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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:53:46 UTC

Update Date

2022-03-07 02:53:36 UTC

HMDB ID

HMDB0033107

Secondary Accession Numbers

HMDB33107

Metabolite Identification

Common Name

Semilepidinoside A

Description

Semilepidinoside A belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Semilepidinoside A has been detected, but not quantified in, brassicas and garden cresses (Lepidium sativum). This could make semilepidinoside a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Semilepidinoside A.

Structure

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

HMDB0033107
     RDKit          3D
Semilepidinoside A
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.0433    0.0238    2.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9546    0.8639    2.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1224    0.8167    0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -0.4965    0.6865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9510   -0.6313   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304    0.2871   -0.6400 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4222    0.0439   -0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    1.1353   -0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6421    0.9834   -0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2294   -0.2554   -0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6701   -0.5137   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3586   -0.5484    0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8812    0.5461    0.8803 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4481    0.2430    2.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2557   -1.1148    2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5955   -1.5667    1.1217 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -1.3297   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -1.1995   -0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9172   -0.5552   -1.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4143    0.3570   -2.6518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2127    0.0185   -1.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7653   -0.9792   -0.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8709    1.2565   -0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0146    1.9952   -0.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819    0.4834    1.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3300    1.9102    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3126    0.5910    2.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2348    1.4699    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502   -1.6582   -0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8338    2.1342   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847    1.8534   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8063   -1.4564   -1.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1367    0.2827   -1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9448    0.9437    2.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6018   -1.6886    3.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.5513    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7633   -2.3394   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530   -2.0672   -0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1220   -1.5321   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7689    0.9908   -2.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9064    0.2567   -2.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2783   -1.6301   -0.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1561    1.8538   -1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7743    2.7735    0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 10 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  3  1  0
 18  7  1  0
 16 12  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
M  END


  Mrv0541 05061306552D          

 24 26  0  0  0  0            999 V2000
    4.1801    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821    2.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3071    2.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272    3.1660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5620    3.1660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356    5.7134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    6.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    6.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  5  2  0  0  0  0
  9  1  2  0  0  0  0
  9  2  1  0  0  0  0
  9  7  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  5  1  0  0  0  0
 17 12  2  0  0  0  0
 18  6  1  0  0  0  0
 18 12  1  0  0  0  0
 19  8  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 10  1  0  0  0  0
 23 16  1  0  0  0  0
 24 11  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033107

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=CC=C(CC3=NC=CN3)C=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N2O6/c19-8-11-13(20)14(21)15(22)16(24-11)23-10-3-1-9(2-4-10)7-12-17-5-6-18-12/h1-6,11,13-16,19-22H,7-8H2,(H,17,18)

> <INCHI_KEY>
PVXWBKJKWJZGQJ-UHFFFAOYSA-N

> <FORMULA>
C16H20N2O6

> <MOLECULAR_WEIGHT>
336.3398

> <EXACT_MASS>
336.132136382

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
33.362203052209516

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(hydroxymethyl)-6-[4-(1H-imidazol-2-ylmethyl)phenoxy]oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.05

> <JCHEM_LOGP>
-0.7594530716666663

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.026588899150862

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.176214129902075

> <JCHEM_PKA_STRONGEST_BASIC>
7.062451747832914

> <JCHEM_POLAR_SURFACE_AREA>
128.06

> <JCHEM_REFRACTIVITY>
82.3007

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.97e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(hydroxymethyl)-6-[4-(1H-imidazol-2-ylmethyl)phenoxy]oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033107
     RDKit          3D
Semilepidinoside A
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.0433    0.0238    2.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9546    0.8639    2.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1224    0.8167    0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -0.4965    0.6865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9510   -0.6313   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304    0.2871   -0.6400 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4222    0.0439   -0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    1.1353   -0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6421    0.9834   -0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2294   -0.2554   -0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6701   -0.5137   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3586   -0.5484    0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8812    0.5461    0.8803 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4481    0.2430    2.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2557   -1.1148    2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5955   -1.5667    1.1217 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -1.3297   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -1.1995   -0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9172   -0.5552   -1.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4143    0.3570   -2.6518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2127    0.0185   -1.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7653   -0.9792   -0.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8709    1.2565   -0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0146    1.9952   -0.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819    0.4834    1.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3300    1.9102    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3126    0.5910    2.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2348    1.4699    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502   -1.6582   -0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8338    2.1342   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847    1.8534   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8063   -1.4564   -1.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1367    0.2827   -1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9448    0.9437    2.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6018   -1.6886    3.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.5513    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7633   -2.3394   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530   -2.0672   -0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1220   -1.5321   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7689    0.9908   -2.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9064    0.2567   -2.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2783   -1.6301   -0.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1561    1.8538   -1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7743    2.7735    0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 10 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  3  1  0
 18  7  1  0
 16 12  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       7.803  10.665   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.469   8.355   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.469  11.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.136   9.125   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.367   4.445   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.907   4.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.137   8.355   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.533  11.435   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.803   9.125   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.136  10.665   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.199  10.665   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.137   6.815   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.199   9.125   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.135   8.355   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.468   9.125   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.468  10.665   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       7.891   5.910   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      10.382   5.910   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -2.866  10.665   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.533   8.355   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.135   6.815   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.802   8.355   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.802  11.435   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.135  11.435   0.000  0.00  0.00           O+0
CONECT    1    3    9                                                       
CONECT    2    4    9                                                       
CONECT    3    1   10                                                       
CONECT    4    2   10                                                       
CONECT    5    6   17                                                       
CONECT    6    5   18                                                       
CONECT    7    9   12                                                       
CONECT    8   11   19                                                       
CONECT    9    1    2    7                                                  
CONECT   10    3    4   23                                                  
CONECT   11    8   13   24                                                  
CONECT   12    7   17   18                                                  
CONECT   13   11   14   20                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   23   24                                                  
CONECT   17    5   12                                                       
CONECT   18    6   12                                                       
CONECT   19    8                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23   10   16                                                       
CONECT   24   11   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0033107
HETATM    1  O1  UNL     1      -5.043   0.024   2.076  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.955   0.864   2.106  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.122   0.817   0.842  1.00  0.00           C  
HETATM    4  O2  UNL     1      -2.666  -0.497   0.686  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.951  -0.631  -0.517  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.930   0.287  -0.640  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.422   0.044  -0.727  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.282   1.135  -0.848  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.642   0.983  -0.940  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.229  -0.255  -0.917  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.670  -0.514  -1.010  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.359  -0.548   0.300  1.00  0.00           C  
HETATM   13  N1  UNL     1       5.881   0.546   0.880  1.00  0.00           N  
HETATM   14  C10 UNL     1       6.448   0.243   2.060  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.256  -1.115   2.199  1.00  0.00           C  
HETATM   16  N2  UNL     1       5.595  -1.567   1.122  1.00  0.00           N  
HETATM   17  C12 UNL     1       2.373  -1.330  -0.798  1.00  0.00           C  
HETATM   18  C13 UNL     1       0.994  -1.200  -0.703  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.917  -0.555  -1.706  1.00  0.00           C  
HETATM   20  O4  UNL     1      -2.414   0.357  -2.652  1.00  0.00           O  
HETATM   21  C15 UNL     1      -4.213   0.019  -1.176  1.00  0.00           C  
HETATM   22  O5  UNL     1      -4.765  -0.979  -0.343  1.00  0.00           O  
HETATM   23  C16 UNL     1      -3.871   1.257  -0.374  1.00  0.00           C  
HETATM   24  O6  UNL     1      -5.015   1.995  -0.080  1.00  0.00           O  
HETATM   25  H1  UNL     1      -5.882   0.483   1.784  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.330   1.910   2.245  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.313   0.591   2.960  1.00  0.00           H  
HETATM   28  H4  UNL     1      -2.235   1.470   1.019  1.00  0.00           H  
HETATM   29  H5  UNL     1      -1.550  -1.658  -0.493  1.00  0.00           H  
HETATM   30  H6  UNL     1       0.834   2.134  -0.867  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.285   1.853  -1.033  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.806  -1.456  -1.580  1.00  0.00           H  
HETATM   33  H9  UNL     1       5.137   0.283  -1.620  1.00  0.00           H  
HETATM   34  H10 UNL     1       6.945   0.944   2.737  1.00  0.00           H  
HETATM   35  H11 UNL     1       6.602  -1.689   3.062  1.00  0.00           H  
HETATM   36  H12 UNL     1       5.302  -2.551   0.931  1.00  0.00           H  
HETATM   37  H13 UNL     1       2.763  -2.339  -0.773  1.00  0.00           H  
HETATM   38  H14 UNL     1       0.353  -2.067  -0.610  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.122  -1.532  -2.141  1.00  0.00           H  
HETATM   40  H16 UNL     1      -1.769   0.991  -2.250  1.00  0.00           H  
HETATM   41  H17 UNL     1      -4.906   0.257  -2.012  1.00  0.00           H  
HETATM   42  H18 UNL     1      -5.278  -1.630  -0.857  1.00  0.00           H  
HETATM   43  H19 UNL     1      -3.156   1.854  -1.011  1.00  0.00           H  
HETATM   44  H20 UNL     1      -4.774   2.774   0.450  1.00  0.00           H  
CONECT    1    2   25
CONECT    2    3   26   27
CONECT    3    4   23   28
CONECT    4    5
CONECT    5    6   19   29
CONECT    6    7
CONECT    7    8    8   18
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11   17
CONECT   11   12   32   33
CONECT   12   13   13   16
CONECT   13   14
CONECT   14   15   15   34
CONECT   15   16   35
CONECT   16   36
CONECT   17   18   18   37
CONECT   18   38
CONECT   19   20   21   39
CONECT   20   40
CONECT   21   22   23   41
CONECT   22   42
CONECT   23   24   43
CONECT   24   44
END

HMDB0033107
     RDKit          3D
Semilepidinoside A
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.0433    0.0238    2.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9546    0.8639    2.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1224    0.8167    0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -0.4965    0.6865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9510   -0.6313   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304    0.2871   -0.6400 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4222    0.0439   -0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    1.1353   -0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6421    0.9834   -0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2294   -0.2554   -0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6701   -0.5137   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3586   -0.5484    0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8812    0.5461    0.8803 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4481    0.2430    2.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2557   -1.1148    2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5955   -1.5667    1.1217 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -1.3297   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -1.1995   -0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9172   -0.5552   -1.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4143    0.3570   -2.6518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2127    0.0185   -1.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7653   -0.9792   -0.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8709    1.2565   -0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0146    1.9952   -0.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819    0.4834    1.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3300    1.9102    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3126    0.5910    2.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2348    1.4699    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502   -1.6582   -0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8338    2.1342   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847    1.8534   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8063   -1.4564   -1.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1367    0.2827   -1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9448    0.9437    2.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6018   -1.6886    3.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.5513    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7633   -2.3394   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530   -2.0672   -0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1220   -1.5321   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7689    0.9908   -2.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9064    0.2567   -2.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2783   -1.6301   -0.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1561    1.8538   -1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7743    2.7735    0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 10 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  3  1  0
 18  7  1  0
 16 12  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₂₀N₂O₆

Average Molecular Weight

336.3398

Monoisotopic Molecular Weight

336.132136382

IUPAC Name

2-(hydroxymethyl)-6-[4-(1H-imidazol-2-ylmethyl)phenoxy]oxane-3,4,5-triol

Traditional Name

2-(hydroxymethyl)-6-[4-(1H-imidazol-2-ylmethyl)phenoxy]oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2=CC=C(CC3=NC=CN3)C=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H20N2O6/c19-8-11-13(20)14(21)15(22)16(24-11)23-10-3-1-9(2-4-10)7-12-17-5-6-18-12/h1-6,11,13-16,19-22H,7-8H2,(H,17,18)

InChI Key

PVXWBKJKWJZGQJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glycosyl compound
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Polyol
Oxacycle
Acetal
Azacycle
Organoheterocyclic compound
Primary alcohol
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Alcohol
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033107)
Cytoplasm (HMDB: HMDB0033107)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033107)

Source

Exogenous

Food

Food (HMDB: HMDB0033107)

Vegetable

Leaf vegetable

Garden cress (FooDB: FOOD00099)

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0033107)

Not Available

Nutrient (HMDB: HMDB0033107)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	188 - 190 °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	6.97 g/L	ALOGPS
logP	-0.05	ALOGPS
logP	-0.76	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.18	ChemAxon
pKa (Strongest Basic)	7.06	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	128.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	82.3 m³·mol⁻¹	ChemAxon
Polarizability	33.36 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]+	178.641	31661259
DarkChem	[M-H]-	180.535	31661259
DeepCCS	[M+H]+	175.699	30932474
DeepCCS	[M-H]-	173.341	30932474
DeepCCS	[M-2H]-	207.151	30932474
DeepCCS	[M+Na]+	182.378	30932474
AllCCS	[M+H]+	180.6	32859911
AllCCS	[M+H-H2O]+	177.6	32859911
AllCCS	[M+NH4]+	183.4	32859911
AllCCS	[M+Na]+	184.2	32859911
AllCCS	[M-H]-	176.9	32859911
AllCCS	[M+Na-2H]-	176.8	32859911
AllCCS	[M+HCOO]-	176.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Semilepidinoside A	OCC1OC(OC2=CC=C(CC3=NC=CN3)C=C2)C(O)C(O)C1O	4003.1	Standard polar	33892256
Semilepidinoside A	OCC1OC(OC2=CC=C(CC3=NC=CN3)C=C2)C(O)C(O)C1O	3115.3	Standard non polar	33892256
Semilepidinoside A	OCC1OC(OC2=CC=C(CC3=NC=CN3)C=C2)C(O)C(O)C1O	3314.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Semilepidinoside A,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C(O)C1O	2992.6	Semi standard non polar	33892256
Semilepidinoside A,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=C(CC3=NC=C[NH]3)C=C2)OC(CO)C(O)C1O	2970.8	Semi standard non polar	33892256
Semilepidinoside A,1TMS,isomer #3	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C1O	2957.1	Semi standard non polar	33892256
Semilepidinoside A,1TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C1O	2963.7	Semi standard non polar	33892256
Semilepidinoside A,1TMS,isomer #5	C[Si](C)(C)N1C=CN=C1CC1=CC=C(OC2OC(CO)C(O)C(O)C2O)C=C1	3168.9	Semi standard non polar	33892256
Semilepidinoside A,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O[Si](C)(C)C)C(O)C1O	2952.7	Semi standard non polar	33892256
Semilepidinoside A,2TMS,isomer #10	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O)C1O	3104.5	Semi standard non polar	33892256
Semilepidinoside A,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C(O[Si](C)(C)C)C1O	2940.4	Semi standard non polar	33892256
Semilepidinoside A,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C(O)C1O[Si](C)(C)C	2947.0	Semi standard non polar	33892256
Semilepidinoside A,2TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O)C(O)C1O	3124.6	Semi standard non polar	33892256
Semilepidinoside A,2TMS,isomer #5	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O[Si](C)(C)C)C1O	2940.1	Semi standard non polar	33892256
Semilepidinoside A,2TMS,isomer #6	C[Si](C)(C)OC1C(OC2=CC=C(CC3=NC=C[NH]3)C=C2)OC(CO)C(O)C1O[Si](C)(C)C	2933.0	Semi standard non polar	33892256
Semilepidinoside A,2TMS,isomer #7	C[Si](C)(C)OC1C(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)OC(CO)C(O)C1O	3106.0	Semi standard non polar	33892256
Semilepidinoside A,2TMS,isomer #8	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C1O[Si](C)(C)C	2932.1	Semi standard non polar	33892256
Semilepidinoside A,2TMS,isomer #9	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C1O	3099.2	Semi standard non polar	33892256
Semilepidinoside A,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2938.3	Semi standard non polar	33892256
Semilepidinoside A,3TMS,isomer #10	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O)C1O[Si](C)(C)C	3050.8	Semi standard non polar	33892256
Semilepidinoside A,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2949.0	Semi standard non polar	33892256
Semilepidinoside A,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O)C1O	3077.3	Semi standard non polar	33892256
Semilepidinoside A,3TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2946.1	Semi standard non polar	33892256
Semilepidinoside A,3TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O)C(O[Si](C)(C)C)C1O	3064.5	Semi standard non polar	33892256
Semilepidinoside A,3TMS,isomer #6	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O)C(O)C1O[Si](C)(C)C	3062.5	Semi standard non polar	33892256
Semilepidinoside A,3TMS,isomer #7	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2927.0	Semi standard non polar	33892256
Semilepidinoside A,3TMS,isomer #8	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C1O	3055.9	Semi standard non polar	33892256
Semilepidinoside A,3TMS,isomer #9	C[Si](C)(C)OC1C(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)OC(CO)C(O)C1O[Si](C)(C)C	3053.8	Semi standard non polar	33892256
Semilepidinoside A,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2973.5	Semi standard non polar	33892256
Semilepidinoside A,4TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3064.3	Semi standard non polar	33892256
Semilepidinoside A,4TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3084.1	Semi standard non polar	33892256
Semilepidinoside A,4TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3063.7	Semi standard non polar	33892256
Semilepidinoside A,4TMS,isomer #5	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3044.5	Semi standard non polar	33892256
Semilepidinoside A,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3103.5	Semi standard non polar	33892256
Semilepidinoside A,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2903.9	Standard non polar	33892256
Semilepidinoside A,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C(O)C1O	3235.7	Semi standard non polar	33892256
Semilepidinoside A,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(CC3=NC=C[NH]3)C=C2)OC(CO)C(O)C1O	3234.1	Semi standard non polar	33892256
Semilepidinoside A,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C1O	3205.3	Semi standard non polar	33892256
Semilepidinoside A,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C1O	3210.1	Semi standard non polar	33892256
Semilepidinoside A,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C=CN=C1CC1=CC=C(OC2OC(CO)C(O)C(O)C2O)C=C1	3429.0	Semi standard non polar	33892256
Semilepidinoside A,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3402.9	Semi standard non polar	33892256
Semilepidinoside A,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C(O)C1O	3618.8	Semi standard non polar	33892256
Semilepidinoside A,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3370.7	Semi standard non polar	33892256
Semilepidinoside A,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3373.6	Semi standard non polar	33892256
Semilepidinoside A,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C(O)C(O)C1O	3605.9	Semi standard non polar	33892256
Semilepidinoside A,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O[Si](C)(C)C(C)(C)C)C1O	3380.6	Semi standard non polar	33892256
Semilepidinoside A,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(CC3=NC=C[NH]3)C=C2)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	3379.1	Semi standard non polar	33892256
Semilepidinoside A,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)OC(CO)C(O)C1O	3623.1	Semi standard non polar	33892256
Semilepidinoside A,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C1O[Si](C)(C)C(C)(C)C	3372.2	Semi standard non polar	33892256
Semilepidinoside A,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C1O	3605.9	Semi standard non polar	33892256
Semilepidinoside A,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3552.5	Semi standard non polar	33892256
Semilepidinoside A,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C(O)C1O[Si](C)(C)C(C)(C)C	3792.8	Semi standard non polar	33892256
Semilepidinoside A,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3568.5	Semi standard non polar	33892256
Semilepidinoside A,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3799.5	Semi standard non polar	33892256
Semilepidinoside A,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3551.6	Semi standard non polar	33892256
Semilepidinoside A,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3782.8	Semi standard non polar	33892256
Semilepidinoside A,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3783.0	Semi standard non polar	33892256
Semilepidinoside A,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3542.7	Semi standard non polar	33892256
Semilepidinoside A,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)C1O	3803.6	Semi standard non polar	33892256
Semilepidinoside A,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	3809.4	Semi standard non polar	33892256
Semilepidinoside A,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=C[NH]3)C=C2)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	3725.6	Semi standard non polar	33892256
Semilepidinoside A,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3961.7	Semi standard non polar	33892256
Semilepidinoside A,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	4022.8	Semi standard non polar	33892256
Semilepidinoside A,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3952.4	Semi standard non polar	33892256
Semilepidinoside A,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(CC3=NC=CN3[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3956.5	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 - Semilepidinoside A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0v4i-5934000000-7bbc11ea5390a3eb87f0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Semilepidinoside A GC-MS (4 TMS) - 70eV, Positive	splash10-0r6r-2411239000-7094d6af77bacd613ad3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Semilepidinoside A 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 10V, Positive-QTOF	splash10-004r-0905000000-cf3e127d100e6ea6e5da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 20V, Positive-QTOF	splash10-004i-0900000000-b274f29d77b35c64ec6c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 40V, Positive-QTOF	splash10-0a6u-2900000000-4533454aae956af6ab6b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 10V, Negative-QTOF	splash10-0079-2819000000-c66c1a968ba0fe4b0942	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 20V, Negative-QTOF	splash10-00di-1901000000-b203c15ca2026702b088	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 40V, Negative-QTOF	splash10-00ec-3900000000-f5e6294f177767fe3229	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 10V, Positive-QTOF	splash10-002r-0908000000-6dc646b38968bbcc3a1c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 20V, Positive-QTOF	splash10-014i-0292000000-f04e30f757dd3d5450f3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 40V, Positive-QTOF	splash10-0a4j-7920000000-62b4ffb176dbca2e3f35	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 10V, Negative-QTOF	splash10-0079-1809000000-a209f3d8b8fa372930d5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 20V, Negative-QTOF	splash10-05fr-7944000000-5d1517010c73141cea70	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Semilepidinoside A 40V, Negative-QTOF	splash10-06di-4900000000-8091b45b040e6f207536	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB011104

KNApSAcK ID

C00028987

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

131751375

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 Semilepidinoside A (HMDB0033107)

MOL for HMDB0033107 (Semilepidinoside A)

3D MOL for HMDB0033107 (Semilepidinoside A)

3D SDF for HMDB0033107 (Semilepidinoside A)

3D-SDF for HMDB0033107 (Semilepidinoside A)

PDB for HMDB0033107 (Semilepidinoside A)

3D PDB for HMDB0033107 (Semilepidinoside A)

SMILES for HMDB0033107 (Semilepidinoside A)

INCHI for HMDB0033107 (Semilepidinoside A)

Structure for HMDB0033107 (Semilepidinoside A)

3D Structure for HMDB0033107 (Semilepidinoside A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra