MiMeDB: Showing metabocard for Cholesteryl-a-D-glucopyranoside (MMDBc0003527)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-14 21:32:15 UTC

Update Date

2025-10-07 16:04:44 UTC

Metabolite ID

MMDBc0003527

Metabolite Identification

Common Name

Cholesteryl-a-D-glucopyranoside

Description

Cholesteryl-a-D-glucopyranoside is a glycosphingolipid, specifically a glycoside of cholesterol. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142123322D          

 50 54  0  0  1  0            999 V2000
   -2.4048    2.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2767    3.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    2.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9511    1.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876    2.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1390    1.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8587    2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0466    2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4829    1.7238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3905    2.6449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7663    2.9353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7026    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6072    0.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5533    2.2692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7314   -0.5086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9511   -0.5585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557    0.8111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2951   -0.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6708    1.8690    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5784    2.7901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3269    1.3835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2345    2.3046    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829    0.8980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19  7  1  0  0  0  0
 20  3  1  1  0  0  0
 20  8  1  0  0  0  0
 21  9  2  0  0  0  0
 21 17  1  0  0  0  0
 22 13  1  0  0  0  0
 22 17  1  0  0  0  0
 23 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 20  1  6  0  0  0
 25 12  1  0  0  0  0
 25 23  1  0  0  0  0
 26 14  1  0  0  0  0
 26 23  1  0  0  0  0
 27 18  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32  4  1  6  0  0  0
 32 15  1  0  0  0  0
 32 21  1  0  0  0  0
 32 26  1  0  0  0  0
 33  5  1  6  0  0  0
 33 16  1  0  0  0  0
 33 24  1  0  0  0  0
 33 25  1  0  0  0  0
 34 18  1  0  0  0  0
 35 28  1  0  0  0  0
 36 29  1  0  0  0  0
 37 30  1  0  0  0  0
 22 38  1  6  0  0  0
 38 31  1  0  0  0  0
 39 27  1  0  0  0  0
 39 31  1  0  0  0  0
 20 40  1  6  0  0  0
 22 41  1  1  0  0  0
 23 42  1  6  0  0  0
 24 43  1  1  0  0  0
 25 44  1  1  0  0  0
 26 45  1  1  0  0  0
 46 27  1  0  0  0  0
 47 28  1  0  0  0  0
 48 29  1  0  0  0  0
 49 30  1  0  0  0  0
 50 31  1  0  0  0  0
M  END


  Mrv1652305142123322D          

 50 54  0  0  1  0            999 V2000
   -2.4048    2.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2767    3.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    2.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9511    1.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876    2.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1390    1.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8587    2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0466    2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4829    1.7238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3905    2.6449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7663    2.9353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7026    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6072    0.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5533    2.2692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7314   -0.5086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9511   -0.5585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557    0.8111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2951   -0.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6708    1.8690    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5784    2.7901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3269    1.3835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2345    2.3046    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829    0.8980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19  7  1  0  0  0  0
 20  3  1  1  0  0  0
 20  8  1  0  0  0  0
 21  9  2  0  0  0  0
 21 17  1  0  0  0  0
 22 13  1  0  0  0  0
 22 17  1  0  0  0  0
 23 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 20  1  6  0  0  0
 25 12  1  0  0  0  0
 25 23  1  0  0  0  0
 26 14  1  0  0  0  0
 26 23  1  0  0  0  0
 27 18  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32  4  1  6  0  0  0
 32 15  1  0  0  0  0
 32 21  1  0  0  0  0
 32 26  1  0  0  0  0
 33  5  1  6  0  0  0
 33 16  1  0  0  0  0
 33 24  1  0  0  0  0
 33 25  1  0  0  0  0
 34 18  1  0  0  0  0
 35 28  1  0  0  0  0
 36 29  1  0  0  0  0
 37 30  1  0  0  0  0
 22 38  1  6  0  0  0
 38 31  1  0  0  0  0
 39 27  1  0  0  0  0
 39 31  1  0  0  0  0
 20 40  1  6  0  0  0
 22 41  1  1  0  0  0
 23 42  1  6  0  0  0
 24 43  1  1  0  0  0
 25 44  1  1  0  0  0
 26 45  1  1  0  0  0
 46 27  1  0  0  0  0
 47 28  1  0  0  0  0
 48 29  1  0  0  0  0
 49 30  1  0  0  0  0
 50 31  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003527

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC1([H])OC([H])(CO)C([H])(O)C([H])(O)C1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C33H56O6/c1-19(2)7-6-8-20(3)24-11-12-25-23-10-9-21-17-22(13-15-32(21,4)26(23)14-16-33(24,25)5)38-31-30(37)29(36)28(35)27(18-34)39-31/h9,19-20,22-31,34-37H,6-8,10-18H2,1-5H3/t20-,22+,23+,24-,25+,26+,27?,28?,29?,30?,31?,32+,33-/m1/s1

> <INCHI_KEY>
FSMCJUNYLQOAIM-XKTNCEJCSA-N

> <FORMULA>
C33H56O6

> <MOLECULAR_WEIGHT>
548.805

> <EXACT_MASS>
548.407689523

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
66.8495784308725

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
5.21

> <JCHEM_LOGP>
5.342053384999997

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200090025428626

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210561282115878

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083542853919

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
153.02979999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0      -4.489   4.820   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.383   6.457   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.558   4.447   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.487   2.489   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.791   3.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.493   4.025   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.018   3.815   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.452   2.809   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.575   2.040   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.963   5.030   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.978   3.020   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.986   0.406   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.059   2.311   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.536   3.760   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.020   4.031   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.028   2.854   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.551   1.405   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      19.568   3.218   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      17.529   4.937   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      14.497   5.479   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      12.512   3.125   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      13.558   0.228   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      16.067   1.134   0.000  0.00  0.00           O+0
HETATM   40  H   UNK     0       1.033   4.236   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0      12.565  -0.949   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.509  -1.043   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.411   1.514   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.978   1.583   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       8.017  -0.136   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      18.052   3.489   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      16.013   5.208   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      15.544   2.583   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      13.504   4.302   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      13.035   1.676   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   32                                                            
CONECT    5   33                                                            
CONECT    6    7    8                                                       
CONECT    7    6   19                                                       
CONECT    8    6   20                                                       
CONECT    9   10   21                                                       
CONECT   10    9   23                                                       
CONECT   11   12   24                                                       
CONECT   12   11   25                                                       
CONECT   13   15   22                                                       
CONECT   14   16   26                                                       
CONECT   15   13   32                                                       
CONECT   16   14   33                                                       
CONECT   17   21   22                                                       
CONECT   18   27   34                                                       
CONECT   19    1    2    7                                                  
CONECT   20    3    8   24   40                                             
CONECT   21    9   17   32                                                  
CONECT   22   13   17   38   41                                             
CONECT   23   10   25   26   42                                             
CONECT   24   11   20   33   43                                             
CONECT   25   12   23   33   44                                             
CONECT   26   14   23   32   45                                             
CONECT   27   18   28   39   46                                             
CONECT   28   27   29   35   47                                             
CONECT   29   28   30   36   48                                             
CONECT   30   29   31   37   49                                             
CONECT   31   30   38   39   50                                             
CONECT   32    4   15   21   26                                             
CONECT   33    5   16   24   25                                             
CONECT   34   18                                                            
CONECT   35   28                                                            
CONECT   36   29                                                            
CONECT   37   30                                                            
CONECT   38   22   31                                                       
CONECT   39   27   31                                                       
CONECT   40   20                                                            
CONECT   41   22                                                            
CONECT   42   23                                                            
CONECT   43   24                                                            
CONECT   44   25                                                            
CONECT   45   26                                                            
CONECT   46   27                                                            
CONECT   47   28                                                            
CONECT   48   29                                                            
CONECT   49   30                                                            
CONECT   50   31                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  108    0
END

Synonyms

Not Available

Molecular Formula

C₃₃H₅₆O₆

Average Mass

548.805

Monoisotopic Mass

548.407689523

IUPAC Name

2-{[(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-{[(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC1([H])OC([H])(CO)C([H])(O)C([H])(O)C1([H])O

InChI Identifier

InChI=1S/C33H56O6/c1-19(2)7-6-8-20(3)24-11-12-25-23-10-9-21-17-22(13-15-32(21,4)26(23)14-16-33(24,25)5)38-31-30(37)29(36)28(35)27(18-34)39-31/h9,19-20,22-31,34-37H,6-8,10-18H2,1-5H3/t20-,22+,23+,24-,25+,26+,27?,28?,29?,30?,31?,32+,33-/m1/s1

InChI Key

FSMCJUNYLQOAIM-XKTNCEJCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Diterpene glycoside
Cholesterol
Steroidal glycoside
Cholestane-skeleton
Diterpenoid
Delta-5-steroid
Terpene glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Secondary alcohol
Polyol
Oxacycle
Acetal
Organoheterocyclic compound
Primary alcohol
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0044 g/L	ALOGPS
logP	5.21	ALOGPS
logP	5.34	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	153.03 m³·mol⁻¹	ChemAxon
Polarizability	66.85 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	193.5
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	61.9
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	746.5
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	923.9
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	949.5
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	286.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3825.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	110.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	331.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	873.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	337.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	184.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	264.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	8.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	161.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	674.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	575.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2139.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1676.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O)C(O)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	870.002
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O[Si](C)(C)C)C(O)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	1265.09
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_3	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O)C(O[Si](C)(C)C)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	2355.2
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_4	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O)C(O)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	1746.48
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_5	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	652.743
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_6	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	1600.81
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_7	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O)C(O)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	3566.82
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_8	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	1034.53
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_9	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O[Si](C)(C)C)C(O)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	2095.36
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_10	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O)C(O[Si](C)(C)C)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	2270.38
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_11	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	2424.2
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_12	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	855.636
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_13	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	1479.29
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_14	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	1328.82
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_15	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard non polar	2025-10-23	2046.96
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_1	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O)C(O)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	1533.15
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_2	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O[Si](C)(C)C)C(O)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	3149.83
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_3	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O)C(O[Si](C)(C)C)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	2633.26
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_4	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O)C(O)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	1811.1
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_5	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	2527.77
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_6	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	2727.31
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_7	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O)C(O)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	2243.29
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_8	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	770.418
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_9	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O[Si](C)(C)C)C(O)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	1446.16
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_10	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O)C(O[Si](C)(C)C)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	2048.1
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_11	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C5O)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	1811.12
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_12	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	2493.54
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_13	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	2657.88
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_14	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	1600.6
Gas Chromatography	Cholesteryl-a-D-glucopyranoside_TMS_15	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C5O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	standard polar	2025-10-23	2752.8

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78445051

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583864

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Cholesteryl-a-D-glucopyranoside (MMDBc0003527)

MOL for #<Metabolite:0x00007f9aa0401360>

3D MOL for #<Metabolite:0x00007f9aa0401360>

3D SDF for #<Metabolite:0x00007f9aa0401360>

3D-SDF for #<Metabolite:0x00007f9aa0401360>

PDB for #<Metabolite:0x00007f9aa0401360>

3D PDB for #<Metabolite:0x00007f9aa0401360>

SMILES for #<Metabolite:0x00007f9aa0401360>

INCHI for #<Metabolite:0x00007f9aa0401360>

Structure for #<Metabolite:0x00007f9aa0401360>

3D Structure for #<Metabolite:0x00007f9aa0401360>