NP-MRD: Showing NP-Card for Abscisyl beta-D-glucopyranoside (NP0028304)

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Record Information

Version

2.0

Created at

2021-06-19 20:13:57 UTC

Updated at

2021-06-29 23:55:00 UTC

NP-MRD ID

NP0028304

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Abscisyl beta-D-glucopyranoside

Provided By

JEOL Database JEOL Logo

Description

Abscisic acid glucose ester is also known as abscisic acid 1'-O-b-glucoside or b-D-glucopyranosyl abscisic acid. Abscisyl beta-D-glucopyranoside is found in Citrus junos, Prunus domestica and Salacia chinensis . Abscisyl beta-D-glucopyranoside was first documented in 2002 (PMID: 12114582). Based on a literature review very few articles have been published on abscisic acid glucose ester (PMID: 34299210) (PMID: 33205908) (PMID: 32211865) (PMID: 26504563) (PMID: 25713337) (PMID: 22906007).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122133D          

 60 61  0  0  0  0            999 V2000
    3.4729   -2.1548   -1.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4643   -3.1794   -1.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7216   -4.4852   -1.7372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324   -5.5353   -1.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0214   -6.7133   -1.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3811   -5.1152   -0.8743 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4577   -3.8104   -0.0488 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9921   -3.4172    0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -4.0957    1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1535   -2.6936   -0.9173 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3015   -2.4245   -2.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3488   -1.4121   -0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -0.2496   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821    0.9724    0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7823    0.8974    1.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2865    2.1499    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033    2.4714   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7763    1.8087   -1.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2178    3.6447   -0.6619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    4.1646   -1.7062 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1984    5.5684   -1.4442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0237    6.2427   -2.3988 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9946    7.7505   -2.1124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6332    8.4998   -3.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4536    5.6931   -2.3225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3154    6.3450   -3.2620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4225    4.1956   -2.6127 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7488    3.6653   -2.4566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4445    3.4616   -1.6911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4413    2.0905   -2.1269 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2985   -2.6122   -2.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0060   -1.4202   -2.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9111   -1.6310   -1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6411   -4.8445   -2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0103   -5.9319   -0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2885   -5.0056   -1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4784   -4.2173    0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6065   -3.2338   -0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0195   -2.5151    0.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1569   -3.2446    1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7735   -4.9535    1.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715   -4.3203    1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7380   -1.7506   -2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0735   -0.2187   -1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8110    0.6635    1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9596    8.0996   -2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.1231    5.7884   -3.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6348    2.6918   -2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8377    3.4504   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5161    1.7779   -2.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  2  0  0  0  0
  2 10  1  0  0  0  0
 10  7  1  0  0  0  0
 29 20  1  0  0  0  0
 10 12  1  0  0  0  0
 10 11  1  6  0  0  0
 25 26  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 22 23  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
  6  4  1  0  0  0  0
 14 15  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 20 21  1  0  0  0  0
  2  1  1  0  0  0  0
 21 22  1  0  0  0  0
  7  8  1  1  0  0  0
 22 25  1  0  0  0  0
  7  9  1  0  0  0  0
 25 27  1  0  0  0  0
 23 24  1  0  0  0  0
 27 29  1  0  0  0  0
  4  5  2  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
 20 19  1  0  0  0  0
 20 50  1  6  0  0  0
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 30 60  1  0  0  0  0
 29 59  1  1  0  0  0
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  6 35  1  0  0  0  0
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  3 34  1  0  0  0  0
 12 44  1  0  0  0  0
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  1 31  1  0  0  0  0
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  8 37  1  0  0  0  0
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  9 41  1  0  0  0  0
  9 42  1  0  0  0  0
 24 54  1  0  0  0  0
M  END

     RDKit          3D

 60 61  0  0  0  0  0  0  0  0999 V2000
    3.4729   -2.1548   -1.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4643   -3.1794   -1.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7216   -4.4852   -1.7372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324   -5.5353   -1.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0214   -6.7133   -1.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3811   -5.1152   -0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4577   -3.8104   -0.0488 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9921   -3.4172    0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -4.0957    1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1535   -2.6936   -0.9173 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3015   -2.4245   -2.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3488   -1.4121   -0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -0.2496   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821    0.9724    0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7823    0.8974    1.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306192122133D          

 60 61  0  0  0  0            999 V2000
    3.4729   -2.1548   -1.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4643   -3.1794   -1.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7216   -4.4852   -1.7372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324   -5.5353   -1.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4577   -3.8104   -0.0488 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.1535   -2.6936   -0.9173 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.7823    0.8974    1.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  2  0  0  0  0
  2 10  1  0  0  0  0
 10  7  1  0  0  0  0
 29 20  1  0  0  0  0
 10 12  1  0  0  0  0
 10 11  1  6  0  0  0
 25 26  1  0  0  0  0
 12 13  2  0  0  0  0
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 22 23  1  0  0  0  0
 14 16  2  0  0  0  0
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  6  4  1  0  0  0  0
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  2  1  1  0  0  0  0
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  7  8  1  1  0  0  0
 22 25  1  0  0  0  0
  7  9  1  0  0  0  0
 25 27  1  0  0  0  0
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  4  5  2  0  0  0  0
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  1 31  1  0  0  0  0
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  9 40  1  0  0  0  0
  9 41  1  0  0  0  0
  9 42  1  0  0  0  0
 24 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028304

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(OC(=O)C(\[H])=C(/C(/[H])=C(\[H])[C@@]2(O[H])C(=C([H])C(=O)C([H])([H])C2(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])\C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O9/c1-11(5-6-21(28)12(2)8-13(23)9-20(21,3)4)7-15(24)30-19-18(27)17(26)16(25)14(10-22)29-19/h5-8,14,16-19,22,25-28H,9-10H2,1-4H3/b6-5+,11-7-/t14-,16-,17+,18-,19+,21-/m1/s1

> <INCHI_KEY>
HLVPIMVSSMJFPS-VTEUUMMASA-N

> <FORMULA>
C21H30O9

> <MOLECULAR_WEIGHT>
426.462

> <EXACT_MASS>
426.188982546

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
44.50685474663659

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate

> <ALOGPS_LOGP>
0.08

> <JCHEM_LOGP>
0.058540733333333414

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.011190554228733

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.16954415556175

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810938220316903

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
107.40759999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aba-β-GE

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 24 54  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       3.473  -2.155  -1.994  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.464  -3.179  -1.537  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.722  -4.485  -1.737  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.732  -5.535  -1.400  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.021  -6.713  -1.598  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.381  -5.115  -0.874  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.458  -3.810  -0.049  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.992  -3.417   0.326  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.213  -4.096   1.275  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.153  -2.694  -0.917  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.302  -2.425  -2.035  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.349  -1.412  -0.117  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.691  -0.250  -0.286  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.882   0.972   0.491  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.782   0.897   1.704  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.287   2.150   0.209  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.603   2.471  -0.931  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.776   1.809  -1.940  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.218   3.645  -0.662  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.061   4.165  -1.706  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.198   5.568  -1.444  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.024   6.243  -2.399  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.995   7.750  -2.112  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.633   8.500  -3.141  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.454   5.693  -2.322  0.00  0.00           C+0
HETATM   26  O   UNK     0      -5.315   6.345  -3.262  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.423   4.196  -2.613  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.749   3.665  -2.457  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.445   3.462  -1.691  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.441   2.091  -2.127  0.00  0.00           O+0
HETATM   31  H   UNK     0       4.298  -2.612  -2.551  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.006  -1.420  -2.658  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.911  -1.631  -1.139  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.641  -4.845  -2.186  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.010  -5.932  -0.255  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.289  -5.006  -1.736  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.478  -4.217   0.897  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.607  -3.234  -0.562  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.020  -2.515   0.946  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.157  -3.245   1.962  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.774  -4.954   1.798  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.272  -4.320   1.112  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.738  -1.751  -2.583  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.106  -1.488   0.660  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.074  -0.219  -1.059  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.429   0.132   2.404  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.815   1.843   2.257  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.811   0.664   1.409  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.463   3.001   0.863  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.559   4.041  -2.675  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.620   6.089  -3.409  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.960   8.100  -2.032  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.479   7.978  -1.156  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.473   8.036  -3.351  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.878   5.862  -1.325  0.00  0.00           H+0
HETATM   56  H   UNK     0      -6.123   5.788  -3.290  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.160   4.020  -3.664  0.00  0.00           H+0
HETATM   58  H   UNK     0      -5.635   2.692  -2.468  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.838   3.450  -0.667  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.516   1.778  -2.219  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    3   10    1                                                  
CONECT    3    4    2   34                                                  
CONECT    4    3    6    5                                                  
CONECT    5    4                                                            
CONECT    6    7    4   35   36                                             
CONECT    7    6   10    8    9                                             
CONECT    8    7   37   38   39                                             
CONECT    9    7   40   41   42                                             
CONECT   10    2    7   12   11                                             
CONECT   11   10   43                                                       
CONECT   12   10   13   44                                                  
CONECT   13   12   14   45                                                  
CONECT   14   13   16   15                                                  
CONECT   15   14   46   47   48                                             
CONECT   16   14   17   49                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   29   21   19   50                                             
CONECT   21   20   22                                                       
CONECT   22   23   21   25   51                                             
CONECT   23   22   24   52   53                                             
CONECT   24   23   54                                                       
CONECT   25   26   22   27   55                                             
CONECT   26   25   56                                                       
CONECT   27   25   29   28   57                                             
CONECT   28   27   58                                                       
CONECT   29   20   27   30   59                                             
CONECT   30   29   60                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    3                                                            
CONECT   35    6                                                            
CONECT   36    6                                                            
CONECT   37    8                                                            
CONECT   38    8                                                            
CONECT   39    8                                                            
CONECT   40    9                                                            
CONECT   41    9                                                            
CONECT   42    9                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   13                                                            
CONECT   46   15                                                            
CONECT   47   15                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   20                                                            
CONECT   51   22                                                            
CONECT   52   23                                                            
CONECT   53   23                                                            
CONECT   54   24                                                            
CONECT   55   25                                                            
CONECT   56   26                                                            
CONECT   57   27                                                            
CONECT   58   28                                                            
CONECT   59   29                                                            
CONECT   60   30                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  122    0
END

RDKit          3D

60 61  0  0  0  0  0  0  0  0999 V2000
    3.4729   -2.1548   -1.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4643   -3.1794   -1.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7216   -4.4852   -1.7372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324   -5.5353   -1.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0214   -6.7133   -1.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3811   -5.1152   -0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4577   -3.8104   -0.0488 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9921   -3.4172    0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -4.0957    1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1535   -2.6936   -0.9173 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3015   -2.4245   -2.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3488   -1.4121   -0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -0.2496   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821    0.9724    0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7823    0.8974    1.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2865    2.1499    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033    2.4714   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7763    1.8087   -1.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0610    4.1646   -1.7062 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1984    5.5684   -1.4442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0237    6.2427   -2.3988 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.4536    5.6931   -2.3225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3154    6.3450   -3.2620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4225    4.1956   -2.6127 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7488    3.6653   -2.4566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4445    3.4616   -1.6911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4413    2.0905   -2.1269 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2985   -2.6122   -2.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0060   -1.4202   -2.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9111   -1.6310   -1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6411   -4.8445   -2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0103   -5.9319   -0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2885   -5.0056   -1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4784   -4.2173    0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6065   -3.2338   -0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0195   -2.5151    0.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1569   -3.2446    1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7735   -4.9535    1.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715   -4.3203    1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7380   -1.7506   -2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1064   -1.4881    0.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735   -0.2187   -1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.1319    2.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8151    1.8432    2.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8110    0.6635    1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4631    3.0011    0.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593    4.0406   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6199    6.0889   -3.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9596    8.0996   -2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4789    7.9784   -1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4726    8.0360   -3.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8779    5.8618   -1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1231    5.7884   -3.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1601    4.0200   -3.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6348    2.6918   -2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8377    3.4504   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5161    1.7779   -2.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  4  3  1  0
  3  2  2  0
  2 10  1  0
 10  7  1  0
 29 20  1  0
 10 12  1  0
 10 11  1  6
 25 26  1  0
 12 13  2  0
 13 14  1  0
 22 23  1  0
 14 16  2  0
 16 17  1  0
  6  4  1  0
 14 15  1  0
 17 18  2  0
 17 19  1  0
 20 21  1  0
  2  1  1  0
 21 22  1  0
  7  8  1  1
 22 25  1  0
  7  9  1  0
 25 27  1  0
 23 24  1  0
 27 29  1  0
  4  5  2  0
 27 28  1  0
 29 30  1  0
 20 19  1  0
 20 50  1  6
 25 55  1  1
 26 56  1  0
 30 60  1  0
 29 59  1  1
 22 51  1  6
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 28 58  1  0
 27 57  1  6
  6 35  1  0
  6 36  1  0
  3 34  1  0
 12 44  1  0
 11 43  1  0
 13 45  1  0
 16 49  1  0
 15 46  1  0
 15 47  1  0
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  1 31  1  0
  1 32  1  0
  1 33  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
  9 42  1  0
 24 54  1  0
M  END

View in JSmol

Synonyms

Value	Source
(+)-(S)-ABA-beta-ge	ChEBI
(+)-Abscisyl beta-D-glucopyranoside	ChEBI
(+)-beta-D-Glucopyranosyl abscisate	ChEBI
(+)-S-ABA-beta-ge	ChEBI
ABA-beta-ge	ChEBI
Abscisic acid 1'-O-beta-glucoside	ChEBI
Abscisic acid-beta-D-glucopyranosyl ester	ChEBI
beta-D-Glucopyranosyl cis-(+)-abscisate	ChEBI
beta-D-Glucopyranosyl abscisate	Kegg
(+)-(S)-ABA-b-ge	Generator
(+)-(S)-ABA-β-ge	Generator
(+)-Abscisyl b-D-glucopyranoside	Generator
(+)-Abscisyl β-D-glucopyranoside	Generator
(+)-b-D-Glucopyranosyl abscisate	Generator
(+)-b-D-Glucopyranosyl abscisic acid	Generator
(+)-beta-D-Glucopyranosyl abscisic acid	Generator
(+)-Β-D-glucopyranosyl abscisate	Generator
(+)-Β-D-glucopyranosyl abscisic acid	Generator
(+)-S-ABA-b-ge	Generator
(+)-S-ABA-β-ge	Generator
ABA-b-ge	Generator
ABA-β-ge	Generator
Abscisate 1'-O-b-glucoside	Generator
Abscisate 1'-O-beta-glucoside	Generator
Abscisate 1'-O-β-glucoside	Generator
Abscisic acid 1'-O-b-glucoside	Generator
Abscisic acid 1'-O-β-glucoside	Generator
Abscisate-b-D-glucopyranosyl ester	Generator
Abscisate-beta-D-glucopyranosyl ester	Generator
Abscisate-β-D-glucopyranosyl ester	Generator
Abscisic acid-b-D-glucopyranosyl ester	Generator
Abscisic acid-β-D-glucopyranosyl ester	Generator
b-D-Glucopyranosyl cis-(+)-abscisate	Generator
b-D-Glucopyranosyl cis-(+)-abscisic acid	Generator
beta-D-Glucopyranosyl cis-(+)-abscisic acid	Generator
Β-D-glucopyranosyl cis-(+)-abscisate	Generator
Β-D-glucopyranosyl cis-(+)-abscisic acid	Generator
b-D-Glucopyranosyl abscisate	Generator
b-D-Glucopyranosyl abscisic acid	Generator
beta-D-Glucopyranosyl abscisic acid	Generator
Β-D-glucopyranosyl abscisate	Generator
Β-D-glucopyranosyl abscisic acid	Generator
Abscisate glucose ester	Generator
(+)-Abscisate b-D-glucopyranosyl ester	Generator
(+)-Abscisate beta-D-glucopyranosyl ester	Generator
(+)-Abscisate β-D-glucopyranosyl ester	Generator
(+)-Abscisic acid b-D-glucopyranosyl ester	Generator
(+)-Abscisic acid β-D-glucopyranosyl ester	Generator
ABA-ge CPD	MeSH
ABA-GE	PhytoBank
(+)-Abscisic acid glucose ester	PhytoBank
(+)-Abscisyl-beta-D-glucopyranoside	PhytoBank
(+)-Abscisyl-β-D-glucopyranoside	PhytoBank
Abscisic acid glucose ester	PhytoBank
Abscisic acid glucosyl ester	PhytoBank
Abscisic acid beta-D-glucopyranosyl ester	PhytoBank
Abscisic acid β-D-glucopyranosyl ester	PhytoBank
Abscisyl beta-D-glucopyranoside	PhytoBank
Abscisyl β-D-glucopyranoside	PhytoBank

Chemical Formula

C₂₁H₃₀O₉

Average Mass

426.4620 Da

Monoisotopic Mass

426.18898 Da

IUPAC Name

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate

Traditional Name

aba-β-GE

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(OC(=O)C(\[H])=C(/C(/[H])=C(\[H])[C@@]2(O[H])C(=C([H])C(=O)C([H])([H])C2(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])\C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C21H30O9/c1-11(5-6-21(28)12(2)8-13(23)9-20(21,3)4)7-15(24)30-19-18(27)17(26)16(25)14(10-22)29-19/h5-8,14,16-19,22,25-28H,9-10H2,1-4H3/b6-5+,11-7-/t14-,16-,17+,18-,19+,21-/m1/s1

InChI Key

HLVPIMVSSMJFPS-VTEUUMMASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Citrus junos	JEOL database	Kato-Noguchi, H., et al, Phytochemistry 61, 849 (2002)
Prunus domestica	LOTUS Database	35616633
Salacia chinensis	Plant	KNApSAcK

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Abscisic acids and derivatives

Alternative Parents

Substituents

Abscisic acid
Terpene glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Hexose monosaccharide
Fatty acid ester
Cyclohexenone
Fatty acyl
Monosaccharide
Oxane
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Cyclic ketone
Ketone
Carboxylic acid ester
Organoheterocyclic compound
Polyol
Acetal
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Primary alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

(+)-abscisic acid D-glucopyranosyl ester (CHEBI:22151 )

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	0.08	ALOGPS
logP	0.059	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.17	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	107.41 m³·mol⁻¹	ChemAxon
Polarizability	44.51 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

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

26333237

KEGG Compound ID

C15970

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

22151

Good Scents ID

Not Available

References

General References

Xu ZJ, Nakajima M, Suzuki Y, Yamaguchi I: Cloning and characterization of the abscisic acid-specific glucosyltransferase gene from adzuki bean seedlings. Plant Physiol. 2002 Jul;129(3):1285-95. doi: 10.1104/pp.001784. [PubMed:12114582 ]
Kongdin M, Mahong B, Lee SK, Shim SH, Jeon JS, Ketudat Cairns JR: Action of Multiple Rice beta-Glucosidases on Abscisic Acid Glucose Ester. Int J Mol Sci. 2021 Jul 15;22(14). pii: ijms22147593. doi: 10.3390/ijms22147593. [PubMed:34299210 ]
Ma Y, Cao J, Chen Q, He J, Liu Z, Wang J, Li X, Yang Y: Abscisic acid receptors maintain abscisic acid homeostasis by modulating UGT71C5 glycosylation activity. J Integr Plant Biol. 2021 Mar;63(3):543-552. doi: 10.1111/jipb.13030. [PubMed:33205908 ]
Hussain S, Brookbank BP, Nambara E: Hydrolysis of abscisic acid glucose ester occurs locally and quickly in response to dehydration. J Exp Bot. 2020 Mar 25;71(6):1753-1756. doi: 10.1093/jxb/eraa026. [PubMed:32211865 ]
Ordaz-Ortiz JJ, Foukaraki S, Terry LA: Assessing temporal flux of plant hormones in stored processing potatoes using high definition accurate mass spectrometry. Hortic Res. 2015 Feb 25;2:15002. doi: 10.1038/hortres.2015.2. eCollection 2015. [PubMed:26504563 ]
Liu Z, Yan JP, Li DK, Luo Q, Yan Q, Liu ZB, Ye LM, Wang JM, Li XF, Yang Y: UDP-glucosyltransferase71c5, a major glucosyltransferase, mediates abscisic acid homeostasis in Arabidopsis. Plant Physiol. 2015 Apr;167(4):1659-70. doi: 10.1104/pp.15.00053. Epub 2015 Feb 20. [PubMed:25713337 ]
Zhou G, Liu Y, Luo M, Xu Q, Ji X, He Z: Peptide-capped gold nanoparticle for colorimetric immunoassay of conjugated abscisic acid. ACS Appl Mater Interfaces. 2012 Sep 26;4(9):5010-5. doi: 10.1021/am301380q. Epub 2012 Aug 31. [PubMed:22906007 ]
Kato-Noguchi, H., et al. (2002). Kato-Noguchi, H., et al, Phytochemistry 61, 849 (2002). Phytochem..

Showing NP-Card for Abscisyl beta-D-glucopyranoside (NP0028304)

MOL for NP0028304 (Abscisyl beta-D-glucopyranoside)

3D MOL for NP0028304 (Abscisyl beta-D-glucopyranoside)

3D SDF for NP0028304 (Abscisyl beta-D-glucopyranoside)

3D-SDF for NP0028304 (Abscisyl beta-D-glucopyranoside)

PDB for NP0028304 (Abscisyl beta-D-glucopyranoside)

3D PDB for NP0028304 (Abscisyl beta-D-glucopyranoside)

SMILES for NP0028304 (Abscisyl beta-D-glucopyranoside)

INCHI for NP0028304 (Abscisyl beta-D-glucopyranoside)

Structure for NP0028304 (Abscisyl beta-D-glucopyranoside)

3D Structure for NP0028304 (Abscisyl beta-D-glucopyranoside)