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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 22:30:24 UTC

Update Date

2022-03-07 02:55:15 UTC

HMDB ID

HMDB0037263

Secondary Accession Numbers

HMDB37263

Metabolite Identification

Common Name

HMBOA-Glc

Description

HMBOA-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. HMBOA-Glc has been detected, but not quantified in, several different foods, such as corns (Zea mays), green tea, red tea, common wheats (Triticum aestivum), and arabica coffees (Coffea arabica). This could make hmboa-GLC a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on HMBOA-Glc.

Structure

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

HMDB0037263
     RDKit          3D
HMBOA-Glc
 44 46  0  0  0  0  0  0  0  0999 V2000
    6.1320    2.1131    1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9293    1.4686    2.1395 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2045    0.7531    1.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6718    0.6716   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9477   -0.0392   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742   -0.6710   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000   -0.6021    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0278    0.1117    1.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240   -1.2196    0.9355 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -1.7593    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9204   -0.9599    0.0063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0714   -1.4977    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0248   -1.5531   -0.4881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6543   -0.3732   -0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8286   -0.2311   -2.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4641    0.9510   -2.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    0.8529   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857    1.2184   -1.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    0.7981    1.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2212    1.6786    1.9763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5504   -0.6115    1.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7930   -1.0050    2.1309 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -2.0625   -1.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719   -2.8712   -2.1031 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900   -1.4214   -1.6628 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4834    2.8058    2.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9571    1.4022    1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9412    2.7488    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6014    1.1733   -0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940   -0.1147   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669    0.1777    2.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1257   -2.7457    0.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423   -2.5451    0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7023   -0.3129   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4677   -1.0645   -2.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8482   -0.3325   -2.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0690    1.2841   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6780    1.7044   -0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6436    2.1592   -1.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4437    1.1378    1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4856    1.2746    2.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8440   -0.6889    2.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4864   -0.3137    2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3308   -1.4896   -2.6461 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
  8  3  1  0
 21 12  1  0
 25  6  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 25 44  1  0
M  END


  Mrv0541 02241219132D          

 25 27  0  0  0  0            999 V2000
   -0.5745    0.7539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714    0.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0397    0.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379    0.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7133   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9449   -0.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2480   -0.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -0.8968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8480    0.8103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511    0.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1773   -0.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8989   -0.8390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232   -0.6452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0123    0.1835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6514    1.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3468    1.8466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4115   -0.9834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7503   -1.8466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7352   -1.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4306   -0.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3798    0.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0726    0.6385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1413   -0.9518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1413   -0.5999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 18  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 18 25  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037263

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O)OC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H19NO9/c1-22-6-2-3-7-8(4-6)23-15(13(21)16-7)25-14-12(20)11(19)10(18)9(5-17)24-14/h2-4,9-12,14-15,17-20H,5H2,1H3,(H,16,21)

> <INCHI_KEY>
PMBZSEOAOIYRMW-UHFFFAOYSA-N

> <FORMULA>
C15H19NO9

> <MOLECULAR_WEIGHT>
357.3127

> <EXACT_MASS>
357.105981211

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
34.09411552966786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.09

> <JCHEM_LOGP>
-1.462632658

> <ALOGPS_LOGS>
-1.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.23309970525153

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.013264036006301

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810849224104405

> <JCHEM_POLAR_SURFACE_AREA>
146.94000000000003

> <JCHEM_REFRACTIVITY>
80.9

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.21e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037263
     RDKit          3D
HMBOA-Glc
 44 46  0  0  0  0  0  0  0  0999 V2000
    6.1320    2.1131    1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9293    1.4686    2.1395 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2045    0.7531    1.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6718    0.6716   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9477   -0.0392   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742   -0.6710   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000   -0.6021    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0278    0.1117    1.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240   -1.2196    0.9355 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -1.7593    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9204   -0.9599    0.0063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0714   -1.4977    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0248   -1.5531   -0.4881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6543   -0.3732   -0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8286   -0.2311   -2.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4641    0.9510   -2.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    0.8529   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857    1.2184   -1.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    0.7981    1.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2212    1.6786    1.9763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5504   -0.6115    1.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7930   -1.0050    2.1309 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -2.0625   -1.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719   -2.8712   -2.1031 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900   -1.4214   -1.6628 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4834    2.8058    2.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9571    1.4022    1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9412    2.7488    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6014    1.1733   -0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940   -0.1147   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669    0.1777    2.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1257   -2.7457    0.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423   -2.5451    0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7023   -0.3129   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4677   -1.0645   -2.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8482   -0.3325   -2.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0690    1.2841   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6780    1.7044   -0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6436    2.1592   -1.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4437    1.1378    1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4856    1.2746    2.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8440   -0.6889    2.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4864   -0.3137    2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3308   -1.4896   -2.6461 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
  8  3  1  0
 21 12  1  0
 25  6  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 25 44  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  N   UNK     0      -1.072   1.407   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.373   0.586   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.807   1.351   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.111   0.527   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.065  -1.012   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.630  -1.777   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.330  -0.953   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.973  -1.674   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.583   1.513   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.282   0.686   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.331  -0.850   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.678  -1.566   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.777  -1.204   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.756   0.343   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.977   1.056   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.949   2.598   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.247   3.447   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.368  -1.836   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.134  -3.447   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.106  -1.908   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.404  -1.063   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.309   0.343   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.602   1.192   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.730  -1.777   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -7.730  -1.120   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7   11                                                       
CONECT    9   10                                                            
CONECT   10    1    9   11                                                  
CONECT   11    8   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18    5   25                                                       
CONECT   19   20                                                            
CONECT   20   13   19   21                                                  
CONECT   21   20   22   24                                                  
CONECT   22   15   21   23                                                  
CONECT   23   22                                                            
CONECT   24   21                                                            
CONECT   25   18                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0037263
HETATM    1  C1  UNL     1       6.132   2.113   1.795  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.929   1.469   2.139  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.205   0.753   1.191  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.672   0.672  -0.115  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.948  -0.039  -1.047  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.774  -0.671  -0.722  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.300  -0.602   0.554  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.028   0.112   1.490  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.124  -1.220   0.936  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.185  -1.759   0.017  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.920  -0.960   0.006  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.071  -1.498   0.520  1.00  0.00           C  
HETATM   13  O4  UNL     1      -3.025  -1.553  -0.488  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.654  -0.373  -0.751  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.829  -0.231  -2.267  1.00  0.00           C  
HETATM   16  O5  UNL     1      -4.464   0.951  -2.601  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.939   0.853  -0.268  1.00  0.00           C  
HETATM   18  O6  UNL     1      -1.886   1.218  -1.121  1.00  0.00           O  
HETATM   19  C13 UNL     1      -2.520   0.798   1.161  1.00  0.00           C  
HETATM   20  O7  UNL     1      -3.221   1.679   1.976  1.00  0.00           O  
HETATM   21  C14 UNL     1      -2.550  -0.611   1.650  1.00  0.00           C  
HETATM   22  O8  UNL     1      -3.793  -1.005   2.131  1.00  0.00           O  
HETATM   23  C15 UNL     1       0.776  -2.062  -1.282  1.00  0.00           C  
HETATM   24  O9  UNL     1       0.272  -2.871  -2.103  1.00  0.00           O  
HETATM   25  N1  UNL     1       1.990  -1.421  -1.663  1.00  0.00           N  
HETATM   26  H1  UNL     1       6.483   2.806   2.566  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.957   1.402   1.585  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.941   2.749   0.882  1.00  0.00           H  
HETATM   29  H4  UNL     1       5.601   1.173  -0.367  1.00  0.00           H  
HETATM   30  H5  UNL     1       4.294  -0.115  -2.068  1.00  0.00           H  
HETATM   31  H6  UNL     1       2.667   0.178   2.509  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.126  -2.746   0.476  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.942  -2.545   0.887  1.00  0.00           H  
HETATM   34  H9  UNL     1      -4.702  -0.313  -0.346  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.468  -1.064  -2.661  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.848  -0.332  -2.768  1.00  0.00           H  
HETATM   37  H12 UNL     1      -5.069   1.284  -1.897  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.678   1.704  -0.358  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.644   2.159  -1.045  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.444   1.138   1.203  1.00  0.00           H  
HETATM   41  H16 UNL     1      -3.486   1.275   2.843  1.00  0.00           H  
HETATM   42  H17 UNL     1      -1.844  -0.689   2.504  1.00  0.00           H  
HETATM   43  H18 UNL     1      -4.486  -0.314   2.043  1.00  0.00           H  
HETATM   44  H19 UNL     1       2.331  -1.490  -2.646  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   25
CONECT    7    8    8    9
CONECT    8   31
CONECT    9   10
CONECT   10   11   23   32
CONECT   11   12
CONECT   12   13   21   33
CONECT   13   14
CONECT   14   15   17   34
CONECT   15   16   35   36
CONECT   16   37
CONECT   17   18   19   38
CONECT   18   39
CONECT   19   20   21   40
CONECT   20   41
CONECT   21   22   42
CONECT   22   43
CONECT   23   24   24   25
CONECT   25   44
END

HMDB0037263
     RDKit          3D
HMBOA-Glc
 44 46  0  0  0  0  0  0  0  0999 V2000
    6.1320    2.1131    1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9293    1.4686    2.1395 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2045    0.7531    1.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6718    0.6716   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9477   -0.0392   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742   -0.6710   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000   -0.6021    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0278    0.1117    1.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240   -1.2196    0.9355 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -1.7593    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9204   -0.9599    0.0063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0714   -1.4977    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0248   -1.5531   -0.4881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6543   -0.3732   -0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8286   -0.2311   -2.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4641    0.9510   -2.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    0.8529   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857    1.2184   -1.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    0.7981    1.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2212    1.6786    1.9763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5504   -0.6115    1.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7930   -1.0050    2.1309 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -2.0625   -1.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719   -2.8712   -2.1031 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900   -1.4214   -1.6628 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4834    2.8058    2.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9571    1.4022    1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9412    2.7488    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6014    1.1733   -0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940   -0.1147   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669    0.1777    2.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1257   -2.7457    0.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423   -2.5451    0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7023   -0.3129   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4677   -1.0645   -2.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8482   -0.3325   -2.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0690    1.2841   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6780    1.7044   -0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6436    2.1592   -1.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4437    1.1378    1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4856    1.2746    2.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8440   -0.6889    2.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4864   -0.3137    2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3308   -1.4896   -2.6461 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
  8  3  1  0
 21 12  1  0
 25  6  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 25 44  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Gmbo	HMDB
2-O-Glucosyl-7-methoxy-1,4(2H)-benzoxazin-3-one	HMDB

Chemical Formula

C₁₅H₁₉NO₉

Average Molecular Weight

357.3127

Monoisotopic Molecular Weight

357.105981211

IUPAC Name

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

Traditional Name

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

CAS Registry Number

17622-26-3

SMILES

COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O)OC2=C1

InChI Identifier

InChI=1S/C15H19NO9/c1-22-6-2-3-7-8(4-6)23-15(13(21)16-7)25-14-12(20)11(19)10(18)9(5-17)24-14/h2-4,9-12,14-15,17-20H,5H2,1H3,(H,16,21)

InChI Key

PMBZSEOAOIYRMW-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
O-glycosyl compound
Benzoxazine
Anisole
Alkyl aryl ether
Monosaccharide
Oxane
Benzenoid
Cyclic carboximidic acid
Secondary alcohol
Acetal
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Polyol
Propargyl-type 1,3-dipolar organic compound
Organopnictogen compound
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Primary alcohol
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 32966057)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Cellular substructure

Extracellular (HMDB: HMDB0037263)
Cytoplasm (HMDB: HMDB0037263)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037263)

Source

Exogenous

Food

Food (HMDB: HMDB0037263)

Cereal and cereal product

Cereal

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

Tea

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Not Available

Nutrient (HMDB: HMDB0037263)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	250 - 251 °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	32.1 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-1.5	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	11.01	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	146.94 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	80.9 m³·mol⁻¹	ChemAxon
Polarizability	34.09 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]+	181.254	31661259
DarkChem	[M-H]-	177.423	31661259
DeepCCS	[M+H]+	183.456	30932474
DeepCCS	[M-H]-	181.098	30932474
DeepCCS	[M-2H]-	215.064	30932474
DeepCCS	[M+Na]+	190.697	30932474
AllCCS	[M+H]+	182.7	32859911
AllCCS	[M+H-H2O]+	179.7	32859911
AllCCS	[M+NH4]+	185.4	32859911
AllCCS	[M+Na]+	186.2	32859911
AllCCS	[M-H]-	179.0	32859911
AllCCS	[M+Na-2H]-	178.9	32859911
AllCCS	[M+HCOO]-	179.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
HMBOA-Glc	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O)OC2=C1	4285.7	Standard polar	33892256
HMBOA-Glc	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O)OC2=C1	2968.5	Standard non polar	33892256
HMBOA-Glc	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O)OC2=C1	3328.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
HMBOA-Glc,1TMS,isomer #1	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C)C(O)C(O)C3O)OC2=C1	3202.7	Semi standard non polar	33892256
HMBOA-Glc,1TMS,isomer #2	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O)OC2=C1	3183.0	Semi standard non polar	33892256
HMBOA-Glc,1TMS,isomer #3	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O)OC2=C1	3194.4	Semi standard non polar	33892256
HMBOA-Glc,1TMS,isomer #4	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C)OC2=C1	3181.6	Semi standard non polar	33892256
HMBOA-Glc,1TMS,isomer #5	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O)C1O)C(=O)N2[Si](C)(C)C	3100.5	Semi standard non polar	33892256
HMBOA-Glc,2TMS,isomer #1	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O)OC2=C1	3152.3	Semi standard non polar	33892256
HMBOA-Glc,2TMS,isomer #10	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C)C(=O)N2[Si](C)(C)C	3059.4	Semi standard non polar	33892256
HMBOA-Glc,2TMS,isomer #2	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O)OC2=C1	3167.0	Semi standard non polar	33892256
HMBOA-Glc,2TMS,isomer #3	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C)C(O)C(O)C3O[Si](C)(C)C)OC2=C1	3153.4	Semi standard non polar	33892256
HMBOA-Glc,2TMS,isomer #4	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O)C(=O)N2[Si](C)(C)C	3058.3	Semi standard non polar	33892256
HMBOA-Glc,2TMS,isomer #5	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)OC2=C1	3142.0	Semi standard non polar	33892256
HMBOA-Glc,2TMS,isomer #6	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)OC2=C1	3138.9	Semi standard non polar	33892256
HMBOA-Glc,2TMS,isomer #7	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O)C(=O)N2[Si](C)(C)C	3059.6	Semi standard non polar	33892256
HMBOA-Glc,2TMS,isomer #8	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)OC2=C1	3150.2	Semi standard non polar	33892256
HMBOA-Glc,2TMS,isomer #9	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O)C(=O)N2[Si](C)(C)C	3063.4	Semi standard non polar	33892256
HMBOA-Glc,3TMS,isomer #1	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)OC2=C1	3094.5	Semi standard non polar	33892256
HMBOA-Glc,3TMS,isomer #10	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)C(=O)N2[Si](C)(C)C	3004.1	Semi standard non polar	33892256
HMBOA-Glc,3TMS,isomer #2	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)OC2=C1	3110.4	Semi standard non polar	33892256
HMBOA-Glc,3TMS,isomer #3	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O)C(=O)N2[Si](C)(C)C	2992.5	Semi standard non polar	33892256
HMBOA-Glc,3TMS,isomer #4	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)OC2=C1	3082.8	Semi standard non polar	33892256
HMBOA-Glc,3TMS,isomer #5	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O)C(=O)N2[Si](C)(C)C	3012.4	Semi standard non polar	33892256
HMBOA-Glc,3TMS,isomer #6	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C)C(=O)N2[Si](C)(C)C	2985.8	Semi standard non polar	33892256
HMBOA-Glc,3TMS,isomer #7	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)OC2=C1	3093.8	Semi standard non polar	33892256
HMBOA-Glc,3TMS,isomer #8	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)C(=O)N2[Si](C)(C)C	3008.1	Semi standard non polar	33892256
HMBOA-Glc,3TMS,isomer #9	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)C(=O)N2[Si](C)(C)C	3007.6	Semi standard non polar	33892256
HMBOA-Glc,4TMS,isomer #1	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)OC2=C1	3028.2	Semi standard non polar	33892256
HMBOA-Glc,4TMS,isomer #2	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)N2[Si](C)(C)C	2965.9	Semi standard non polar	33892256
HMBOA-Glc,4TMS,isomer #3	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)N2[Si](C)(C)C	2972.1	Semi standard non polar	33892256
HMBOA-Glc,4TMS,isomer #4	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)N2[Si](C)(C)C	2947.7	Semi standard non polar	33892256
HMBOA-Glc,4TMS,isomer #5	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)N2[Si](C)(C)C	2958.7	Semi standard non polar	33892256
HMBOA-Glc,5TMS,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)N2[Si](C)(C)C	2950.1	Semi standard non polar	33892256
HMBOA-Glc,5TMS,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)N2[Si](C)(C)C	3076.4	Standard non polar	33892256
HMBOA-Glc,1TBDMS,isomer #1	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O)OC2=C1	3443.7	Semi standard non polar	33892256
HMBOA-Glc,1TBDMS,isomer #2	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)OC2=C1	3455.6	Semi standard non polar	33892256
HMBOA-Glc,1TBDMS,isomer #3	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)OC2=C1	3467.9	Semi standard non polar	33892256
HMBOA-Glc,1TBDMS,isomer #4	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)OC2=C1	3457.2	Semi standard non polar	33892256
HMBOA-Glc,1TBDMS,isomer #5	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O)C1O)C(=O)N2[Si](C)(C)C(C)(C)C	3373.7	Semi standard non polar	33892256
HMBOA-Glc,2TBDMS,isomer #1	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)OC2=C1	3624.7	Semi standard non polar	33892256
HMBOA-Glc,2TBDMS,isomer #10	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	3547.3	Semi standard non polar	33892256
HMBOA-Glc,2TBDMS,isomer #2	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)OC2=C1	3644.0	Semi standard non polar	33892256
HMBOA-Glc,2TBDMS,isomer #3	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)OC2=C1	3618.8	Semi standard non polar	33892256
HMBOA-Glc,2TBDMS,isomer #4	COC1=CC=C2C(=C1)OC(OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O)C(=O)N2[Si](C)(C)C(C)(C)C	3517.1	Semi standard non polar	33892256
HMBOA-Glc,2TBDMS,isomer #5	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)OC2=C1	3647.3	Semi standard non polar	33892256
HMBOA-Glc,2TBDMS,isomer #6	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)OC2=C1	3641.0	Semi standard non polar	33892256
HMBOA-Glc,2TBDMS,isomer #7	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O)C(=O)N2[Si](C)(C)C(C)(C)C	3552.4	Semi standard non polar	33892256
HMBOA-Glc,2TBDMS,isomer #8	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)OC2=C1	3654.0	Semi standard non polar	33892256
HMBOA-Glc,2TBDMS,isomer #9	COC1=CC=C2C(=C1)OC(OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O)C(=O)N2[Si](C)(C)C(C)(C)C	3549.2	Semi standard non polar	33892256
HMBOA-Glc,3TBDMS,isomer #1	COC1=CC=C2NC(=O)C(OC3OC(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)C3O)OC2=C1	3786.0	Semi standard non polar	33892256
HMBOA-Glc,3TBDMS,isomer #10	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)N2[Si](C)(C)C(C)(C)C	3722.0	Semi standard non polar	33892256
HMBOA-Glc,3TBDMS,isomer #2	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)OC2=C1	3787.1	Semi standard non polar	33892256
HMBOA-Glc,3TBDMS,isomer #3	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)N2[Si](C)(C)C(C)(C)C	3697.1	Semi standard non polar	33892256
HMBOA-Glc,3TBDMS,isomer #4	COC1=CC=C2NC(=O)C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)OC2=C1	3776.4	Semi standard non polar	33892256
HMBOA-Glc,3TBDMS,isomer #5	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)N2[Si](C)(C)C(C)(C)C	3722.8	Semi standard non polar	33892256
HMBOA-Glc,3TBDMS,isomer #6	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)N2[Si](C)(C)C(C)(C)C	3695.3	Semi standard non polar	33892256
HMBOA-Glc,3TBDMS,isomer #7	COC1=CC=C2NC(=O)C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)OC2=C1	3776.2	Semi standard non polar	33892256
HMBOA-Glc,3TBDMS,isomer #8	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)N2[Si](C)(C)C(C)(C)C	3715.1	Semi standard non polar	33892256
HMBOA-Glc,3TBDMS,isomer #9	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)N2[Si](C)(C)C(C)(C)C	3721.1	Semi standard non polar	33892256
HMBOA-Glc,4TBDMS,isomer #1	COC1=CC=C2NC(=O)C(OC3OC(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)C3O[Si](C)(C)C(C)(C)C)OC2=C1	3924.4	Semi standard non polar	33892256
HMBOA-Glc,4TBDMS,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[Si](C)(C)C(C)(C)C)C1O)C(=O)N2[Si](C)(C)C(C)(C)C	3886.8	Semi standard non polar	33892256
HMBOA-Glc,4TBDMS,isomer #3	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)N2[Si](C)(C)C(C)(C)C	3886.5	Semi standard non polar	33892256
HMBOA-Glc,4TBDMS,isomer #4	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)N2[Si](C)(C)C(C)(C)C	3874.2	Semi standard non polar	33892256
HMBOA-Glc,4TBDMS,isomer #5	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)N2[Si](C)(C)C(C)(C)C	3845.1	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 - HMBOA-Glc GC-MS (Non-derivatized) - 70eV, Positive	splash10-0abl-9644000000-df272fd9ea53abac6e7e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - HMBOA-Glc GC-MS (4 TMS) - 70eV, Positive	splash10-001i-1411139000-f215ab1ee59c4119ef52	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - HMBOA-Glc GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - HMBOA-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 - HMBOA-Glc 6V, Negative-QTOF	splash10-0006-0901000000-8023a84cf15fc4f7506d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 10V, Positive-QTOF	splash10-0002-0903000000-02b451be3d0b1371d7f2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 20V, Positive-QTOF	splash10-0002-0901000000-5928bb8073994779c1ac	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 40V, Positive-QTOF	splash10-0gx4-3900000000-5654035a06e764fc7aed	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 10V, Negative-QTOF	splash10-0btd-1904000000-1f4abd7d7232c662c412	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 20V, Negative-QTOF	splash10-01r7-2902000000-fb8e55393041cd65963d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 40V, Negative-QTOF	splash10-0006-9700000000-23e73737bf967f073e07	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 10V, Positive-QTOF	splash10-056s-0904000000-8e9e26cb8e087ca0cb8c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 20V, Positive-QTOF	splash10-0002-0900000000-dc333ad82ae63ef3e3c1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 40V, Positive-QTOF	splash10-0002-1900000000-056bf813fa30798d085d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 10V, Negative-QTOF	splash10-0a6u-0906000000-0db151a914ed3e1875cd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 20V, Negative-QTOF	splash10-06vi-1923000000-6327bac6e450cfe05ac8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HMBOA-Glc 40V, Negative-QTOF	splash10-01tj-2900000000-491652db7362339d503c	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

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

FDB016280

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

77195052

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for HMBOA-Glc (HMDB0037263)

MOL for HMDB0037263 (HMBOA-Glc)

3D MOL for HMDB0037263 (HMBOA-Glc)

3D SDF for HMDB0037263 (HMBOA-Glc)

3D-SDF for HMDB0037263 (HMBOA-Glc)

PDB for HMDB0037263 (HMBOA-Glc)

3D PDB for HMDB0037263 (HMBOA-Glc)

SMILES for HMDB0037263 (HMBOA-Glc)

INCHI for HMDB0037263 (HMBOA-Glc)

Structure for HMDB0037263 (HMBOA-Glc)

3D Structure for HMDB0037263 (HMBOA-Glc)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra