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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 04:33:54 UTC

Update Date

2021-09-24 04:33:54 UTC

HMDB ID

HMDB0303778

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Daphnetin glucoside

Description

Daphnetin glucoside is a member of the class of compounds known as coumarin glycosides. Coumarin glycosides are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. Daphnetin glucoside is soluble (in water) and a very weakly acidic compound (based on its pKa). Daphnetin glucoside can be found in coriander, which makes daphnetin glucoside a potential biomarker for the consumption of this food product.

Structure

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

HMDB0303778
     RDKit          3D
Daphnetin glucoside
 40 42  0  0  0  0  0  0  0  0999 V2000
    2.8458   -3.5784    0.9318 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1208   -2.4043    0.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4708   -2.0975    0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711   -0.8160    0.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7911    0.0989   -0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0975    1.3795   -0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0903    2.2727   -1.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7680    1.8595   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7113    2.7030   -1.2265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    0.5881   -0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1532    0.2091   -0.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738    0.3335    0.7261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7530    1.1894    0.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5465    0.7447   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7189    1.7305   -0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4457    1.7601    0.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1305   -0.6082   -0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3248   -0.5370    0.4179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -1.6099    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004   -2.4168   -0.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1727   -0.9945    1.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7075   -0.8130    2.4795 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4569   -0.3065   -0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2015   -1.5236    0.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -2.8162    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7972   -0.5099   -0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1473    1.6266   -0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3378    3.2692   -1.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9302    3.6285   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    0.7926    1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9327    0.8168   -1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147    2.7172   -0.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    1.4123   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8640    1.6361    1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4532   -1.0035   -1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3642   -1.2666    1.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073   -2.3117    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -1.8579   -1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106   -1.6778    1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1578   -1.6191    2.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10 23  2  0
 23 24  1  0
 24  2  1  0
 23  5  1  0
 21 12  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
M  END

  Mrv0541 02241221532D          

 24 26  0  0  0  0            999 V2000
    2.1428    1.2389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    1.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    2.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    2.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    2.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7142    2.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292    2.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292    1.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7142    1.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    1.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    1.2389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428    1.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7142    0.4152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7142   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278   -1.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7142   -2.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0006   -1.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0006   -0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -2.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -1.6513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7142   -2.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -2.0638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -0.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 11  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  2  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 24  1  0  0  0  0
 16 17  1  0  0  0  0
 16 23  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303778

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=C3OC(=O)C=CC3=CC=C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O9/c16-5-8-10(19)11(20)12(21)15(22-8)24-14-7(17)3-1-6-2-4-9(18)23-13(6)14/h1-4,8,10-12,15-17,19-21H,5H2

> <INCHI_KEY>
MMPBHSBVPREJQC-UHFFFAOYSA-N

> <FORMULA>
C15H16O9

> <MOLECULAR_WEIGHT>
340.2821

> <EXACT_MASS>
340.07943211

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
30.94834427523668

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-hydroxy-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one

> <ALOGPS_LOGP>
-0.55

> <JCHEM_LOGP>
-1.0918391213333336

> <ALOGPS_LOGS>
-1.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.200106368017538

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.239954471454986

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923662200084

> <JCHEM_POLAR_SURFACE_AREA>
145.91000000000003

> <JCHEM_REFRACTIVITY>
77.65480000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303778
     RDKit          3D
Daphnetin glucoside
 40 42  0  0  0  0  0  0  0  0999 V2000
    2.8458   -3.5784    0.9318 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1208   -2.4043    0.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4708   -2.0975    0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711   -0.8160    0.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7911    0.0989   -0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0975    1.3795   -0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0903    2.2727   -1.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7680    1.8595   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7113    2.7030   -1.2265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    0.5881   -0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1532    0.2091   -0.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738    0.3335    0.7261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7530    1.1894    0.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5465    0.7447   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7189    1.7305   -0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4457    1.7601    0.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1305   -0.6082   -0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3248   -0.5370    0.4179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -1.6099    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004   -2.4168   -0.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1727   -0.9945    1.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7075   -0.8130    2.4795 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4569   -0.3065   -0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2015   -1.5236    0.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -2.8162    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7972   -0.5099   -0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1473    1.6266   -0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3378    3.2692   -1.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9302    3.6285   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    0.7926    1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9327    0.8168   -1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147    2.7172   -0.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    1.4123   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8640    1.6361    1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4532   -1.0035   -1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3642   -1.2666    1.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073   -2.3117    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -1.8579   -1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106   -1.6778    1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1578   -1.6191    2.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10 23  2  0
 23 24  1  0
 24  2  1  0
 23  5  1  0
 21 12  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       4.000   2.313   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.668   3.082   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.668   4.622   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.333   5.392   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.001   4.622   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.333   5.392   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.668   4.622   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.668   3.085   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.333   2.315   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.001   3.082   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.333   2.313   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -4.000   2.315   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.333   0.775   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.333  -0.765   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.665  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.665  -3.082   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.333  -3.852   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.001  -3.082   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.001  -1.540   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.333  -3.852   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.668  -3.082   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.333  -5.392   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.000  -3.852   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.000  -0.772   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   13                                                  
CONECT   10    5    9   11                                                  
CONECT   11    2   10                                                       
CONECT   12    8                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   14   18                                                       
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   17                                                            
CONECT   23   16                                                            
CONECT   24   15                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0303778
HETATM    1  O1  UNL     1       2.846  -3.578   0.932  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.121  -2.404   0.540  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.471  -2.098   0.461  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.771  -0.816   0.034  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.791   0.099  -0.292  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.098   1.380  -0.719  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.090   2.273  -1.039  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.768   1.860  -0.923  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.711   2.703  -1.227  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.459   0.588  -0.499  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.153   0.209  -0.395  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.674   0.333   0.726  1.00  0.00           C  
HETATM   13  O4  UNL     1      -1.753   1.189   0.507  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.547   0.745  -0.544  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.719   1.731  -0.645  1.00  0.00           C  
HETATM   16  O5  UNL     1      -4.446   1.760   0.520  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.131  -0.608  -0.337  1.00  0.00           C  
HETATM   18  O6  UNL     1      -4.325  -0.537   0.418  1.00  0.00           O  
HETATM   19  C13 UNL     1      -2.188  -1.610   0.260  1.00  0.00           C  
HETATM   20  O7  UNL     1      -1.600  -2.417  -0.719  1.00  0.00           O  
HETATM   21  C14 UNL     1      -1.173  -0.994   1.183  1.00  0.00           C  
HETATM   22  O8  UNL     1      -1.708  -0.813   2.480  1.00  0.00           O  
HETATM   23  C15 UNL     1       2.457  -0.306  -0.179  1.00  0.00           C  
HETATM   24  O9  UNL     1       2.201  -1.524   0.227  1.00  0.00           O  
HETATM   25  H1  UNL     1       5.248  -2.816   0.718  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.797  -0.510  -0.051  1.00  0.00           H  
HETATM   27  H3  UNL     1       5.147   1.627  -0.784  1.00  0.00           H  
HETATM   28  H4  UNL     1       3.338   3.269  -1.371  1.00  0.00           H  
HETATM   29  H5  UNL     1       0.930   3.628  -1.535  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.099   0.793   1.569  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.933   0.817  -1.462  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.315   2.717  -0.944  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.417   1.412  -1.463  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.864   1.636   1.318  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.453  -1.004  -1.333  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.364  -1.267   1.071  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.807  -2.312   0.888  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.416  -1.858  -1.501  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.311  -1.678   1.321  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.158  -1.619   2.789  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   24
CONECT    3    4    4   25
CONECT    4    5   26
CONECT    5    6    6   23
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   10
CONECT    9   29
CONECT   10   11   23   23
CONECT   11   12
CONECT   12   13   21   30
CONECT   13   14
CONECT   14   15   17   31
CONECT   15   16   32   33
CONECT   16   34
CONECT   17   18   19   35
CONECT   18   36
CONECT   19   20   21   37
CONECT   20   38
CONECT   21   22   39
CONECT   22   40
CONECT   23   24
END

HMDB0303778
     RDKit          3D
Daphnetin glucoside
 40 42  0  0  0  0  0  0  0  0999 V2000
    2.8458   -3.5784    0.9318 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1208   -2.4043    0.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4708   -2.0975    0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711   -0.8160    0.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7911    0.0989   -0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0975    1.3795   -0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0903    2.2727   -1.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7680    1.8595   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7113    2.7030   -1.2265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    0.5881   -0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1532    0.2091   -0.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738    0.3335    0.7261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7530    1.1894    0.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5465    0.7447   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7189    1.7305   -0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4457    1.7601    0.5199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1305   -0.6082   -0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3248   -0.5370    0.4179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -1.6099    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004   -2.4168   -0.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1727   -0.9945    1.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7075   -0.8130    2.4795 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4569   -0.3065   -0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2015   -1.5236    0.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -2.8162    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7972   -0.5099   -0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1473    1.6266   -0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3378    3.2692   -1.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9302    3.6285   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    0.7926    1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9327    0.8168   -1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147    2.7172   -0.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    1.4123   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8640    1.6361    1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4532   -1.0035   -1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3642   -1.2666    1.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073   -2.3117    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -1.8579   -1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106   -1.6778    1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1578   -1.6191    2.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10 23  2  0
 23 24  1  0
 24  2  1  0
 23  5  1  0
 21 12  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₆O₉

Average Molecular Weight

340.2821

Monoisotopic Molecular Weight

340.07943211

IUPAC Name

7-hydroxy-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one

Traditional Name

7-hydroxy-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2=C3OC(=O)C=CC3=CC=C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C15H16O9/c16-5-8-10(19)11(20)12(21)15(22-8)24-14-7(17)3-1-6-2-4-9(18)23-13(6)14/h1-4,8,10-12,15-17,19-21H,5H2

InChI Key

MMPBHSBVPREJQC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Coumarin glycosides

Direct Parent

Coumarin glycosides

Alternative Parents

Substituents

Coumarin o-glycoside
Coumarin-8-o-glycoside
Phenolic glycoside
7-hydroxycoumarin
Hydroxycoumarin
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Benzopyran
1-benzopyran
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Pyran
Monosaccharide
Oxane
Benzenoid
Heteroaromatic compound
Secondary alcohol
Lactone
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303778)

Food

Herb and spice

Herb

Coriander (FooDB: FOOD00061)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.55	ALOGPS
logP	-1.1	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	8.24	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	77.65 m³·mol⁻¹	ChemAxon
Polarizability	30.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	177.309	32859911
AllCCS	[M+H-H2O]+	174.167	32859911
AllCCS	[M+Na]+	181.049	32859911
AllCCS	[M+NH4]+	180.215	32859911
AllCCS	[M-H]-	174.006	32859911
AllCCS	[M+Na-2H]-	173.665	32859911
AllCCS	[M+HCOO]-	173.423	32859911
DeepCCS	[M+H]+	174.673	30932474
DeepCCS	[M-H]-	172.315	30932474
DeepCCS	[M-2H]-	206.146	30932474
DeepCCS	[M+Na]+	181.373	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 10V, Positive-QTOF	splash10-004l-0908000000-b9d9ed7a58a3beb0afd9	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 20V, Positive-QTOF	splash10-004i-0900000000-f486166c0787c9714f30	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 40V, Positive-QTOF	splash10-004r-1900000000-5c0ad1331054575b3e78	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 10V, Negative-QTOF	splash10-002r-0729000000-708679ef455b03ddd4ed	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 20V, Negative-QTOF	splash10-004i-0901000000-81f3aaf6bd0b3b834015	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 40V, Negative-QTOF	splash10-001i-2900000000-7ad1488d5c992c089440	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 10V, Positive-QTOF	splash10-002f-0509000000-eec0b553d57a1817cddd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 20V, Positive-QTOF	splash10-004i-0922000000-00683e2c2abad094dbf0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 40V, Positive-QTOF	splash10-004i-7910000000-17ab33ac1c20d666f377	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 10V, Negative-QTOF	splash10-000i-0019000000-e28a1b5b1463fb5dbece	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 20V, Negative-QTOF	splash10-004r-1955000000-a7743fa95c5f8f1f9256	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daphnetin glucoside 40V, Negative-QTOF	splash10-0002-0900000000-cf78de5f2715dfa6bb72	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021655

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

73981557

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

Not Available

Showing metabocard for Daphnetin glucoside (HMDB0303778)

MOL for HMDB0303778 (Daphnetin glucoside)

3D MOL for HMDB0303778 (Daphnetin glucoside)

3D SDF for HMDB0303778 (Daphnetin glucoside)

3D-SDF for HMDB0303778 (Daphnetin glucoside)

PDB for HMDB0303778 (Daphnetin glucoside)

3D PDB for HMDB0303778 (Daphnetin glucoside)

SMILES for HMDB0303778 (Daphnetin glucoside)

INCHI for HMDB0303778 (Daphnetin glucoside)

Structure for HMDB0303778 (Daphnetin glucoside)

3D Structure for HMDB0303778 (Daphnetin glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra