NP-MRD: Showing NP-Card for 4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate (NP0025316)

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Record Information

Version

2.0

Created at

2021-06-19 17:28:15 UTC

Updated at

2021-06-29 23:50:11 UTC

NP-MRD ID

NP0025316

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate

Provided By

JEOL Database JEOL Logo

Description

4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate is found in Salvinia molesta. 4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate was first documented in 2008 (Choudhary, M. I., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119283D          

 41 42  0  0  0  0            999 V2000
    2.0586    3.1701   -4.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8528    2.6038   -3.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680    2.0549   -2.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0722    2.0212   -3.3353 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700    1.4863   -1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    1.5374   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1538    0.9906    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932    0.3882    1.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -0.1723    2.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8489   -0.0887    3.0095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1061   -0.9694    2.4137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -0.9194    3.0770 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3486   -1.8071    2.2852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3887   -1.3643    0.9256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2512   -1.3865    4.5301 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4949   -1.2782    5.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2024   -0.5335    5.2466 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0083   -1.0631    6.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1135   -0.5084    4.4699 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0081    0.3974    5.1366 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    0.3321    0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5027   -0.2737    1.1362 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113    0.8756   -0.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    2.4006   -5.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054    3.5796   -5.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881    3.9845   -4.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5612    1.9996   -1.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429    1.0486    0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940    0.9513    2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.1122    3.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637   -1.7628    2.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143   -2.8498    2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607   -1.3715    0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9473   -2.4403    4.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2826   -1.4347    6.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5803    0.4860    5.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752   -0.5699    6.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -1.4971    4.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8029    0.4728    4.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1157   -0.6886    1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109    0.8151   -1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 17 19  1  0  0  0  0
 19 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5  6  2  0  0  0  0
 11 12  1  0  0  0  0
  6  7  1  0  0  0  0
 12 15  1  0  0  0  0
  7  8  2  0  0  0  0
 15 17  1  0  0  0  0
  8 21  1  0  0  0  0
 21 23  2  0  0  0  0
 23  5  1  0  0  0  0
  5  3  1  0  0  0  0
 10  9  1  0  0  0  0
  3  4  2  0  0  0  0
  3  2  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
 17 18  1  0  0  0  0
 15 16  1  0  0  0  0
 12 13  1  0  0  0  0
 18 37  1  0  0  0  0
 17 36  1  1  0  0  0
 16 35  1  0  0  0  0
 15 34  1  6  0  0  0
 10 29  1  1  0  0  0
 19 38  1  6  0  0  0
 20 39  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 12 30  1  1  0  0  0
 14 33  1  0  0  0  0
  6 27  1  0  0  0  0
  7 28  1  0  0  0  0
 23 41  1  0  0  0  0
 22 40  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
    2.0586    3.1701   -4.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8528    2.6038   -3.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680    2.0549   -2.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0722    2.0212   -3.3353 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700    1.4863   -1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    1.5374   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1538    0.9906    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932    0.3882    1.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -0.1723    2.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8489   -0.0887    3.0095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1061   -0.9694    2.4137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -0.9194    3.0770 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3486   -1.8071    2.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3887   -1.3643    0.9256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2512   -1.3865    4.5301 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4949   -1.2782    5.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2024   -0.5335    5.2466 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0083   -1.0631    6.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1135   -0.5084    4.4699 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0081    0.3974    5.1366 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    0.3321    0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5027   -0.2737    1.1362 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113    0.8756   -0.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    2.4006   -5.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054    3.5796   -5.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881    3.9845   -4.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5612    1.9996   -1.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429    1.0486    0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940    0.9513    2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.1122    3.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637   -1.7628    2.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143   -2.8498    2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607   -1.3715    0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9473   -2.4403    4.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2826   -1.4347    6.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5803    0.4860    5.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752   -0.5699    6.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -1.4971    4.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8029    0.4728    4.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1157   -0.6886    1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109    0.8151   -1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 17 19  1  0
 19 10  1  0
 10 11  1  0
  5  6  2  0
 11 12  1  0
  6  7  1  0
 12 15  1  0
  7  8  2  0
 15 17  1  0
  8 21  1  0
 21 23  2  0
 23  5  1  0
  5  3  1  0
 10  9  1  0
  3  4  2  0
  3  2  1  0
 19 20  1  0
 21 22  1  0
  8  9  1  0
  2  1  1  0
 17 18  1  0
 15 16  1  0
 12 13  1  0
 18 37  1  0
 17 36  1  1
 16 35  1  0
 15 34  1  6
 10 29  1  1
 19 38  1  6
 20 39  1  0
 13 31  1  0
 13 32  1  0
 12 30  1  1
 14 33  1  0
  6 27  1  0
  7 28  1  0
 23 41  1  0
 22 40  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END


  Mrv1652306192119283D          

 41 42  0  0  0  0            999 V2000
    2.0586    3.1701   -4.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8528    2.6038   -3.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680    2.0549   -2.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0722    2.0212   -3.3353 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700    1.4863   -1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    1.5374   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1538    0.9906    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932    0.3882    1.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -0.1723    2.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8489   -0.0887    3.0095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1061   -0.9694    2.4137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -0.9194    3.0770 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3486   -1.8071    2.2852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3887   -1.3643    0.9256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2512   -1.3865    4.5301 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4949   -1.2782    5.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2024   -0.5335    5.2466 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0083   -1.0631    6.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1135   -0.5084    4.4699 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0081    0.3974    5.1366 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    0.3321    0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5027   -0.2737    1.1362 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113    0.8756   -0.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    2.4006   -5.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054    3.5796   -5.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881    3.9845   -4.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5612    1.9996   -1.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429    1.0486    0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940    0.9513    2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.1122    3.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637   -1.7628    2.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143   -2.8498    2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607   -1.3715    0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9473   -2.4403    4.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2826   -1.4347    6.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5803    0.4860    5.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752   -0.5699    6.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -1.4971    4.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8029    0.4728    4.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1157   -0.6886    1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109    0.8151   -1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 17 19  1  0  0  0  0
 19 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5  6  2  0  0  0  0
 11 12  1  0  0  0  0
  6  7  1  0  0  0  0
 12 15  1  0  0  0  0
  7  8  2  0  0  0  0
 15 17  1  0  0  0  0
  8 21  1  0  0  0  0
 21 23  2  0  0  0  0
 23  5  1  0  0  0  0
  5  3  1  0  0  0  0
 10  9  1  0  0  0  0
  3  4  2  0  0  0  0
  3  2  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
 17 18  1  0  0  0  0
 15 16  1  0  0  0  0
 12 13  1  0  0  0  0
 18 37  1  0  0  0  0
 17 36  1  1  0  0  0
 16 35  1  0  0  0  0
 15 34  1  6  0  0  0
 10 29  1  1  0  0  0
 19 38  1  6  0  0  0
 20 39  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 12 30  1  1  0  0  0
 14 33  1  0  0  0  0
  6 27  1  0  0  0  0
  7 28  1  0  0  0  0
 23 41  1  0  0  0  0
 22 40  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025316

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C([H])C([H])=C1O[C@@]1([H])O[C@@]([H])(C([H])([H])O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O9/c1-21-13(20)6-2-3-8(7(16)4-6)22-14-12(19)11(18)10(17)9(5-15)23-14/h2-4,9-12,14-19H,5H2,1H3/t9-,10-,11+,12-,14-/m0/s1

> <INCHI_KEY>
DICIENQKEXNOKV-HNRZYHPDSA-N

> <FORMULA>
C14H18O9

> <MOLECULAR_WEIGHT>
330.289

> <EXACT_MASS>
330.09508216

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.90931904178841

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 3-hydroxy-4-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate

> <ALOGPS_LOGP>
-1.00

> <JCHEM_LOGP>
-0.8984759566666668

> <ALOGPS_LOGS>
-1.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.200883050543295

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.4483426295261

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923549038426

> <JCHEM_POLAR_SURFACE_AREA>
145.91000000000003

> <JCHEM_REFRACTIVITY>
74.18950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-hydroxy-4-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
    2.0586    3.1701   -4.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8528    2.6038   -3.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680    2.0549   -2.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0722    2.0212   -3.3353 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700    1.4863   -1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    1.5374   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1538    0.9906    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932    0.3882    1.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -0.1723    2.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8489   -0.0887    3.0095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1061   -0.9694    2.4137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -0.9194    3.0770 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3486   -1.8071    2.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3887   -1.3643    0.9256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2512   -1.3865    4.5301 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4949   -1.2782    5.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2024   -0.5335    5.2466 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0083   -1.0631    6.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1135   -0.5084    4.4699 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0081    0.3974    5.1366 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    0.3321    0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5027   -0.2737    1.1362 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113    0.8756   -0.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    2.4006   -5.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054    3.5796   -5.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881    3.9845   -4.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5612    1.9996   -1.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429    1.0486    0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940    0.9513    2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.1122    3.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637   -1.7628    2.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143   -2.8498    2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607   -1.3715    0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9473   -2.4403    4.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2826   -1.4347    6.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5803    0.4860    5.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752   -0.5699    6.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -1.4971    4.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8029    0.4728    4.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1157   -0.6886    1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109    0.8151   -1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 17 19  1  0
 19 10  1  0
 10 11  1  0
  5  6  2  0
 11 12  1  0
  6  7  1  0
 12 15  1  0
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 21 23  2  0
 23  5  1  0
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 10  9  1  0
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 19 20  1  0
 21 22  1  0
  8  9  1  0
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 17 18  1  0
 15 16  1  0
 12 13  1  0
 18 37  1  0
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 13 31  1  0
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  6 27  1  0
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 23 41  1  0
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  1 24  1  0
  1 25  1  0
  1 26  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       2.059   3.170  -4.655  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.853   2.604  -3.360  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.968   2.055  -2.817  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.072   2.021  -3.335  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.670   1.486  -1.474  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.391   1.537  -0.900  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.154   0.991   0.370  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.193   0.388   1.078  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.110  -0.172   2.326  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.849  -0.089   3.010  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.106  -0.969   2.414  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.384  -0.919   3.077  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.349  -1.807   2.285  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.389  -1.364   0.926  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.251  -1.387   4.530  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.495  -1.278   5.222  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.202  -0.534   5.247  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.008  -1.063   6.565  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.113  -0.508   4.470  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.008   0.397   5.137  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.461   0.332   0.486  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.503  -0.274   1.136  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.711   0.876  -0.769  0.00  0.00           C+0
HETATM   24  H   UNK     0       2.382   2.401  -5.363  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.105   3.580  -5.001  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.788   3.985  -4.606  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.561   2.000  -1.431  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.143   1.049   0.761  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.494   0.951   2.995  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.758   0.112   3.026  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.364  -1.763   2.690  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.014  -2.850   2.278  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.461  -1.371   0.622  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.947  -2.440   4.567  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.283  -1.435   6.165  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.580   0.486   5.396  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.775  -0.570   6.922  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.587  -1.497   4.506  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.803   0.473   4.574  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.116  -0.689   1.929  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.711   0.815  -1.193  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1                                                       
CONECT    3    5    4    2                                                  
CONECT    4    3                                                            
CONECT    5    6   23    3                                                  
CONECT    6    5    7   27                                                  
CONECT    7    6    8   28                                                  
CONECT    8    7   21    9                                                  
CONECT    9   10    8                                                       
CONECT   10   19   11    9   29                                             
CONECT   11   10   12                                                       
CONECT   12   11   15   13   30                                             
CONECT   13   14   12   31   32                                             
CONECT   14   13   33                                                       
CONECT   15   12   17   16   34                                             
CONECT   16   15   35                                                       
CONECT   17   19   15   18   36                                             
CONECT   18   17   37                                                       
CONECT   19   17   10   20   38                                             
CONECT   20   19   39                                                       
CONECT   21    8   23   22                                                  
CONECT   22   21   40                                                       
CONECT   23   21    5   41                                                  
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29   10                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   20                                                            
CONECT   40   22                                                            
CONECT   41   23                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   84    0
END

RDKit          3D

41 42  0  0  0  0  0  0  0  0999 V2000
    2.0586    3.1701   -4.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8528    2.6038   -3.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680    2.0549   -2.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0722    2.0212   -3.3353 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700    1.4863   -1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    1.5374   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1538    0.9906    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932    0.3882    1.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -0.1723    2.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8489   -0.0887    3.0095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1061   -0.9694    2.4137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -0.9194    3.0770 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3486   -1.8071    2.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3887   -1.3643    0.9256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2512   -1.3865    4.5301 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4949   -1.2782    5.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2024   -0.5335    5.2466 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0083   -1.0631    6.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1135   -0.5084    4.4699 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0081    0.3974    5.1366 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    0.3321    0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5027   -0.2737    1.1362 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113    0.8756   -0.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    2.4006   -5.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054    3.5796   -5.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881    3.9845   -4.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5612    1.9996   -1.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429    1.0486    0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940    0.9513    2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.1122    3.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637   -1.7628    2.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143   -2.8498    2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607   -1.3715    0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9473   -2.4403    4.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2826   -1.4347    6.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5803    0.4860    5.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752   -0.5699    6.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -1.4971    4.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8029    0.4728    4.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1157   -0.6886    1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109    0.8151   -1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 17 19  1  0
 19 10  1  0
 10 11  1  0
  5  6  2  0
 11 12  1  0
  6  7  1  0
 12 15  1  0
  7  8  2  0
 15 17  1  0
  8 21  1  0
 21 23  2  0
 23  5  1  0
  5  3  1  0
 10  9  1  0
  3  4  2  0
  3  2  1  0
 19 20  1  0
 21 22  1  0
  8  9  1  0
  2  1  1  0
 17 18  1  0
 15 16  1  0
 12 13  1  0
 18 37  1  0
 17 36  1  1
 16 35  1  0
 15 34  1  6
 10 29  1  1
 19 38  1  6
 20 39  1  0
 13 31  1  0
 13 32  1  0
 12 30  1  1
 14 33  1  0
  6 27  1  0
  7 28  1  0
 23 41  1  0
 22 40  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₈O₉

Average Mass

330.2890 Da

Monoisotopic Mass

330.09508 Da

IUPAC Name

methyl 3-hydroxy-4-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate

Traditional Name

methyl 3-hydroxy-4-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(=C([H])C([H])=C1O[C@@]1([H])O[C@@]([H])(C([H])([H])O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C14H18O9/c1-21-13(20)6-2-3-8(7(16)4-6)22-14-12(19)11(18)10(17)9(5-15)23-14/h2-4,9-12,14-19H,5H2,1H3/t9-,10-,11+,12-,14-/m0/s1

InChI Key

DICIENQKEXNOKV-HNRZYHPDSA-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
Salvinia molesta	JEOL database	Choudhary, M. I., et al, Phytochem. 69, 1018 (2008)

Chemical Taxonomy

Classification

Not classified

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	-1	ALOGPS
logP	-0.9	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	9.45	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	74.19 m³·mol⁻¹	ChemAxon
Polarizability	31.91 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Choudhary, M. I., et al. (2008). Choudhary, M. I., et al, Phytochem. 69, 1018 (2008). Phytochem..

Showing NP-Card for 4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate (NP0025316)

MOL for NP0025316 (4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate)

3D MOL for NP0025316 (4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate)

3D SDF for NP0025316 (4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate)

3D-SDF for NP0025316 (4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate)

PDB for NP0025316 (4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate)

3D PDB for NP0025316 (4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate)

SMILES for NP0025316 (4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate)

INCHI for NP0025316 (4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate)

Structure for NP0025316 (4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate)

3D Structure for NP0025316 (4-O-beta-D-glucopyranoside-3-hydroxy methyl benzoate)