NP-MRD: Showing NP-Card for cis-zeatin riboside (NP0330038)

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Record Information

Version

2.0

Created at

2022-09-12 15:01:16 UTC

Updated at

2022-09-12 15:01:16 UTC

NP-MRD ID

NP0330038

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cis-zeatin riboside

Description

cis-zeatin riboside is found in Ipomoea batatas and Medicago sativa. cis-zeatin riboside was first documented in 1978 (PMID: 16660533).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652303082006272D          

 30 32  0  0  1  0            999 V2000
    2.6378    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3522    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3522    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5682   -1.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3522    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6537    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -1.0090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8837   -1.2639    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8837    0.0708    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3522    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2088    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -0.1840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    4.8229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  8  1  1  0  0  0  0
  8  2  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  1  0  0  0
 11  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  2  0  0  0  0
 14 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16  3  1  0  0  0  0
 16 13  1  0  0  0  0
 17  6  2  0  0  0  0
 17 13  1  0  0  0  0
 18  6  1  0  0  0  0
 18 14  2  0  0  0  0
 19  7  2  0  0  0  0
 19 10  1  0  0  0  0
 20  7  1  0  0  0  0
 20 14  1  0  0  0  0
 15 20  1  1  0  0  0
 21  4  1  0  0  0  0
 22  5  1  0  0  0  0
 11 23  1  6  0  0  0
 12 24  1  6  0  0  0
 25  9  1  0  0  0  0
 25 15  1  0  0  0  0
 26  2  1  0  0  0  0
  9 27  1  6  0  0  0
 11 28  1  1  0  0  0
 12 29  1  1  0  0  0
 15 30  1  6  0  0  0
M  END

     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
    5.7291    0.2159   -1.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1866    0.1914    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6279   -0.9010    0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -1.1844    1.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -1.5382    1.5143 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7476   -0.6163    0.9083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032    0.5903    0.5467 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4082    1.5099   -0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1151    1.2293   -0.2671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4289    0.0314    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4209   -0.8847    0.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3112   -1.9649    0.8985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5848   -1.7329    0.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602   -0.4945   -0.0508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880    0.1837   -0.6238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6774    0.6362    0.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9141    0.7763   -0.2424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9133   -0.0262    0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9503    0.4307    1.9028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8915    0.1194   -1.6050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5684    1.0778   -2.5684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6548   -0.7750   -1.4471 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0919   -1.0464   -2.6799 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3469    1.4089    0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8922    1.4338    2.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7720   -0.1056   -1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5460    1.2359   -1.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1162   -0.4754   -2.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5788   -1.7587   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5501   -2.1087    2.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1160   -0.4432    2.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3437   -2.4924    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    2.4763   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4068   -2.4393    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233    1.0035   -1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2317    1.8178   -0.2672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9361    0.0320    0.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6478   -1.1032    0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0797    0.1594    2.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7906   -0.4525   -1.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5136    1.9980   -2.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941   -1.6857   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3400   -0.3348   -3.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4770    1.5899    0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9491    2.3086    0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.1077    2.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  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
  3  2  2  0
  2  1  1  0
  2 24  1  0
 24 25  1  0
  7  6  1  0
 22 15  1  0
 10 11  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
 13 34  1  0
  8 33  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  6
 21 41  1  0
 22 42  1  1
 23 43  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
M  END


  Mrv1652303082006272D          

 30 32  0  0  1  0            999 V2000
    2.6378    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3522    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3522    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5682   -1.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3522    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6537    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -1.0090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8837   -1.2639    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8837    0.0708    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3522    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2088    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -0.1840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    4.8229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  8  1  1  0  0  0  0
  8  2  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  1  0  0  0
 11  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  2  0  0  0  0
 14 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16  3  1  0  0  0  0
 16 13  1  0  0  0  0
 17  6  2  0  0  0  0
 17 13  1  0  0  0  0
 18  6  1  0  0  0  0
 18 14  2  0  0  0  0
 19  7  2  0  0  0  0
 19 10  1  0  0  0  0
 20  7  1  0  0  0  0
 20 14  1  0  0  0  0
 15 20  1  1  0  0  0
 21  4  1  0  0  0  0
 22  5  1  0  0  0  0
 11 23  1  6  0  0  0
 12 24  1  6  0  0  0
 25  9  1  0  0  0  0
 25 15  1  0  0  0  0
 26  2  1  0  0  0  0
  9 27  1  6  0  0  0
 11 28  1  1  0  0  0
 12 29  1  1  0  0  0
 15 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0330038

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CNC1=C2N=CN(C2=NC=N1)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]1([H])O)=C(/C)CO

> <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-BAJUWZQUSA-N

> <FORMULA>
C15H21N5O5

> <MOLECULAR_WEIGHT>
351.363

> <EXACT_MASS>
351.154268796

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.96570690403503

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5R)-2-(6-{[(2Z)-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>
cis-zeatin riboside

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0       4.924  10.543   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.257   8.233   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.257   6.693   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   8.233   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.061  -2.789   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.257   2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.924   9.003   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.185  -1.883   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.555  -1.113   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       4.924   5.923   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       6.257   3.613   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       2.256   9.003   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.900  -4.320   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.126  -3.824   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.095  -1.113   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.185  -0.343   0.000  0.00  0.00           O+0
HETATM   26  H   UNK     0       7.591   9.003   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.426  -3.405   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.171  -2.600   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.254   0.259   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.561   1.221   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2    3    8   26                                                  
CONECT    3    2   16                                                       
CONECT    4    8   21                                                       
CONECT    5    9   22                                                       
CONECT    6   17   18                                                       
CONECT    7   19   20                                                       
CONECT    8    1    2    4                                                  
CONECT    9    5   11   25   27                                             
CONECT   10   13   14   19                                                  
CONECT   11    9   12   23   28                                             
CONECT   12   11   15   24   29                                             
CONECT   13   10   16   17                                                  
CONECT   14   10   18   20                                                  
CONECT   15   12   20   25   30                                             
CONECT   16    3   13                                                       
CONECT   17    6   13                                                       
CONECT   18    6   14                                                       
CONECT   19    7   10                                                       
CONECT   20    7   14   15                                                  
CONECT   21    4                                                            
CONECT   22    5                                                            
CONECT   23   11                                                            
CONECT   24   12                                                            
CONECT   25    9   15                                                       
CONECT   26    2                                                            
CONECT   27    9                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   15                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
9-beta-D-Ribofuranosyl-cis-zeatin	ChEBI
cis-Ribosylzeatin	ChEBI
9-b-D-Ribofuranosyl-cis-zeatin	Generator
9-Β-D-ribofuranosyl-cis-zeatin	Generator
cis-Zeatin riboside	ChEBI
N-(4-Hydroxy-3-methyl-2-butenyl)adenosine	MeSH
Zeatin riboside, (cis-(Z))-isomer	MeSH
Ribosylzeatin	MeSH
Zeatin riboside	MeSH
Zeatin riboside, (e)-isomer	MeSH

Chemical Formula

C₁₅H₂₁N₅O₅

Average Mass

351.3630 Da

Monoisotopic Mass

351.15427 Da

IUPAC Name

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

Traditional Name

cis-zeatin riboside

CAS Registry Number

Not Available

SMILES

[H]\C(CNC1=C2N=CN(C2=NC=N1)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]1([H])O)=C(/C)CO

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-BAJUWZQUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ipomoea batatas	LOTUS Database	35616633
Medicago sativa	LOTUS Database	35616633

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

9-ribosylzeatin (CHEBI:20833 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
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	35.97 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00000095

Chemspider ID

Not Available

KEGG Compound ID

C16449

BioCyc ID

CPD-4442

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13935024

PDB ID

Not Available

ChEBI ID

20833

Good Scents ID

Not Available

References

General References

Mauk CS, Langille AR: Physiology of Tuberization in Solanum tuberosum L: cis-Zeatin Riboside in the Potato Plant: Its Identification and Changes in Endogenous Levels as Influenced by Temperature and Photoperiod. Plant Physiol. 1978 Sep;62(3):438-42. doi: 10.1104/pp.62.3.438. [PubMed:16660533 ]
McCloskey JA, Hashizume T, Basile B, Ohno Y, Sonoki S: Occurrence and levels of cis-and trans-zeatin ribosides in the culture medium of a virulent strain of Agrobacterium tumefaciens. FEBS Lett. 1980 Feb 25;111(1):181-3. doi: 10.1016/0014-5793(80)80788-5. [PubMed:7358157 ]
Banowetz GM: Monoclonal antibodies against the plant cytokinin, cis-zeatin riboside. Hybridoma. 1993 Dec;12(6):729-36. doi: 10.1089/hyb.1993.12.729. [PubMed:8288272 ]
LOTUS database [Link]

Showing NP-Card for cis-zeatin riboside (NP0330038)

MOL for NP0330038 (cis-zeatin riboside)

3D MOL for NP0330038 (cis-zeatin riboside)

3D SDF for NP0330038 (cis-zeatin riboside)

3D-SDF for NP0330038 (cis-zeatin riboside)

PDB for NP0330038 (cis-zeatin riboside)

3D PDB for NP0330038 (cis-zeatin riboside)

SMILES for NP0330038 (cis-zeatin riboside)

INCHI for NP0330038 (cis-zeatin riboside)

Structure for NP0330038 (cis-zeatin riboside)

3D Structure for NP0330038 (cis-zeatin riboside)