MiMeDB: Showing metabocard for 13-[O(2')-beta-D-Glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoate O(6'')-acetate (MMDBc0031690)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:44:32 UTC

Update Date

2022-08-31 18:23:30 UTC

Metabolite ID

MMDBc0031690

Metabolite Identification

Common Name

13-[O(2')-beta-D-Glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoate O(6'')-acetate

Description

13-[O(2')-beta-D-glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoate O(6'')-acetate is a glycolipid.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 08141218132D          

 61 62  0  0  0  0            999 V2000
    3.0323    8.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   22.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3023   10.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   10.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   12.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6230   13.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7032   12.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   12.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8129   13.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9732   11.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   13.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   14.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7834   11.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   13.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   14.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0534   10.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   14.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   14.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8636   10.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0829   16.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   20.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   21.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   15.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728   16.9712    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8424   19.6217    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1336    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0028   17.7507    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0323   19.7776    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4922   19.1539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1926   17.9067    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7622   18.3744    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6525   17.2830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   18.2185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9226   16.5035    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3530   16.0357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   21.4926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9437    9.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5935    8.8639    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.5428   18.3744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   20.5571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   19.3099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9226   18.6862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   17.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   21.0249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   15.8798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   16.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   18.8421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   17.4389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9226   14.3207    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5670   17.7419    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   20.2619    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8174   17.8813    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3265   20.5483    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   19.9335    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   18.5303    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9521   18.5303    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   18.0626    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   17.5948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   16.6594    0.0000 H   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
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 24  2  1  0  0  0  0
 25 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26 22  1  1  0  0  0
 27 23  1  1  0  0  0
 28 21  1  0  0  0  0
 29 26  1  0  0  0  0
 30 27  1  0  0  0  0
 31 30  1  0  0  0  0
 32 29  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 37 22  1  0  0  0  0
 38 24  2  0  0  0  0
 39 28  2  0  0  0  0
 40 28  1  0  0  0  0
 29 41  1  6  0  0  0
 30 42  1  6  0  0  0
 31 43  1  1  0  0  0
 32 44  1  1  0  0  0
 33 45  1  6  0  0  0
 46 23  1  0  0  0  0
 46 24  1  0  0  0  0
 47 25  1  0  0  0  0
 36 47  1  1  0  0  0
 48 26  1  0  0  0  0
 48 36  1  0  0  0  0
 49 27  1  0  0  0  0
 49 35  1  0  0  0  0
 34 50  1  6  0  0  0
 35 50  1  1  0  0  0
 51 25  1  0  0  0  0
 26 52  1  6  0  0  0
 27 53  1  6  0  0  0
 29 54  1  1  0  0  0
 30 55  1  1  0  0  0
 31 56  1  6  0  0  0
 32 57  1  6  0  0  0
 33 58  1  1  0  0  0
 34 59  1  1  0  0  0
 35 60  1  6  0  0  0
 36 61  1  6  0  0  0
M  CHG  1  40  -1
M  END


  Mrv0541 08141218132D          

 61 62  0  0  0  0            999 V2000
    3.0323    8.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   22.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3023   10.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   10.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   12.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6230   13.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7032   12.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   12.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8129   13.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9732   11.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   13.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   14.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7834   11.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   13.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   14.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0534   10.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   14.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   14.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8636   10.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0829   16.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   20.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   21.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   15.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728   16.9712    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8424   19.6217    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1336    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0028   17.7507    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0323   19.7776    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4922   19.1539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1926   17.9067    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7622   18.3744    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6525   17.2830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   18.2185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9226   16.5035    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3530   16.0357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   21.4926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9437    9.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5935    8.8639    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.5428   18.3744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   20.5571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   19.3099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9226   18.6862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   17.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   21.0249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   15.8798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   16.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   18.8421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   17.4389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9226   14.3207    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5670   17.7419    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   20.2619    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8174   17.8813    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3265   20.5483    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   19.9335    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   18.5303    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9521   18.5303    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   18.0626    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   17.5948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   16.6594    0.0000 H   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
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 24  2  1  0  0  0  0
 25 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26 22  1  1  0  0  0
 27 23  1  1  0  0  0
 28 21  1  0  0  0  0
 29 26  1  0  0  0  0
 30 27  1  0  0  0  0
 31 30  1  0  0  0  0
 32 29  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 37 22  1  0  0  0  0
 38 24  2  0  0  0  0
 39 28  2  0  0  0  0
 40 28  1  0  0  0  0
 29 41  1  6  0  0  0
 30 42  1  6  0  0  0
 31 43  1  1  0  0  0
 32 44  1  1  0  0  0
 33 45  1  6  0  0  0
 46 23  1  0  0  0  0
 46 24  1  0  0  0  0
 47 25  1  0  0  0  0
 36 47  1  1  0  0  0
 48 26  1  0  0  0  0
 48 36  1  0  0  0  0
 49 27  1  0  0  0  0
 49 35  1  0  0  0  0
 34 50  1  6  0  0  0
 35 50  1  1  0  0  0
 51 25  1  0  0  0  0
 26 52  1  6  0  0  0
 27 53  1  6  0  0  0
 29 54  1  1  0  0  0
 30 55  1  1  0  0  0
 31 56  1  6  0  0  0
 32 57  1  6  0  0  0
 33 58  1  1  0  0  0
 34 59  1  1  0  0  0
 35 60  1  6  0  0  0
 36 61  1  6  0  0  0
M  CHG  1  40  -1
M  END
> <DATABASE_ID>
MMDBc0031690

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(CCCCCCCCC)(CCCCCCCCCCCC([O-])=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O[C@]1([H])O[C@]([H])(COC(C)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C36H66O14/c1-3-4-5-6-10-13-16-19-25(20-17-14-11-8-7-9-12-15-18-21-28(39)40)47-36-34(32(44)29(41)26(22-37)48-36)50-35-33(45)31(43)30(42)27(49-35)23-46-24(2)38/h25-27,29-37,41-45H,3-23H2,1-2H3,(H,39,40)/p-1/t25?,26-,27-,29-,30-,31+,32+,33-,34-,35+,36-/m1/s1

> <INCHI_KEY>
DYDPBEMJTPLKEJ-BNKHDULBSA-M

> <FORMULA>
C36H65O14

> <MOLECULAR_WEIGHT>
721.8929

> <EXACT_MASS>
721.437431788

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
81.39546977537373

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
13-{[(2R,3R,4S,5S,6R)-3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}docosanoate

> <ALOGPS_LOGP>
3.81

> <JCHEM_LOGP>
4.436730359666663

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.091066752392805

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019623910293

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810837668751375

> <JCHEM_POLAR_SURFACE_AREA>
224.72999999999993

> <JCHEM_REFRACTIVITY>
191.17430000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
28

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-{[(2R,3R,4S,5S,6R)-3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}docosanoate

> <JCHEM_VEBER_RULE>
0

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HEADER    PROTEIN                                 14-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   51  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2   24                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5   10                                                       
CONECT    7    8    9                                                       
CONECT    8    7   11                                                       
CONECT    9    7   12                                                       
CONECT   10    6   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   20                                                       
CONECT   18   15   21                                                       
CONECT   19   16   25                                                       
CONECT   20   17   25                                                       
CONECT   21   18   28                                                       
CONECT   22   26   37                                                       
CONECT   23   27   46                                                       
CONECT   24    2   38   46                                                  
CONECT   25   19   20   47   51                                             
CONECT   26   22   29   48   52                                             
CONECT   27   23   30   49   53                                             
CONECT   28   21   39   40                                                  
CONECT   29   26   32   41   54                                             
CONECT   30   27   31   42   55                                             
CONECT   31   30   33   43   56                                             
CONECT   32   29   34   44   57                                             
CONECT   33   31   35   45   58                                             
CONECT   34   32   36   50   59                                             
CONECT   35   33   49   50   60                                             
CONECT   36   34   47   48   61                                             
CONECT   37   22                                                            
CONECT   38   24                                                            
CONECT   39   28                                                            
CONECT   40   28                                                            
CONECT   41   29                                                            
CONECT   42   30                                                            
CONECT   43   31                                                            
CONECT   44   32                                                            
CONECT   45   33                                                            
CONECT   46   23   24                                                       
CONECT   47   25   36                                                       
CONECT   48   26   36                                                       
CONECT   49   27   35                                                       
CONECT   50   34   35                                                       
CONECT   51   25                                                            
CONECT   52   26                                                            
CONECT   53   27                                                            
CONECT   54   29                                                            
CONECT   55   30                                                            
CONECT   56   31                                                            
CONECT   57   32                                                            
CONECT   58   33                                                            
CONECT   59   34                                                            
CONECT   60   35                                                            
CONECT   61   36                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  124    0
END

Synonyms

Value	Source
13-[O(2')-b-D-Glucopyranosyl-b-D-glucopyranosyloxy]docoscanoate O(6'')-acetate	Generator
13-[O(2')-b-D-Glucopyranosyl-b-D-glucopyranosyloxy]docoscanoic acid O(6'')-acetic acid	Generator
13-[O(2')-beta-D-Glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoic acid O(6'')-acetic acid	Generator
13-[O(2')-Β-D-glucopyranosyl-β-D-glucopyranosyloxy]docoscanoate O(6'')-acetate	Generator
13-[O(2')-Β-D-glucopyranosyl-β-D-glucopyranosyloxy]docoscanoic acid O(6'')-acetic acid	Generator
13-{[(2R,3R,4S,5S,6R)-3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}docosanoic acid	Generator

Molecular Formula

C₃₆H₆₅O₁₄

Average Mass

721.8929

Monoisotopic Mass

721.437431788

IUPAC Name

13-{[(2R,3R,4S,5S,6R)-3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}docosanoate

Traditional Name

13-{[(2R,3R,4S,5S,6R)-3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}docosanoate

CAS Registry Number

Not Available

SMILES

[H]C(CCCCCCCCC)(CCCCCCCCCCCC([O-])=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O[C@]1([H])O[C@]([H])(COC(C)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C36H66O14/c1-3-4-5-6-10-13-16-19-25(20-17-14-11-8-7-9-12-15-18-21-28(39)40)47-36-34(32(44)29(41)26(22-37)48-36)50-35-33(45)31(43)30(42)27(49-35)23-46-24(2)38/h25-27,29-37,41-45H,3-23H2,1-2H3,(H,39,40)/p-1/t25?,26-,27-,29-,30-,31+,32+,33-,34-,35+,36-/m1/s1

InChI Key

DYDPBEMJTPLKEJ-BNKHDULBSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sophorolipids. These are glycolipids containing a sophorose moiety linked glycosidically to the hydroxyl group of a 17-hydroxy-C18 saturated fatty acid. The carboxyl group of the fatty acid can be linked to the 4'-hydroxyl of the second glucose to form a lactone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Sophorolipids

Alternative Parents

Substituents

Sophorolipid
Very long-chain fatty acid
O-glycosyl compound
Glycosyl compound
Disaccharide
Hydroxy fatty acid
Heterocyclic fatty acid
Fatty acid
Oxane
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.06 g/L	ALOGPS
logP	3.81	ALOGPS
logP	4.44	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	224.73 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	191.17 m³·mol⁻¹	ChemAxon
Polarizability	81.4 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fr-1016031900-631d32bbc2de3d9db5f8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-1109030000-1d911a2aa6d91fc1bff0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-8319020000-d8d36a09b2beba8dbfe8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-4335032900-0c43234ff6d62e732313	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052r-5349220100-cfac04ae577887eeb830	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9313000000-32b3c7656dc257e210db	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum

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

Metabolic Reactions

Not Available

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	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	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

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

25246114

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van der Werf MJ, Overkamp KM, Muilwijk B, Coulier L, Hankemeier T: Microbial metabolomics: toward a platform with full metabolome coverage. Anal Biochem. 2007 Nov 1;370(1):17-25. doi: 10.1016/j.ab.2007.07.022. Epub 2007 Aug 1. [PubMed:17765195 ]

Showing metabocard for 13-[O(2')-beta-D-Glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoate O(6'')-acetate (MMDBc0031690)

MOL for #<Metabolite:0x00007feccceaef50>

3D MOL for #<Metabolite:0x00007feccceaef50>

3D SDF for #<Metabolite:0x00007feccceaef50>

3D-SDF for #<Metabolite:0x00007feccceaef50>

PDB for #<Metabolite:0x00007feccceaef50>

3D PDB for #<Metabolite:0x00007feccceaef50>

SMILES for #<Metabolite:0x00007feccceaef50>

INCHI for #<Metabolite:0x00007feccceaef50>

Structure for #<Metabolite:0x00007feccceaef50>

3D Structure for #<Metabolite:0x00007feccceaef50>