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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:38:49 UTC

Update Date

2021-09-24 10:38:49 UTC

HMDB ID

HMDB0304549

Secondary Accession Numbers

None

Metabolite Identification

Common Name

DHMBOA hexose

Description

DHMBOA hexose 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. DHMBOA hexose has been detected, but not quantified in, several different foods, such as breakfast cereal, annual wild rice (Zizania aquatica), common buckwheats (Fagopyrum esculentum), flour, and tartary buckwheats (Fagopyrum tataricum). This could make dhmboa hexose a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on DHMBOA hexose.

Structure

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

  Mrv1652308141918252D          

 27 29  0  0  1  0            999 V2000
   12.8900  -12.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9224  -11.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5880  -12.9759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1633  -12.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6527  -11.3196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2211  -11.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3181  -12.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4583  -12.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3504  -11.7629    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4872  -11.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0127  -13.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0843  -11.3731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8112  -10.9829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.5058  -11.4158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8399  -10.1599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2359  -11.0327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5666   -9.7732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1421   -9.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2645  -10.2130    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9339  -11.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5953   -8.9502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9914   -9.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5080  -11.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7170  -11.3637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5880  -13.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9819  -11.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3025  -14.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  2  0  0  0  0
  7 11  2  0  0  0  0
  9 12  1  6  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  6  0  0  0
 16 19  1  0  0  0  0
 16 20  1  1  0  0  0
 17 21  1  1  0  0  0
 19 22  1  6  0  0  0
 20 23  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
 17 19  1  0  0  0  0
 10 24  1  0  0  0  0
  3 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END

HMDB0304549
     RDKit          3D
DHMBOA hexose
 48 50  0  0  0  0  0  0  0  0999 V2000
    6.3496    0.1078    3.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9685    0.0172    3.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2921   -0.1204    1.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9825   -0.1792    0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2629   -0.3202   -0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8670   -0.3963   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1936   -0.3353    0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9078   -0.1936    1.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8182   -0.4094    0.8363 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102   -0.0114   -0.3312 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2124   -0.2867   -0.1509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0523    0.8297   -0.1471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5577    1.0337    1.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8552    0.5979    1.2933 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0114   -0.8969    1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386   -1.5831    2.1070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8117    1.3314    0.3775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6840    2.6961    0.6558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244    1.0563   -1.0325 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2246    0.0286   -1.5742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    0.8157   -1.2892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5455    1.6559   -2.3385 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223   -0.6182   -1.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -1.1783   -2.4653 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1368   -0.5412   -1.6271 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -0.5998   -2.7992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439   -1.9339   -3.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6461    1.1602    3.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5707   -0.1451    4.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8576   -0.5544    2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0546   -0.1210    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7215   -0.3741   -1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3684   -0.1469    2.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2212    1.1005   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3356    1.6954   -0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1449    0.8687    2.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0790   -1.1168    1.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8104   -1.2971    0.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0372   -2.4821    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8436    0.9545    0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7754    2.7863    1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7454    1.9677   -1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2053    0.0661   -2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9165   -0.2186   -1.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    2.2393   -2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2791   -2.0558   -4.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443   -2.5926   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909   -2.3004   -3.3494 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
 26 27  1  0
  8  3  1  0
 21 12  1  0
 25  6  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
 10 34  1  6
 12 35  1  6
 14 36  1  1
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  6
 18 41  1  0
 19 42  1  6
 20 43  1  0
 21 44  1  6
 22 45  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
M  END

  Mrv1652308141918252D          

 27 29  0  0  1  0            999 V2000
   12.8900  -12.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9224  -11.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5880  -12.9759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1633  -12.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6527  -11.3196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2211  -11.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3181  -12.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4583  -12.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3504  -11.7629    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4872  -11.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0127  -13.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0843  -11.3731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8112  -10.9829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.5058  -11.4158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8399  -10.1599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2359  -11.0327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5666   -9.7732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1421   -9.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2645  -10.2130    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9339  -11.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5953   -8.9502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9914   -9.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5080  -11.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7170  -11.3637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5880  -13.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9819  -11.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3025  -14.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  2  0  0  0  0
  7 11  2  0  0  0  0
  9 12  1  6  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  6  0  0  0
 16 19  1  0  0  0  0
 16 20  1  1  0  0  0
 17 21  1  1  0  0  0
 19 22  1  6  0  0  0
 20 23  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
 17 19  1  0  0  0  0
 10 24  1  0  0  0  0
  3 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304549

> <DATABASE_NAME>
hmdb

> <SMILES>
CON1C(=O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC2=C1C=CC(OC)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C16H21NO10/c1-23-7-3-4-8-9(5-7)25-16(14(22)17(8)24-2)27-15-13(21)12(20)11(19)10(6-18)26-15/h3-5,10-13,15-16,18-21H,6H2,1-2H3/t10-,11-,12+,13-,15+,16-/m1/s1

> <INCHI_KEY>
UOASSFRPBORTCT-FFNJBFJXSA-N

> <FORMULA>
C16H21NO10

> <MOLECULAR_WEIGHT>
387.341

> <EXACT_MASS>
387.11654588

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
36.439003470004224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.53

> <JCHEM_LOGP>
-1.4474636596666661

> <ALOGPS_LOGS>
-1.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.19847688410422

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.206385274237201

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084922435305

> <JCHEM_POLAR_SURFACE_AREA>
147.38

> <JCHEM_REFRACTIVITY>
85.36610000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.82e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304549
     RDKit          3D
DHMBOA hexose
 48 50  0  0  0  0  0  0  0  0999 V2000
    6.3496    0.1078    3.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9685    0.0172    3.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2921   -0.1204    1.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9825   -0.1792    0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2629   -0.3202   -0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8670   -0.3963   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1936   -0.3353    0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9078   -0.1936    1.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8182   -0.4094    0.8363 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102   -0.0114   -0.3312 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2124   -0.2867   -0.1509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0523    0.8297   -0.1471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5577    1.0337    1.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8552    0.5979    1.2933 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0114   -0.8969    1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386   -1.5831    2.1070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8117    1.3314    0.3775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6840    2.6961    0.6558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244    1.0563   -1.0325 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2246    0.0286   -1.5742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    0.8157   -1.2892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5455    1.6559   -2.3385 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223   -0.6182   -1.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -1.1783   -2.4653 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1368   -0.5412   -1.6271 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -0.5998   -2.7992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439   -1.9339   -3.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6461    1.1602    3.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5707   -0.1451    4.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8576   -0.5544    2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0546   -0.1210    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7215   -0.3741   -1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3684   -0.1469    2.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2212    1.1005   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3356    1.6954   -0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1449    0.8687    2.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0790   -1.1168    1.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8104   -1.2971    0.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0372   -2.4821    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8436    0.9545    0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7754    2.7863    1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7454    1.9677   -1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2053    0.0661   -2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9165   -0.2186   -1.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    2.2393   -2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2791   -2.0558   -4.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443   -2.5926   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909   -2.3004   -3.3494 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
 26 27  1  0
  8  3  1  0
 21 12  1  0
 25  6  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
 10 34  1  6
 12 35  1  6
 14 36  1  1
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  6
 18 41  1  0
 19 42  1  6
 20 43  1  0
 21 44  1  6
 22 45  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
M  END

HEADER    PROTEIN                                 14-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-AUG-19         0                                  
HETATM    1  C   UNK     0      24.061 -23.401   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.122 -21.858   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      25.364 -24.222   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      22.705 -24.122   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      25.485 -21.130   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      22.813 -21.030   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.727 -23.507   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.389 -23.307   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.787 -21.957   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.443 -21.764   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      28.024 -24.314   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      28.157 -21.230   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      29.514 -20.501   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      30.811 -21.309   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      29.568 -18.965   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.174 -20.594   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.924 -18.243   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      28.265 -18.144   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      32.227 -19.064   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.477 -21.409   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      30.978 -16.707   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      33.584 -18.336   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      34.548 -20.652   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      20.005 -21.212   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      25.364 -25.762   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      18.633 -21.911   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      26.698 -26.532   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7   25                                                  
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   11    9                                                  
CONECT    8    4   10                                                       
CONECT    9    5   12    7                                                  
CONECT   10    6    8   24                                                  
CONECT   11    7                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   16                                                       
CONECT   15   13   17   18                                                  
CONECT   16   14   19   20                                                  
CONECT   17   15   21   19                                                  
CONECT   18   15                                                            
CONECT   19   16   22   17                                                  
CONECT   20   16   23                                                       
CONECT   21   17                                                            
CONECT   22   19                                                            
CONECT   23   20                                                            
CONECT   24   10   26                                                       
CONECT   25    3   27                                                       
CONECT   26   24                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0304549
HETATM    1  C1  UNL     1       6.350   0.108   3.247  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.969   0.017   3.090  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.292  -0.120   1.895  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.982  -0.179   0.714  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.263  -0.320  -0.464  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.867  -0.396  -0.414  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.194  -0.335   0.775  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.908  -0.194   1.968  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.818  -0.409   0.836  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.110  -0.011  -0.331  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.212  -0.287  -0.151  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.052   0.830  -0.147  1.00  0.00           C  
HETATM   13  O4  UNL     1      -2.558   1.034   1.105  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.855   0.598   1.293  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.011  -0.897   1.177  1.00  0.00           C  
HETATM   16  O5  UNL     1      -3.239  -1.583   2.107  1.00  0.00           O  
HETATM   17  C12 UNL     1      -4.812   1.331   0.378  1.00  0.00           C  
HETATM   18  O6  UNL     1      -4.684   2.696   0.656  1.00  0.00           O  
HETATM   19  C13 UNL     1      -4.424   1.056  -1.032  1.00  0.00           C  
HETATM   20  O7  UNL     1      -5.225   0.029  -1.574  1.00  0.00           O  
HETATM   21  C14 UNL     1      -2.988   0.816  -1.289  1.00  0.00           C  
HETATM   22  O8  UNL     1      -2.546   1.656  -2.339  1.00  0.00           O  
HETATM   23  C15 UNL     1       0.722  -0.618  -1.541  1.00  0.00           C  
HETATM   24  O9  UNL     1       0.086  -1.178  -2.465  1.00  0.00           O  
HETATM   25  N1  UNL     1       2.137  -0.541  -1.627  1.00  0.00           N  
HETATM   26  O10 UNL     1       2.803  -0.600  -2.799  1.00  0.00           O  
HETATM   27  C16 UNL     1       2.844  -1.934  -3.238  1.00  0.00           C  
HETATM   28  H1  UNL     1       6.646   1.160   3.052  1.00  0.00           H  
HETATM   29  H2  UNL     1       6.571  -0.145   4.316  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.858  -0.554   2.539  1.00  0.00           H  
HETATM   31  H4  UNL     1       6.055  -0.121   0.670  1.00  0.00           H  
HETATM   32  H5  UNL     1       4.721  -0.374  -1.420  1.00  0.00           H  
HETATM   33  H6  UNL     1       2.368  -0.147   2.899  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.221   1.100  -0.445  1.00  0.00           H  
HETATM   35  H8  UNL     1      -1.336   1.695  -0.313  1.00  0.00           H  
HETATM   36  H9  UNL     1      -4.145   0.869   2.327  1.00  0.00           H  
HETATM   37  H10 UNL     1      -5.079  -1.117   1.450  1.00  0.00           H  
HETATM   38  H11 UNL     1      -3.810  -1.297   0.191  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.037  -2.482   1.741  1.00  0.00           H  
HETATM   40  H13 UNL     1      -5.844   0.954   0.547  1.00  0.00           H  
HETATM   41  H14 UNL     1      -4.775   2.786   1.640  1.00  0.00           H  
HETATM   42  H15 UNL     1      -4.745   1.968  -1.625  1.00  0.00           H  
HETATM   43  H16 UNL     1      -5.205   0.066  -2.573  1.00  0.00           H  
HETATM   44  H17 UNL     1      -2.917  -0.219  -1.749  1.00  0.00           H  
HETATM   45  H18 UNL     1      -1.799   2.239  -2.067  1.00  0.00           H  
HETATM   46  H19 UNL     1       2.279  -2.056  -4.170  1.00  0.00           H  
HETATM   47  H20 UNL     1       2.344  -2.593  -2.477  1.00  0.00           H  
HETATM   48  H21 UNL     1       3.891  -2.300  -3.349  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   31
CONECT    5    6    6   32
CONECT    6    7   25
CONECT    7    8    8    9
CONECT    8   33
CONECT    9   10
CONECT   10   11   23   34
CONECT   11   12
CONECT   12   13   21   35
CONECT   13   14
CONECT   14   15   17   36
CONECT   15   16   37   38
CONECT   16   39
CONECT   17   18   19   40
CONECT   18   41
CONECT   19   20   21   42
CONECT   20   43
CONECT   21   22   44
CONECT   22   45
CONECT   23   24   24   25
CONECT   25   26
CONECT   26   27
CONECT   27   46   47   48
END

HMDB0304549
     RDKit          3D
DHMBOA hexose
 48 50  0  0  0  0  0  0  0  0999 V2000
    6.3496    0.1078    3.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9685    0.0172    3.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2921   -0.1204    1.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9825   -0.1792    0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2629   -0.3202   -0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8670   -0.3963   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1936   -0.3353    0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9078   -0.1936    1.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8182   -0.4094    0.8363 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102   -0.0114   -0.3312 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2124   -0.2867   -0.1509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0523    0.8297   -0.1471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5577    1.0337    1.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8552    0.5979    1.2933 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0114   -0.8969    1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386   -1.5831    2.1070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8117    1.3314    0.3775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6840    2.6961    0.6558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244    1.0563   -1.0325 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2246    0.0286   -1.5742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    0.8157   -1.2892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5455    1.6559   -2.3385 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223   -0.6182   -1.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -1.1783   -2.4653 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1368   -0.5412   -1.6271 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -0.5998   -2.7992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439   -1.9339   -3.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6461    1.1602    3.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5707   -0.1451    4.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8576   -0.5544    2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0546   -0.1210    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7215   -0.3741   -1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3684   -0.1469    2.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2212    1.1005   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3356    1.6954   -0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1449    0.8687    2.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0790   -1.1168    1.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8104   -1.2971    0.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0372   -2.4821    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8436    0.9545    0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7754    2.7863    1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7454    1.9677   -1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2053    0.0661   -2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9165   -0.2186   -1.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    2.2393   -2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2791   -2.0558   -4.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443   -2.5926   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909   -2.3004   -3.3494 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
 26 27  1  0
  8  3  1  0
 21 12  1  0
 25  6  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
 10 34  1  6
 12 35  1  6
 14 36  1  1
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  6
 18 41  1  0
 19 42  1  6
 20 43  1  0
 21 44  1  6
 22 45  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₂₁NO₁₀

Average Molecular Weight

387.341

Monoisotopic Molecular Weight

387.11654588

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CON1C(=O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC2=C1C=CC(OC)=C2

InChI Identifier

InChI=1S/C16H21NO10/c1-23-7-3-4-8-9(5-7)25-16(14(22)17(8)24-2)27-15-13(21)12(20)11(19)10(6-18)26-15/h3-5,10-13,15-16,18-21H,6H2,1-2H3/t10-,11-,12+,13-,15+,16-/m1/s1

InChI Key

UOASSFRPBORTCT-FFNJBFJXSA-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
Benzenoid
Oxane
Oxazinane
Secondary alcohol
Acetal
Oxacycle
Carboxylic acid derivative
Ether
Azacycle
Organoheterocyclic compound
Polyol
Carbonyl group
Alcohol
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Primary alcohol
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0304549)

Food

Cereal and cereal product

Cereal

Cereal product

Cereals and cereal products (FooDB: FOOD00858)

Soy

Soy bean (FooDB: FOOD00085)

Herb and spice

Herb

Amaranth (FooDB: FOOD00288)
Teff (FooDB: FOOD00489)

Other seed

Quinoa (FooDB: FOOD00441)

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	-0.53	ALOGPS
logP	-1.4	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	147.38 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	85.37 m³·mol⁻¹	ChemAxon
Polarizability	36.44 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]+	189.293	32859911
AllCCS	[M+H-H2O]+	186.581	32859911
AllCCS	[M+Na]+	192.509	32859911
AllCCS	[M+NH4]+	191.793	32859911
AllCCS	[M-H]-	185.728	32859911
AllCCS	[M+Na-2H]-	185.842	32859911
AllCCS	[M+HCOO]-	186.105	32859911
DeepCCS	[M+H]+	183.397	30932474
DeepCCS	[M-H]-	181.09	30932474
DeepCCS	[M-2H]-	214.331	30932474
DeepCCS	[M+Na]+	189.31	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 - DHMBOA hexose 10V, Positive-QTOF	splash10-000i-0039000000-b5e801dc6ab8bc25f8dd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHMBOA hexose 20V, Positive-QTOF	splash10-002f-0950000000-f3d24d975aa2c543460f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHMBOA hexose 40V, Positive-QTOF	splash10-00b9-2890000000-2590c8bf017507c89e8f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHMBOA hexose 10V, Negative-QTOF	splash10-000i-0219000000-8ee602bac2a8ed0a32dd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHMBOA hexose 20V, Negative-QTOF	splash10-0a6u-1793000000-71f6aebe7238399d381c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHMBOA hexose 40V, Negative-QTOF	splash10-0006-1921000000-e047066cf16e9db1f287	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

FDB093475

KNApSAcK ID

C00056490

Chemspider ID

9254738

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11079589

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 DHMBOA hexose (HMDB0304549)

MOL for HMDB0304549 (DHMBOA hexose)

3D MOL for HMDB0304549 (DHMBOA hexose)

3D SDF for HMDB0304549 (DHMBOA hexose)

3D-SDF for HMDB0304549 (DHMBOA hexose)

PDB for HMDB0304549 (DHMBOA hexose)

3D PDB for HMDB0304549 (DHMBOA hexose)

SMILES for HMDB0304549 (DHMBOA hexose)

INCHI for HMDB0304549 (DHMBOA hexose)

Structure for HMDB0304549 (DHMBOA hexose)

3D Structure for HMDB0304549 (DHMBOA hexose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra