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

2024-04-30 20:44:53 UTC

Metabolite ID

MMDBc0052952

Metabolite Identification

Common Name

Cis-zeatin

Description

Zeatin, also known as (e)-zeatin or trans-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 found, on average, in the highest concentration within corns (Zea mays). Zeatin has also been detected, but not quantified in, several different foods, such as conches (Strombidae), squashberries (Viburnum edule), new zealand spinaches (Tetragonia tetragonioides), fireweeds (Chamerion angustifolium), and tronchuda cabbages (Brassica oleracea var. costata). This could make zeatin a potential biomarker for the consumption of these foods. Zeatin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Zeatin.

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

Expected 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

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0uea-3669000000-71f80cf16f89ded4787a	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0uea-3669000000-71f80cf16f89ded4787a	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-4920000000-7210f4c3b706c05cf1af	2017-07-27	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fmr-9770000000-e82dbfd9ed2507037b2a	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-004i-0923000000-bb62b8c5c51101ad909a	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-014i-0090000000-860e5e26a7c78621ff1b	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0159-0890000000-e0d9da4d76a19fdcc38e	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-0900000000-73c2883cf4c5c86e5202	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-0900000000-40634e98d8610da6da7e	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-1900000000-f685d83e661ba76c7b5f	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-00lr-0940000000-cb6bb2cc6e09e94bf9e9	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014i-0490000000-7a274998c68b723d3fb6	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-001i-0910000000-92dd3eccb6d6c8cf56b7	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-001i-0900000000-916fa5a85cf88a795576	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0udr-0980000000-3b6cbd9a900a91cda1ec	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0udr-0890000000-615009ba0eecc0c276f7	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-014i-0090000000-74ba65be8d88785a72a9	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-014i-0090000000-17f89903bb26df54893d	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00di-0090000000-dd1e015f41cf26595e40	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0079-0980000000-71f5c1676966e90a2d17	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-000i-0900000000-59732140535260402378	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-000i-3900000000-76812b403415131902a1	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-014l-5900000000-e13e6e9ecfdac2ef5cf7	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-1290000000-dc9819ee831d1fee4b16	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fri-6950000000-1eb1fa1f3c0d0e305d2a	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f79-9400000000-5bf47fcd4a35a6d1dcfa	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0490000000-be42f2c18f1d6af58fde	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00lr-1940000000-0b1ece0d97dfba385c64	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a59-1900000000-9a8fa0692f031f495218	2016-08-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)		2015-03-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.40 MHz, DMSO-d6, experimental)		2015-03-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

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	Actinobacteria	3	Human
Bacteria	Proteobacteria	3	Human
Eukaryota/Fungi	Basidiomycota	9	Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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:0x00005634bf7e7058>

3D MOL for #<Metabolite:0x00005634bf7e7058>

3D SDF for #<Metabolite:0x00005634bf7e7058>

3D-SDF for #<Metabolite:0x00005634bf7e7058>

PDB for #<Metabolite:0x00005634bf7e7058>

3D PDB for #<Metabolite:0x00005634bf7e7058>

SMILES for #<Metabolite:0x00005634bf7e7058>

INCHI for #<Metabolite:0x00005634bf7e7058>

Structure for #<Metabolite:0x00005634bf7e7058>

3D Structure for #<Metabolite:0x00005634bf7e7058>