NP-MRD: Showing NP-Card for (2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol (NP0212712)

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Record Information

Version

2.0

Created at

2022-09-05 11:27:24 UTC

Updated at

2022-09-05 11:27:24 UTC

NP-MRD ID

NP0212712

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol

Description

9-(Beta-D-glucosyl)-trans-zeatin, also known as trans-zeatin-9-beta-D-glucoside, belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). (2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol is found in Arabidopsis thaliana. 9-(Beta-D-glucosyl)-trans-zeatin is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652303112020112D          

 27 29  0  0  0  0            999 V2000
 9991.4800 9990.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7657 9990.1364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7657 9989.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4800 9988.8990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9992.1945 9990.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.1945 9989.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.4639 9989.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9387 9990.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9790 9989.0565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0160 9985.4608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3210 9986.0422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.6199 9988.8841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.2909 9987.3765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.6805 9986.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8297 9987.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.1653 9986.8819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9993.9856 9986.7955    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9994.4704 9987.4630    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9994.1350 9988.2166    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9993.3146 9988.3028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9991.4800 9991.3752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7659 9991.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0509 9991.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3360 9991.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6209 9991.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3360 9992.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9059 9991.7880    0.0000 O   0  0  0  0  0  0  0  0  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
  5  6  2  0  0  0  0
  4  6  1  0  0  0  0
  1  5  1  0  0  0  0
  8  5  1  0  0  0  0
  8  7  2  0  0  0  0
 14 10  1  0  0  0  0
 16 14  1  1  0  0  0
 16 15  1  0  0  0  0
 17 11  1  6  0  0  0
 17 16  1  0  0  0  0
 18 13  1  1  0  0  0
 18 17  1  0  0  0  0
 19 12  1  6  0  0  0
 19 18  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 20  9  1  1  0  0  0
  6  9  1  0  0  0  0
  9  7  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 21  1  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
   -5.2993    3.1410    0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1105    2.2329   -0.9003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1157    2.0426   -1.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6897    2.4063   -1.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8359    1.2441   -1.2614 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4976    1.4882   -0.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1049    2.7360   -0.5163 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778    2.8615   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9728    1.8472    0.1770 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6105    0.5926   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6822    0.4063   -0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -0.9182   -0.7763 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3355   -1.5375   -0.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2167   -0.5821    0.0308 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5179   -0.9396    0.4884 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2527   -1.4025   -0.5992 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5645   -1.6940   -0.2267 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1500   -2.4982   -1.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5114   -2.7949   -1.1235 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7413   -2.4375    1.0306 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0437   -2.1314    1.4917 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7465   -2.2805    2.1094 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7394   -3.4846    2.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3679   -2.0488    1.5302 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4796   -1.6206    2.4926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4424    2.3134   -0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5490    1.6376    0.8764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5724    2.4285    0.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0340    4.0004   -0.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1372    3.1827    1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3169    1.4333   -2.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461    2.8273   -2.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4403    3.1439   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1114    0.2826   -1.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4759    3.8886    0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5295   -2.6074   -0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0327   -0.1215    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1916   -0.7638   -0.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6352   -3.5117   -1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9861   -2.0562   -2.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9157   -3.0289   -2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7615   -3.5493    0.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0108   -1.3708    2.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0216   -1.4318    2.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6533   -3.6061    3.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0730   -2.9782    1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4370   -0.6394    2.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7880    3.3632   -0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1776    1.7568   -1.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0836    0.7785    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 26  1  0
 26 27  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
 22 24  1  0
 24 25  1  0
 11  6  1  0
 24 15  1  0
 14 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 26 48  1  0
 26 49  1  0
 27 50  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  8 35  1  0
 13 36  1  0
 15 37  1  1
 17 38  1  1
 18 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
 24 46  1  6
 25 47  1  0
M  END


  Mrv1652303112020112D          

 27 29  0  0  0  0            999 V2000
 9991.4800 9990.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7657 9990.1364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7657 9989.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4800 9988.8990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9992.1945 9990.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.1945 9989.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.4639 9989.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9387 9990.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9790 9989.0565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0160 9985.4608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3210 9986.0422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.6199 9988.8841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.2909 9987.3765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.6805 9986.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8297 9987.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.1653 9986.8819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9993.9856 9986.7955    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9994.4704 9987.4630    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9994.1350 9988.2166    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9993.3146 9988.3028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9991.4800 9991.3752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7659 9991.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0509 9991.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3360 9991.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6209 9991.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3360 9992.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9059 9991.7880    0.0000 O   0  0  0  0  0  0  0  0  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
  5  6  2  0  0  0  0
  4  6  1  0  0  0  0
  1  5  1  0  0  0  0
  8  5  1  0  0  0  0
  8  7  2  0  0  0  0
 14 10  1  0  0  0  0
 16 14  1  1  0  0  0
 16 15  1  0  0  0  0
 17 11  1  6  0  0  0
 17 16  1  0  0  0  0
 18 13  1  1  0  0  0
 18 17  1  0  0  0  0
 19 12  1  6  0  0  0
 19 18  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 20  9  1  1  0  0  0
  6  9  1  0  0  0  0
  9  7  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 21  1  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0212712

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H23N5O6/c1-8(4-22)2-3-17-14-10-15(19-6-18-14)21(7-20-10)16-13(26)12(25)11(24)9(5-23)27-16/h2,6-7,9,11-13,16,22-26H,3-5H2,1H3,(H,17,18,19)/b8-2+/t9-,11-,12+,13-,16-/m1/s1

> <INCHI_KEY>
VYRAJOITMBSQSE-HNVSNYHQSA-N

> <FORMULA>
C16H23N5O6

> <MOLECULAR_WEIGHT>
381.389

> <EXACT_MASS>
381.164833481

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.22764150958222

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.71

> <JCHEM_LOGP>
-2.3391197993333335

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.267143681247326

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.357289446637967

> <JCHEM_PKA_STRONGEST_BASIC>
3.701553975113937

> <JCHEM_POLAR_SURFACE_AREA>
166.01

> <JCHEM_REFRACTIVITY>
95.5444

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-(6-{[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-MAR-20         0                                  
HETATM    1  C   UNK     0    8650.7638649.025   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8649.4298648.255   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8649.4298646.715   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8650.7638645.945   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8652.0968648.254   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8652.0968646.715   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8654.4668647.485   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0    8653.4868648.759   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0    8653.5618646.239   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0    8653.6308639.527   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8656.0668640.612   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8656.6248645.917   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8657.8768643.103   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8653.0048640.934   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8653.2828643.586   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0    8653.9098642.180   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8655.4408642.018   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8656.3458643.264   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8655.7198644.671   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8654.1878644.832   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0    8650.7638650.567   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0    8649.4308651.338   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8648.0958650.567   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8646.7618651.338   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8645.4268650.567   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8646.7618652.879   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0    8644.0918651.338   0.000  0.00  0.00           O+0
CONECT    1    2    5   21                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    6                                                       
CONECT    5    6    1    8                                                  
CONECT    6    5    4    9                                                  
CONECT    7    8    9                                                       
CONECT    8    5    7                                                       
CONECT    9   20    6    7                                                  
CONECT   10   14                                                            
CONECT   11   17                                                            
CONECT   12   19                                                            
CONECT   13   18                                                            
CONECT   14   10   16                                                       
CONECT   15   16   20                                                       
CONECT   16   14   15   17                                                  
CONECT   17   11   16   18                                                  
CONECT   18   13   17   19                                                  
CONECT   19   12   18   20                                                  
CONECT   20   15   19    9                                                  
CONECT   21   22    1                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24   27                                                       
CONECT   26   24                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
trans-Zeatin-9-beta-D-glucoside	ChEBI
trans-Zeatin-9-beta-glucoside	ChEBI
trans-Zeatin-9-glucoside	ChEBI
trans-Zeatin-9-b-D-glucoside	Generator
trans-Zeatin-9-β-D-glucoside	Generator
trans-Zeatin-9-b-glucoside	Generator
trans-Zeatin-9-β-glucoside	Generator
9-(b-D-Glucosyl)-trans-zeatin	Generator
9-(Β-D-glucosyl)-trans-zeatin	Generator

Chemical Formula

C₁₆H₂₃N₅O₆

Average Mass

381.3890 Da

Monoisotopic Mass

381.16483 Da

IUPAC Name

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

Traditional Name

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

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](O)[C@H]1O

InChI Identifier

InChI=1S/C16H23N5O6/c1-8(4-22)2-3-17-14-10-15(19-6-18-14)21(7-20-10)16-13(26)12(25)11(24)9(5-23)27-16/h2,6-7,9,11-13,16,22-26H,3-5H2,1H3,(H,17,18,19)/b8-2+/t9-,11-,12+,13-,16-/m1/s1

InChI Key

VYRAJOITMBSQSE-HNVSNYHQSA-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
Arabidopsis thaliana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glycosylamines

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	-0.71	ALOGPS
logP	-2.3	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	12.36	ChemAxon
pKa (Strongest Basic)	3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	166.01 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	95.54 m³·mol⁻¹	ChemAxon
Polarizability	38.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

Chemspider ID

8018607

KEGG Compound ID

Not Available

BioCyc ID

CPD-4613

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9842892

PDB ID

Not Available

ChEBI ID

133210

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol (NP0212712)

MOL for NP0212712 ((2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0212712 ((2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0212712 ((2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0212712 ((2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0212712 ((2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0212712 ((2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0212712 ((2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0212712 ((2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0212712 ((2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0212712 ((2r,3r,4s,5s,6r)-2-(6-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]amino}purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol)