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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:29:50 UTC

Update Date

2022-03-07 02:52:08 UTC

HMDB ID

HMDB0029344

Secondary Accession Numbers

HMDB29344

Metabolite Identification

Common Name

Blepharin

Description

Blepharin, also known as hboa-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. Blepharin has been detected, but not quantified in, several different foods, such as breakfast cereal, cereals and cereal products, corns (Zea mays), and fats and oils. This could make blepharin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Blepharin.

Structure

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

HMDB0029344
     RDKit          3D
Blepharin
 40 42  0  0  0  0  0  0  0  0999 V2000
    1.7096   -2.4522    1.8661 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913   -1.4983    1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.3968    1.3276 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324    0.4575    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0686    1.5385    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5369    2.3617   -0.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672    2.1067   -1.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3404    1.0407   -2.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646    0.2042   -0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429   -0.8610   -1.2442 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1996   -1.4778   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152   -0.8122   -0.1044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1108   -1.5468   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9404   -1.7763    0.7061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8372   -0.8173    1.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2242    0.0643    2.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    0.6688    1.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4145    0.0572   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8111    1.3059    0.4889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4533    0.2961   -1.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4754    1.1724   -0.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861   -1.0586   -1.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9816   -1.8860   -1.8057 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0182   -0.2139    2.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387    1.7086    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1850    3.2024   -0.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    2.7446   -2.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379    0.8210   -3.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0696   -2.5317   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7264   -2.5695   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7651   -1.3046    1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458    0.8472    2.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273   -0.5576    3.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9699    1.5318    2.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323   -0.3971   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7854    1.2832    0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615    0.7779   -2.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9654    1.5870   -1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902   -1.0153   -2.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0266   -2.6046   -1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  2  1  0
 22 13  1  0
  9  4  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
M  END

  Mrv0541 02241208342D          

 23 25  0  0  0  0            999 V2000
    1.0710    2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    2.4748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    2.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5009    2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5009    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7859   -0.4124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7859   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5009   -1.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5009   -2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710   -1.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710   -2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -1.6498    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
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  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 19  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 23  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029344

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H17NO8/c16-5-8-9(17)10(18)11(19)13(22-8)23-14-12(20)15-6-3-1-2-4-7(6)21-14/h1-4,8-11,13-14,16-19H,5H2,(H,15,20)

> <INCHI_KEY>
PYQSUTLVBSTCSK-UHFFFAOYSA-N

> <FORMULA>
C14H17NO8

> <MOLECULAR_WEIGHT>
327.2867

> <EXACT_MASS>
327.095416525

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
31.02788639275539

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.24

> <JCHEM_LOGP>
-1.3049613923333327

> <ALOGPS_LOGS>
-0.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.223072162828535

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.803942357790365

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810849224104405

> <JCHEM_POLAR_SURFACE_AREA>
137.71

> <JCHEM_REFRACTIVITY>
74.4368

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.93e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029344
     RDKit          3D
Blepharin
 40 42  0  0  0  0  0  0  0  0999 V2000
    1.7096   -2.4522    1.8661 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913   -1.4983    1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.3968    1.3276 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324    0.4575    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0686    1.5385    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5369    2.3617   -0.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672    2.1067   -1.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3404    1.0407   -2.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646    0.2042   -0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429   -0.8610   -1.2442 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1996   -1.4778   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152   -0.8122   -0.1044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1108   -1.5468   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9404   -1.7763    0.7061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8372   -0.8173    1.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2242    0.0643    2.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    0.6688    1.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4145    0.0572   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8111    1.3059    0.4889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4533    0.2961   -1.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4754    1.1724   -0.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861   -1.0586   -1.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9816   -1.8860   -1.8057 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0182   -0.2139    2.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387    1.7086    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1850    3.2024   -0.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    2.7446   -2.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379    0.8210   -3.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0696   -2.5317   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7264   -2.5695   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7651   -1.3046    1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458    0.8472    2.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273   -0.5576    3.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9699    1.5318    2.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323   -0.3971   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7854    1.2832    0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615    0.7779   -2.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9654    1.5870   -1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902   -1.0153   -2.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0266   -2.6046   -1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  2  1  0
 22 13  1  0
  9  4  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  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       1.999   4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.667   3.850   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.667   4.620   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.002   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.334   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.668   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.334   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.002   2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.667   1.540   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.667   2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.999   1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.999   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.334  -0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.668  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.668  -4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.667   0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.667  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.667  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.999  -3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.999  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    4    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11    2   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   19                                                            
CONECT   19   13   18   20                                                  
CONECT   20   19   21   23                                                  
CONECT   21   15   20   22                                                  
CONECT   22   21                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0029344
HETATM    1  O1  UNL     1       1.710  -2.452   1.866  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.891  -1.498   1.051  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.743  -0.397   1.328  1.00  0.00           N  
HETATM    4  C2  UNL     1       3.232   0.458   0.311  1.00  0.00           C  
HETATM    5  C3  UNL     1       4.069   1.538   0.586  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.537   2.362  -0.417  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.167   2.107  -1.723  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.340   1.041  -2.010  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.865   0.204  -0.990  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.043  -0.861  -1.244  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.200  -1.478  -0.288  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.015  -0.812  -0.104  1.00  0.00           O  
HETATM   13  C9  UNL     1      -1.111  -1.547  -0.356  1.00  0.00           C  
HETATM   14  O4  UNL     1      -1.940  -1.776   0.706  1.00  0.00           O  
HETATM   15  C10 UNL     1      -2.837  -0.817   1.029  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.224   0.064   2.130  1.00  0.00           C  
HETATM   17  O5  UNL     1      -1.056   0.669   1.766  1.00  0.00           O  
HETATM   18  C12 UNL     1      -3.414   0.057  -0.027  1.00  0.00           C  
HETATM   19  O6  UNL     1      -3.811   1.306   0.489  1.00  0.00           O  
HETATM   20  C13 UNL     1      -2.453   0.296  -1.149  1.00  0.00           C  
HETATM   21  O7  UNL     1      -1.475   1.172  -0.721  1.00  0.00           O  
HETATM   22  C14 UNL     1      -1.886  -1.059  -1.562  1.00  0.00           C  
HETATM   23  O8  UNL     1      -2.982  -1.886  -1.806  1.00  0.00           O  
HETATM   24  H1  UNL     1       3.018  -0.214   2.336  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.339   1.709   1.626  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.185   3.202  -0.219  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.525   2.745  -2.536  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.038   0.821  -3.019  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.070  -2.532  -0.618  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.726  -2.570  -0.666  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.765  -1.305   1.520  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.946   0.847   2.441  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.027  -0.558   3.039  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.970   1.532   2.260  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.332  -0.397  -0.499  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.785   1.283   0.672  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.961   0.778  -2.031  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.965   1.587  -1.447  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.290  -1.015  -2.471  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.027  -2.605  -1.134  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4   24
CONECT    4    5    5    9
CONECT    5    6   25
CONECT    6    7    7   26
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10
CONECT   10   11
CONECT   11   12   29
CONECT   12   13
CONECT   13   14   22   30
CONECT   14   15
CONECT   15   16   18   31
CONECT   16   17   32   33
CONECT   17   34
CONECT   18   19   20   35
CONECT   19   36
CONECT   20   21   22   37
CONECT   21   38
CONECT   22   23   39
CONECT   23   40
END

HMDB0029344
     RDKit          3D
Blepharin
 40 42  0  0  0  0  0  0  0  0999 V2000
    1.7096   -2.4522    1.8661 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913   -1.4983    1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.3968    1.3276 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324    0.4575    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0686    1.5385    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5369    2.3617   -0.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672    2.1067   -1.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3404    1.0407   -2.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646    0.2042   -0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429   -0.8610   -1.2442 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1996   -1.4778   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152   -0.8122   -0.1044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1108   -1.5468   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9404   -1.7763    0.7061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8372   -0.8173    1.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2242    0.0643    2.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    0.6688    1.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4145    0.0572   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8111    1.3059    0.4889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4533    0.2961   -1.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4754    1.1724   -0.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861   -1.0586   -1.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9816   -1.8860   -1.8057 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0182   -0.2139    2.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387    1.7086    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1850    3.2024   -0.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    2.7446   -2.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379    0.8210   -3.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0696   -2.5317   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7264   -2.5695   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7651   -1.3046    1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458    0.8472    2.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273   -0.5576    3.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9699    1.5318    2.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323   -0.3971   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7854    1.2832    0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615    0.7779   -2.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9654    1.5870   -1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902   -1.0153   -2.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0266   -2.6046   -1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  2  1  0
 22 13  1  0
  9  4  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2R)-2-O-beta-D-Glucopyranosyl-2H-1,4-benzoxazin-3(4H)-one	MeSH
HBOA-GLC	MeSH
(+)-Blepharin	HMDB

Chemical Formula

C₁₄H₁₇NO₈

Average Molecular Weight

327.2867

Monoisotopic Molecular Weight

327.095416525

IUPAC Name

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

Traditional Name

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

CAS Registry Number

27625-86-1

SMILES

OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C14H17NO8/c16-5-8-9(17)10(18)11(19)13(22-8)23-14-12(20)15-6-3-1-2-4-7(6)21-14/h1-4,8-11,13-14,16-19H,5H2,(H,15,20)

InChI Key

PYQSUTLVBSTCSK-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
Monosaccharide
Oxane
Benzenoid
Cyclic carboximidic acid
Secondary alcohol
Propargyl-type 1,3-dipolar organic compound
Organoheterocyclic compound
Acetal
Polyol
Azacycle
Oxacycle
Organic 1,3-dipolar compound
Primary alcohol
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Cellular substructure

Extracellular (HMDB: HMDB0029344)
Cytoplasm (HMDB: HMDB0029344)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029344)

Source

Endogenous

Endogenous (HMDB: HMDB0029344)

Plant

Poaceae (HMDB: HMDB0029344)

Exogenous

Food

Food (HMDB: HMDB0029344)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Corn (FooDB: FOOD00205)

Cereals and cereal products (FooDB: FOOD00858)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0029344)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	226 - 227 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	121600 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	79.3 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.3	ChemAxon
logS	-0.62	ALOGPS
pKa (Strongest Acidic)	10.8	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	137.71 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.44 m³·mol⁻¹	ChemAxon
Polarizability	31.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	173.183	31661259
DarkChem	[M-H]-	170.803	31661259
DeepCCS	[M+H]+	169.722	30932474
DeepCCS	[M-H]-	167.364	30932474
DeepCCS	[M-2H]-	200.447	30932474
DeepCCS	[M+Na]+	175.815	30932474
AllCCS	[M+H]+	175.8	32859911
AllCCS	[M+H-H2O]+	172.6	32859911
AllCCS	[M+NH4]+	178.7	32859911
AllCCS	[M+Na]+	179.6	32859911
AllCCS	[M-H]-	172.2	32859911
AllCCS	[M+Na-2H]-	171.9	32859911
AllCCS	[M+HCOO]-	171.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Blepharin	OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O)C1O	4095.5	Standard polar	33892256
Blepharin	OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O)C1O	2818.4	Standard non polar	33892256
Blepharin	OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O)C1O	3083.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Blepharin,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O)C1O	2979.7	Semi standard non polar	33892256
Blepharin,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2OC3=CC=CC=C3NC2=O)OC(CO)C(O)C1O	2953.5	Semi standard non polar	33892256
Blepharin,1TMS,isomer #3	C[Si](C)(C)OC1C(O)C(CO)OC(OC2OC3=CC=CC=C3NC2=O)C1O	2944.1	Semi standard non polar	33892256
Blepharin,1TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3NC2=O)C(O)C1O	2950.5	Semi standard non polar	33892256
Blepharin,1TMS,isomer #5	C[Si](C)(C)N1C(=O)C(OC2OC(CO)C(O)C(O)C2O)OC2=CC=CC=C21	2864.5	Semi standard non polar	33892256
Blepharin,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O[Si](C)(C)C)C(O)C1O	2927.9	Semi standard non polar	33892256
Blepharin,2TMS,isomer #10	C[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O)C1O	2823.0	Semi standard non polar	33892256
Blepharin,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O[Si](C)(C)C)C1O	2924.9	Semi standard non polar	33892256
Blepharin,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O)C1O[Si](C)(C)C	2929.2	Semi standard non polar	33892256
Blepharin,2TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O)C(O)C1O	2817.1	Semi standard non polar	33892256
Blepharin,2TMS,isomer #5	C[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3NC2=O)C(O[Si](C)(C)C)C1O	2908.4	Semi standard non polar	33892256
Blepharin,2TMS,isomer #6	C[Si](C)(C)OC1C(OC2OC3=CC=CC=C3NC2=O)OC(CO)C(O)C1O[Si](C)(C)C	2907.3	Semi standard non polar	33892256
Blepharin,2TMS,isomer #7	C[Si](C)(C)OC1C(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)OC(CO)C(O)C1O	2815.6	Semi standard non polar	33892256
Blepharin,2TMS,isomer #8	C[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3NC2=O)C(O)C1O[Si](C)(C)C	2908.4	Semi standard non polar	33892256
Blepharin,2TMS,isomer #9	C[Si](C)(C)OC1C(O)C(CO)OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C1O	2811.5	Semi standard non polar	33892256
Blepharin,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2863.6	Semi standard non polar	33892256
Blepharin,3TMS,isomer #10	C[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O)C1O[Si](C)(C)C	2797.6	Semi standard non polar	33892256
Blepharin,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2894.6	Semi standard non polar	33892256
Blepharin,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O[Si](C)(C)C)C(O)C1O	2781.0	Semi standard non polar	33892256
Blepharin,3TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2885.6	Semi standard non polar	33892256
Blepharin,3TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O)C(O[Si](C)(C)C)C1O	2806.2	Semi standard non polar	33892256
Blepharin,3TMS,isomer #6	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O)C(O)C1O[Si](C)(C)C	2790.3	Semi standard non polar	33892256
Blepharin,3TMS,isomer #7	C[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3NC2=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2856.8	Semi standard non polar	33892256
Blepharin,3TMS,isomer #8	C[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O[Si](C)(C)C)C1O	2790.6	Semi standard non polar	33892256
Blepharin,3TMS,isomer #9	C[Si](C)(C)OC1C(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)OC(CO)C(O)C1O[Si](C)(C)C	2787.8	Semi standard non polar	33892256
Blepharin,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2829.9	Semi standard non polar	33892256
Blepharin,4TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2776.7	Semi standard non polar	33892256
Blepharin,4TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2798.6	Semi standard non polar	33892256
Blepharin,4TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2794.2	Semi standard non polar	33892256
Blepharin,4TMS,isomer #5	C[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2768.5	Semi standard non polar	33892256
Blepharin,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2787.5	Semi standard non polar	33892256
Blepharin,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2921.4	Standard non polar	33892256
Blepharin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O)C1O	3218.4	Semi standard non polar	33892256
Blepharin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2OC3=CC=CC=C3NC2=O)OC(CO)C(O)C1O	3229.6	Semi standard non polar	33892256
Blepharin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2OC3=CC=CC=C3NC2=O)C1O	3222.4	Semi standard non polar	33892256
Blepharin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3NC2=O)C(O)C1O	3220.3	Semi standard non polar	33892256
Blepharin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C(=O)C(OC2OC(CO)C(O)C(O)C2O)OC2=CC=CC=C21	3151.9	Semi standard non polar	33892256
Blepharin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3397.7	Semi standard non polar	33892256
Blepharin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C(O)C1O	3328.4	Semi standard non polar	33892256
Blepharin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3394.0	Semi standard non polar	33892256
Blepharin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3397.6	Semi standard non polar	33892256
Blepharin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C(O)C(O)C1O	3308.0	Semi standard non polar	33892256
Blepharin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3NC2=O)C(O[Si](C)(C)C(C)(C)C)C1O	3403.6	Semi standard non polar	33892256
Blepharin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(OC2OC3=CC=CC=C3NC2=O)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	3401.0	Semi standard non polar	33892256
Blepharin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1C(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)OC(CO)C(O)C1O	3334.4	Semi standard non polar	33892256
Blepharin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3NC2=O)C(O)C1O[Si](C)(C)C(C)(C)C	3397.9	Semi standard non polar	33892256
Blepharin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C1O	3321.7	Semi standard non polar	33892256
Blepharin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3556.1	Semi standard non polar	33892256
Blepharin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C(O)C1O[Si](C)(C)C(C)(C)C	3486.4	Semi standard non polar	33892256
Blepharin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3576.8	Semi standard non polar	33892256
Blepharin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3484.1	Semi standard non polar	33892256
Blepharin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3572.6	Semi standard non polar	33892256
Blepharin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3488.7	Semi standard non polar	33892256
Blepharin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3484.1	Semi standard non polar	33892256
Blepharin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3NC2=O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3531.3	Semi standard non polar	33892256
Blepharin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C(O[Si](C)(C)C(C)(C)C)C1O	3484.9	Semi standard non polar	33892256
Blepharin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1C(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	3480.3	Semi standard non polar	33892256
Blepharin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3NC2=O)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	3705.7	Semi standard non polar	33892256
Blepharin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3628.7	Semi standard non polar	33892256
Blepharin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3639.6	Semi standard non polar	33892256
Blepharin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3635.1	Semi standard non polar	33892256
Blepharin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3599.0	Semi standard non polar	33892256
Blepharin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)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	3779.6	Semi standard non polar	33892256
Blepharin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)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	3884.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Blepharin GC-MS (Non-derivatized) - 70eV, Positive	splash10-08gi-6963000000-2dbbe24c870ab6deec43	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Blepharin GC-MS (4 TMS) - 70eV, Positive	splash10-0udi-2443029000-ea6466682dcef6776e5e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Blepharin 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 - Blepharin 6V, Negative-QTOF	splash10-03di-0901000000-6c0ff34a7c5ba7af732c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 10V, Positive-QTOF	splash10-02t9-0903000000-6d985b6b680a003be018	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 20V, Positive-QTOF	splash10-014i-1901000000-72a519b4b9229fd1dd00	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 40V, Positive-QTOF	splash10-0f6x-9800000000-e8bc709f4a18db143379	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 10V, Negative-QTOF	splash10-0400-1903000000-e974c6748246132a2531	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 20V, Negative-QTOF	splash10-03xr-2901000000-e3d6a4d769c51829ccdc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 40V, Negative-QTOF	splash10-0006-9400000000-a21c8eaf678dcfce81c1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 10V, Negative-QTOF	splash10-004i-0309000000-6b64078debe40261bf4d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 20V, Negative-QTOF	splash10-03di-1901000000-dc021707e135bf202ac1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 40V, Negative-QTOF	splash10-0a59-2900000000-fd51b144e55cb4c9837f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 10V, Positive-QTOF	splash10-004i-0309000000-2af6e1ef654f1b95ae34	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 20V, Positive-QTOF	splash10-014i-0900000000-d4f89a736b117fa704fa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blepharin 40V, Positive-QTOF	splash10-0cdl-4900000000-25d8d3d80cbb90110a7f	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	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

FDB000405

KNApSAcK ID

C00036821

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

14605136

PDB ID

Not Available

ChEBI ID

169255

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1808581

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 Blepharin (HMDB0029344)

MOL for HMDB0029344 (Blepharin)

3D MOL for HMDB0029344 (Blepharin)

3D SDF for HMDB0029344 (Blepharin)

3D-SDF for HMDB0029344 (Blepharin)

PDB for HMDB0029344 (Blepharin)

3D PDB for HMDB0029344 (Blepharin)

SMILES for HMDB0029344 (Blepharin)

INCHI for HMDB0029344 (Blepharin)

Structure for HMDB0029344 (Blepharin)

3D Structure for HMDB0029344 (Blepharin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra