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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:32:11 UTC

Update Date

2022-03-07 02:52:15 UTC

HMDB ID

HMDB0029710

Secondary Accession Numbers

HMDB29710

Metabolite Identification

Common Name

DIMBOA-Glc

Description

DIMBOA-Glc belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. DIMBOA-Glc has been detected, but not quantified in, several different foods, such as breakfast cereal, cereals and cereal products, common wheats (Triticum aestivum), corns (Zea mays), and fats and oils. This could make dimboa-GLC a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on DIMBOA-Glc.

Structure

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


  Mrv0541 05061304512D          

 26 28  0  0  0  0            999 V2000
   -2.1434   -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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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
    3.5724   -1.2375    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    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  1  0  0  0  0
 16 13  1  0  0  0  0
 17  5  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  2  0  0  0  0
 22 16  1  0  0  0  0
 23  1  1  0  0  0  0
 23  6  1  0  0  0  0
 24  8  1  0  0  0  0
 24 15  1  0  0  0  0
 25  9  1  0  0  0  0
 25 14  1  0  0  0  0
 26 14  1  0  0  0  0
 26 15  1  0  0  0  0
M  END

HMDB0029710
     RDKit          3D
DIMBOA-Glc
 45 47  0  0  0  0  0  0  0  0999 V2000
    7.0582    1.3479    0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6766    1.5193    1.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    0.6016    0.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1450   -0.4911   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -1.4016   -0.6292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831   -1.2437   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -0.1517    0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    0.7586    0.8383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1067    0.0114    0.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1975   -0.5544   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1071   -0.4417    0.0280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497    0.4237   -0.7832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2263    1.4750   -0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5221    1.6059    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600    2.2786    1.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9402    3.5210    1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3730    0.4052    0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6245    0.6828   -0.2015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8440   -0.8306   -0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8913   -1.5678   -0.7580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9646   -0.3490   -1.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720   -1.3946   -2.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5750   -1.9664   -0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384   -2.9279   -0.6814 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9740   -2.1965   -0.9493 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3490   -3.2675   -1.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3536    0.2768    1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6572    1.9442    1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3334    1.5268   -0.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2120   -0.6471   -0.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5457   -2.2622   -1.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    1.6045    1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    0.0633   -1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826    0.7970   -1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9857    2.3769   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6046    2.4249    2.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804    1.6692    2.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2820    4.0281    0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6437    0.1226    1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1196   -0.1244   -0.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1886   -1.4279    0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2233   -2.2767   -0.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259    0.2924   -2.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6904   -2.2701   -1.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8048   -3.9651   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 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  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  3  1  0
 21 12  1  0
 25  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 26 45  1  0
M  END


  Mrv0541 05061304512D          

 26 28  0  0  0  0            999 V2000
   -2.1434   -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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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
    3.5724   -1.2375    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    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  1  0  0  0  0
 16 13  1  0  0  0  0
 17  5  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  2  0  0  0  0
 22 16  1  0  0  0  0
 23  1  1  0  0  0  0
 23  6  1  0  0  0  0
 24  8  1  0  0  0  0
 24 15  1  0  0  0  0
 25  9  1  0  0  0  0
 25 14  1  0  0  0  0
 26 14  1  0  0  0  0
 26 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029710

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1)N(O)C(=O)C(OC1OC(CO)C(O)C(O)C1O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C15H19NO10/c1-23-6-2-3-7-8(4-6)24-15(13(21)16(7)22)26-14-12(20)11(19)10(18)9(5-17)25-14/h2-4,9-12,14-15,17-20,22H,5H2,1H3

> <INCHI_KEY>
WTGXAWKVZMQEDA-UHFFFAOYSA-N

> <FORMULA>
C15H19NO10

> <MOLECULAR_WEIGHT>
373.3121

> <EXACT_MASS>
373.100895833

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
34.71634370388119

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-hydroxy-7-methoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1,4-benzoxazin-3-one

> <ALOGPS_LOGP>
-1.16

> <JCHEM_LOGP>
-1.825424382333333

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.207165663439428

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.850266350203712

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810849224353024

> <JCHEM_POLAR_SURFACE_AREA>
158.38

> <JCHEM_REFRACTIVITY>
80.88380000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.84e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-7-methoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-1,4-benzoxazin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029710
     RDKit          3D
DIMBOA-Glc
 45 47  0  0  0  0  0  0  0  0999 V2000
    7.0582    1.3479    0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6766    1.5193    1.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    0.6016    0.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1450   -0.4911   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -1.4016   -0.6292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831   -1.2437   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -0.1517    0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    0.7586    0.8383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1067    0.0114    0.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1975   -0.5544   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1071   -0.4417    0.0280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497    0.4237   -0.7832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2263    1.4750   -0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5221    1.6059    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600    2.2786    1.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9402    3.5210    1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3730    0.4052    0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6245    0.6828   -0.2015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8440   -0.8306   -0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8913   -1.5678   -0.7580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9646   -0.3490   -1.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720   -1.3946   -2.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5750   -1.9664   -0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384   -2.9279   -0.6814 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9740   -2.1965   -0.9493 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3490   -3.2675   -1.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3536    0.2768    1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6572    1.9442    1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3334    1.5268   -0.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2120   -0.6471   -0.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5457   -2.2622   -1.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    1.6045    1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    0.0633   -1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826    0.7970   -1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9857    2.3769   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6046    2.4249    2.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804    1.6692    2.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2820    4.0281    0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6437    0.1226    1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1196   -0.1244   -0.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1886   -1.4279    0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2233   -2.2767   -0.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259    0.2924   -2.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6904   -2.2701   -1.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8048   -3.9651   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 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  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  3  1  0
 21 12  1  0
 25  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 26 45  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      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2    3    6                                                       
CONECT    3    2    7                                                       
CONECT    4    6    8                                                       
CONECT    5    9   17                                                       
CONECT    6    2    4   23                                                  
CONECT    7    3    8   16                                                  
CONECT    8    4    7   24                                                  
CONECT    9    5   10   25                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   14   20                                                  
CONECT   13   15   16   21                                                  
CONECT   14   12   25   26                                                  
CONECT   15   13   24   26                                                  
CONECT   16    7   13   22                                                  
CONECT   17    5                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22   16                                                            
CONECT   23    1    6                                                       
CONECT   24    8   15                                                       
CONECT   25    9   14                                                       
CONECT   26   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0029710
HETATM    1  C1  UNL     1       7.058   1.348   0.908  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.677   1.519   1.136  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.745   0.602   0.622  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.145  -0.491  -0.118  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.236  -1.402  -0.629  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.883  -1.244  -0.412  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.478  -0.152   0.328  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.393   0.759   0.838  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.107   0.011   0.550  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.197  -0.554  -0.414  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.107  -0.442   0.028  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.850   0.424  -0.783  1.00  0.00           C  
HETATM   13  O4  UNL     1      -2.226   1.475  -0.009  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.522   1.606   0.332  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.560   2.279   1.714  1.00  0.00           C  
HETATM   16  O5  UNL     1      -2.940   3.521   1.622  1.00  0.00           O  
HETATM   17  C12 UNL     1      -4.373   0.405   0.398  1.00  0.00           C  
HETATM   18  O6  UNL     1      -5.624   0.683  -0.202  1.00  0.00           O  
HETATM   19  C13 UNL     1      -3.844  -0.831  -0.248  1.00  0.00           C  
HETATM   20  O7  UNL     1      -4.891  -1.568  -0.758  1.00  0.00           O  
HETATM   21  C14 UNL     1      -2.965  -0.349  -1.407  1.00  0.00           C  
HETATM   22  O8  UNL     1      -2.472  -1.395  -2.165  1.00  0.00           O  
HETATM   23  C15 UNL     1       0.575  -1.966  -0.680  1.00  0.00           C  
HETATM   24  O9  UNL     1      -0.238  -2.928  -0.681  1.00  0.00           O  
HETATM   25  N1  UNL     1       1.974  -2.196  -0.949  1.00  0.00           N  
HETATM   26  O10 UNL     1       2.349  -3.267  -1.672  1.00  0.00           O  
HETATM   27  H1  UNL     1       7.354   0.277   1.104  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.657   1.944   1.614  1.00  0.00           H  
HETATM   29  H3  UNL     1       7.333   1.527  -0.159  1.00  0.00           H  
HETATM   30  H4  UNL     1       6.212  -0.647  -0.310  1.00  0.00           H  
HETATM   31  H5  UNL     1       4.546  -2.262  -1.212  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.041   1.605   1.415  1.00  0.00           H  
HETATM   33  H7  UNL     1       0.375   0.063  -1.332  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.183   0.797  -1.586  1.00  0.00           H  
HETATM   35  H9  UNL     1      -3.986   2.377  -0.353  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.605   2.425   2.048  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.980   1.669   2.438  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.282   4.028   0.867  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.644   0.123   1.459  1.00  0.00           H  
HETATM   40  H14 UNL     1      -6.120  -0.124  -0.421  1.00  0.00           H  
HETATM   41  H15 UNL     1      -3.189  -1.428   0.426  1.00  0.00           H  
HETATM   42  H16 UNL     1      -5.223  -2.277  -0.176  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.626   0.292  -2.030  1.00  0.00           H  
HETATM   44  H18 UNL     1      -2.690  -2.270  -1.742  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.805  -3.965  -1.136  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   30
CONECT    5    6    6   31
CONECT    6    7   25
CONECT    7    8    8    9
CONECT    8   32
CONECT    9   10
CONECT   10   11   23   33
CONECT   11   12
CONECT   12   13   21   34
CONECT   13   14
CONECT   14   15   17   35
CONECT   15   16   36   37
CONECT   16   38
CONECT   17   18   19   39
CONECT   18   40
CONECT   19   20   21   41
CONECT   20   42
CONECT   21   22   43
CONECT   22   44
CONECT   23   24   24   25
CONECT   25   26
CONECT   26   45
END

HMDB0029710
     RDKit          3D
DIMBOA-Glc
 45 47  0  0  0  0  0  0  0  0999 V2000
    7.0582    1.3479    0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6766    1.5193    1.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    0.6016    0.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1450   -0.4911   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -1.4016   -0.6292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831   -1.2437   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -0.1517    0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    0.7586    0.8383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1067    0.0114    0.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1975   -0.5544   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1071   -0.4417    0.0280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497    0.4237   -0.7832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2263    1.4750   -0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5221    1.6059    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600    2.2786    1.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9402    3.5210    1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3730    0.4052    0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6245    0.6828   -0.2015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8440   -0.8306   -0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8913   -1.5678   -0.7580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9646   -0.3490   -1.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720   -1.3946   -2.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5750   -1.9664   -0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384   -2.9279   -0.6814 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9740   -2.1965   -0.9493 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3490   -3.2675   -1.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3536    0.2768    1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6572    1.9442    1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3334    1.5268   -0.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2120   -0.6471   -0.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5457   -2.2622   -1.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    1.6045    1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    0.0633   -1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826    0.7970   -1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9857    2.3769   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6046    2.4249    2.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804    1.6692    2.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2820    4.0281    0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6437    0.1226    1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1196   -0.1244   -0.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1886   -1.4279    0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2233   -2.2767   -0.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259    0.2924   -2.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6904   -2.2701   -1.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8048   -3.9651   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 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  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  3  1  0
 21 12  1  0
 25  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 26 45  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-O-Glucopyranosyl-4-hydroxy-7-methoxy-1,4-benzoxazin-3-one	MeSH, HMDB
DIMBOAGlc	MeSH, HMDB
2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-O-glucoside	MeSH, HMDB
DIMBOA-GLC	MeSH

Chemical Formula

C₁₅H₁₉NO₁₀

Average Molecular Weight

373.3121

Monoisotopic Molecular Weight

373.100895833

IUPAC Name

4-hydroxy-7-methoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1,4-benzoxazin-3-one

Traditional Name

4-hydroxy-7-methoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-1,4-benzoxazin-3-one

CAS Registry Number

113565-32-5

SMILES

COC1=CC2=C(C=C1)N(O)C(=O)C(OC1OC(CO)C(O)C(O)C1O)O2

InChI Identifier

InChI=1S/C15H19NO10/c1-23-6-2-3-7-8(4-6)24-15(13(21)16(7)22)26-14-12(20)11(19)10(18)9(5-17)25-14/h2-4,9-12,14-15,17-20,22H,5H2,1H3

InChI Key

WTGXAWKVZMQEDA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
Benzoxazinone
O-glycosyl compound
Benzomorpholine
Benzoxazine
Anisole
Alkyl aryl ether
Monosaccharide
Oxane
Oxazinane
Benzenoid
Secondary alcohol
Hydroxamic acid
Oxacycle
Polyol
Azacycle
Organoheterocyclic compound
Acetal
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Alcohol
Organonitrogen compound
Primary alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

an indole derivative (CPD-6562 )
a glucoside (CPD-6562 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Cellular substructure

Extracellular (HMDB: HMDB0029710)
Cytoplasm (HMDB: HMDB0029710)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029710)

Source

Endogenous

Endogenous (HMDB: HMDB0029710)

Plant

Poaceae (HMDB: HMDB0029710)

Exogenous

Food

Food (HMDB: HMDB0029710)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Corn (FooDB: FOOD00205)
Common wheat (FooDB: FOOD00187)

Cereals and cereal products (FooDB: FOOD00858)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0029710)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	262 - 263 °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	18.4 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.8	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	158.38 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	80.88 m³·mol⁻¹	ChemAxon
Polarizability	34.72 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]+	185.732	31661259
DarkChem	[M-H]-	182.746	31661259
DeepCCS	[M+H]+	183.186	30932474
DeepCCS	[M-H]-	180.828	30932474
DeepCCS	[M-2H]-	215.109	30932474
DeepCCS	[M+Na]+	190.336	30932474
AllCCS	[M+H]+	185.4	32859911
AllCCS	[M+H-H2O]+	182.5	32859911
AllCCS	[M+NH4]+	188.0	32859911
AllCCS	[M+Na]+	188.7	32859911
AllCCS	[M-H]-	181.7	32859911
AllCCS	[M+Na-2H]-	181.5	32859911
AllCCS	[M+HCOO]-	181.5	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.	2.98 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4201 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.51 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	145.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1407.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	222.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	89.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	58.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	264.6 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	337.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	370.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	653.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	249.8 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	1037.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	208.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	225.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	434.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	302.3 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	203.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
DIMBOA-Glc	COC1=CC2=C(C=C1)N(O)C(=O)C(OC1OC(CO)C(O)C(O)C1O)O2	4628.4	Standard polar	33892256
DIMBOA-Glc	COC1=CC2=C(C=C1)N(O)C(=O)C(OC1OC(CO)C(O)C(O)C1O)O2	3058.3	Standard non polar	33892256
DIMBOA-Glc	COC1=CC2=C(C=C1)N(O)C(=O)C(OC1OC(CO)C(O)C(O)C1O)O2	3322.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
DIMBOA-Glc,1TMS,isomer #1	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O)C(=O)N2O	3250.3	Semi standard non polar	33892256
DIMBOA-Glc,1TMS,isomer #2	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O)C(=O)N2O	3213.0	Semi standard non polar	33892256
DIMBOA-Glc,1TMS,isomer #3	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O)C(=O)N2O	3229.7	Semi standard non polar	33892256
DIMBOA-Glc,1TMS,isomer #4	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C)C(=O)N2O	3221.0	Semi standard non polar	33892256
DIMBOA-Glc,2TMS,isomer #1	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O)C(=O)N2O	3164.8	Semi standard non polar	33892256
DIMBOA-Glc,2TMS,isomer #2	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O)C(=O)N2O	3181.9	Semi standard non polar	33892256
DIMBOA-Glc,2TMS,isomer #3	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C)C(=O)N2O	3164.0	Semi standard non polar	33892256
DIMBOA-Glc,2TMS,isomer #4	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)C(=O)N2O	3161.5	Semi standard non polar	33892256
DIMBOA-Glc,2TMS,isomer #5	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)C(=O)N2O	3149.5	Semi standard non polar	33892256
DIMBOA-Glc,2TMS,isomer #6	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)C(=O)N2O	3171.9	Semi standard non polar	33892256
DIMBOA-Glc,3TMS,isomer #1	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)C(=O)N2O	3095.5	Semi standard non polar	33892256
DIMBOA-Glc,3TMS,isomer #2	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)C(=O)N2O	3107.6	Semi standard non polar	33892256
DIMBOA-Glc,3TMS,isomer #3	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)C(=O)N2O	3083.9	Semi standard non polar	33892256
DIMBOA-Glc,3TMS,isomer #4	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C)C(=O)N2O	3095.6	Semi standard non polar	33892256
DIMBOA-Glc,4TMS,isomer #1	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C)C(=O)N2O	3023.0	Semi standard non polar	33892256
DIMBOA-Glc,1TBDMS,isomer #1	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O)C(=O)N2O	3488.6	Semi standard non polar	33892256
DIMBOA-Glc,1TBDMS,isomer #2	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O)C(=O)N2O	3491.8	Semi standard non polar	33892256
DIMBOA-Glc,1TBDMS,isomer #3	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O)C(=O)N2O	3509.6	Semi standard non polar	33892256
DIMBOA-Glc,1TBDMS,isomer #4	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C)C(=O)N2O	3494.5	Semi standard non polar	33892256
DIMBOA-Glc,2TBDMS,isomer #1	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O)C(=O)N2O	3650.4	Semi standard non polar	33892256
DIMBOA-Glc,2TBDMS,isomer #2	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O)C(=O)N2O	3672.3	Semi standard non polar	33892256
DIMBOA-Glc,2TBDMS,isomer #3	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C)C(=O)N2O	3646.0	Semi standard non polar	33892256
DIMBOA-Glc,2TBDMS,isomer #4	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O)C(=O)N2O	3677.5	Semi standard non polar	33892256
DIMBOA-Glc,2TBDMS,isomer #5	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C)C(=O)N2O	3675.5	Semi standard non polar	33892256
DIMBOA-Glc,2TBDMS,isomer #6	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C)C(=O)N2O	3684.5	Semi standard non polar	33892256
DIMBOA-Glc,3TBDMS,isomer #1	COC1=CC=C2C(=C1)OC(OC1OC(CO[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)C(=O)N2O	3825.1	Semi standard non polar	33892256
DIMBOA-Glc,3TBDMS,isomer #2	COC1=CC=C2C(=C1)OC(OC1OC(CO[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)C(=O)N2O	3831.5	Semi standard non polar	33892256
DIMBOA-Glc,3TBDMS,isomer #3	COC1=CC=C2C(=C1)OC(OC1OC(CO[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)C(=O)N2O	3811.2	Semi standard non polar	33892256
DIMBOA-Glc,3TBDMS,isomer #4	COC1=CC=C2C(=C1)OC(OC1OC(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)C(=O)N2O	3800.6	Semi standard non polar	33892256
DIMBOA-Glc,4TBDMS,isomer #1	COC1=CC=C2C(=C1)OC(OC1OC(CO[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)C(=O)N2O	3967.8	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 - DIMBOA-Glc GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-9736000000-04d7b20345ab8972b96a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DIMBOA-Glc GC-MS (4 TMS) - 70eV, Positive	splash10-0002-1411139000-87956e2ec5a4c15086c0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DIMBOA-Glc 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 - DIMBOA-Glc 6V, Positive-QTOF	splash10-0296-0930000000-b461bf85334f237f5507	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - DIMBOA-Glc 6V, Positive-QTOF	splash10-01ot-0900000000-c1bc5bcd5c4f195afd1c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - DIMBOA-Glc 6V, Negative-QTOF	splash10-01ot-0900000000-2dd4350d5526c3fad62d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - DIMBOA-Glc 6V, Positive-QTOF	splash10-0296-0930000000-832a10f5f2d6abcc449a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 10V, Positive-QTOF	splash10-03di-0696000000-3bb559699e0fe6824490	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 20V, Positive-QTOF	splash10-03di-2893000000-a400569db2c68db0f07b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 40V, Positive-QTOF	splash10-0a4j-4910000000-dfa5f0475a55e7e60411	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 10V, Negative-QTOF	splash10-03k9-2679000000-9c48d0bf15dda702dd9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 20V, Negative-QTOF	splash10-03dl-3943000000-bd70009b2f2b1f6c68ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 40V, Negative-QTOF	splash10-0a4r-9700000000-78221a3de016ab112b5f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 10V, Positive-QTOF	splash10-00di-0119000000-8e0aeb5138de79e2f4b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 20V, Positive-QTOF	splash10-0006-0920000000-74700fb9f4a5d925c09b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 40V, Positive-QTOF	splash10-0udi-1921000000-b45661b63e8c62786ad7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 10V, Negative-QTOF	splash10-00dl-0539000000-daf1ac7dc7e03135a09f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 20V, Negative-QTOF	splash10-0006-1921000000-365277bf1e6b52a911ed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIMBOA-Glc 40V, Negative-QTOF	splash10-0k9x-3900000000-0454d6a0ce9e52de6fb7	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	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

FDB000904

KNApSAcK ID

C00056489

Chemspider ID

3678276

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4480305

PDB ID

Not Available

ChEBI ID

168617

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

Cicek M, Blanchard D, Bevan DR, Esen A: The aglycone specificity-determining sites are different in 2, 4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA)-glucosidase (Maize beta -glucosidase) and dhurrinase (Sorghum beta -glucosidase). J Biol Chem. 2000 Jun 30;275(26):20002-11. [PubMed:10748038 ]
Czjzek M, Cicek M, Zamboni V, Burmeister WP, Bevan DR, Henrissat B, Esen A: Crystal structure of a monocotyledon (maize ZMGlu1) beta-glucosidase and a model of its complex with p-nitrophenyl beta-D-thioglucoside. Biochem J. 2001 Feb 15;354(Pt 1):37-46. [PubMed:11171077 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for DIMBOA-Glc (HMDB0029710)

MOL for HMDB0029710 (DIMBOA-Glc)

3D MOL for HMDB0029710 (DIMBOA-Glc)

3D SDF for HMDB0029710 (DIMBOA-Glc)

3D-SDF for HMDB0029710 (DIMBOA-Glc)

PDB for HMDB0029710 (DIMBOA-Glc)

3D PDB for HMDB0029710 (DIMBOA-Glc)

SMILES for HMDB0029710 (DIMBOA-Glc)

INCHI for HMDB0029710 (DIMBOA-Glc)

Structure for HMDB0029710 (DIMBOA-Glc)

3D Structure for HMDB0029710 (DIMBOA-Glc)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra