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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:53 UTC

Update Date

2022-03-07 02:53:05 UTC

HMDB ID

HMDB0031694

Secondary Accession Numbers

HMDB31694

Metabolite Identification

Common Name

Butyl (S)-3-hydroxybutyrate glucoside

Description

Butyl (S)-3-hydroxybutyrate glucoside belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Based on a literature review a small amount of articles have been published on Butyl (S)-3-hydroxybutyrate glucoside.

Structure

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

HMDB0031694
     RDKit          3D
Butyl (S)-3-hydroxybutyrate glucoside
 48 48  0  0  0  0  0  0  0  0999 V2000
   -6.8336    0.6070   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3424   -0.8049   -0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8849   -0.7982    0.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848   -0.1192   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7204   -0.0128   -0.5821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2470    0.6705    0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858    1.1909    1.2931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951    0.7937    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0173    0.0748   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3530    0.7237   -1.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3379    0.1514   -0.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688   -1.0832   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9459   -1.1207   -0.9870 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7188   -0.0104   -1.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9493   -0.3631   -1.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6261   -1.3986   -1.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292    0.6433    0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1237    2.0495    0.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910    0.2569    1.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2037    0.2474    2.5481 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7247   -1.0876    1.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7262   -2.0798    1.3113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6068    0.9181   -1.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3478    1.3133    0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9398    0.6105   -0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4407   -1.3707   -1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9827   -1.2659    0.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5743   -1.8742    0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8332   -0.3519    1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5657    0.8566   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2050   -0.7212   -1.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5239    1.8580    0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5872    0.3598    1.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808   -0.9754   -0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5791    0.8402   -2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6896    1.7731   -1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0520    0.1483   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -1.9386   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1610    0.7459   -1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6598    0.4896   -1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662   -0.6322   -2.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2463   -1.0975   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2189    0.3981    0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5116    2.2540   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5742    1.0080    1.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7391    1.1015    2.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0501   -1.2448    2.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390   -1.7332    1.7650 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  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 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
 21 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
M  END


  Mrv0541 05061306042D          

 22 22  0  0  0  0            999 V2000
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  8  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  7  1  0  0  0  0
 16 10  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20  5  1  0  0  0  0
 20 10  1  0  0  0  0
 21  8  1  0  0  0  0
 21 14  1  0  0  0  0
 22  9  1  0  0  0  0
 22 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031694

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCOC(=O)CC(C)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O8/c1-3-4-5-20-10(16)6-8(2)21-14-13(19)12(18)11(17)9(7-15)22-14/h8-9,11-15,17-19H,3-7H2,1-2H3

> <INCHI_KEY>
YUPCLHHTUNDMAN-UHFFFAOYSA-N

> <FORMULA>
C14H26O8

> <MOLECULAR_WEIGHT>
322.3514

> <EXACT_MASS>
322.162767808

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
33.40786107541031

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
butyl 3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate

> <ALOGPS_LOGP>
0.02

> <JCHEM_LOGP>
-0.6880485743333334

> <ALOGPS_LOGS>
-0.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200093805552886

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210571018636655

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835416895234

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
74.52010000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.31e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butyl 3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031694
     RDKit          3D
Butyl (S)-3-hydroxybutyrate glucoside
 48 48  0  0  0  0  0  0  0  0999 V2000
   -6.8336    0.6070   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3424   -0.8049   -0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8849   -0.7982    0.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848   -0.1192   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7204   -0.0128   -0.5821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2470    0.6705    0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858    1.1909    1.2931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951    0.7937    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0173    0.0748   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3530    0.7237   -1.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3379    0.1514   -0.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688   -1.0832   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9459   -1.1207   -0.9870 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7188   -0.0104   -1.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9493   -0.3631   -1.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6261   -1.3986   -1.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292    0.6433    0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1237    2.0495    0.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910    0.2569    1.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2037    0.2474    2.5481 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7247   -1.0876    1.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7262   -2.0798    1.3113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6068    0.9181   -1.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3478    1.3133    0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9398    0.6105   -0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4407   -1.3707   -1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9827   -1.2659    0.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5743   -1.8742    0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8332   -0.3519    1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5657    0.8566   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2050   -0.7212   -1.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5239    1.8580    0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5872    0.3598    1.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808   -0.9754   -0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5791    0.8402   -2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6896    1.7731   -1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0520    0.1483   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -1.9386   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1610    0.7459   -1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6598    0.4896   -1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662   -0.6322   -2.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2463   -1.0975   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2189    0.3981    0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5116    2.2540   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5742    1.0080    1.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7391    1.1015    2.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0501   -1.2448    2.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390   -1.7332    1.7650 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  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 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
 21 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  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       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  13.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.672  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.338  11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338  13.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004  13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.671  13.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.671  11.550   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      20.005  11.550   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.336  13.090   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      18.672  13.860   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      16.004  15.400   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      13.337  13.860   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002  10.780   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      13.337  10.780   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      16.004  10.780   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    8                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4   20                                                       
CONECT    6    8   10                                                       
CONECT    7    9   15                                                       
CONECT    8    2    6   21                                                  
CONECT    9    7   11   22                                                  
CONECT   10    6   16   20                                                  
CONECT   11    9   12   17                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   21   22                                                  
CONECT   15    7                                                            
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20    5   10                                                       
CONECT   21    8   14                                                       
CONECT   22    9   14                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0031694
HETATM    1  C1  UNL     1      -6.834   0.607  -0.455  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.342  -0.805  -0.250  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.885  -0.798   0.227  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.085  -0.119  -0.833  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.720  -0.013  -0.582  1.00  0.00           O  
HETATM    6  C5  UNL     1      -2.247   0.670   0.524  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.086   1.191   1.293  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.795   0.794   0.807  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.017   0.075  -0.279  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.353   0.724  -1.605  1.00  0.00           C  
HETATM   11  O3  UNL     1       1.338   0.151  -0.091  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.969  -1.083  -0.011  1.00  0.00           C  
HETATM   13  O4  UNL     1       2.946  -1.121  -0.987  1.00  0.00           O  
HETATM   14  C10 UNL     1       3.719  -0.010  -1.076  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.949  -0.363  -1.922  1.00  0.00           C  
HETATM   16  O5  UNL     1       5.626  -1.399  -1.272  1.00  0.00           O  
HETATM   17  C12 UNL     1       4.129   0.643   0.180  1.00  0.00           C  
HETATM   18  O6  UNL     1       4.124   2.050   0.020  1.00  0.00           O  
HETATM   19  C13 UNL     1       3.391   0.257   1.406  1.00  0.00           C  
HETATM   20  O7  UNL     1       4.204   0.247   2.548  1.00  0.00           O  
HETATM   21  C14 UNL     1       2.725  -1.088   1.326  1.00  0.00           C  
HETATM   22  O8  UNL     1       3.726  -2.080   1.311  1.00  0.00           O  
HETATM   23  H1  UNL     1      -6.607   0.918  -1.500  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.348   1.313   0.252  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.940   0.610  -0.350  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.441  -1.371  -1.175  1.00  0.00           H  
HETATM   27  H5  UNL     1      -6.983  -1.266   0.516  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.574  -1.874   0.295  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.833  -0.352   1.222  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.566   0.857  -1.050  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.205  -0.721  -1.770  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.524   1.858   0.747  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.587   0.360   1.796  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.381  -0.975  -0.336  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.579   0.840  -2.223  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.690   1.773  -1.403  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.052   0.148  -2.211  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.303  -1.939  -0.109  1.00  0.00           H  
HETATM   39  H17 UNL     1       3.161   0.746  -1.703  1.00  0.00           H  
HETATM   40  H18 UNL     1       5.660   0.490  -1.972  1.00  0.00           H  
HETATM   41  H19 UNL     1       4.666  -0.632  -2.947  1.00  0.00           H  
HETATM   42  H20 UNL     1       6.246  -1.097  -0.588  1.00  0.00           H  
HETATM   43  H21 UNL     1       5.219   0.398   0.360  1.00  0.00           H  
HETATM   44  H22 UNL     1       3.512   2.254  -0.757  1.00  0.00           H  
HETATM   45  H23 UNL     1       2.574   1.008   1.607  1.00  0.00           H  
HETATM   46  H24 UNL     1       4.739   1.101   2.612  1.00  0.00           H  
HETATM   47  H25 UNL     1       2.050  -1.245   2.166  1.00  0.00           H  
HETATM   48  H26 UNL     1       4.539  -1.733   1.765  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9   32   33
CONECT    9   10   11   34
CONECT   10   35   36   37
CONECT   11   12
CONECT   12   13   21   38
CONECT   13   14
CONECT   14   15   17   39
CONECT   15   16   40   41
CONECT   16   42
CONECT   17   18   19   43
CONECT   18   44
CONECT   19   20   21   45
CONECT   20   46
CONECT   21   22   47
CONECT   22   48
END

HMDB0031694
     RDKit          3D
Butyl (S)-3-hydroxybutyrate glucoside
 48 48  0  0  0  0  0  0  0  0999 V2000
   -6.8336    0.6070   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3424   -0.8049   -0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8849   -0.7982    0.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848   -0.1192   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7204   -0.0128   -0.5821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2470    0.6705    0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858    1.1909    1.2931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951    0.7937    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0173    0.0748   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3530    0.7237   -1.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3379    0.1514   -0.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688   -1.0832   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9459   -1.1207   -0.9870 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7188   -0.0104   -1.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9493   -0.3631   -1.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6261   -1.3986   -1.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292    0.6433    0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1237    2.0495    0.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910    0.2569    1.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2037    0.2474    2.5481 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7247   -1.0876    1.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7262   -2.0798    1.3113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6068    0.9181   -1.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3478    1.3133    0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9398    0.6105   -0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4407   -1.3707   -1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9827   -1.2659    0.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5743   -1.8742    0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8332   -0.3519    1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5657    0.8566   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2050   -0.7212   -1.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5239    1.8580    0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5872    0.3598    1.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808   -0.9754   -0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5791    0.8402   -2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6896    1.7731   -1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0520    0.1483   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -1.9386   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1610    0.7459   -1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6598    0.4896   -1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662   -0.6322   -2.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2463   -1.0975   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2189    0.3981    0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5116    2.2540   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5742    1.0080    1.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7391    1.1015    2.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0501   -1.2448    2.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390   -1.7332    1.7650 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  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 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
 21 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Butyl (S)-3-hydroxybutyric acid glucoside	Generator
Butyl 3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoic acid	HMDB

Chemical Formula

C₁₄H₂₆O₈

Average Molecular Weight

322.3514

Monoisotopic Molecular Weight

322.162767808

IUPAC Name

butyl 3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate

Traditional Name

butyl 3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate

CAS Registry Number

Not Available

SMILES

CCCCOC(=O)CC(C)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C14H26O8/c1-3-4-5-20-10(16)6-8(2)21-14-13(19)12(18)11(17)9(7-15)22-14/h8-9,11-15,17-19H,3-7H2,1-2H3

InChI Key

YUPCLHHTUNDMAN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Fatty acid ester
Sugar acid
Oxane
Monosaccharide
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Primary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0031694)

Biofluid or Excreta

Urine (HMDB: HMDB0031694)

Cellular substructure

Extracellular (HMDB: HMDB0031694)
Cytoplasm (HMDB: HMDB0031694)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031694)

Source

Endogenous

Endogenous (HMDB: HMDB0031694)

Plant

Plant (HMDB: HMDB0031694)

Animal

Animal (HMDB: HMDB0031694)

Exogenous

Food

Food (HMDB: HMDB0031694)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0031694)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0031694)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0031694)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0031694)

Nutrient

Nutrient (HMDB: HMDB0031694)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	33.1 g/L	ALOGPS
logP	0.02	ALOGPS
logP	-0.69	ChemAxon
logS	-0.99	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	74.52 m³·mol⁻¹	ChemAxon
Polarizability	33.41 Å³	ChemAxon
Number of Rings	1	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]+	176.262	31661259
DarkChem	[M-H]-	169.907	31661259
DeepCCS	[M+H]+	183.606	30932474
DeepCCS	[M-H]-	181.172	30932474
DeepCCS	[M-2H]-	214.259	30932474
DeepCCS	[M+Na]+	189.949	30932474
AllCCS	[M+H]+	177.8	32859911
AllCCS	[M+H-H2O]+	175.0	32859911
AllCCS	[M+NH4]+	180.4	32859911
AllCCS	[M+Na]+	181.1	32859911
AllCCS	[M-H]-	176.5	32859911
AllCCS	[M+Na-2H]-	177.0	32859911
AllCCS	[M+HCOO]-	177.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Butyl (S)-3-hydroxybutyrate glucoside	CCCCOC(=O)CC(C)OC1OC(CO)C(O)C(O)C1O	3344.5	Standard polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside	CCCCOC(=O)CC(C)OC1OC(CO)C(O)C(O)C1O	2354.4	Standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside	CCCCOC(=O)CC(C)OC1OC(CO)C(O)C(O)C1O	2326.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Butyl (S)-3-hydroxybutyrate glucoside,1TMS,isomer #1	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O	2441.6	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,1TMS,isomer #2	CCCCOC(=O)CC(C)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	2419.5	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,1TMS,isomer #3	CCCCOC(=O)CC(C)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	2403.8	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,1TMS,isomer #4	CCCCOC(=O)CC(C)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C	2407.3	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TMS,isomer #1	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	2424.7	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TMS,isomer #2	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2418.2	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TMS,isomer #3	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	2406.4	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TMS,isomer #4	CCCCOC(=O)CC(C)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2417.6	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TMS,isomer #5	CCCCOC(=O)CC(C)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2421.1	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TMS,isomer #6	CCCCOC(=O)CC(C)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2405.1	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,3TMS,isomer #1	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2410.3	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,3TMS,isomer #2	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2389.6	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,3TMS,isomer #3	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2374.8	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,3TMS,isomer #4	CCCCOC(=O)CC(C)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2380.8	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,4TMS,isomer #1	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2364.3	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,1TBDMS,isomer #1	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	2672.5	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,1TBDMS,isomer #2	CCCCOC(=O)CC(C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2660.6	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,1TBDMS,isomer #3	CCCCOC(=O)CC(C)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2639.1	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,1TBDMS,isomer #4	CCCCOC(=O)CC(C)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2651.7	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TBDMS,isomer #1	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2894.4	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TBDMS,isomer #2	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2886.9	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TBDMS,isomer #3	CCCCOC(=O)CC(C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2895.0	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TBDMS,isomer #4	CCCCOC(=O)CC(C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	2886.9	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TBDMS,isomer #5	CCCCOC(=O)CC(C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	2899.8	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,2TBDMS,isomer #6	CCCCOC(=O)CC(C)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2891.1	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,3TBDMS,isomer #1	CCCCOC(=O)CC(C)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	3122.7	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,3TBDMS,isomer #2	CCCCOC(=O)CC(C)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	3126.2	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,3TBDMS,isomer #3	CCCCOC(=O)CC(C)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	3110.6	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,3TBDMS,isomer #4	CCCCOC(=O)CC(C)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	3105.4	Semi standard non polar	33892256
Butyl (S)-3-hydroxybutyrate glucoside,4TBDMS,isomer #1	CCCCOC(=O)CC(C)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[Si](C)(C)C(C)(C)C	3313.5	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 - Butyl (S)-3-hydroxybutyrate glucoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9562000000-445cf0d53157cf21d8a7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside GC-MS (4 TMS) - 70eV, Positive	splash10-0002-4000190000-83ca8e25590d933e8afc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 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 - Butyl (S)-3-hydroxybutyrate glucoside 6V, Negative-QTOF	splash10-00di-0319000000-b388d8ec4bca53b44c65	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 10V, Positive-QTOF	splash10-0c03-3915000000-2e467b58ae188a020691	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 20V, Positive-QTOF	splash10-0btc-9800000000-846c0a169c1d489ac8ba	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 40V, Positive-QTOF	splash10-052f-9700000000-23dc828d3cdf5d50e2fe	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 10V, Negative-QTOF	splash10-05fr-5946000000-e915755eb3b655aaa753	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 20V, Negative-QTOF	splash10-0pbi-7931000000-1a41bae6e15e328ddf85	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 40V, Negative-QTOF	splash10-0a4i-9700000000-d5a9124d2019ebc48355	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 10V, Positive-QTOF	splash10-00di-5619000000-6b70848dacc410364f39	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 20V, Positive-QTOF	splash10-0a4s-8911000000-44f922f79866adec1e78	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 40V, Positive-QTOF	splash10-0a4l-9200000000-ef86482686b7e01a8257	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 10V, Negative-QTOF	splash10-00di-2109000000-4b6e064046a1b00a8c52	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 20V, Negative-QTOF	splash10-0c00-9724000000-9399f57655cf4bf3c0e3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl (S)-3-hydroxybutyrate glucoside 40V, Negative-QTOF	splash10-0a4i-9200000000-3886c9999657ba36ecc9	2021-09-24	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

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

FDB008357

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

76463851

PDB ID

Not Available

ChEBI ID

167975

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Butyl (S)-3-hydroxybutyrate glucoside (HMDB0031694)

MOL for HMDB0031694 (Butyl (S)-3-hydroxybutyrate glucoside)

3D MOL for HMDB0031694 (Butyl (S)-3-hydroxybutyrate glucoside)

3D SDF for HMDB0031694 (Butyl (S)-3-hydroxybutyrate glucoside)

3D-SDF for HMDB0031694 (Butyl (S)-3-hydroxybutyrate glucoside)

PDB for HMDB0031694 (Butyl (S)-3-hydroxybutyrate glucoside)

3D PDB for HMDB0031694 (Butyl (S)-3-hydroxybutyrate glucoside)

SMILES for HMDB0031694 (Butyl (S)-3-hydroxybutyrate glucoside)

INCHI for HMDB0031694 (Butyl (S)-3-hydroxybutyrate glucoside)

Structure for HMDB0031694 (Butyl (S)-3-hydroxybutyrate glucoside)

3D Structure for HMDB0031694 (Butyl (S)-3-hydroxybutyrate glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra