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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 02:58:55 UTC

Update Date

2021-09-23 02:58:55 UTC

HMDB ID

HMDB0301843

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dimboa glucoside

Description

Dimboa glucoside is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Dimboa glucoside is soluble (in water) and a very weakly acidic compound (based on its pKa). Dimboa glucoside can be found in common wheat and corn, which makes dimboa glucoside a potential biomarker for the consumption of these food products.

Structure

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

  Mrv0541 02241221352D          

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

HMDB0301843
     RDKit          3D
Dimboa glucoside
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.8808   -1.4225   -1.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5199   -1.7304   -1.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7024   -0.9998   -0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2463    0.0225   -0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4859    0.7862    0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630    0.5062    0.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5995   -0.5142    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3704   -1.2657   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2675   -0.7872    0.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440   -0.0545    1.1138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5666    0.5151    0.2319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    0.0332    0.4491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2389   -0.6612   -0.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762   -0.8891   -0.8024 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7844   -1.6907   -2.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1296   -1.9606   -2.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3479    0.3803   -0.9560 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6879    0.0941   -0.6295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8003    1.5153   -0.1439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3136    2.5183   -0.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7819    1.1299    0.8597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4378    0.8174    2.0669 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9721    0.9727    1.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2873    1.5645    2.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3534    1.2624    1.8412 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8676    2.2752    2.5758 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0809   -0.4713   -2.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3373   -1.3567   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4218   -2.2717   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3039    0.2853   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9259    1.5914    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9334   -2.0652   -1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1606   -0.7787    1.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908   -0.6891    1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0271   -1.4897    0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300   -1.0790   -2.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1650   -2.6148   -2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3281   -2.9301   -2.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3573    0.6624   -2.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2375   -0.0904   -1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6760    1.9777    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4931    2.2073   -1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1640    2.0307    1.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0313    1.5806    2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191    3.0839    2.4394 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  1
 12 34  1  1
 14 35  1  1
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  6
 18 40  1  0
 19 41  1  1
 20 42  1  0
 21 43  1  1
 22 44  1  0
 26 45  1  0
M  END

  Mrv0541 02241221352D          

 26 28  0  0  1  0            999 V2000
    0.0000    0.0000    0.0000 O   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
    1.4289    0.0000    0.0000 N   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
    2.1434   -0.4125    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
    3.5724   -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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  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
   -0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  1  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
   -2.1434   -1.2375    0.0000 C   0  0  2  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   -1.6500    0.0000 C   0  0  1  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
   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  6  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  6  0  0  0
 18 25  1  1  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301843

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C2N(O)C(=O)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC2=C1

> <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/t9-,10-,11+,12-,14+,15-/m1/s1

> <INCHI_KEY>
WTGXAWKVZMQEDA-XFWGRBSCSA-N

> <FORMULA>
C15H19NO10

> <MOLECULAR_WEIGHT>
373.3121

> <EXACT_MASS>
373.100895833

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
34.69383448326572

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-hydroxy-7-methoxy-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>
-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>
158.38000000000002

> <JCHEM_REFRACTIVITY>
80.88380000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.84e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dimboa β-D-glucoside

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301843
     RDKit          3D
Dimboa glucoside
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.8808   -1.4225   -1.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5199   -1.7304   -1.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7024   -0.9998   -0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2463    0.0225   -0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4859    0.7862    0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630    0.5062    0.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5995   -0.5142    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3704   -1.2657   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2675   -0.7872    0.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440   -0.0545    1.1138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5666    0.5151    0.2319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    0.0332    0.4491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2389   -0.6612   -0.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762   -0.8891   -0.8024 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7844   -1.6907   -2.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1296   -1.9606   -2.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3479    0.3803   -0.9560 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6879    0.0941   -0.6295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8003    1.5153   -0.1439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3136    2.5183   -0.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7819    1.1299    0.8597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4378    0.8174    2.0669 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9721    0.9727    1.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2873    1.5645    2.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3534    1.2624    1.8412 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8676    2.2752    2.5758 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0809   -0.4713   -2.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3373   -1.3567   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4218   -2.2717   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3039    0.2853   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9259    1.5914    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9334   -2.0652   -1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1606   -0.7787    1.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908   -0.6891    1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0271   -1.4897    0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300   -1.0790   -2.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1650   -2.6148   -2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3281   -2.9301   -2.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3573    0.6624   -2.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2375   -0.0904   -1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6760    1.9777    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4931    2.2073   -1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1640    2.0307    1.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0313    1.5806    2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191    3.0839    2.4394 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  1
 12 34  1  1
 14 35  1  1
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  6
 18 40  1  0
 19 41  1  1
 20 42  1  0
 21 43  1  1
 22 44  1  0
 26 45  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM    4  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -0.770   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       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   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  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.335   0.000   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11    5   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13    2   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   25                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   16   24                                                  
CONECT   24   23                                                            
CONECT   25   18   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0301843
HETATM    1  C1  UNL     1       6.881  -1.423  -1.809  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.520  -1.730  -1.684  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.702  -1.000  -0.811  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.246   0.022  -0.076  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.486   0.786   0.809  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.163   0.506   0.948  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.599  -0.514   0.221  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.370  -1.266  -0.657  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.267  -0.787   0.368  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.344  -0.055   1.114  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.567   0.515   0.232  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.856   0.033   0.449  1.00  0.00           C  
HETATM   13  O4  UNL     1      -2.239  -0.661  -0.672  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.576  -0.889  -0.802  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.784  -1.691  -2.086  1.00  0.00           C  
HETATM   16  O5  UNL     1      -5.130  -1.961  -2.285  1.00  0.00           O  
HETATM   17  C12 UNL     1      -4.348   0.380  -0.956  1.00  0.00           C  
HETATM   18  O6  UNL     1      -5.688   0.094  -0.629  1.00  0.00           O  
HETATM   19  C13 UNL     1      -3.800   1.515  -0.144  1.00  0.00           C  
HETATM   20  O7  UNL     1      -3.314   2.518  -0.989  1.00  0.00           O  
HETATM   21  C14 UNL     1      -2.782   1.130   0.860  1.00  0.00           C  
HETATM   22  O8  UNL     1      -3.438   0.817   2.067  1.00  0.00           O  
HETATM   23  C15 UNL     1       0.972   0.973   1.988  1.00  0.00           C  
HETATM   24  O9  UNL     1       0.287   1.565   2.833  1.00  0.00           O  
HETATM   25  N1  UNL     1       2.353   1.262   1.841  1.00  0.00           N  
HETATM   26  O10 UNL     1       2.868   2.275   2.576  1.00  0.00           O  
HETATM   27  H1  UNL     1       7.081  -0.471  -2.334  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.337  -1.357  -0.782  1.00  0.00           H  
HETATM   29  H3  UNL     1       7.422  -2.272  -2.299  1.00  0.00           H  
HETATM   30  H4  UNL     1       6.304   0.285  -0.153  1.00  0.00           H  
HETATM   31  H5  UNL     1       4.926   1.591   1.384  1.00  0.00           H  
HETATM   32  H6  UNL     1       2.933  -2.065  -1.228  1.00  0.00           H  
HETATM   33  H7  UNL     1      -0.161  -0.779   1.809  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.791  -0.689   1.288  1.00  0.00           H  
HETATM   35  H9  UNL     1      -4.027  -1.490   0.007  1.00  0.00           H  
HETATM   36  H10 UNL     1      -3.430  -1.079  -2.942  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.165  -2.615  -2.074  1.00  0.00           H  
HETATM   38  H12 UNL     1      -5.328  -2.930  -2.375  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.357   0.662  -2.027  1.00  0.00           H  
HETATM   40  H14 UNL     1      -6.238  -0.090  -1.414  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.676   1.978   0.391  1.00  0.00           H  
HETATM   42  H16 UNL     1      -2.493   2.207  -1.444  1.00  0.00           H  
HETATM   43  H17 UNL     1      -2.164   2.031   1.092  1.00  0.00           H  
HETATM   44  H18 UNL     1      -4.031   1.581   2.251  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.319   3.084   2.439  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

HMDB0301843
     RDKit          3D
Dimboa glucoside
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.8808   -1.4225   -1.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5199   -1.7304   -1.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7024   -0.9998   -0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2463    0.0225   -0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4859    0.7862    0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630    0.5062    0.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5995   -0.5142    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3704   -1.2657   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2675   -0.7872    0.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440   -0.0545    1.1138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5666    0.5151    0.2319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    0.0332    0.4491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2389   -0.6612   -0.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762   -0.8891   -0.8024 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7844   -1.6907   -2.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1296   -1.9606   -2.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3479    0.3803   -0.9560 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6879    0.0941   -0.6295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8003    1.5153   -0.1439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3136    2.5183   -0.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7819    1.1299    0.8597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4378    0.8174    2.0669 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9721    0.9727    1.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2873    1.5645    2.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3534    1.2624    1.8412 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8676    2.2752    2.5758 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0809   -0.4713   -2.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3373   -1.3567   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4218   -2.2717   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3039    0.2853   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9259    1.5914    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9334   -2.0652   -1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1606   -0.7787    1.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908   -0.6891    1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0271   -1.4897    0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300   -1.0790   -2.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1650   -2.6148   -2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3281   -2.9301   -2.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3573    0.6624   -2.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2375   -0.0904   -1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6760    1.9777    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4931    2.2073   -1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1640    2.0307    1.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0313    1.5806    2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191    3.0839    2.4394 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  1
 12 34  1  1
 14 35  1  1
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  6
 18 40  1  0
 19 41  1  1
 20 42  1  0
 21 43  1  1
 22 44  1  0
 26 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2R)-2-beta-D-Glucopyranosyloxy-4-hydroxy-7-methoxy-(2H)-1,4-benzoxazin-3(4H)-one	ChEBI
DIMBOA beta-D-glucoside	ChEBI
DIMBOA glucoside	ChEBI
(2R)-2-b-D-Glucopyranosyloxy-4-hydroxy-7-methoxy-(2H)-1,4-benzoxazin-3(4H)-one	Generator
(2R)-2-Β-D-glucopyranosyloxy-4-hydroxy-7-methoxy-(2H)-1,4-benzoxazin-3(4H)-one	Generator
DIMBOA b-D-glucoside	Generator
DIMBOA β-D-glucoside	Generator

Chemical Formula

C₁₅H₁₉NO₁₀

Average Molecular Weight

373.3121

Monoisotopic Molecular Weight

373.100895833

IUPAC Name

(2R)-4-hydroxy-7-methoxy-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

dimboa β-D-glucoside

CAS Registry Number

Not Available

SMILES

COC1=CC=C2N(O)C(=O)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC2=C1

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/t9-,10-,11+,12-,14+,15-/m1/s1

InChI Key

WTGXAWKVZMQEDA-XFWGRBSCSA-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

DIMBOA glucoside (CHEBI:37573 )

Ontology

Not Available

Exogenous (HMDB: HMDB0301843)

Food

Cereal and cereal product

Cereal

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

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	-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	34.69 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]+	185.353	32859911
AllCCS	[M+H-H2O]+	182.534	32859911
AllCCS	[M+Na]+	188.698	32859911
AllCCS	[M+NH4]+	187.953	32859911
AllCCS	[M-H]-	181.488	32859911
AllCCS	[M+Na-2H]-	181.389	32859911
AllCCS	[M+HCOO]-	181.416	32859911
DeepCCS	[M+H]+	182.9	30932474
DeepCCS	[M-H]-	180.523	30932474
DeepCCS	[M-2H]-	213.763	30932474
DeepCCS	[M+Na]+	188.813	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 - Dimboa glucoside 10V, Positive-QTOF	splash10-03di-0696000000-3bb559699e0fe6824490	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimboa glucoside 20V, Positive-QTOF	splash10-03di-2893000000-a400569db2c68db0f07b	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimboa glucoside 40V, Positive-QTOF	splash10-0a4j-4910000000-dfa5f0475a55e7e60411	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimboa glucoside 10V, Negative-QTOF	splash10-03k9-2679000000-9c48d0bf15dda702dd9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimboa glucoside 20V, Negative-QTOF	splash10-03dl-3943000000-bd70009b2f2b1f6c68ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimboa glucoside 40V, Negative-QTOF	splash10-0a4r-9700000000-78221a3de016ab112b5f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimboa glucoside 10V, Positive-QTOF	splash10-00di-0119000000-4759dfbbaac50bab25b6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimboa glucoside 20V, Positive-QTOF	splash10-0006-0921000000-4247ebe41cf6158e2cf8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimboa glucoside 40V, Positive-QTOF	splash10-0w29-1940000000-c0eaf49208c95a36f5fb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimboa glucoside 10V, Negative-QTOF	splash10-00di-0319000000-3b0e15342b3ed3f91352	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimboa glucoside 20V, Negative-QTOF	splash10-0006-1921000000-8479c105631d323aa6f6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimboa glucoside 40V, Negative-QTOF	splash10-0udi-2912000000-43c5f81a35fa67a5ebb8	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

FDB001501

KNApSAcK ID

C00056489

Chemspider ID

390238

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

441563

PDB ID

Not Available

ChEBI ID

37573

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 Dimboa glucoside (HMDB0301843)

MOL for HMDB0301843 (Dimboa glucoside)

3D MOL for HMDB0301843 (Dimboa glucoside)

3D SDF for HMDB0301843 (Dimboa glucoside)

3D-SDF for HMDB0301843 (Dimboa glucoside)

PDB for HMDB0301843 (Dimboa glucoside)

3D PDB for HMDB0301843 (Dimboa glucoside)

SMILES for HMDB0301843 (Dimboa glucoside)

INCHI for HMDB0301843 (Dimboa glucoside)

Structure for HMDB0301843 (Dimboa glucoside)

3D Structure for HMDB0301843 (Dimboa glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra