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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 20:43:54 UTC

Update Date

2021-09-23 20:43:54 UTC

HMDB ID

HMDB0302794

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Salicylic acid 2-beta-D-glucoside

Description

Salicylic acid 2-beta-d-glucoside, also known as 2-O-β-glucopyranosylsalicylic acid or sag, is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Salicylic acid 2-beta-d-glucoside is soluble (in water) and a weakly acidic compound (based on its pKa). Salicylic acid 2-beta-d-glucoside can be found in common thyme, rosemary, sweet basil, and sweet marjoram, which makes salicylic acid 2-beta-d-glucoside a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1533007131513442D          

 26 27  0  0  1  0            999 V2000
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  1  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
  9 15  1  6  0  0  0
 10 16  1  6  0  0  0
 11 17  1  6  0  0  0
 18 12  2  0  0  0  0
 19 12  1  0  0  0  0
 20  7  1  0  0  0  0
 13 20  1  1  0  0  0
 21  8  1  0  0  0  0
 21 13  1  0  0  0  0
  8 22  1  6  0  0  0
  9 23  1  1  0  0  0
 10 24  1  6  0  0  0
 11 25  1  1  0  0  0
 13 26  1  6  0  0  0
M  CHG  1  19  -1
M  END

HMDB0302794
     RDKit          3D
Salicylic acid 2-beta-D-glucoside
 36 37  0  0  0  0  0  0  0  0999 V2000
   -1.8911    0.8852   -2.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0458    0.8303   -2.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432    1.1176   -3.0399 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.2634    0.4558   -0.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5178    0.3885   -0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7303    0.0376    0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6291   -0.2472    1.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3257   -0.1900    1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1558    0.1605   -0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9261    0.2460   -0.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019    0.0091   -0.0512 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1194    1.1475   -0.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689    0.9897    0.6293 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3886    1.6988   -0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    3.0353   -0.2366 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6291   -0.4046    0.9796 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1488   -0.7230    2.2631 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2615   -1.4319   -0.0427 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3435   -1.7515   -0.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688   -1.0346   -0.8770 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2761   -2.0856   -1.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3848    0.6120   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7074   -0.0243    1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255   -0.5294    2.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058   -0.4208    1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381   -0.2761    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374    1.5786    1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3634    1.5726    0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3405    1.2633   -1.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837    3.1793   -1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536   -0.4453    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292   -1.6579    2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9739   -2.3622    0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067   -2.5625   -0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4165   -0.5039   -1.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0962   -2.5571   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  9  4  1  0
 20 11  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 11 26  1  1
 13 27  1  1
 14 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  1
 17 32  1  0
 18 33  1  1
 19 34  1  0
 20 35  1  6
 21 36  1  0
M  CHG  1   3  -1
M  END

  Mrv1533007131513442D          

 26 27  0  0  1  0            999 V2000
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  1  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
  9 15  1  6  0  0  0
 10 16  1  6  0  0  0
 11 17  1  6  0  0  0
 18 12  2  0  0  0  0
 19 12  1  0  0  0  0
 20  7  1  0  0  0  0
 13 20  1  1  0  0  0
 21  8  1  0  0  0  0
 21 13  1  0  0  0  0
  8 22  1  6  0  0  0
  9 23  1  1  0  0  0
 10 24  1  6  0  0  0
 11 25  1  1  0  0  0
 13 26  1  6  0  0  0
M  CHG  1  19  -1
M  END
> <DATABASE_ID>
HMDB0302794

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1(CO)O[C@@]([H])(OC2=CC=CC=C2C([O-])=O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O8/c14-5-8-9(15)10(16)11(17)13(21-8)20-7-4-2-1-3-6(7)12(18)19/h1-4,8-11,13-17H,5H2,(H,18,19)/p-1/t8-,9-,10+,11-,13-/m1/s1

> <INCHI_KEY>
TZPBMNKOLMSJPF-BZNQNGANSA-M

> <FORMULA>
C13H15O8

> <MOLECULAR_WEIGHT>
299.256

> <EXACT_MASS>
299.077241023

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.37804075145081

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.88

> <JCHEM_LOGP>
-0.9408046909999994

> <ALOGPS_LOGS>
-0.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.200150696203181

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.651004078126808

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923462669896

> <JCHEM_POLAR_SURFACE_AREA>
139.51

> <JCHEM_REFRACTIVITY>
78.2766

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.76e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302794
     RDKit          3D
Salicylic acid 2-beta-D-glucoside
 36 37  0  0  0  0  0  0  0  0999 V2000
   -1.8911    0.8852   -2.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0458    0.8303   -2.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432    1.1176   -3.0399 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.2634    0.4558   -0.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5178    0.3885   -0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7303    0.0376    0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6291   -0.2472    1.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3257   -0.1900    1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1558    0.1605   -0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9261    0.2460   -0.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019    0.0091   -0.0512 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1194    1.1475   -0.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689    0.9897    0.6293 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3886    1.6988   -0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    3.0353   -0.2366 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6291   -0.4046    0.9796 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1488   -0.7230    2.2631 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2615   -1.4319   -0.0427 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3435   -1.7515   -0.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688   -1.0346   -0.8770 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2761   -2.0856   -1.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3848    0.6120   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7074   -0.0243    1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255   -0.5294    2.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058   -0.4208    1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381   -0.2761    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374    1.5786    1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3634    1.5726    0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3405    1.2633   -1.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837    3.1793   -1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536   -0.4453    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292   -1.6579    2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9739   -2.3622    0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067   -2.5625   -0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4165   -0.5039   -1.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0962   -2.5571   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  9  4  1  0
 20 11  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 11 26  1  1
 13 27  1  1
 14 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  1
 17 32  1  0
 18 33  1  1
 19 34  1  0
 20 35  1  6
 21 36  1  0
M  CHG  1   3  -1
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.000  13.860   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O-1
HETATM   20  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0      -0.000  12.320   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.334  10.010   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.334  10.010   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.000   7.700   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.667   7.700   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    6                                                       
CONECT    4    2    7                                                       
CONECT    5    8   14                                                       
CONECT    6    3    7   12                                                  
CONECT    7    4    6   20                                                  
CONECT    8    5    9   21   22                                             
CONECT    9    8   10   15   23                                             
CONECT   10    9   11   16   24                                             
CONECT   11   10   13   17   25                                             
CONECT   12    6   18   19                                                  
CONECT   13   11   20   21   26                                             
CONECT   14    5                                                            
CONECT   15    9                                                            
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   12                                                            
CONECT   20    7   13                                                       
CONECT   21    8   13                                                       
CONECT   22    8                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
CONECT   26   13                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0302794
HETATM    1  O1  UNL     1      -1.891   0.885  -2.716  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.046   0.830  -2.253  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.143   1.118  -3.040  1.00  0.00           O1-
HETATM    4  C2  UNL     1      -3.263   0.456  -0.850  1.00  0.00           C  
HETATM    5  C3  UNL     1      -4.518   0.389  -0.320  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.730   0.038   0.996  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.629  -0.247   1.773  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.326  -0.190   1.269  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.156   0.161  -0.037  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.926   0.246  -0.626  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.302   0.009  -0.051  1.00  0.00           C  
HETATM   12  O4  UNL     1       1.119   1.147  -0.097  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.269   0.990   0.629  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.389   1.699  -0.144  1.00  0.00           C  
HETATM   15  O5  UNL     1       2.998   3.035  -0.237  1.00  0.00           O  
HETATM   16  C11 UNL     1       2.629  -0.405   0.980  1.00  0.00           C  
HETATM   17  O6  UNL     1       2.149  -0.723   2.263  1.00  0.00           O  
HETATM   18  C12 UNL     1       2.262  -1.432  -0.043  1.00  0.00           C  
HETATM   19  O7  UNL     1       3.344  -1.751  -0.849  1.00  0.00           O  
HETATM   20  C13 UNL     1       1.069  -1.035  -0.877  1.00  0.00           C  
HETATM   21  O8  UNL     1       0.276  -2.086  -1.253  1.00  0.00           O  
HETATM   22  H1  UNL     1      -5.385   0.612  -0.929  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.707  -0.024   1.443  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.725  -0.529   2.815  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.506  -0.421   1.915  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.238  -0.276   0.994  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.137   1.579   1.584  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.363   1.573   0.330  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.341   1.263  -1.173  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.384   3.179  -1.014  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.754  -0.445   1.084  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.829  -1.658   2.210  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.974  -2.362   0.511  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.807  -2.562  -0.490  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.417  -0.504  -1.785  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.096  -2.557  -0.475  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5    9
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10
CONECT   10   11
CONECT   11   12   20   26
CONECT   12   13
CONECT   13   14   16   27
CONECT   14   15   28   29
CONECT   15   30
CONECT   16   17   18   31
CONECT   17   32
CONECT   18   19   20   33
CONECT   19   34
CONECT   20   21   35
CONECT   21   36
END

HMDB0302794
     RDKit          3D
Salicylic acid 2-beta-D-glucoside
 36 37  0  0  0  0  0  0  0  0999 V2000
   -1.8911    0.8852   -2.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0458    0.8303   -2.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432    1.1176   -3.0399 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.2634    0.4558   -0.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5178    0.3885   -0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7303    0.0376    0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6291   -0.2472    1.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3257   -0.1900    1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1558    0.1605   -0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9261    0.2460   -0.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019    0.0091   -0.0512 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1194    1.1475   -0.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689    0.9897    0.6293 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3886    1.6988   -0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    3.0353   -0.2366 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6291   -0.4046    0.9796 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1488   -0.7230    2.2631 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2615   -1.4319   -0.0427 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3435   -1.7515   -0.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688   -1.0346   -0.8770 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2761   -2.0856   -1.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3848    0.6120   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7074   -0.0243    1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255   -0.5294    2.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058   -0.4208    1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381   -0.2761    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374    1.5786    1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3634    1.5726    0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3405    1.2633   -1.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837    3.1793   -1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536   -0.4453    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292   -1.6579    2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9739   -2.3622    0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067   -2.5625   -0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4165   -0.5039   -1.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0962   -2.5571   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  9  4  1  0
 20 11  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 11 26  1  1
 13 27  1  1
 14 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  1
 17 32  1  0
 18 33  1  1
 19 34  1  0
 20 35  1  6
 21 36  1  0
M  CHG  1   3  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(beta-D-Glucosyloxy)benzoate	ChEBI
2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}benzoate	ChEBI
Salicylate 2-O-beta-D-glucoside	ChEBI
2-(b-D-Glucosyloxy)benzoate	Generator
2-(b-D-Glucosyloxy)benzoic acid	Generator
2-(beta-D-Glucosyloxy)benzoic acid	Generator
2-(Β-D-glucosyloxy)benzoate	Generator
2-(Β-D-glucosyloxy)benzoic acid	Generator
2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}benzoic acid	Generator
Salicylate 2-O-b-D-glucoside	Generator
Salicylate 2-O-β-D-glucoside	Generator
Salicylic acid 2-O-b-D-glucoside	Generator
Salicylic acid 2-O-beta-D-glucoside	Generator
Salicylic acid 2-O-β-D-glucoside	Generator
2-(b-D-Glucopyranosyloxy)benzoate	Generator
2-(b-D-Glucopyranosyloxy)benzoic acid	Generator
2-(beta-D-Glucopyranosyloxy)benzoic acid	Generator
2-(Β-D-glucopyranosyloxy)benzoate	Generator
2-(Β-D-glucopyranosyloxy)benzoic acid	Generator
Salicylic acid 2-O-β-D-glucoside	MetaCyc
Salicylic acid 2-β-D-glucoside	MetaCyc
2-O-β-glucopyranosylsalicylic acid	MetaCyc
SAG	MetaCyc
2-Hydroxybenzoic acid 2-O-β-D-glucoside	MetaCyc
Salicylate 2-O-β-D-glucoside	Generator
Salicylate 2-b-D-glucoside	Generator
Salicylate 2-beta-D-glucoside	Generator
Salicylate 2-β-D-glucoside	Generator
Salicylic acid 2-b-D-glucoside	Generator
Salicylic acid 2-β-D-glucoside	Generator

Chemical Formula

C₁₃H₁₅O₈

Average Molecular Weight

299.256

Monoisotopic Molecular Weight

299.077241023

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H][C@]1(CO)O[C@@]([H])(OC2=CC=CC=C2C([O-])=O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C13H16O8/c14-5-8-9(15)10(16)11(17)13(21-8)20-7-4-2-1-3-6(7)12(18)19/h1-4,8-11,13-17H,5H2,(H,18,19)/p-1/t8-,9-,10+,11-,13-/m1/s1

InChI Key

TZPBMNKOLMSJPF-BZNQNGANSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Benzoyl
Phenol ether
Sugar acid
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Secondary alcohol
Acetal
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302794)

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.88	ALOGPS
logP	-0.94	ChemAxon
logS	-0.74	ALOGPS
pKa (Strongest Acidic)	3.65	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	139.51 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	78.28 m³·mol⁻¹	ChemAxon
Polarizability	27.38 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	167.837	32859911
AllCCS	[M+H-H2O]+	164.54	32859911
AllCCS	[M+Na]+	171.768	32859911
AllCCS	[M+NH4]+	170.891	32859911
AllCCS	[M-H]-	163.127	32859911
AllCCS	[M+Na-2H]-	162.85	32859911
AllCCS	[M+HCOO]-	162.663	32859911
DeepCCS	[M+H]+	160.548	30932474
DeepCCS	[M-H]-	158.487	30932474
DeepCCS	[M-2H]-	191.807	30932474
DeepCCS	[M+Na]+	166.987	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylic acid 2-beta-D-glucoside 10V, Positive-QTOF	splash10-0udi-0229000000-37b6b991f9499a941f06	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylic acid 2-beta-D-glucoside 20V, Positive-QTOF	splash10-006x-1391000000-9ddc89597fcf0d8d3c26	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylic acid 2-beta-D-glucoside 40V, Positive-QTOF	splash10-0005-9710000000-14e39df57fcedbc427d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylic acid 2-beta-D-glucoside 10V, Negative-QTOF	splash10-0002-1290000000-0e0dad854a3cdade5126	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylic acid 2-beta-D-glucoside 20V, Negative-QTOF	splash10-0002-6790000000-cc2126848fcb04409d70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylic acid 2-beta-D-glucoside 40V, Negative-QTOF	splash10-052f-9200000000-854d4c7057f2aff14ddd	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006279

KNApSAcK ID

Not Available

Chemspider ID

5448097

KEGG Compound ID

Not Available

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

145670

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Salicylic acid 2-beta-D-glucoside (HMDB0302794)

MOL for HMDB0302794 (Salicylic acid 2-beta-D-glucoside)

3D MOL for HMDB0302794 (Salicylic acid 2-beta-D-glucoside)

3D SDF for HMDB0302794 (Salicylic acid 2-beta-D-glucoside)

3D-SDF for HMDB0302794 (Salicylic acid 2-beta-D-glucoside)

PDB for HMDB0302794 (Salicylic acid 2-beta-D-glucoside)

3D PDB for HMDB0302794 (Salicylic acid 2-beta-D-glucoside)

SMILES for HMDB0302794 (Salicylic acid 2-beta-D-glucoside)

INCHI for HMDB0302794 (Salicylic acid 2-beta-D-glucoside)

Structure for HMDB0302794 (Salicylic acid 2-beta-D-glucoside)

3D Structure for HMDB0302794 (Salicylic acid 2-beta-D-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra