MiMeDB: Showing metabocard for Trehalose-6,6'-dicorynomycolate (MMDBc0005457)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 23:03:32 UTC

Update Date

2025-10-07 16:05:01 UTC

Metabolite ID

MMDBc0005457

Metabolite Identification

Common Name

Trehalose-6,6'-dicorynomycolate

Description

Trehalose-6,6'-dicorynomycolate is a glycolipid belonging to the class of trehalose derivatives. This metabolite has garnered attention in biomedical research due to its immunomodulatory properties. Specifically, trehalose-6,6'-dicorynomycolate (TDCM) has been shown to significantly enhance antibody responses to T cell-independent type 2 antigens through mechanisms reliant on B cell-intrinsic TLR4 expression and associated signaling proteins such as MyD88 and TRIF (PMID:36458995 ). Furthermore, TDCM, when paired with monophosphoryl lipid A (MPL), acts as a dual agonist for toll-like receptors (TLRs) and C-type lectin receptors (CLRs), effectively inhibiting tumor growth and ascites formation in various cancer models. This inhibition is mediated by B1a cell-produced natural IgM and complement activation, highlighting its potential as an immunotherapeutic agent (PMIDs:32448982, 32188623, 30224373). The ability of TDCM to modulate immune responses and inhibit tumor progression underscores its significance in the development of novel cancer therapies.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152101032D          

105106  0  0  1  0            999 V2000
   18.5957   -0.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2393  -12.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2016    8.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5489  -12.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8387   -0.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4445    8.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6436  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1762   -0.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3876  -11.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3499    7.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9811  -11.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4192   -0.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2930  -10.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5928    7.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0758  -10.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7567   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5359  -10.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4982    6.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -9.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9996   -0.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4413   -9.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7411    6.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5080   -8.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3372    0.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6842   -8.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6465    5.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455   -8.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5801   -0.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5896   -8.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8894    5.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402   -7.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9177    0.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8325   -7.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7948    4.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777   -7.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1606   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7379   -6.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0377    4.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3723   -6.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4982    0.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808   -6.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9431    3.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7099   -5.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7411    0.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8862   -5.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1860    2.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8045   -4.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0787    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1291   -5.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0914    2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421   -4.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3216    0.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0345   -4.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3343    1.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -3.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6592    0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2774   -4.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0631    0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206   -1.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2397    0.9072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4257   -3.1905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9021    0.4155    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1828   -3.5184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4006    1.2350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2777   -0.8958    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4953    2.0546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9402   -1.3875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8328    2.5463    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6972   -1.0597    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0758    2.2185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7919   -0.2401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4826    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3311   -2.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9811    1.3990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1294    0.2516    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8075   -0.4041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8452   -3.0266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2523    2.3824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455   -2.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9275    3.3659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3597   -1.5514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133    2.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5489    0.0877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -0.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9935   -1.8793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8201    1.0711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260   -2.0432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6436    0.9072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3723   -0.0762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2241    1.0711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9967    1.2350    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5203   -4.0101    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5645   -0.0762    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9398   -3.8462    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1577    1.5629    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1831   -1.7153    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5899    2.8742    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026   -1.8793    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7382    1.7268    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0348   -0.5680    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1704    3.0381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543   -0.7319    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3187    1.8907    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8865    0.5794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 20  1  0  0  0  0
 25 21  1  0  0  0  0
 26 22  1  0  0  0  0
 27 23  1  0  0  0  0
 28 24  1  0  0  0  0
 29 25  1  0  0  0  0
 30 26  1  0  0  0  0
 31 27  1  0  0  0  0
 32 28  1  0  0  0  0
 33 29  1  0  0  0  0
 34 30  1  0  0  0  0
 35 31  1  0  0  0  0
 36 32  1  0  0  0  0
 37 33  1  0  0  0  0
 38 34  1  0  0  0  0
 39 35  1  0  0  0  0
 40 36  1  0  0  0  0
 41 37  1  0  0  0  0
 42 38  1  0  0  0  0
 43 39  1  0  0  0  0
 44 40  1  0  0  0  0
 45 41  1  0  0  0  0
 46 42  1  0  0  0  0
 47 43  1  0  0  0  0
 48 44  1  0  0  0  0
 49 45  1  0  0  0  0
 50 46  1  0  0  0  0
 51 47  1  0  0  0  0
 52 48  1  0  0  0  0
 53 49  1  0  0  0  0
 54 50  1  0  0  0  0
 55 51  1  0  0  0  0
 56 52  1  0  0  0  0
 57 53  1  0  0  0  0
 58 54  1  0  0  0  0
 61 55  1  6  0  0  0
 62 56  1  6  0  0  0
 63 57  1  0  0  0  0
 63 61  1  0  0  0  0
 64 58  1  0  0  0  0
 64 62  1  0  0  0  0
 65 59  1  1  0  0  0
 66 60  1  1  0  0  0
 67 65  1  0  0  0  0
 68 66  1  0  0  0  0
 69 67  1  0  0  0  0
 70 68  1  0  0  0  0
 71 69  1  0  0  0  0
 72 70  1  0  0  0  0
 73 61  1  0  0  0  0
 74 62  1  0  0  0  0
 75 71  1  0  0  0  0
 76 72  1  0  0  0  0
 63 77  1  1  0  0  0
 64 78  1  1  0  0  0
 67 79  1  6  0  0  0
 68 80  1  6  0  0  0
 69 81  1  6  0  0  0
 70 82  1  6  0  0  0
 71 83  1  6  0  0  0
 72 84  1  6  0  0  0
 85 73  2  0  0  0  0
 86 74  2  0  0  0  0
 87 59  1  0  0  0  0
 87 73  1  0  0  0  0
 88 60  1  0  0  0  0
 88 74  1  0  0  0  0
 89 65  1  0  0  0  0
 89 75  1  0  0  0  0
 90 66  1  0  0  0  0
 90 76  1  0  0  0  0
 75 91  1  6  0  0  0
 76 91  1  6  0  0  0
 61 92  1  1  0  0  0
 62 93  1  1  0  0  0
 63 94  1  6  0  0  0
 64 95  1  6  0  0  0
 65 96  1  6  0  0  0
 66 97  1  6  0  0  0
 67 98  1  1  0  0  0
 68 99  1  1  0  0  0
 69100  1  6  0  0  0
 70101  1  6  0  0  0
 71102  1  1  0  0  0
 72103  1  1  0  0  0
 75104  1  1  0  0  0
 76105  1  1  0  0  0
M  END


  Mrv1652305152101032D          

105106  0  0  1  0            999 V2000
   18.5957   -0.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2393  -12.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2016    8.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5489  -12.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8387   -0.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4445    8.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6436  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1762   -0.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3876  -11.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3499    7.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9811  -11.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4192   -0.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2930  -10.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5928    7.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0758  -10.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7567   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5359  -10.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4982    6.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -9.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9996   -0.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4413   -9.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7411    6.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5080   -8.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3372    0.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6842   -8.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6465    5.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455   -8.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5801   -0.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5896   -8.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8894    5.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402   -7.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9177    0.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8325   -7.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7948    4.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777   -7.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1606   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7379   -6.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0377    4.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3723   -6.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4982    0.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808   -6.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9431    3.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7099   -5.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7411    0.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8862   -5.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1860    2.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8045   -4.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0787    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1291   -5.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0914    2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421   -4.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3216    0.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0345   -4.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3343    1.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -3.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6592    0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2774   -4.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0631    0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206   -1.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2397    0.9072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4257   -3.1905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9021    0.4155    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1828   -3.5184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4006    1.2350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2777   -0.8958    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4953    2.0546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9402   -1.3875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8328    2.5463    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6972   -1.0597    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0758    2.2185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7919   -0.2401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4826    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3311   -2.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9811    1.3990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1294    0.2516    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8075   -0.4041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8452   -3.0266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2523    2.3824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455   -2.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9275    3.3659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3597   -1.5514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133    2.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5489    0.0877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -0.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9935   -1.8793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8201    1.0711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260   -2.0432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6436    0.9072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3723   -0.0762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2241    1.0711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9967    1.2350    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5203   -4.0101    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5645   -0.0762    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9398   -3.8462    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1577    1.5629    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1831   -1.7153    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5899    2.8742    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026   -1.8793    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7382    1.7268    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0348   -0.5680    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1704    3.0381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543   -0.7319    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3187    1.8907    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8865    0.5794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 20  1  0  0  0  0
 25 21  1  0  0  0  0
 26 22  1  0  0  0  0
 27 23  1  0  0  0  0
 28 24  1  0  0  0  0
 29 25  1  0  0  0  0
 30 26  1  0  0  0  0
 31 27  1  0  0  0  0
 32 28  1  0  0  0  0
 33 29  1  0  0  0  0
 34 30  1  0  0  0  0
 35 31  1  0  0  0  0
 36 32  1  0  0  0  0
 37 33  1  0  0  0  0
 38 34  1  0  0  0  0
 39 35  1  0  0  0  0
 40 36  1  0  0  0  0
 41 37  1  0  0  0  0
 42 38  1  0  0  0  0
 43 39  1  0  0  0  0
 44 40  1  0  0  0  0
 45 41  1  0  0  0  0
 46 42  1  0  0  0  0
 47 43  1  0  0  0  0
 48 44  1  0  0  0  0
 49 45  1  0  0  0  0
 50 46  1  0  0  0  0
 51 47  1  0  0  0  0
 52 48  1  0  0  0  0
 53 49  1  0  0  0  0
 54 50  1  0  0  0  0
 55 51  1  0  0  0  0
 56 52  1  0  0  0  0
 57 53  1  0  0  0  0
 58 54  1  0  0  0  0
 61 55  1  6  0  0  0
 62 56  1  6  0  0  0
 63 57  1  0  0  0  0
 63 61  1  0  0  0  0
 64 58  1  0  0  0  0
 64 62  1  0  0  0  0
 65 59  1  1  0  0  0
 66 60  1  1  0  0  0
 67 65  1  0  0  0  0
 68 66  1  0  0  0  0
 69 67  1  0  0  0  0
 70 68  1  0  0  0  0
 71 69  1  0  0  0  0
 72 70  1  0  0  0  0
 73 61  1  0  0  0  0
 74 62  1  0  0  0  0
 75 71  1  0  0  0  0
 76 72  1  0  0  0  0
 63 77  1  1  0  0  0
 64 78  1  1  0  0  0
 67 79  1  6  0  0  0
 68 80  1  6  0  0  0
 69 81  1  6  0  0  0
 70 82  1  6  0  0  0
 71 83  1  6  0  0  0
 72 84  1  6  0  0  0
 85 73  2  0  0  0  0
 86 74  2  0  0  0  0
 87 59  1  0  0  0  0
 87 73  1  0  0  0  0
 88 60  1  0  0  0  0
 88 74  1  0  0  0  0
 89 65  1  0  0  0  0
 89 75  1  0  0  0  0
 90 66  1  0  0  0  0
 90 76  1  0  0  0  0
 75 91  1  6  0  0  0
 76 91  1  6  0  0  0
 61 92  1  1  0  0  0
 62 93  1  1  0  0  0
 63 94  1  6  0  0  0
 64 95  1  6  0  0  0
 65 96  1  6  0  0  0
 66 97  1  6  0  0  0
 67 98  1  1  0  0  0
 68 99  1  1  0  0  0
 69100  1  6  0  0  0
 70101  1  6  0  0  0
 71102  1  1  0  0  0
 72103  1  1  0  0  0
 75104  1  1  0  0  0
 76105  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0005457

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CCCCCCCCCCCCCCC)[C@@]([H])(CCCCCCCCCCCCCC)C(=O)OC[C@@]1([H])O[C@]([H])(O[C@@]2([H])O[C@]([H])(COC(=O)[C@]([H])(CCCCCCCCCCCCCC)[C@]([H])(O)CCCCCCCCCCCCCCC)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C76H146O15/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-63(77)61(55-51-47-43-39-35-31-27-23-19-15-11-7-3)73(85)87-59-65-67(79)69(81)71(83)75(89-65)91-76-72(84)70(82)68(80)66(90-76)60-88-74(86)62(56-52-48-44-40-36-32-28-24-20-16-12-8-4)64(78)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h61-72,75-84H,5-60H2,1-4H3/t61-,62-,63-,64-,65-,66-,67-,68-,69+,70+,71-,72-,75-,76-/m1/s1

> <INCHI_KEY>
LFRXCNXVZHVRSE-JEZACWOJSA-N

> <FORMULA>
C76H146O15

> <MOLECULAR_WEIGHT>
1299.989

> <EXACT_MASS>
1299.066174001

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
237

> <JCHEM_AVERAGE_POLARIZABILITY>
164.5523468411799

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R)-3-hydroxy-2-tetradecyloctadecanoyl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]methyl (2R,3R)-3-hydroxy-2-tetradecyloctadecanoate

> <ALOGPS_LOGP>
8.38

> <JCHEM_LOGP>
21.100143313666667

> <ALOGPS_LOGS>
-6.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.42799126731515

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.90607680405946

> <JCHEM_PKA_STRONGEST_BASIC>
-2.931822510986575

> <JCHEM_POLAR_SURFACE_AREA>
242.12999999999997

> <JCHEM_REFRACTIVITY>
365.7294999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
66

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.38e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R)-3-hydroxy-2-tetradecyloctadecanoyl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]methyl (2R,3R)-3-hydroxy-2-tetradecyloctadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      34.712  -0.754   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -13.513 -23.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.643  16.686   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.625 -23.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.299  -1.366   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.337 -21.560   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.230  16.074   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.801 -21.560   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.062  -0.448   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -11.924 -20.948   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.053  14.544   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.565 -20.642   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.649  -1.060   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -11.747 -19.418   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.640  13.932   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.741 -19.112   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.413  -0.142   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.334 -18.806   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.463  12.402   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.505 -18.194   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.999  -0.754   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -10.157 -17.276   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.050  11.790   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.682 -16.665   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.763   0.164   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.744 -16.665   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.873  10.261   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.445 -15.747   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      25.350  -0.448   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.567 -15.135   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.460   9.649   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.622 -14.217   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      24.113   0.470   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -7.154 -14.523   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      18.284   8.119   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.385 -13.299   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      22.700  -0.142   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -6.977 -12.993   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.870   7.507   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.562 -11.769   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      21.463   0.776   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -5.564 -12.381   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.694   5.977   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.325 -10.851   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      20.050   0.164   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -5.388 -10.851   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      15.281   5.365   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       1.502  -9.321   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      18.814   1.082   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -3.974 -10.239   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      15.104   3.835   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       0.265  -8.403   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      17.400   0.470   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -3.798  -8.709   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      13.691   3.223   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       0.442  -6.874   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      16.164   1.388   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -2.384  -8.097   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       9.451   1.388   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       0.972  -2.284   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      13.514   1.693   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -0.795  -5.956   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      14.751   0.776   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      -2.208  -6.568   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       8.215   2.305   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       2.385  -1.672   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       8.391   3.835   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       3.622  -2.590   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       7.155   4.753   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       5.035  -1.978   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0       5.741   4.141   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0       5.211  -0.448   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      12.101   1.082   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      -0.618  -4.426   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0       5.565   2.611   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0       3.975   0.470   0.000  0.00  0.00           C+0
HETATM   77  O   UNK     0      14.574  -0.754   0.000  0.00  0.00           O+0
HETATM   78  O   UNK     0      -3.444  -5.650   0.000  0.00  0.00           O+0
HETATM   79  O   UNK     0       9.804   4.447   0.000  0.00  0.00           O+0
HETATM   80  O   UNK     0       3.445  -4.120   0.000  0.00  0.00           O+0
HETATM   81  O   UNK     0       7.331   6.283   0.000  0.00  0.00           O+0
HETATM   82  O   UNK     0       6.271  -2.896   0.000  0.00  0.00           O+0
HETATM   83  O   UNK     0       4.505   5.059   0.000  0.00  0.00           O+0
HETATM   84  O   UNK     0       6.625   0.164   0.000  0.00  0.00           O+0
HETATM   85  O   UNK     0      11.924  -0.448   0.000  0.00  0.00           O+0
HETATM   86  O   UNK     0      -1.855  -3.508   0.000  0.00  0.00           O+0
HETATM   87  O   UNK     0      10.864   1.999   0.000  0.00  0.00           O+0
HETATM   88  O   UNK     0       0.795  -3.814   0.000  0.00  0.00           O+0
HETATM   89  O   UNK     0       6.801   1.693   0.000  0.00  0.00           O+0
HETATM   90  O   UNK     0       2.562  -0.142   0.000  0.00  0.00           O+0
HETATM   91  O   UNK     0       4.152   1.999   0.000  0.00  0.00           O+0
HETATM   92  H   UNK     0      14.927   2.305   0.000  0.00  0.00           H+0
HETATM   93  H   UNK     0      -0.971  -7.486   0.000  0.00  0.00           H+0
HETATM   94  H   UNK     0      15.987  -0.142   0.000  0.00  0.00           H+0
HETATM   95  H   UNK     0      -3.621  -7.180   0.000  0.00  0.00           H+0
HETATM   96  H   UNK     0       9.628   2.917   0.000  0.00  0.00           H+0
HETATM   97  H   UNK     0       2.208  -3.202   0.000  0.00  0.00           H+0
HETATM   98  H   UNK     0       8.568   5.365   0.000  0.00  0.00           H+0
HETATM   99  H   UNK     0       4.858  -3.508   0.000  0.00  0.00           H+0
HETATM  100  H   UNK     0       6.978   3.223   0.000  0.00  0.00           H+0
HETATM  101  H   UNK     0       3.798  -1.060   0.000  0.00  0.00           H+0
HETATM  102  H   UNK     0       5.918   5.671   0.000  0.00  0.00           H+0
HETATM  103  H   UNK     0       6.448  -1.366   0.000  0.00  0.00           H+0
HETATM  104  H   UNK     0       4.328   3.529   0.000  0.00  0.00           H+0
HETATM  105  H   UNK     0       5.388   1.082   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4    8                                                            
CONECT    5    1    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   11                                                       
CONECT    8    4   12                                                       
CONECT    9    5   13                                                       
CONECT   10    6   14                                                       
CONECT   11    7   15                                                       
CONECT   12    8   16                                                       
CONECT   13    9   17                                                       
CONECT   14   10   18                                                       
CONECT   15   11   19                                                       
CONECT   16   12   20                                                       
CONECT   17   13   21                                                       
CONECT   18   14   22                                                       
CONECT   19   15   23                                                       
CONECT   20   16   24                                                       
CONECT   21   17   25                                                       
CONECT   22   18   26                                                       
CONECT   23   19   27                                                       
CONECT   24   20   28                                                       
CONECT   25   21   29                                                       
CONECT   26   22   30                                                       
CONECT   27   23   31                                                       
CONECT   28   24   32                                                       
CONECT   29   25   33                                                       
CONECT   30   26   34                                                       
CONECT   31   27   35                                                       
CONECT   32   28   36                                                       
CONECT   33   29   37                                                       
CONECT   34   30   38                                                       
CONECT   35   31   39                                                       
CONECT   36   32   40                                                       
CONECT   37   33   41                                                       
CONECT   38   34   42                                                       
CONECT   39   35   43                                                       
CONECT   40   36   44                                                       
CONECT   41   37   45                                                       
CONECT   42   38   46                                                       
CONECT   43   39   47                                                       
CONECT   44   40   48                                                       
CONECT   45   41   49                                                       
CONECT   46   42   50                                                       
CONECT   47   43   51                                                       
CONECT   48   44   52                                                       
CONECT   49   45   53                                                       
CONECT   50   46   54                                                       
CONECT   51   47   55                                                       
CONECT   52   48   56                                                       
CONECT   53   49   57                                                       
CONECT   54   50   58                                                       
CONECT   55   51   61                                                       
CONECT   56   52   62                                                       
CONECT   57   53   63                                                       
CONECT   58   54   64                                                       
CONECT   59   65   87                                                       
CONECT   60   66   88                                                       
CONECT   61   55   63   73   92                                             
CONECT   62   56   64   74   93                                             
CONECT   63   57   61   77   94                                             
CONECT   64   58   62   78   95                                             
CONECT   65   59   67   89   96                                             
CONECT   66   60   68   90   97                                             
CONECT   67   65   69   79   98                                             
CONECT   68   66   70   80   99                                             
CONECT   69   67   71   81  100                                             
CONECT   70   68   72   82  101                                             
CONECT   71   69   75   83  102                                             
CONECT   72   70   76   84  103                                             
CONECT   73   61   85   87                                                  
CONECT   74   62   86   88                                                  
CONECT   75   71   89   91  104                                             
CONECT   76   72   90   91  105                                             
CONECT   77   63                                                            
CONECT   78   64                                                            
CONECT   79   67                                                            
CONECT   80   68                                                            
CONECT   81   69                                                            
CONECT   82   70                                                            
CONECT   83   71                                                            
CONECT   84   72                                                            
CONECT   85   73                                                            
CONECT   86   74                                                            
CONECT   87   59   73                                                       
CONECT   88   60   74                                                       
CONECT   89   65   75                                                       
CONECT   90   66   76                                                       
CONECT   91   75   76                                                       
CONECT   92   61                                                            
CONECT   93   62                                                            
CONECT   94   63                                                            
CONECT   95   64                                                            
CONECT   96   65                                                            
CONECT   97   66                                                            
CONECT   98   67                                                            
CONECT   99   68                                                            
CONECT  100   69                                                            
CONECT  101   70                                                            
CONECT  102   71                                                            
CONECT  103   72                                                            
CONECT  104   75                                                            
CONECT  105   76                                                            
MASTER        0    0    0    0    0    0    0    0  105    0  212    0
END

Synonyms

Value	Source
6,6'-Di-O-tetradecyl-3-hydroxyoctadecanoyl-alpha,alpha trehalose	MeSH
Trehalose dicorynomycolate	MeSH
6,6'-Dicorynomycolyl alpha, alpha'-trehalose	MeSH
S-TDCM	MeSH
DCYMT	MeSH
Trehalose 6,6'-dicorynomycolate	MeSH
6,6'-Dicorynomycolyl beta, beta'-trehalose	MeSH
6,6'-Dicorynomycolyl trehalose	MeSH

Molecular Formula

C₇₆H₁₄₆O₁₅

Average Mass

1299.989

Monoisotopic Mass

1299.066174001

IUPAC Name

[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R)-3-hydroxy-2-tetradecyloctadecanoyl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]methyl (2R,3R)-3-hydroxy-2-tetradecyloctadecanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CCCCCCCCCCCCCCC)[C@@]([H])(CCCCCCCCCCCCCC)C(=O)OC[C@@]1([H])O[C@]([H])(O[C@@]2([H])O[C@]([H])(COC(=O)[C@]([H])(CCCCCCCCCCCCCC)[C@]([H])(O)CCCCCCCCCCCCCCC)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C76H146O15/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-63(77)61(55-51-47-43-39-35-31-27-23-19-15-11-7-3)73(85)87-59-65-67(79)69(81)71(83)75(89-65)91-76-72(84)70(82)68(80)66(90-76)60-88-74(86)62(56-52-48-44-40-36-32-28-24-20-16-12-8-4)64(78)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h61-72,75-84H,5-60H2,1-4H3/t61-,62-,63-,64-,65-,66-,67-,68-,69+,70+,71-,72-,75-,76-/m1/s1

InChI Key

LFRXCNXVZHVRSE-JEZACWOJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Saccharolipids

Sub Class

Not Available

Direct Parent

Saccharolipids

Alternative Parents

Substituents

Saccharolipid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Long chain fatty alcohol
Alkyl glycoside
Disaccharide
O-glycosyl compound
Glycosyl compound
Fatty alcohol
Beta-hydroxy acid
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Oxane
Hydroxy acid
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
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	0.00034 g/L	ALOGPS
logP	8.38	ALOGPS
logP	21.1	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	242.13 Å²	ChemAxon
Rotatable Bond Count	66	ChemAxon
Refractivity	365.73 m³·mol⁻¹	ChemAxon
Polarizability	164.55 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	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	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

Microbial Pathways

Pathways

This table shows at most 5 pathways. For the full list of associated pathways:

See All Associated Bacterial Pathways

Name	SMPDB/PathBank	Species

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	Actinobacteria	1	Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque	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

C00012037

Chemspider ID

147135

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

168207

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

References

Synthesis Reference

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 Trehalose-6,6'-dicorynomycolate (MMDBc0005457)

MOL for #<Metabolite:0x00007fb4e88707b8>

3D MOL for #<Metabolite:0x00007fb4e88707b8>

3D SDF for #<Metabolite:0x00007fb4e88707b8>

3D-SDF for #<Metabolite:0x00007fb4e88707b8>

PDB for #<Metabolite:0x00007fb4e88707b8>

3D PDB for #<Metabolite:0x00007fb4e88707b8>

SMILES for #<Metabolite:0x00007fb4e88707b8>

INCHI for #<Metabolite:0x00007fb4e88707b8>

Structure for #<Metabolite:0x00007fb4e88707b8>

3D Structure for #<Metabolite:0x00007fb4e88707b8>