Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 23:37:36 UTC

Update Date

2022-09-22 18:34:58 UTC

HMDB ID

HMDB0038334

Secondary Accession Numbers

HMDB38334

Metabolite Identification

Common Name

Dihydromelilotoside

Description

Dihydromelilotoside 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. Dihydromelilotoside has been detected, but not quantified in, herbs and spices. This could make dihydromelilotoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Dihydromelilotoside.

Structure

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

HMDB0038334
     RDKit          3D
Dihydromelilotoside
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.1881    0.8020    1.4703 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1033    1.2610    1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0398    2.5848    2.2530 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933    0.4522    1.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9965   -0.9622    1.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4211   -1.1923    0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7374   -1.5743   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983   -1.7809   -1.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3687   -1.6156   -2.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0806   -1.2433   -2.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5464   -1.0155   -1.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2990   -0.6659   -0.9247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -0.3310   -0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097    1.0111   -0.5448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375    1.2578   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611    2.7461   -0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0390    3.5502   -1.2571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716    0.5199    0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8391    0.8622    1.6074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208   -0.9767    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2233   -1.6413    1.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041   -1.2698   -0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3773   -1.1813   -2.0305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9935    3.3608    1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5021    0.4196    2.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0440    0.9374    1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619   -1.4417    2.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0462   -1.4930    1.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4025   -1.7275    0.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2215   -2.0752   -1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014   -1.7964   -3.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214   -1.1120   -3.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7818   -0.4033    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701    1.0420   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4822    2.9683    0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8519    2.9483   -0.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1001    3.5605   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3998    0.8715    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5271    1.0246    2.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1101   -1.3066   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7693   -1.1593    2.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6782   -2.3041   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -1.9112   -2.5702 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  6  1  0
 22 13  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
M  END


  Mrv0541 05061310232D          

 23 24  0  0  0  0            999 V2000
   -0.7145    2.0625    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
   -1.4289    2.4750    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
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    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    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  0  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    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    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
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    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    4.5375    0.0000 O   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  5  1  0  0  0  0
  8  3  2  0  0  0  0
  8  5  1  0  0  0  0
  9  4  2  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 11  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  7  1  0  0  0  0
 17 11  2  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22  9  1  0  0  0  0
 22 15  1  0  0  0  0
 23 10  1  0  0  0  0
 23 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038334

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=CC=CC=C2CCC(O)=O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-2-1-3-8(9)5-6-11(17)18/h1-4,10,12-16,19-21H,5-7H2,(H,17,18)

> <INCHI_KEY>
FXEOLMWSBWXMSF-UHFFFAOYSA-N

> <FORMULA>
C15H20O8

> <MOLECULAR_WEIGHT>
328.3145

> <EXACT_MASS>
328.115817616

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
31.975268398365742

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoic acid

> <ALOGPS_LOGP>
-0.43

> <JCHEM_LOGP>
-0.5160706446666663

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.200128449144206

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.833402757302523

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923448636704

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
76.09190000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.82e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038334
     RDKit          3D
Dihydromelilotoside
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.1881    0.8020    1.4703 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1033    1.2610    1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0398    2.5848    2.2530 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933    0.4522    1.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9965   -0.9622    1.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4211   -1.1923    0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7374   -1.5743   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983   -1.7809   -1.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3687   -1.6156   -2.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0806   -1.2433   -2.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5464   -1.0155   -1.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2990   -0.6659   -0.9247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -0.3310   -0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097    1.0111   -0.5448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375    1.2578   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611    2.7461   -0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0390    3.5502   -1.2571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716    0.5199    0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8391    0.8622    1.6074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208   -0.9767    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2233   -1.6413    1.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041   -1.2698   -0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3773   -1.1813   -2.0305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9935    3.3608    1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5021    0.4196    2.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0440    0.9374    1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619   -1.4417    2.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0462   -1.4930    1.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4025   -1.7275    0.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2215   -2.0752   -1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014   -1.7964   -3.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214   -1.1120   -3.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7818   -0.4033    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701    1.0420   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4822    2.9683    0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8519    2.9483   -0.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1001    3.5605   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3998    0.8715    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5271    1.0246    2.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1101   -1.3066   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7693   -1.1593    2.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6782   -2.3041   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -1.9112   -2.5702 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  6  1  0
 22 13  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  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   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   6.930   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   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335   9.240   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -8.002   6.160   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       4.001  11.550   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334  13.090   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    8                                                       
CONECT    4    2    9                                                       
CONECT    5    6    8                                                       
CONECT    6    5   11                                                       
CONECT    7   10   16                                                       
CONECT    8    3    5    9                                                  
CONECT    9    4    8   22                                                  
CONECT   10    7   12   23                                                  
CONECT   11    6   17   18                                                  
CONECT   12   10   13   19                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   22   23                                                  
CONECT   16    7                                                            
CONECT   17   11                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22    9   15                                                       
CONECT   23   10   15                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0038334
HETATM    1  O1  UNL     1       4.188   0.802   1.470  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.103   1.261   1.852  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.040   2.585   2.253  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.893   0.452   1.894  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.997  -0.962   1.456  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.421  -1.192   0.066  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.737  -1.574  -0.138  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.198  -1.781  -1.411  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.369  -1.616  -2.513  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.081  -1.243  -2.310  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.546  -1.016  -1.017  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.299  -0.666  -0.925  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.848  -0.331  -0.348  1.00  0.00           C  
HETATM   14  O4  UNL     1      -1.210   1.011  -0.545  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.538   1.258  -0.683  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.761   2.746  -0.378  1.00  0.00           C  
HETATM   17  O5  UNL     1      -2.039   3.550  -1.257  1.00  0.00           O  
HETATM   18  C13 UNL     1      -3.372   0.520   0.367  1.00  0.00           C  
HETATM   19  O6  UNL     1      -2.839   0.862   1.607  1.00  0.00           O  
HETATM   20  C14 UNL     1      -3.221  -0.977   0.149  1.00  0.00           C  
HETATM   21  O7  UNL     1      -3.223  -1.641   1.359  1.00  0.00           O  
HETATM   22  C15 UNL     1      -2.004  -1.270  -0.700  1.00  0.00           C  
HETATM   23  O8  UNL     1      -2.377  -1.181  -2.031  1.00  0.00           O  
HETATM   24  H1  UNL     1       2.993   3.361   1.580  1.00  0.00           H  
HETATM   25  H2  UNL     1       1.502   0.420   2.964  1.00  0.00           H  
HETATM   26  H3  UNL     1       1.044   0.937   1.340  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.762  -1.442   2.148  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.046  -1.493   1.715  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.403  -1.728   0.692  1.00  0.00           H  
HETATM   30  H7  UNL     1       5.221  -2.075  -1.534  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.801  -1.796  -3.497  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.421  -1.112  -3.184  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.782  -0.403   0.786  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.970   1.042  -1.681  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.482   2.968   0.657  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.852   2.948  -0.485  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.100   3.561  -0.922  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.400   0.872   0.309  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.527   1.025   2.296  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.110  -1.307  -0.427  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.769  -1.159   2.083  1.00  0.00           H  
HETATM   42  H19 UNL     1      -1.678  -2.304  -0.486  1.00  0.00           H  
HETATM   43  H20 UNL     1      -1.965  -1.911  -2.570  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7    7   11
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   10   31
CONECT   10   11   11   32
CONECT   11   12
CONECT   12   13
CONECT   13   14   22   33
CONECT   14   15
CONECT   15   16   18   34
CONECT   16   17   35   36
CONECT   17   37
CONECT   18   19   20   38
CONECT   19   39
CONECT   20   21   22   40
CONECT   21   41
CONECT   22   23   42
CONECT   23   43
END

HMDB0038334
     RDKit          3D
Dihydromelilotoside
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.1881    0.8020    1.4703 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1033    1.2610    1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0398    2.5848    2.2530 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933    0.4522    1.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9965   -0.9622    1.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4211   -1.1923    0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7374   -1.5743   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983   -1.7809   -1.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3687   -1.6156   -2.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0806   -1.2433   -2.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5464   -1.0155   -1.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2990   -0.6659   -0.9247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -0.3310   -0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097    1.0111   -0.5448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375    1.2578   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611    2.7461   -0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0390    3.5502   -1.2571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716    0.5199    0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8391    0.8622    1.6074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208   -0.9767    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2233   -1.6413    1.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041   -1.2698   -0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3773   -1.1813   -2.0305 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9935    3.3608    1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5021    0.4196    2.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0440    0.9374    1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619   -1.4417    2.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0462   -1.4930    1.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4025   -1.7275    0.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2215   -2.0752   -1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014   -1.7964   -3.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214   -1.1120   -3.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7818   -0.4033    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701    1.0420   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4822    2.9683    0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8519    2.9483   -0.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1001    3.5605   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3998    0.8715    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5271    1.0246    2.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1101   -1.3066   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7693   -1.1593    2.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6782   -2.3041   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -1.9112   -2.5702 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  6  1  0
 22 13  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Cryptamygin b	HMDB
3-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoate	Generator

Chemical Formula

C₁₅H₂₀O₈

Average Molecular Weight

328.3145

Monoisotopic Molecular Weight

328.115817616

IUPAC Name

3-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoic acid

Traditional Name

3-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)propanoic acid

CAS Registry Number

24696-05-7

SMILES

OCC1OC(OC2=CC=CC=C2CCC(O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C15H20O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-2-1-3-8(9)5-6-11(17)18/h1-4,10,12-16,19-21H,5-7H2,(H,17,18)

InChI Key

FXEOLMWSBWXMSF-UHFFFAOYSA-N

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
3-phenylpropanoic-acid
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038334)
Cytoplasm (HMDB: HMDB0038334)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038334)

Source

Exogenous

Exogenous (HMDB: HMDB0038334)

Food

Food (HMDB: HMDB0038334)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0038334)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038334)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	144 - 145 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	31020 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.82 g/L	ALOGPS
logP	-0.43	ALOGPS
logP	-0.52	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.83	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	76.09 m³·mol⁻¹	ChemAxon
Polarizability	31.98 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
DarkChem	[M+H]+	175.636	31661259
DarkChem	[M-H]-	173.498	31661259
DeepCCS	[M+H]+	169.298	30932474
DeepCCS	[M-H]-	166.94	30932474
DeepCCS	[M-2H]-	200.049	30932474
DeepCCS	[M+Na]+	175.391	30932474
AllCCS	[M+H]+	176.3	32859911
AllCCS	[M+H-H2O]+	173.3	32859911
AllCCS	[M+NH4]+	179.1	32859911
AllCCS	[M+Na]+	179.9	32859911
AllCCS	[M-H]-	173.5	32859911
AllCCS	[M+Na-2H]-	173.5	32859911
AllCCS	[M+HCOO]-	173.7	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.	2.88 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2648 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.62 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	185.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1135.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	221.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	91.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	73.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	285.8 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	332.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	417.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	665.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	306.5 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	946.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	217.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	228.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	418.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	288.2 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	202.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydromelilotoside	OCC1OC(OC2=CC=CC=C2CCC(O)=O)C(O)C(O)C1O	4285.9	Standard polar	33892256
Dihydromelilotoside	OCC1OC(OC2=CC=CC=C2CCC(O)=O)C(O)C(O)C1O	3017.8	Standard non polar	33892256
Dihydromelilotoside	OCC1OC(OC2=CC=CC=C2CCC(O)=O)C(O)C(O)C1O	2841.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydromelilotoside,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O)C(O)C1O	2878.7	Semi standard non polar	33892256
Dihydromelilotoside,1TMS,isomer #2	C[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O)C(O)C1O	2867.1	Semi standard non polar	33892256
Dihydromelilotoside,1TMS,isomer #3	C[Si](C)(C)OC1C(OC2=CC=CC=C2CCC(=O)O)OC(CO)C(O)C1O	2861.6	Semi standard non polar	33892256
Dihydromelilotoside,1TMS,isomer #4	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC=C2CCC(=O)O)C1O	2836.8	Semi standard non polar	33892256
Dihydromelilotoside,1TMS,isomer #5	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC=C2CCC(=O)O)C(O)C1O	2857.7	Semi standard non polar	33892256
Dihydromelilotoside,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C)C(O)C(O)C1O	2807.9	Semi standard non polar	33892256
Dihydromelilotoside,2TMS,isomer #10	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC=C2CCC(=O)O)C(O)C1O[Si](C)(C)C	2816.7	Semi standard non polar	33892256
Dihydromelilotoside,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C)C(O)C1O	2841.3	Semi standard non polar	33892256
Dihydromelilotoside,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O)C(O[Si](C)(C)C)C1O	2809.6	Semi standard non polar	33892256
Dihydromelilotoside,2TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O)C(O)C1O[Si](C)(C)C	2835.8	Semi standard non polar	33892256
Dihydromelilotoside,2TMS,isomer #5	C[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	2786.7	Semi standard non polar	33892256
Dihydromelilotoside,2TMS,isomer #6	C[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	2770.0	Semi standard non polar	33892256
Dihydromelilotoside,2TMS,isomer #7	C[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C	2789.0	Semi standard non polar	33892256
Dihydromelilotoside,2TMS,isomer #8	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C)C1O	2820.8	Semi standard non polar	33892256
Dihydromelilotoside,2TMS,isomer #9	C[Si](C)(C)OC1C(OC2=CC=CC=C2CCC(=O)O)OC(CO)C(O)C1O[Si](C)(C)C	2840.5	Semi standard non polar	33892256
Dihydromelilotoside,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	2761.3	Semi standard non polar	33892256
Dihydromelilotoside,3TMS,isomer #10	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2826.8	Semi standard non polar	33892256
Dihydromelilotoside,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2727.4	Semi standard non polar	33892256
Dihydromelilotoside,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	2750.0	Semi standard non polar	33892256
Dihydromelilotoside,3TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2820.9	Semi standard non polar	33892256
Dihydromelilotoside,3TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2838.2	Semi standard non polar	33892256
Dihydromelilotoside,3TMS,isomer #6	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2812.0	Semi standard non polar	33892256
Dihydromelilotoside,3TMS,isomer #7	C[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2723.0	Semi standard non polar	33892256
Dihydromelilotoside,3TMS,isomer #8	C[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2748.8	Semi standard non polar	33892256
Dihydromelilotoside,3TMS,isomer #9	C[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2736.2	Semi standard non polar	33892256
Dihydromelilotoside,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2746.8	Semi standard non polar	33892256
Dihydromelilotoside,4TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2777.4	Semi standard non polar	33892256
Dihydromelilotoside,4TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2745.7	Semi standard non polar	33892256
Dihydromelilotoside,4TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2849.8	Semi standard non polar	33892256
Dihydromelilotoside,4TMS,isomer #5	C[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2718.2	Semi standard non polar	33892256
Dihydromelilotoside,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2787.2	Semi standard non polar	33892256
Dihydromelilotoside,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O)C(O)C1O	3129.1	Semi standard non polar	33892256
Dihydromelilotoside,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O)C(O)C1O	3140.8	Semi standard non polar	33892256
Dihydromelilotoside,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC=C2CCC(=O)O)OC(CO)C(O)C1O	3135.5	Semi standard non polar	33892256
Dihydromelilotoside,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC=C2CCC(=O)O)C1O	3115.7	Semi standard non polar	33892256
Dihydromelilotoside,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC=C2CCC(=O)O)C(O)C1O	3132.3	Semi standard non polar	33892256
Dihydromelilotoside,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	3283.0	Semi standard non polar	33892256
Dihydromelilotoside,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC=C2CCC(=O)O)C(O)C1O[Si](C)(C)C(C)(C)C	3293.7	Semi standard non polar	33892256
Dihydromelilotoside,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3302.3	Semi standard non polar	33892256
Dihydromelilotoside,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3291.7	Semi standard non polar	33892256
Dihydromelilotoside,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3299.8	Semi standard non polar	33892256
Dihydromelilotoside,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3301.2	Semi standard non polar	33892256
Dihydromelilotoside,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3279.2	Semi standard non polar	33892256
Dihydromelilotoside,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3303.2	Semi standard non polar	33892256
Dihydromelilotoside,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C(C)(C)C)C1O	3298.2	Semi standard non polar	33892256
Dihydromelilotoside,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC=C2CCC(=O)O)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	3312.6	Semi standard non polar	33892256
Dihydromelilotoside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3456.6	Semi standard non polar	33892256
Dihydromelilotoside,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3466.2	Semi standard non polar	33892256
Dihydromelilotoside,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3455.0	Semi standard non polar	33892256
Dihydromelilotoside,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3456.0	Semi standard non polar	33892256
Dihydromelilotoside,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3486.1	Semi standard non polar	33892256
Dihydromelilotoside,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3501.4	Semi standard non polar	33892256
Dihydromelilotoside,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3482.6	Semi standard non polar	33892256
Dihydromelilotoside,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3461.3	Semi standard non polar	33892256
Dihydromelilotoside,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3472.4	Semi standard non polar	33892256
Dihydromelilotoside,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3467.9	Semi standard non polar	33892256
Dihydromelilotoside,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3645.9	Semi standard non polar	33892256
Dihydromelilotoside,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3694.0	Semi standard non polar	33892256
Dihydromelilotoside,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3645.1	Semi standard non polar	33892256
Dihydromelilotoside,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3691.2	Semi standard non polar	33892256
Dihydromelilotoside,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3621.5	Semi standard non polar	33892256
Dihydromelilotoside,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC=C2CCC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3841.8	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 - Dihydromelilotoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-0wmi-4952000000-43d706886144765a8f7d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydromelilotoside GC-MS (5 TMS) - 70eV, Positive	splash10-00di-1020129000-2f103b354c8a8677f7d0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydromelilotoside 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydromelilotoside 6V, Negative-QTOF	splash10-014i-0900000000-0042fa79627bd4905083	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 10V, Positive-QTOF	splash10-02vj-0925000000-c036155f375e0851ec2d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 20V, Positive-QTOF	splash10-014j-1900000000-9f583d3b95953416af9e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 40V, Positive-QTOF	splash10-01b9-3900000000-b163693a91aa48cda99a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 10V, Negative-QTOF	splash10-00or-1928000000-a053be56f58bb66c4534	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 20V, Negative-QTOF	splash10-014i-1911000000-44981a054280964014d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 40V, Negative-QTOF	splash10-066r-6900000000-b23bf9911f6a3faeada6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 10V, Negative-QTOF	splash10-0aos-0917000000-b4b177e9287a7a56aab8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 20V, Negative-QTOF	splash10-0aou-3912000000-de7f2b1de3f6c9cef885	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 40V, Negative-QTOF	splash10-01bc-4900000000-a5a5ffd716d587603f7f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 10V, Positive-QTOF	splash10-03fs-0928000000-799b3d8245a69ee2ad75	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 20V, Positive-QTOF	splash10-0cdi-1952000000-ea2cd1475dc06f7e860b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromelilotoside 40V, Positive-QTOF	splash10-0a4j-9610000000-eb8cf637037353af5992	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details

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

FDB017669

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

73981563

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1867411

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 Dihydromelilotoside (HMDB0038334)

MOL for HMDB0038334 (Dihydromelilotoside)

3D MOL for HMDB0038334 (Dihydromelilotoside)

3D SDF for HMDB0038334 (Dihydromelilotoside)

3D-SDF for HMDB0038334 (Dihydromelilotoside)

PDB for HMDB0038334 (Dihydromelilotoside)

3D PDB for HMDB0038334 (Dihydromelilotoside)

SMILES for HMDB0038334 (Dihydromelilotoside)

INCHI for HMDB0038334 (Dihydromelilotoside)

Structure for HMDB0038334 (Dihydromelilotoside)

3D Structure for HMDB0038334 (Dihydromelilotoside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra