NP-MRD: Showing NP-Card for (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol (NP0179754)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 17:59:20 UTC

Updated at

2022-09-03 17:59:20 UTC

NP-MRD ID

NP0179754

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol

Description

Cis-zeatin-O-glucoside, also known as O-beta-D-glucosylzeatin, belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Cis-zeatin-O-glucoside is a very strong basic compound (based on its pKa). Outside of the human body, Cis-zeatin-O-glucoside has been detected, but not quantified in, several different foods, such as french plantains, pot marjorams, potato, garden onions, and horseradish tree. (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol is found in Brassica napus and Glycine max. This could make cis-zeatin-O-glucoside a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241203502D          

 27 29  0  0  1  0            999 V2000
   11.4890  -15.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7516  -15.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2056  -16.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3969  -16.3758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1343  -15.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6803  -14.9752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6251  -17.2499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4300  -17.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5086  -16.2493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0350  -14.5205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8437  -14.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3897  -14.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1984  -14.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7443  -13.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4817  -12.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0277  -12.2105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7650  -11.4283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.3110  -10.8099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1196  -10.9737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3824  -11.7558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.8363  -12.3742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1905  -11.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4532  -12.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6657  -10.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0484  -10.0278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9564  -11.2646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4605  -15.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  1 10  1  0  0  0  0
  2  3  2  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 27  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 17 26  1  6  0  0  0
 18 19  1  0  0  0  0
 18 25  1  1  0  0  0
 19 20  1  0  0  0  0
 19 24  1  6  0  0  0
 20 21  1  0  0  0  0
 20 22  1  1  0  0  0
 22 23  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    0.2769   -1.6697    0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370   -0.3606    0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2202    0.4988    0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2994    0.1176   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082    0.1221    0.3413 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7740   -0.2198   -0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6715   -0.5542   -1.7126 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7819   -0.8744   -2.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9736   -0.8682   -1.7821 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1166   -0.5461   -0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1604   -0.4562    0.3660 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6613   -0.0774    1.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3318    0.0749    1.4932 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9956   -0.2161    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8832   -0.0094    1.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121   -0.0269    1.1617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506    0.8423    0.1126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5836    0.1250   -1.0205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844   -0.6614   -0.9107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4513   -0.6222   -2.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8517    0.6593   -2.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5951   -0.3941    0.2200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3952   -1.3393    1.2537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5786    0.9784    0.7769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7487    1.7004    0.5129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4121    1.8199    0.3332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0959    2.8160    1.2194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5609   -2.2895    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2075   -2.2292    0.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1498   -1.5926   -0.9419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1742    1.4519    1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1074   -0.8049   -0.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3506    0.9337   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7184    0.3714    1.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7000   -1.1425   -3.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2372    0.0878    2.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6678    0.3565    2.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120   -0.7546    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464    0.9609    2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3572    1.4452   -0.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3328   -1.7319   -0.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822   -1.1086   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3592   -1.2552   -2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7508    0.8731   -2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6500   -0.5995   -0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9136   -2.1504    1.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5158    0.9313    1.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5320    2.6830    0.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6816    2.2664   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841    2.4389    2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 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 14  2  0
 14 13  1  0
 13 12  1  0
 12 11  2  0
 26 17  1  0
 14  6  1  0
 11 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  6
 19 41  1  1
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  6
 23 46  1  0
 24 47  1  1
 25 48  1  0
 26 49  1  6
 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 37  1  0
 12 36  1  0
M  END


  Mrv0541 02241203502D          

 27 29  0  0  1  0            999 V2000
   11.4890  -15.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7516  -15.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2056  -16.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3969  -16.3758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1343  -15.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6803  -14.9752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6251  -17.2499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4300  -17.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5086  -16.2493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0350  -14.5205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8437  -14.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3897  -14.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1984  -14.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7443  -13.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4817  -12.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0277  -12.2105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7650  -11.4283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.3110  -10.8099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1196  -10.9737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3824  -11.7558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.8363  -12.3742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1905  -11.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4532  -12.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6657  -10.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0484  -10.0278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9564  -11.2646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4605  -15.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  1 10  1  0  0  0  0
  2  3  2  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 27  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 17 26  1  6  0  0  0
 18 19  1  0  0  0  0
 18 25  1  1  0  0  0
 19 20  1  0  0  0  0
 19 24  1  6  0  0  0
 20 21  1  0  0  0  0
 20 22  1  1  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0179754

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=C/CNC1=NC=NC2=C1NC=N2

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

> <INCHI_KEY>
UUPDCCPAOMDMPT-GIHYWFGSSA-N

> <FORMULA>
C16H23N5O6

> <MOLECULAR_WEIGHT>
381.3837

> <EXACT_MASS>
381.164833493

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
38.301644797967015

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2E)-2-methyl-4-[(7H-purin-6-yl)amino]but-2-en-1-yl]oxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.56

> <JCHEM_LOGP>
-1.9621268619999999

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.21440592124716

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.20820893321092

> <JCHEM_PKA_STRONGEST_BASIC>
5.176352560423967

> <JCHEM_POLAR_SURFACE_AREA>
165.87

> <JCHEM_REFRACTIVITY>
97.0191

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      21.446 -28.259   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.936 -29.719   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.917 -30.874   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      19.408 -30.568   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      18.917 -29.108   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      19.937 -27.954   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      21.700 -32.200   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      23.203 -31.864   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      23.349 -30.332   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      22.465 -27.105   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      23.975 -27.411   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.994 -26.256   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.504 -26.562   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.523 -25.407   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      27.033 -23.947   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      28.052 -22.793   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.561 -21.333   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.581 -20.178   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.090 -20.484   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      30.580 -21.944   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      29.561 -23.099   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      32.089 -22.249   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      32.579 -23.709   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      31.109 -19.330   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      28.090 -18.719   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      26.052 -21.027   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      26.993 -28.021   0.000  0.00  0.00           C+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    3    8                                                       
CONECT    8    7    9                                                       
CONECT    9    2    8                                                       
CONECT   10    1   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   27                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   26                                                  
CONECT   18   17   19   25                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   16   20                                                       
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   19                                                            
CONECT   25   18                                                            
CONECT   26   17                                                            
CONECT   27   13                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
O-beta-D-Glucopyranosyl-cis-zeatin	HMDB
O-beta-D-Glucosylzeatin	HMDB
O-beta-delta-Glucopyranosyl-cis-zeatin	HMDB
O-beta-delta-Glucosylzeatin	HMDB

Chemical Formula

C₁₆H₂₃N₅O₆

Average Mass

381.3837 Da

Monoisotopic Mass

381.16483 Da

IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2E)-2-methyl-4-[(7H-purin-6-yl)amino]but-2-en-1-yl]oxy}oxane-3,4,5-triol

Traditional Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

C\C(CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=C/CNC1=NC=NC2=C1NC=N2

InChI Identifier

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

InChI Key

UUPDCCPAOMDMPT-GIHYWFGSSA-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
Brassica napus	LOTUS Database	35616633
Glycine max	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
6-alkylaminopurine
6-aminopurine
Imidazopyrimidine
Purine
Aminopyrimidine
Secondary aliphatic/aromatic amine
Monosaccharide
Oxane
Pyrimidine
Imidolactam
Azole
Heteroaromatic compound
Imidazole
Secondary alcohol
Organoheterocyclic compound
Secondary amine
Polyol
Acetal
Azacycle
Oxacycle
Primary alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organopnictogen compound
Amine
Alcohol
Organooxygen compound
Organic oxygen compound
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	-0.56	ALOGPS
logP	-2	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	10.21	ChemAxon
pKa (Strongest Basic)	5.18	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	165.87 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	97.02 m³·mol⁻¹	ChemAxon
Polarizability	38.3 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

HMDB0012203

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB028849

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C15546

BioCyc ID

CPD-4620

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25244165

PDB ID

Not Available

ChEBI ID

29043

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol (NP0179754)

MOL for NP0179754 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol)

3D MOL for NP0179754 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol)

3D SDF for NP0179754 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol)

3D-SDF for NP0179754 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol)

PDB for NP0179754 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol)

3D PDB for NP0179754 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol)

SMILES for NP0179754 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol)

INCHI for NP0179754 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol)

Structure for NP0179754 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol)

3D Structure for NP0179754 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-{[(2e)-2-methyl-4-(3h-purin-6-ylamino)but-2-en-1-yl]oxy}oxane-3,4,5-triol)