Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:44:37 UTC

Update Date

2022-03-07 02:56:53 UTC

HMDB ID

HMDB0041098

Secondary Accession Numbers

HMDB41098

Metabolite Identification

Common Name

2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside)

Description

2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) has been detected, but not quantified in, green vegetables. This could make 2-hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside).

Structure

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


  Mrv0541 05061312232D          

 30 32  0  0  0  0            999 V2000
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
   -1.4289    3.3000    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   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
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  2  0  0  0  0
 10  9  2  0  0  0  0
 12  1  1  0  0  0  0
 13  5  2  0  0  0  0
 13  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 11  1  0  0  0  0
 16  8  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 12  2  0  0  0  0
 21 19  1  0  0  0  0
 22 14  2  0  0  0  0
 23 16  2  0  0  0  0
 24 17  1  0  0  0  0
 25 18  1  0  0  0  0
 26 19  1  0  0  0  0
 27 10  1  0  0  0  0
 27 20  1  0  0  0  0
 28 11  1  0  0  0  0
 28 16  1  0  0  0  0
 29 15  1  0  0  0  0
 29 21  1  0  0  0  0
 30 20  1  0  0  0  0
 30 21  1  0  0  0  0
M  END

HMDB0041098
     RDKit          3D
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside)
 52 54  0  0  0  0  0  0  0  0999 V2000
   -6.0229   -2.1953    0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9778   -1.1459   -0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8582   -0.3518   -0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8310   -0.5569    0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6108    0.1376    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6078   -0.7866    0.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3526   -0.2150    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6137   -1.3794   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357   -0.9599   -0.3187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3611   -0.1275   -1.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    0.2826   -2.1365 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859    0.2701   -1.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6314   -0.2014   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0511    0.0741   -0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6245    0.8813   -1.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9866    1.1362   -1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7592    0.5741   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1907   -0.2432    0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8582   -0.4911    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160    0.4480    1.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0174   -0.4930    2.4620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100    1.5272    1.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6833    2.2318    2.8112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617    0.8458    1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2874    1.8378    2.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8760    0.5421   -1.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8967    0.6937   -2.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0428   -0.0595   -2.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0747   -1.0247   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0867   -1.7520   -0.9902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7647   -2.9565    0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2910   -1.6359    1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0069   -2.6256    0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429    0.8947   -0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199    0.5275   -0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034   -2.1013    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3194   -1.9442   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174    0.9115   -2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2343   -0.8616    0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0270    1.3342   -2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3935    1.7877   -2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8430    0.7840   -0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8356   -0.6650    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -1.1389    1.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0008    0.9103    1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847   -1.2700    2.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9793    2.2106    0.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8895    3.2071    2.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865    0.0876    2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8896    1.4832    2.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8703    1.4535   -2.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8428    0.1078   -2.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  7 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
  3 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 29  2  1  0
 24  5  1  0
 19 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 27 51  1  0
 28 52  1  0
M  END


  Mrv0541 05061312232D          

 30 32  0  0  0  0            999 V2000
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
   -1.4289    3.3000    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   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
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  2  0  0  0  0
 10  9  2  0  0  0  0
 12  1  1  0  0  0  0
 13  5  2  0  0  0  0
 13  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 11  1  0  0  0  0
 16  8  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 12  2  0  0  0  0
 21 19  1  0  0  0  0
 22 14  2  0  0  0  0
 23 16  2  0  0  0  0
 24 17  1  0  0  0  0
 25 18  1  0  0  0  0
 26 19  1  0  0  0  0
 27 10  1  0  0  0  0
 27 20  1  0  0  0  0
 28 11  1  0  0  0  0
 28 16  1  0  0  0  0
 29 15  1  0  0  0  0
 29 21  1  0  0  0  0
 30 20  1  0  0  0  0
 30 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041098

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(OC2OC(COC(=O)\C=C\C3=CC=CC=C3)C(O)C(O)C2O)OC=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O9/c1-12-14(22)9-10-27-20(12)30-21-19(26)18(25)17(24)15(29-21)11-28-16(23)8-7-13-5-3-2-4-6-13/h2-10,15,17-19,21,24-26H,11H2,1H3/b8-7+

> <INCHI_KEY>
JRUMXTPQUYPUHC-BQYQJAHWSA-N

> <FORMULA>
C21H22O9

> <MOLECULAR_WEIGHT>
418.394

> <EXACT_MASS>
418.126382302

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
41.33844566390961

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{3,4,5-trihydroxy-6-[(3-methyl-4-oxo-4H-pyran-2-yl)oxy]oxan-2-yl}methyl (2E)-3-phenylprop-2-enoate

> <ALOGPS_LOGP>
0.89

> <JCHEM_LOGP>
1.8554675719999996

> <ALOGPS_LOGS>
-2.75

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.209569724461808

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.198792074854303

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6491120581552243

> <JCHEM_POLAR_SURFACE_AREA>
131.75000000000003

> <JCHEM_REFRACTIVITY>
113.55209999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{3,4,5-trihydroxy-6-[(3-methyl-4-oxopyran-2-yl)oxy]oxan-2-yl}methyl (2E)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041098
     RDKit          3D
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside)
 52 54  0  0  0  0  0  0  0  0999 V2000
   -6.0229   -2.1953    0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9778   -1.1459   -0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8582   -0.3518   -0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8310   -0.5569    0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6108    0.1376    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6078   -0.7866    0.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3526   -0.2150    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6137   -1.3794   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357   -0.9599   -0.3187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3611   -0.1275   -1.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    0.2826   -2.1365 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859    0.2701   -1.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6314   -0.2014   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0511    0.0741   -0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6245    0.8813   -1.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9866    1.1362   -1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7592    0.5741   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1907   -0.2432    0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8582   -0.4911    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160    0.4480    1.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0174   -0.4930    2.4620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100    1.5272    1.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6833    2.2318    2.8112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617    0.8458    1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2874    1.8378    2.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8760    0.5421   -1.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8967    0.6937   -2.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0428   -0.0595   -2.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0747   -1.0247   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0867   -1.7520   -0.9902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7647   -2.9565    0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2910   -1.6359    1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0069   -2.6256    0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429    0.8947   -0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199    0.5275   -0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034   -2.1013    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3194   -1.9442   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174    0.9115   -2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2343   -0.8616    0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0270    1.3342   -2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3935    1.7877   -2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8430    0.7840   -0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8356   -0.6650    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -1.1389    1.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0008    0.9103    1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847   -1.2700    2.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9793    2.2106    0.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8895    3.2071    2.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865    0.0876    2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8896    1.4832    2.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8703    1.4535   -2.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8428    0.1078   -2.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  7 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
  3 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 29  2  1  0
 24  5  1  0
 19 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 27 51  1  0
 28 52  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   13                                                       
CONECT    6    4   13                                                       
CONECT    7    8   13                                                       
CONECT    8    7   16                                                       
CONECT    9   10   14                                                       
CONECT   10    9   27                                                       
CONECT   11   15   28                                                       
CONECT   12    1   14   20                                                  
CONECT   13    5    6    7                                                  
CONECT   14    9   12   22                                                  
CONECT   15   11   17   29                                                  
CONECT   16    8   23   28                                                  
CONECT   17   15   18   24                                                  
CONECT   18   17   19   25                                                  
CONECT   19   18   21   26                                                  
CONECT   20   12   27   30                                                  
CONECT   21   19   29   30                                                  
CONECT   22   14                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   18                                                            
CONECT   26   19                                                            
CONECT   27   10   20                                                       
CONECT   28   11   16                                                       
CONECT   29   15   21                                                       
CONECT   30   20   21                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0041098
HETATM    1  C1  UNL     1      -6.023  -2.195   0.784  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.978  -1.146  -0.294  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.858  -0.352  -0.422  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.831  -0.557   0.445  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.611   0.138   0.485  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.608  -0.787   0.277  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.353  -0.215   0.107  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.614  -1.379  -0.128  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.936  -0.960  -0.319  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.361  -0.127  -1.328  1.00  0.00           C  
HETATM   11  O4  UNL     1       1.490   0.283  -2.137  1.00  0.00           O  
HETATM   12  C8  UNL     1       3.786   0.270  -1.458  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.631  -0.201  -0.573  1.00  0.00           C  
HETATM   14  C10 UNL     1       6.051   0.074  -0.539  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.625   0.881  -1.471  1.00  0.00           C  
HETATM   16  C12 UNL     1       7.987   1.136  -1.426  1.00  0.00           C  
HETATM   17  C13 UNL     1       8.759   0.574  -0.439  1.00  0.00           C  
HETATM   18  C14 UNL     1       8.191  -0.243   0.509  1.00  0.00           C  
HETATM   19  C15 UNL     1       6.858  -0.491   0.462  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.016   0.448   1.417  1.00  0.00           C  
HETATM   21  O5  UNL     1      -0.017  -0.493   2.462  1.00  0.00           O  
HETATM   22  C17 UNL     1      -1.010   1.527   1.674  1.00  0.00           C  
HETATM   23  O6  UNL     1      -0.683   2.232   2.811  1.00  0.00           O  
HETATM   24  C18 UNL     1      -2.362   0.846   1.781  1.00  0.00           C  
HETATM   25  O7  UNL     1      -3.287   1.838   2.058  1.00  0.00           O  
HETATM   26  O8  UNL     1      -4.876   0.542  -1.376  1.00  0.00           O  
HETATM   27  C19 UNL     1      -5.897   0.694  -2.182  1.00  0.00           C  
HETATM   28  C20 UNL     1      -7.043  -0.060  -2.114  1.00  0.00           C  
HETATM   29  C21 UNL     1      -7.075  -1.025  -1.116  1.00  0.00           C  
HETATM   30  O9  UNL     1      -8.087  -1.752  -0.990  1.00  0.00           O  
HETATM   31  H1  UNL     1      -6.765  -2.957   0.519  1.00  0.00           H  
HETATM   32  H2  UNL     1      -6.291  -1.636   1.722  1.00  0.00           H  
HETATM   33  H3  UNL     1      -5.007  -2.626   0.947  1.00  0.00           H  
HETATM   34  H4  UNL     1      -2.643   0.895  -0.334  1.00  0.00           H  
HETATM   35  H5  UNL     1      -0.320   0.528  -0.687  1.00  0.00           H  
HETATM   36  H6  UNL     1       0.503  -2.101   0.705  1.00  0.00           H  
HETATM   37  H7  UNL     1       0.319  -1.944  -1.048  1.00  0.00           H  
HETATM   38  H8  UNL     1       4.117   0.911  -2.235  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.234  -0.862   0.210  1.00  0.00           H  
HETATM   40  H10 UNL     1       6.027   1.334  -2.259  1.00  0.00           H  
HETATM   41  H11 UNL     1       8.393   1.788  -2.194  1.00  0.00           H  
HETATM   42  H12 UNL     1       9.843   0.784  -0.412  1.00  0.00           H  
HETATM   43  H13 UNL     1       8.836  -0.665   1.268  1.00  0.00           H  
HETATM   44  H14 UNL     1       6.388  -1.139   1.207  1.00  0.00           H  
HETATM   45  H15 UNL     1       1.001   0.910   1.410  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.585  -1.270   2.223  1.00  0.00           H  
HETATM   47  H17 UNL     1      -0.979   2.211   0.782  1.00  0.00           H  
HETATM   48  H18 UNL     1      -0.890   3.207   2.682  1.00  0.00           H  
HETATM   49  H19 UNL     1      -2.286   0.088   2.579  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.890   1.483   2.757  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.870   1.454  -2.967  1.00  0.00           H  
HETATM   52  H22 UNL     1      -7.843   0.108  -2.797  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   29
CONECT    3    4   26
CONECT    4    5
CONECT    5    6   24   34
CONECT    6    7
CONECT    7    8   20   35
CONECT    8    9   36   37
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13   38
CONECT   13   14   39
CONECT   14   15   15   19
CONECT   15   16   40
CONECT   16   17   17   41
CONECT   17   18   42
CONECT   18   19   19   43
CONECT   19   44
CONECT   20   21   22   45
CONECT   21   46
CONECT   22   23   24   47
CONECT   23   48
CONECT   24   25   49
CONECT   25   50
CONECT   26   27
CONECT   27   28   28   51
CONECT   28   29   52
CONECT   29   30   30
END

HMDB0041098
     RDKit          3D
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside)
 52 54  0  0  0  0  0  0  0  0999 V2000
   -6.0229   -2.1953    0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9778   -1.1459   -0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8582   -0.3518   -0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8310   -0.5569    0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6108    0.1376    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6078   -0.7866    0.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3526   -0.2150    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6137   -1.3794   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357   -0.9599   -0.3187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3611   -0.1275   -1.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    0.2826   -2.1365 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859    0.2701   -1.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6314   -0.2014   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0511    0.0741   -0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6245    0.8813   -1.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9866    1.1362   -1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7592    0.5741   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1907   -0.2432    0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8582   -0.4911    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160    0.4480    1.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0174   -0.4930    2.4620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100    1.5272    1.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6833    2.2318    2.8112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617    0.8458    1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2874    1.8378    2.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8760    0.5421   -1.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8967    0.6937   -2.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0428   -0.0595   -2.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0747   -1.0247   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0867   -1.7520   -0.9902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7647   -2.9565    0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2910   -1.6359    1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0069   -2.6256    0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429    0.8947   -0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199    0.5275   -0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034   -2.1013    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3194   -1.9442   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174    0.9115   -2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2343   -0.8616    0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0270    1.3342   -2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3935    1.7877   -2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8430    0.7840   -0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8356   -0.6650    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -1.1389    1.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0008    0.9103    1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847   -1.2700    2.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9793    2.2106    0.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8895    3.2071    2.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865    0.0876    2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8896    1.4832    2.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8703    1.4535   -2.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8428    0.1078   -2.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  7 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
  3 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 29  2  1  0
 24  5  1  0
 19 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 27 51  1  0
 28 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
{3,4,5-trihydroxy-6-[(3-methyl-4-oxo-4H-pyran-2-yl)oxy]oxan-2-yl}methyl (2E)-3-phenylprop-2-enoic acid	Generator

Chemical Formula

C₂₁H₂₂O₉

Average Molecular Weight

418.394

Monoisotopic Molecular Weight

418.126382302

IUPAC Name

{3,4,5-trihydroxy-6-[(3-methyl-4-oxo-4H-pyran-2-yl)oxy]oxan-2-yl}methyl (2E)-3-phenylprop-2-enoate

Traditional Name

{3,4,5-trihydroxy-6-[(3-methyl-4-oxopyran-2-yl)oxy]oxan-2-yl}methyl (2E)-3-phenylprop-2-enoate

CAS Registry Number

84888-58-4

SMILES

CC1=C(OC2OC(COC(=O)\C=C\C3=CC=CC=C3)C(O)C(O)C2O)OC=CC1=O

InChI Identifier

InChI=1S/C21H22O9/c1-12-14(22)9-10-27-20(12)30-21-19(26)18(25)17(24)15(29-21)11-28-16(23)8-7-13-5-3-2-4-6-13/h2-10,15,17-19,21,24-26H,11H2,1H3/b8-7+

InChI Key

JRUMXTPQUYPUHC-BQYQJAHWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid esters

Direct Parent

Cinnamic acid esters

Alternative Parents

Substituents

Cinnamic acid ester
Glycosyl compound
O-glycosyl compound
Styrene
Fatty acid ester
Pyranone
Monocyclic benzene moiety
Monosaccharide
Oxane
Pyran
Fatty acyl
Benzenoid
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Heteroaromatic compound
Secondary alcohol
Cyclic ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Polyol
Acetal
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0041098)
Cytoplasm (HMDB: HMDB0041098)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041098)

Source

Exogenous

Exogenous (HMDB: HMDB0041098)

Food

Food (HMDB: HMDB0041098)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0041098)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041098)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	163 - 163.7 °C	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
Water Solubility	0.75 g/L	ALOGPS
logP	0.89	ALOGPS
logP	1.86	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	131.75 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	113.55 m³·mol⁻¹	ChemAxon
Polarizability	41.34 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	191.883	30932474
DeepCCS	[M-H]-	189.525	30932474
DeepCCS	[M-2H]-	223.172	30932474
DeepCCS	[M+Na]+	198.401	30932474
AllCCS	[M+H]+	198.6	32859911
AllCCS	[M+H-H2O]+	196.1	32859911
AllCCS	[M+NH4]+	200.9	32859911
AllCCS	[M+Na]+	201.6	32859911
AllCCS	[M-H]-	194.0	32859911
AllCCS	[M+Na-2H]-	194.3	32859911
AllCCS	[M+HCOO]-	194.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.2 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1046 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.36 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	69.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1931.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	206.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	135.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	83.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	370.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	411.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	182.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	865.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	423.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1258.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	276.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	320.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	294.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	192.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	18.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside)	CC1=C(OC2OC(COC(=O)\C=C\C3=CC=CC=C3)C(O)C(O)C2O)OC=CC1=O	4870.9	Standard polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside)	CC1=C(OC2OC(COC(=O)\C=C\C3=CC=CC=C3)C(O)C(O)C2O)OC=CC1=O	3535.8	Standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside)	CC1=C(OC2OC(COC(=O)\C=C\C3=CC=CC=C3)C(O)C(O)C2O)OC=CC1=O	3835.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),1TMS,isomer #1	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O[Si](C)(C)C)C(O)C2O)OC=CC1=O	3594.4	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),1TMS,isomer #2	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O)C(O[Si](C)(C)C)C2O)OC=CC1=O	3578.1	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),1TMS,isomer #3	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O)C(O)C2O[Si](C)(C)C)OC=CC1=O	3597.4	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),2TMS,isomer #1	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)OC=CC1=O	3546.6	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),2TMS,isomer #2	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)OC=CC1=O	3552.1	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),2TMS,isomer #3	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)OC=CC1=O	3537.0	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),3TMS,isomer #1	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)OC=CC1=O	3543.2	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),1TBDMS,isomer #1	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)OC=CC1=O	3863.4	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),1TBDMS,isomer #2	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)OC=CC1=O	3846.0	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),1TBDMS,isomer #3	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)OC=CC1=O	3864.1	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),2TBDMS,isomer #1	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)OC=CC1=O	4045.5	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),2TBDMS,isomer #2	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)OC=CC1=O	4046.1	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),2TBDMS,isomer #3	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)OC=CC1=O	4045.3	Semi standard non polar	33892256
2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside),3TBDMS,isomer #1	CC1=C(OC2OC(COC(=O)/C=C/C3=CC=CC=C3)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)OC=CC1=O	4255.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kai-5891200000-84fd51c76d33ecab6a4a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) GC-MS (3 TMS) - 70eV, Positive	splash10-00yi-4622449000-96c3aa142159d0592ce4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 10V, Positive-QTOF	splash10-004i-0920200000-0c5c9d38f473aa38385b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 20V, Positive-QTOF	splash10-056r-1910000000-5c4d43213d51a64e7174	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 40V, Positive-QTOF	splash10-0a4i-3900000000-a336fc76fba3f03e89c9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 10V, Negative-QTOF	splash10-004j-1910200000-6df66343fa5bab4b31f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 20V, Negative-QTOF	splash10-004j-3900000000-8fff9289de06832c3a4c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 40V, Negative-QTOF	splash10-0f92-7900000000-230e56fe23ed168c364b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 10V, Positive-QTOF	splash10-00lr-1910600000-e476d488c10c1f6f9661	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 20V, Positive-QTOF	splash10-0m31-1910000000-5e417bfa35527801c5d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 40V, Positive-QTOF	splash10-0udi-2900000000-e68a18516f49a22464fa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 10V, Negative-QTOF	splash10-004i-0900000000-5e9301e7eae75f61107e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 20V, Negative-QTOF	splash10-03ed-1900000000-11f4a78fbff30e31b4f0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) 40V, Negative-QTOF	splash10-004i-9300000000-7eb2b91836231810c372	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB020980

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753026

PDB ID

Not Available

ChEBI ID

Not Available

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside) (HMDB0041098)

MOL for HMDB0041098 (2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside))

3D MOL for HMDB0041098 (2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside))

3D SDF for HMDB0041098 (2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside))

3D-SDF for HMDB0041098 (2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside))

PDB for HMDB0041098 (2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside))

3D PDB for HMDB0041098 (2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside))

SMILES for HMDB0041098 (2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside))

INCHI for HMDB0041098 (2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside))

Structure for HMDB0041098 (2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside))

3D Structure for HMDB0041098 (2-Hydroxy-3-methyl-4H-pyran-4-one O-(6E-cinnamoyl-b-D-glucoside))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra