBI ID

16522

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Cis-zeatin (MMDBc0052952)

MOL for #<Metabolite:0x00007f922c1a0b38>

3D MOL for #<Metabolite:0x00007f922c1a0b38>

3D SDF for #<Metabolite:0x00007f922c1a0b38>

3D-SDF for #<Metabolite:0x00007f922c1a0b38>

PDB for #<Metabolite:0x00007f922c1a0b38>

3D PDB for #<Metabolite:0x00007f922c1a0b38>

SMILES for #<Metabolite:0x00007f922c1a0b38>

INCHI for #<Metabolite:0x00007f922c1a0b38>

Structure for #<Metabolite:0x00007f922c1a0b38>

3D Structure for #<Metabolite:0x00007f922c1a0b38>