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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:53:05 UTC

Update Date

2022-03-07 02:53:32 UTC

HMDB ID

HMDB0032984

Secondary Accession Numbers

HMDB32984

Metabolite Identification

Common Name

Mahaleboside

Description

Mahaleboside 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. Mahaleboside has been detected, but not quantified in, fruits. This could make mahaleboside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Mahaleboside.

Structure

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

HMDB0032984
     RDKit          3D
Mahaleboside
 39 41  0  0  0  0  0  0  0  0999 V2000
    6.3046   -1.2328   -1.8552 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2580   -0.7702   -1.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0586   -1.3795   -1.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037   -0.8984   -1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9842    0.1878   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096    0.6784    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6700    0.1585    0.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5014   -0.3760   -0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446    0.4804   -0.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6364    0.0271   -0.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652    0.4881   -1.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7533   -0.0700   -1.7162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283    0.4256    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5720    0.0300    0.6784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -0.1801    1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2290   -1.0271    2.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981   -0.9387    1.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5792   -2.2587    0.9754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034    1.7771    1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2434    2.3066    1.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3638    1.7896    0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2139    0.7146    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3208    0.2529   -0.4872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520   -2.2248   -2.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9437   -1.3193   -1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830   -1.2512   -0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6124   -1.0804   -0.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6035    1.5692   -1.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0595    0.0175   -2.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7255   -1.0519   -1.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2493    1.5510    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1588    0.7268    1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0983    0.6389    2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6096   -1.6566    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511   -0.9733    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -2.6898    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1181    2.1623    1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3919    3.1616    2.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3426    2.2345    1.1111 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 22  5  1  0
 17  8  1  0
  3 24  1  0
  4 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 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
M  END


  Mrv0541 05061306502D          

 23 25  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
   -0.7145    1.2375    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    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   -1.2375    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
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    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
  5  4  2  0  0  0  0
  7  4  1  0  0  0  0
  8  2  1  0  0  0  0
  8  7  2  0  0  0  0
  9  3  2  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  5  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  6  1  0  0  0  0
 17 11  2  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  8  1  0  0  0  0
 21 11  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>
HMDB0032984

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O8/c16-6-10-12(18)13(19)14(20)15(23-10)22-9-3-1-2-8-7(9)4-5-11(17)21-8/h1-5,10,12-16,18-20H,6H2

> <INCHI_KEY>
UMXDJWMIEHQSHF-UHFFFAOYSA-N

> <FORMULA>
C15H16O8

> <MOLECULAR_WEIGHT>
324.2827

> <EXACT_MASS>
324.084517488

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
30.46767162174858

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.72

> <JCHEM_LOGP>
-0.7882737996666666

> <ALOGPS_LOGS>
-1.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.196080062123887

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.20011149489042

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923462204206

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
75.67390000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032984
     RDKit          3D
Mahaleboside
 39 41  0  0  0  0  0  0  0  0999 V2000
    6.3046   -1.2328   -1.8552 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2580   -0.7702   -1.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0586   -1.3795   -1.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037   -0.8984   -1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9842    0.1878   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096    0.6784    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6700    0.1585    0.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5014   -0.3760   -0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446    0.4804   -0.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6364    0.0271   -0.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652    0.4881   -1.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7533   -0.0700   -1.7162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283    0.4256    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5720    0.0300    0.6784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -0.1801    1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2290   -1.0271    2.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981   -0.9387    1.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5792   -2.2587    0.9754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034    1.7771    1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2434    2.3066    1.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3638    1.7896    0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2139    0.7146    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3208    0.2529   -0.4872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520   -2.2248   -2.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9437   -1.3193   -1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830   -1.2512   -0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6124   -1.0804   -0.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6035    1.5692   -1.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0595    0.0175   -2.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7255   -1.0519   -1.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2493    1.5510    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1588    0.7268    1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0983    0.6389    2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6096   -1.6566    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511   -0.9733    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -2.6898    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1181    2.1623    1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3919    3.1616    2.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3426    2.2345    1.1111 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 22  5  1  0
 17  8  1  0
  3 24  1  0
  4 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 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
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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    8                                                       
CONECT    3    1    9                                                       
CONECT    4    5    7                                                       
CONECT    5    4   11                                                       
CONECT    6   10   16                                                       
CONECT    7    4    8    9                                                  
CONECT    8    2    7   21                                                  
CONECT    9    3    7   22                                                  
CONECT   10    6   12   23                                                  
CONECT   11    5   17   21                                                  
CONECT   12   10   13   18                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14   22   23                                                  
CONECT   16    6                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21    8   11                                                       
CONECT   22    9   15                                                       
CONECT   23   10   15                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0032984
HETATM    1  O1  UNL     1       6.305  -1.233  -1.855  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.258  -0.770  -1.304  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.059  -1.380  -1.593  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.904  -0.898  -1.008  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.984   0.188  -0.143  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.810   0.678   0.453  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.670   0.159   0.226  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.501  -0.376  -0.008  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.345   0.480  -0.742  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.636   0.027  -0.732  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.465   0.488  -1.890  1.00  0.00           C  
HETATM   12  O4  UNL     1      -4.753  -0.070  -1.716  1.00  0.00           O  
HETATM   13  C9  UNL     1      -3.228   0.426   0.603  1.00  0.00           C  
HETATM   14  O5  UNL     1      -4.572   0.030   0.678  1.00  0.00           O  
HETATM   15  C10 UNL     1      -2.380  -0.180   1.671  1.00  0.00           C  
HETATM   16  O6  UNL     1      -3.229  -1.027   2.425  1.00  0.00           O  
HETATM   17  C11 UNL     1      -1.198  -0.939   1.203  1.00  0.00           C  
HETATM   18  O7  UNL     1      -1.579  -2.259   0.975  1.00  0.00           O  
HETATM   19  C12 UNL     1       2.003   1.777   1.308  1.00  0.00           C  
HETATM   20  C13 UNL     1       3.243   2.307   1.525  1.00  0.00           C  
HETATM   21  C14 UNL     1       4.364   1.790   0.917  1.00  0.00           C  
HETATM   22  C15 UNL     1       4.214   0.715   0.074  1.00  0.00           C  
HETATM   23  O8  UNL     1       5.321   0.253  -0.487  1.00  0.00           O  
HETATM   24  H1  UNL     1       3.952  -2.225  -2.258  1.00  0.00           H  
HETATM   25  H2  UNL     1       1.944  -1.319  -1.185  1.00  0.00           H  
HETATM   26  H3  UNL     1      -0.383  -1.251  -0.734  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.612  -1.080  -0.757  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.604   1.569  -1.962  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.059   0.017  -2.806  1.00  0.00           H  
HETATM   30  H7  UNL     1      -4.725  -1.052  -1.892  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.249   1.551   0.656  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.159   0.727   1.013  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.098   0.639   2.382  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.610  -1.657   1.737  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.451  -0.973   2.031  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.043  -2.690   0.256  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.118   2.162   1.769  1.00  0.00           H  
HETATM   38  H15 UNL     1       3.392   3.162   2.191  1.00  0.00           H  
HETATM   39  H16 UNL     1       5.343   2.234   1.111  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   23
CONECT    3    4    4   24
CONECT    4    5   25
CONECT    5    6    6   22
CONECT    6    7   19
CONECT    7    8
CONECT    8    9   17   26
CONECT    9   10
CONECT   10   11   13   27
CONECT   11   12   28   29
CONECT   12   30
CONECT   13   14   15   31
CONECT   14   32
CONECT   15   16   17   33
CONECT   16   34
CONECT   17   18   35
CONECT   18   36
CONECT   19   20   20   37
CONECT   20   21   38
CONECT   21   22   22   39
CONECT   22   23
END

HMDB0032984
     RDKit          3D
Mahaleboside
 39 41  0  0  0  0  0  0  0  0999 V2000
    6.3046   -1.2328   -1.8552 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2580   -0.7702   -1.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0586   -1.3795   -1.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037   -0.8984   -1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9842    0.1878   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096    0.6784    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6700    0.1585    0.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5014   -0.3760   -0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446    0.4804   -0.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6364    0.0271   -0.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652    0.4881   -1.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7533   -0.0700   -1.7162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283    0.4256    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5720    0.0300    0.6784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -0.1801    1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2290   -1.0271    2.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981   -0.9387    1.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5792   -2.2587    0.9754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034    1.7771    1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2434    2.3066    1.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3638    1.7896    0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2139    0.7146    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3208    0.2529   -0.4872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520   -2.2248   -2.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9437   -1.3193   -1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830   -1.2512   -0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6124   -1.0804   -0.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6035    1.5692   -1.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0595    0.0175   -2.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7255   -1.0519   -1.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2493    1.5510    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1588    0.7268    1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0983    0.6389    2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6096   -1.6566    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511   -0.9733    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -2.6898    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1181    2.1623    1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3919    3.1616    2.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3426    2.2345    1.1111 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 22  5  1  0
 17  8  1  0
  3 24  1  0
  4 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 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
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₆O₈

Average Molecular Weight

324.2827

Monoisotopic Molecular Weight

324.084517488

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O

InChI Identifier

InChI=1S/C15H16O8/c16-6-10-12(18)13(19)14(20)15(23-10)22-9-3-1-2-8-7(9)4-5-11(17)21-8/h1-5,10,12-16,18-20H,6H2

InChI Key

UMXDJWMIEHQSHF-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-5-o-glycoside
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Pyranone
Monosaccharide
Oxane
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Secondary alcohol
Polyol
Organoheterocyclic compound
Acetal
Oxacycle
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Primary alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032984)
Cytoplasm (HMDB: HMDB0032984)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032984)

Source

Exogenous

Exogenous (HMDB: HMDB0032984)

Food

Food (HMDB: HMDB0032984)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0032984)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032984)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	268 °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	10.9 g/L	ALOGPS
logP	-0.72	ALOGPS
logP	-0.79	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	75.67 m³·mol⁻¹	ChemAxon
Polarizability	30.47 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
DarkChem	[M+H]+	173.6	31661259
DarkChem	[M-H]-	171.516	31661259
DeepCCS	[M+H]+	169.037	30932474
DeepCCS	[M-H]-	166.679	30932474
DeepCCS	[M-2H]-	200.217	30932474
DeepCCS	[M+Na]+	175.444	30932474
AllCCS	[M+H]+	174.8	32859911
AllCCS	[M+H-H2O]+	171.5	32859911
AllCCS	[M+NH4]+	177.8	32859911
AllCCS	[M+Na]+	178.6	32859911
AllCCS	[M-H]-	172.3	32859911
AllCCS	[M+Na-2H]-	172.0	32859911
AllCCS	[M+HCOO]-	171.8	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.	3.37 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2856 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.9 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	139.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1204.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	245.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	96.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	185.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	70.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	294.0 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	318.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	299.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	662.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	247.6 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	995.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	212.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	219.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	458.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	330.6 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	167.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mahaleboside	OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O	3750.9	Standard polar	33892256
Mahaleboside	OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O	2942.4	Standard non polar	33892256
Mahaleboside	OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O	3166.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mahaleboside,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O	3071.3	Semi standard non polar	33892256
Mahaleboside,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=CC3=C2C=CC(=O)O3)OC(CO)C(O)C1O	3066.7	Semi standard non polar	33892256
Mahaleboside,1TMS,isomer #3	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C1O	3057.3	Semi standard non polar	33892256
Mahaleboside,1TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C1O	3065.6	Semi standard non polar	33892256
Mahaleboside,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C(O)C1O	3001.3	Semi standard non polar	33892256
Mahaleboside,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O[Si](C)(C)C)C1O	3017.9	Semi standard non polar	33892256
Mahaleboside,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O[Si](C)(C)C	2997.2	Semi standard non polar	33892256
Mahaleboside,2TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C1O	2985.1	Semi standard non polar	33892256
Mahaleboside,2TMS,isomer #5	C[Si](C)(C)OC1C(OC2=CC=CC3=C2C=CC(=O)O3)OC(CO)C(O)C1O[Si](C)(C)C	2982.8	Semi standard non polar	33892256
Mahaleboside,2TMS,isomer #6	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C1O[Si](C)(C)C	2975.7	Semi standard non polar	33892256
Mahaleboside,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2959.3	Semi standard non polar	33892256
Mahaleboside,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2984.6	Semi standard non polar	33892256
Mahaleboside,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2961.9	Semi standard non polar	33892256
Mahaleboside,3TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2947.9	Semi standard non polar	33892256
Mahaleboside,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2972.9	Semi standard non polar	33892256
Mahaleboside,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O	3343.9	Semi standard non polar	33892256
Mahaleboside,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C=CC(=O)O3)OC(CO)C(O)C1O	3343.2	Semi standard non polar	33892256
Mahaleboside,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C1O	3345.3	Semi standard non polar	33892256
Mahaleboside,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C1O	3335.2	Semi standard non polar	33892256
Mahaleboside,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3548.4	Semi standard non polar	33892256
Mahaleboside,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3569.3	Semi standard non polar	33892256
Mahaleboside,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3554.9	Semi standard non polar	33892256
Mahaleboside,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C(C)(C)C)C1O	3549.7	Semi standard non polar	33892256
Mahaleboside,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C=CC(=O)O3)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	3555.8	Semi standard non polar	33892256
Mahaleboside,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C1O[Si](C)(C)C(C)(C)C	3545.4	Semi standard non polar	33892256
Mahaleboside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3745.1	Semi standard non polar	33892256
Mahaleboside,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3772.8	Semi standard non polar	33892256
Mahaleboside,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3759.7	Semi standard non polar	33892256
Mahaleboside,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C=CC(=O)O3)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3740.1	Semi standard non polar	33892256
Mahaleboside,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C=CC(=O)O3)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	3955.3	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 - Mahaleboside GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9873000000-b0d8ebe63c6a87fc2b92	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mahaleboside GC-MS (4 TMS) - 70eV, Positive	splash10-0002-1211290000-f408d70e689c77ea82a1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mahaleboside 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 - Mahaleboside 10V, Positive-QTOF	splash10-03fr-0906000000-5a42a8b2417a5047dd36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mahaleboside 20V, Positive-QTOF	splash10-03di-0900000000-8fb91e0109a9bd756c95	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mahaleboside 40V, Positive-QTOF	splash10-03di-2900000000-33c53a696fe7ebb011b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mahaleboside 10V, Negative-QTOF	splash10-0229-1729000000-1db6aef92dc546fcb787	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mahaleboside 20V, Negative-QTOF	splash10-03di-1911000000-2b6cab93cdcb8cf78030	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mahaleboside 40V, Negative-QTOF	splash10-02t9-2900000000-d51685983e41a3973217	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mahaleboside 10V, Positive-QTOF	splash10-03fr-0905000000-3df51d51016d634db68b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mahaleboside 20V, Positive-QTOF	splash10-03di-2985000000-a00f47dd5ba271451636	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mahaleboside 40V, Positive-QTOF	splash10-03y0-3910000000-5601a139ce0bca008a28	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mahaleboside 10V, Negative-QTOF	splash10-00di-0229000000-415b459992f9322626a9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mahaleboside 20V, Negative-QTOF	splash10-03di-2931000000-d944706c48b4a1517dc5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mahaleboside 40V, Negative-QTOF	splash10-02u4-2910000000-30810f25e56518877875	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB010972

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

131751353

PDB ID

Not Available

ChEBI ID

175126

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.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Mahaleboside → 6-{[4,5-dihydroxy-2-(hydroxymethyl)-6-[(2-oxo-2H-chromen-5-yl)oxy]oxan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Mahaleboside → 6-{[3,5-dihydroxy-2-(hydroxymethyl)-6-[(2-oxo-2H-chromen-5-yl)oxy]oxan-4-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Mahaleboside → 6-{[4,5-dihydroxy-6-(hydroxymethyl)-2-[(2-oxo-2H-chromen-5-yl)oxy]oxan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Mahaleboside → 3,4,5-trihydroxy-6-({3,4,5-trihydroxy-6-[(2-oxo-2H-chromen-5-yl)oxy]oxan-2-yl}methoxy)oxane-2-carboxylic acid	details

Showing metabocard for Mahaleboside (HMDB0032984)

MOL for HMDB0032984 (Mahaleboside)

3D MOL for HMDB0032984 (Mahaleboside)

3D SDF for HMDB0032984 (Mahaleboside)

3D-SDF for HMDB0032984 (Mahaleboside)

PDB for HMDB0032984 (Mahaleboside)

3D PDB for HMDB0032984 (Mahaleboside)

SMILES for HMDB0032984 (Mahaleboside)

INCHI for HMDB0032984 (Mahaleboside)

Structure for HMDB0032984 (Mahaleboside)

3D Structure for HMDB0032984 (Mahaleboside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions