MiMeDB: Showing metabocard for Zeatin riboside (MMDBc0009748)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 02:09:28 UTC

Update Date

2022-08-31 06:30:42 UTC

Metabolite ID

MMDBc0009748

Metabolite Identification

Common Name

Zeatin riboside

Description

trans-zeatin riboside belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. trans-zeatin riboside is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on trans-zeatin riboside.

Structure

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

HMDB0304506
     RDKit          3D
trans-zeatin riboside
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.0294    1.0347   -0.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0151    0.2534    0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976    0.2799    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7375    1.0616    0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152    0.1635    0.6533 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3445    0.6306    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766    1.9430   -0.0222 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023    2.4287   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0296    1.5936   -0.5879 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9296    0.2807   -0.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2900   -0.2089    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1570   -1.5250    0.2215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1184   -1.8762   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7647   -0.7679   -0.4334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545   -0.6728   -0.8379 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6257    0.6109   -0.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0004    0.4878   -0.6943 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6528    1.6338    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0450    1.4976   -0.0401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3659   -0.8288   -0.0530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2585   -1.5496   -0.8346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -1.5261    0.0503 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0816   -2.8255   -0.4302 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2125   -0.5477    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4595   -1.4783   -0.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314    0.7390   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9945    0.7944   -1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0607    2.1338   -0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8249   -0.2694    2.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4148    1.8263    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8873    1.5831   -0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -0.8546    0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237    3.4998   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -2.9094   -0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141   -0.8993   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3102    0.4606   -1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3584    1.6065    1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3241    2.5694   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2764    0.5554   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7866   -0.6121    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7032   -2.1847   -1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6549   -1.4573    1.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8263   -3.4257    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9543   -1.0224    1.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0763    0.1473    1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1315   -2.3739    0.2674 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  2  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
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  2 24  1  0
 24 25  1  0
 11  6  1  0
 22 15  1  0
 14 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
 13 34  1  0
 15 35  1  6
 17 36  1  6
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  1
 21 41  1  0
 22 42  1  1
 23 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
M  END


  Mrv1652309272007322D          

 25 27  0  0  0  0            999 V2000
 9994.9229 9997.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2085 9997.5530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2085 9996.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9229 9996.3154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6374 9996.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6374 9997.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4220 9996.4729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9070 9997.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4221 9997.8078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6769 9995.6883    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.1920 9995.0208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.6769 9994.3534    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.4615 9994.6083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.4615 9995.4333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1289 9994.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8826 9994.4590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9229 9998.7905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2075 9999.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.4919 9998.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.7766 9999.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.0612 9998.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.3456 9999.2014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.776610000.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3670 9995.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4219 9993.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  2  2  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
  8  9  2  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  5  7  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 23  1  0  0  0  0
 21 22  1  0  0  0  0
  1 17  1  0  0  0  0
 10  7  1  6  0  0  0
 11 24  1  1  0  0  0
 12 25  1  1  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0009748

> <DATABASE_NAME>
MIME

> <SMILES>
C\C(CO)=C/CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H21N5O5/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(24)11(23)9(5-22)25-15/h2,6-7,9,11-12,15,21-24H,3-5H2,1H3,(H,16,17,18)/b8-2+/t9-,11-,12-,15-/m1/s1

> <INCHI_KEY>
GOSWTRUMMSCNCW-HNNGNKQASA-N

> <FORMULA>
C15H21N5O5

> <MOLECULAR_WEIGHT>
351.3577

> <EXACT_MASS>
351.154268807

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.133938729084804

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5R)-2-(6-{[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]amino}-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

> <ALOGPS_LOGP>
-0.39

> <JCHEM_LOGP>
-1.708784857333333

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.868550575327028

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.453119668971691

> <JCHEM_PKA_STRONGEST_BASIC>
3.7015539782741884

> <JCHEM_POLAR_SURFACE_AREA>
145.78

> <JCHEM_REFRACTIVITY>
89.58189999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trans-zeatin riboside

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304506
     RDKit          3D
trans-zeatin riboside
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.0294    1.0347   -0.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0151    0.2534    0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976    0.2799    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7375    1.0616    0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152    0.1635    0.6533 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3445    0.6306    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766    1.9430   -0.0222 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023    2.4287   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0296    1.5936   -0.5879 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9296    0.2807   -0.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2900   -0.2089    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1570   -1.5250    0.2215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1184   -1.8762   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7647   -0.7679   -0.4334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545   -0.6728   -0.8379 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6257    0.6109   -0.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0004    0.4878   -0.6943 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6528    1.6338    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0450    1.4976   -0.0401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3659   -0.8288   -0.0530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2585   -1.5496   -0.8346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -1.5261    0.0503 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0816   -2.8255   -0.4302 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2125   -0.5477    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4595   -1.4783   -0.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314    0.7390   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9945    0.7944   -1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0607    2.1338   -0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8249   -0.2694    2.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4148    1.8263    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8873    1.5831   -0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -0.8546    0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237    3.4998   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -2.9094   -0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141   -0.8993   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3102    0.4606   -1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3584    1.6065    1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3241    2.5694   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2764    0.5554   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7866   -0.6121    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7032   -2.1847   -1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6549   -1.4573    1.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8263   -3.4257    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9543   -1.0224    1.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0763    0.1473    1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1315   -2.3739    0.2674 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  2  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
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  2 24  1  0
 24 25  1  0
 11  6  1  0
 22 15  1  0
 14 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
 13 34  1  0
 15 35  1  6
 17 36  1  6
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  1
 21 41  1  0
 22 42  1  1
 23 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8657.1898662.869   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8655.8568662.099   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8655.8568660.559   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8657.1898659.789   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8658.5238660.559   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8658.5238662.099   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8659.9888660.083   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0    8660.8938661.329   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8659.9888662.575   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    8660.4648658.618   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8659.5588657.372   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8660.4648656.126   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8661.9288656.602   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8661.9288658.142   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    8663.1748655.697   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8664.5818656.323   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0    8657.1898664.409   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0    8655.8548665.176   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8654.5188664.409   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8653.1838665.176   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8651.8488664.409   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0    8650.5128665.176   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0    8653.1838666.721   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8658.0188657.372   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0    8659.9888654.662   0.000  0.00  0.00           O+0
CONECT    1    6    2   17                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    6    4    7                                                  
CONECT    6    5    1    9                                                  
CONECT    7    8    5   10                                                  
CONECT    8    9    7                                                       
CONECT    9    8    6                                                       
CONECT   10   11   14    7                                                  
CONECT   11   12   10   24                                                  
CONECT   12   11   13   25                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   10                                                       
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   18    1                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20                                                            
CONECT   24   11                                                            
CONECT   25   12                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0304506
HETATM    1  C1  UNL     1       6.029   1.035  -0.703  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.015   0.253   0.550  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.898   0.280   1.276  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.738   1.062   0.831  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.615   0.163   0.653  1.00  0.00           N  
HETATM    6  C5  UNL     1       1.344   0.631   0.225  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.177   1.943  -0.022  1.00  0.00           N  
HETATM    8  C6  UNL     1      -0.002   2.429  -0.427  1.00  0.00           C  
HETATM    9  N3  UNL     1      -1.030   1.594  -0.588  1.00  0.00           N  
HETATM   10  C7  UNL     1      -0.930   0.281  -0.359  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.290  -0.209   0.058  1.00  0.00           C  
HETATM   12  N4  UNL     1       0.157  -1.525   0.222  1.00  0.00           N  
HETATM   13  C9  UNL     1      -1.118  -1.876  -0.083  1.00  0.00           C  
HETATM   14  N5  UNL     1      -1.765  -0.768  -0.433  1.00  0.00           N  
HETATM   15  C10 UNL     1      -3.155  -0.673  -0.838  1.00  0.00           C  
HETATM   16  O1  UNL     1      -3.626   0.611  -0.598  1.00  0.00           O  
HETATM   17  C11 UNL     1      -5.000   0.488  -0.694  1.00  0.00           C  
HETATM   18  C12 UNL     1      -5.653   1.634   0.066  1.00  0.00           C  
HETATM   19  O2  UNL     1      -7.045   1.498  -0.040  1.00  0.00           O  
HETATM   20  C13 UNL     1      -5.366  -0.829  -0.053  1.00  0.00           C  
HETATM   21  O3  UNL     1      -6.259  -1.550  -0.835  1.00  0.00           O  
HETATM   22  C14 UNL     1      -4.044  -1.526   0.050  1.00  0.00           C  
HETATM   23  O4  UNL     1      -4.082  -2.825  -0.430  1.00  0.00           O  
HETATM   24  C15 UNL     1       7.212  -0.548   1.000  1.00  0.00           C  
HETATM   25  O5  UNL     1       7.459  -1.478  -0.006  1.00  0.00           O  
HETATM   26  H1  UNL     1       5.231   0.739  -1.412  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.995   0.794  -1.234  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.061   2.134  -0.538  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.825  -0.269   2.199  1.00  0.00           H  
HETATM   30  H5  UNL     1       3.415   1.826   1.568  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.887   1.583  -0.125  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.722  -0.855   0.839  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.124   3.500  -0.625  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.482  -2.909  -0.027  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.314  -0.899  -1.899  1.00  0.00           H  
HETATM   36  H11 UNL     1      -5.310   0.461  -1.741  1.00  0.00           H  
HETATM   37  H12 UNL     1      -5.358   1.606   1.117  1.00  0.00           H  
HETATM   38  H13 UNL     1      -5.324   2.569  -0.455  1.00  0.00           H  
HETATM   39  H14 UNL     1      -7.276   0.555  -0.253  1.00  0.00           H  
HETATM   40  H15 UNL     1      -5.787  -0.612   0.959  1.00  0.00           H  
HETATM   41  H16 UNL     1      -5.703  -2.185  -1.379  1.00  0.00           H  
HETATM   42  H17 UNL     1      -3.655  -1.457   1.088  1.00  0.00           H  
HETATM   43  H18 UNL     1      -3.826  -3.426   0.315  1.00  0.00           H  
HETATM   44  H19 UNL     1       6.954  -1.022   1.966  1.00  0.00           H  
HETATM   45  H20 UNL     1       8.076   0.147   1.109  1.00  0.00           H  
HETATM   46  H21 UNL     1       7.132  -2.374   0.267  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    3   24
CONECT    3    4   29
CONECT    4    5   30   31
CONECT    5    6   32
CONECT    6    7    7   11
CONECT    7    8
CONECT    8    9    9   33
CONECT    9   10
CONECT   10   11   11   14
CONECT   11   12
CONECT   12   13   13
CONECT   13   14   34
CONECT   14   15
CONECT   15   16   22   35
CONECT   16   17
CONECT   17   18   20   36
CONECT   18   19   37   38
CONECT   19   39
CONECT   20   21   22   40
CONECT   21   41
CONECT   22   23   42
CONECT   23   43
CONECT   24   25   44   45
CONECT   25   46
END

HMDB0304506
     RDKit          3D
trans-zeatin riboside
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.0294    1.0347   -0.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0151    0.2534    0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976    0.2799    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7375    1.0616    0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152    0.1635    0.6533 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3445    0.6306    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766    1.9430   -0.0222 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023    2.4287   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0296    1.5936   -0.5879 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9296    0.2807   -0.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2900   -0.2089    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1570   -1.5250    0.2215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1184   -1.8762   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7647   -0.7679   -0.4334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545   -0.6728   -0.8379 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6257    0.6109   -0.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0004    0.4878   -0.6943 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6528    1.6338    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0450    1.4976   -0.0401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3659   -0.8288   -0.0530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2585   -1.5496   -0.8346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -1.5261    0.0503 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0816   -2.8255   -0.4302 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2125   -0.5477    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4595   -1.4783   -0.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314    0.7390   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9945    0.7944   -1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0607    2.1338   -0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8249   -0.2694    2.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4148    1.8263    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8873    1.5831   -0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -0.8546    0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237    3.4998   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -2.9094   -0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141   -0.8993   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3102    0.4606   -1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3584    1.6065    1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3241    2.5694   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2764    0.5554   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7866   -0.6121    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7032   -2.1847   -1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6549   -1.4573    1.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8263   -3.4257    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9543   -1.0224    1.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0763    0.1473    1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1315   -2.3739    0.2674 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  2  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
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  2 24  1  0
 24 25  1  0
 11  6  1  0
 22 15  1  0
 14 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
 13 34  1  0
 15 35  1  6
 17 36  1  6
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  1
 21 41  1  0
 22 42  1  1
 23 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
M  END

Synonyms

Value	Source
(e)-N-(4-Hydroxy-3-methyl-2-butenyl)adenosine	ChEBI
9-beta-D-Ribofuranosyl-trans-zeatin	ChEBI
9-beta-D-Ribosyl-trans-zeatin	ChEBI
trans-Zeatin 9-beta-D-ribofuranoside	ChEBI
Zeatin riboside	ChEBI
9-b-D-Ribofuranosyl-trans-zeatin	Generator
9-Β-D-ribofuranosyl-trans-zeatin	Generator
9-b-D-Ribosyl-trans-zeatin	Generator
9-Β-D-ribosyl-trans-zeatin	Generator
trans-Zeatin 9-b-D-ribofuranoside	Generator
trans-Zeatin 9-β-D-ribofuranoside	Generator
Ribosylzeatin	MeSH
Zeatin riboside, (e)-isomer	MeSH
N-(4-Hydroxy-3-methyl-2-butenyl)adenosine	MeSH
Zeatin riboside, (cis-(Z))-isomer	MeSH
N-[(2E)-4-Hydroxy-3-methyl-2-buten-1-yl]adenosine	PhytoBank
6-(4-Hydroxy-3-methyl-trans-2-butenylamino)-9-beta-D-ribofuranosylpurine	PhytoBank
6-(4-Hydroxy-3-methyl-trans-2-butenylamino)-9-β-D-ribofuranosylpurine	PhytoBank
9-Ribosyl-trans-zeatin	PhytoBank
9-beta-D-Ribofuranosylzeatin	PhytoBank
9-β-D-Ribofuranosylzeatin	PhytoBank
N6-(4-Hydroxy-3-methylbut-2-trans-enyl)adenosine	PhytoBank
N6-(trans-4-Hydroxy-3-methylbut-2-enyl)adenosine	PhytoBank
Ribosyl-trans-zeatin	PhytoBank
Zeatin ribonucleoside	PhytoBank
Zeatin 9-riboside	PhytoBank
Zeatin 9-beta-ribonucleoside	PhytoBank
Zeatin 9-β-ribonucleoside	PhytoBank
Zeatin-9-beta-D-ribofuranoside	PhytoBank
Zeatin-9-β-D-ribofuranoside	PhytoBank
trans-Zeatin 9-riboside	PhytoBank
trans-Zeatin riboside	PhytoBank

Molecular Formula

C₁₅H₂₁N₅O₅

Average Mass

351.3577

Monoisotopic Mass

351.154268807

IUPAC Name

(2R,3R,4S,5R)-2-(6-{[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]amino}-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Traditional Name

trans-zeatin riboside

CAS Registry Number

Not Available

SMILES

C\C(CO)=C/CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C15H21N5O5/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(24)11(23)9(5-22)25-15/h2,6-7,9,11-12,15,21-24H,3-5H2,1H3,(H,16,17,18)/b8-2+/t9-,11-,12-,15-/m1/s1

InChI Key

GOSWTRUMMSCNCW-HNNGNKQASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
6-alkylaminopurine
6-aminopurine
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Secondary aliphatic/aromatic amine
Monosaccharide
N-substituted imidazole
Pyrimidine
Imidolactam
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Azacycle
Secondary amine
Oxacycle
Amine
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

nucleoside analogue (CHEBI:71693 )
9-ribosylzeatin (CHEBI:71693 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.27 g/L	ALOGPS
logP	-0.39	ALOGPS
logP	-1.7	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.78 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.58 m³·mol⁻¹	ChemAxon
Polarizability	36.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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	Microbial Links
nah	10		Metabolic reconstruction
Eukaryota	nah	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Metabolic reconstruction
Eukaryota/Fungi	Basidiomycota	2		Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	1		Metabolic reconstruction
Bacteria	Actinobacteria	1		Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	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

HMDB0304506

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

71693

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Zeatin riboside (MMDBc0009748)

MOL for #<Metabolite:0x00005645ca0b3a18>

3D MOL for #<Metabolite:0x00005645ca0b3a18>

3D SDF for #<Metabolite:0x00005645ca0b3a18>

3D-SDF for #<Metabolite:0x00005645ca0b3a18>

PDB for #<Metabolite:0x00005645ca0b3a18>

3D PDB for #<Metabolite:0x00005645ca0b3a18>

SMILES for #<Metabolite:0x00005645ca0b3a18>

INCHI for #<Metabolite:0x00005645ca0b3a18>

Structure for #<Metabolite:0x00005645ca0b3a18>

3D Structure for #<Metabolite:0x00005645ca0b3a18>