NP-MRD: Showing NP-Card for [(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate (NP0259392)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 01:14:49 UTC

Updated at

2022-09-08 01:14:49 UTC

NP-MRD ID

NP0259392

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate

Description

Trehalose 6-monomycolate 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. [(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate is found in Corynebacterium matruchotii. [(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate was first documented in 2005 (PMID: 16232093). Based on a literature review a small amount of articles have been published on trehalose 6-monomycolate (PMID: 17601578) (PMID: 15942013).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309082203142D          

109111  0  0  1  0            999 V2000
   -3.5724  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -14.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -12.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460  -11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -11.5500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8605   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -9.4875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2894   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -10.3125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2894  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -10.7250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -11.9625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0026  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -12.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026  -13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -13.2000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -16.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4354  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9749  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5624  -16.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5624  -17.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2769  -17.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2769  -18.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9913  -18.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9913  -19.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7058  -20.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7058  -20.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4203  -21.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4203  -22.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1348  -22.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1348  -23.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8492  -23.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8492  -24.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5637  -25.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5637  -25.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2782  -26.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2782  -27.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9926  -27.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7071  -27.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9926  -28.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7071  -28.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7071  -29.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4216  -30.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4216  -30.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1360  -31.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1360  -32.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8505  -32.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8505  -33.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5650  -33.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5650  -34.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2795  -34.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2795  -35.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9939  -36.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9939  -37.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7084  -37.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7084  -38.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4229  -38.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 30 29  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 34 33  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  6  0  0  0
 37 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  6  0  0  0
 41 43  1  0  0  0  0
 34 43  1  0  0  0  0
 43 44  1  1  0  0  0
 32 45  1  0  0  0  0
 45 46  1  1  0  0  0
 45 47  1  0  0  0  0
 47 48  1  6  0  0  0
 47 49  1  0  0  0  0
 30 49  1  0  0  0  0
 49 50  1  1  0  0  0
 25 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 70 72  1  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  0  0  0  0
 74 75  1  0  0  0  0
 75 76  1  0  0  0  0
 76 77  1  0  0  0  0
 77 78  1  0  0  0  0
 78 79  1  0  0  0  0
 79 80  1  0  0  0  0
 80 81  1  0  0  0  0
 81 82  1  0  0  0  0
 82 83  1  0  0  0  0
 83 84  1  0  0  0  0
 84 85  1  0  0  0  0
 85 86  1  0  0  0  0
 86 87  1  0  0  0  0
 87 88  1  0  0  0  0
 88 89  1  0  0  0  0
 89 90  1  0  0  0  0
 90 91  1  0  0  0  0
 90 92  1  0  0  0  0
 92 93  1  0  0  0  0
 93 94  1  0  0  0  0
 94 95  1  0  0  0  0
 95 96  1  0  0  0  0
 96 97  1  0  0  0  0
 97 98  1  0  0  0  0
 98 99  1  0  0  0  0
 99100  1  0  0  0  0
100101  1  0  0  0  0
101102  1  0  0  0  0
102103  1  0  0  0  0
103104  1  0  0  0  0
104105  1  0  0  0  0
105106  1  0  0  0  0
106107  1  0  0  0  0
107108  1  0  0  0  0
108109  1  0  0  0  0
M  END


  Mrv1652309082203142D          

109111  0  0  1  0            999 V2000
   -3.5724  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -14.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -12.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460  -11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -11.5500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8605   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -9.4875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2894   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -10.3125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2894  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -10.7250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -11.9625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0026  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -12.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026  -13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -13.2000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -16.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4354  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9749  -15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5624  -16.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5624  -17.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2769  -17.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2769  -18.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9913  -18.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9913  -19.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7058  -20.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7058  -20.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4203  -21.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4203  -22.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1348  -22.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1348  -23.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8492  -23.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8492  -24.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5637  -25.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5637  -25.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2782  -26.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2782  -27.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9926  -27.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7071  -27.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9926  -28.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7071  -28.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7071  -29.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4216  -30.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4216  -30.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1360  -31.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1360  -32.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8505  -32.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8505  -33.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5650  -33.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5650  -34.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2795  -34.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2795  -35.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9939  -36.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9939  -37.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7084  -37.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7084  -38.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4229  -38.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 30 29  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 34 33  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  6  0  0  0
 37 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  6  0  0  0
 41 43  1  0  0  0  0
 34 43  1  0  0  0  0
 43 44  1  1  0  0  0
 32 45  1  0  0  0  0
 45 46  1  1  0  0  0
 45 47  1  0  0  0  0
 47 48  1  6  0  0  0
 47 49  1  0  0  0  0
 30 49  1  0  0  0  0
 49 50  1  1  0  0  0
 25 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 70 72  1  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  0  0  0  0
 74 75  1  0  0  0  0
 75 76  1  0  0  0  0
 76 77  1  0  0  0  0
 77 78  1  0  0  0  0
 78 79  1  0  0  0  0
 79 80  1  0  0  0  0
 80 81  1  0  0  0  0
 81 82  1  0  0  0  0
 82 83  1  0  0  0  0
 83 84  1  0  0  0  0
 84 85  1  0  0  0  0
 85 86  1  0  0  0  0
 86 87  1  0  0  0  0
 87 88  1  0  0  0  0
 88 89  1  0  0  0  0
 89 90  1  0  0  0  0
 90 91  1  0  0  0  0
 90 92  1  0  0  0  0
 92 93  1  0  0  0  0
 93 94  1  0  0  0  0
 94 95  1  0  0  0  0
 95 96  1  0  0  0  0
 96 97  1  0  0  0  0
 97 98  1  0  0  0  0
 98 99  1  0  0  0  0
 99100  1  0  0  0  0
100101  1  0  0  0  0
101102  1  0  0  0  0
102103  1  0  0  0  0
103104  1  0  0  0  0
104105  1  0  0  0  0
105106  1  0  0  0  0
106107  1  0  0  0  0
107108  1  0  0  0  0
108109  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0259392

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCCCCCCCC(C(O)CCCCCCCCCCCCCCCCCC1CC1CCCCCCCCCCCCCCCCCC(C)CCCCCCCCCCCCCCCCCC)C(=O)OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C96H186O13/c1-4-6-8-10-12-14-16-18-20-22-23-24-25-26-27-34-40-46-52-58-64-70-76-84(94(105)106-80-87-89(100)91(102)93(104)96(108-87)109-95-92(103)90(101)88(99)86(79-97)107-95)85(98)77-71-65-59-53-47-41-35-29-33-39-45-51-57-63-69-75-83-78-82(83)74-68-62-56-50-44-38-32-28-31-37-43-49-55-61-67-73-81(3)72-66-60-54-48-42-36-30-21-19-17-15-13-11-9-7-5-2/h81-93,95-104H,4-80H2,1-3H3/t81?,82?,83?,84?,85?,86-,87-,88-,89-,90+,91+,92-,93-,95-,96-/m1/s1

> <INCHI_KEY>
MJNVUJRPDUSMCA-ZOIVCJDXSA-N

> <FORMULA>
C96H186O13

> <MOLECULAR_WEIGHT>
1548.531

> <EXACT_MASS>
1547.389346049

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
295

> <JCHEM_AVERAGE_POLARIZABILITY>
208.26344704821966

> <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-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate

> <JCHEM_LOGP>
30.379580196333336

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.42774519438257

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.905986631106929

> <JCHEM_PKA_STRONGEST_BASIC>
-2.931822510986575

> <JCHEM_POLAR_SURFACE_AREA>
215.82999999999998

> <JCHEM_REFRACTIVITY>
454.3256999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
84

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.668 -28.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335 -29.260   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001 -28.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667 -29.260   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334 -28.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000 -29.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334 -28.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667 -29.260   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001 -28.490   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335 -29.260   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668 -28.490   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002 -29.260   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336 -28.490   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669 -29.260   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003 -28.490   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337 -29.260   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.670 -28.490   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.004 -29.260   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.338 -28.490   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.672 -29.260   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.005 -28.490   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.339 -29.260   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.673 -28.490   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.006 -29.260   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      25.340 -28.490   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.340 -26.950   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      26.674 -26.180   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      24.006 -26.180   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      24.006 -24.640   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      22.673 -23.870   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      22.673 -22.330   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      21.339 -21.560   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      21.339 -20.020   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      22.673 -19.250   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      22.673 -17.710   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      24.006 -16.940   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      24.006 -15.400   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      25.340 -14.630   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      25.340 -17.710   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      26.674 -16.940   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      25.340 -19.250   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      26.674 -20.020   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      24.006 -20.020   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      24.006 -21.560   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      20.005 -22.330   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      18.672 -21.560   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      20.005 -23.870   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      18.672 -24.640   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      21.339 -24.640   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      21.339 -26.180   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      26.674 -29.260   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      26.674 -30.800   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      28.007 -28.490   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      29.341 -29.260   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      30.675 -28.490   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      32.008 -29.260   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      33.342 -28.490   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      34.676 -29.260   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      36.009 -28.490   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      37.343 -29.260   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      38.677 -28.490   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      40.010 -29.260   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      41.344 -28.490   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      42.678 -29.260   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      44.011 -28.490   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      45.345 -29.260   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      46.679 -28.490   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      48.012 -29.260   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      49.346 -28.490   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      50.680 -29.260   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      52.220 -29.260   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      51.450 -30.594   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      51.450 -32.134   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      52.783 -32.904   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      52.783 -34.444   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      54.117 -35.214   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      54.117 -36.754   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      55.451 -37.524   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      55.451 -39.064   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0      56.785 -39.834   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0      56.785 -41.374   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      58.118 -42.144   0.000  0.00  0.00           C+0
HETATM   83  C   UNK     0      58.118 -43.684   0.000  0.00  0.00           C+0
HETATM   84  C   UNK     0      59.452 -44.454   0.000  0.00  0.00           C+0
HETATM   85  C   UNK     0      59.452 -45.994   0.000  0.00  0.00           C+0
HETATM   86  C   UNK     0      60.786 -46.764   0.000  0.00  0.00           C+0
HETATM   87  C   UNK     0      60.786 -48.304   0.000  0.00  0.00           C+0
HETATM   88  C   UNK     0      62.119 -49.074   0.000  0.00  0.00           C+0
HETATM   89  C   UNK     0      62.119 -50.614   0.000  0.00  0.00           C+0
HETATM   90  C   UNK     0      63.453 -51.384   0.000  0.00  0.00           C+0
HETATM   91  C   UNK     0      64.787 -50.614   0.000  0.00  0.00           C+0
HETATM   92  C   UNK     0      63.453 -52.924   0.000  0.00  0.00           C+0
HETATM   93  C   UNK     0      64.787 -53.694   0.000  0.00  0.00           C+0
HETATM   94  C   UNK     0      64.787 -55.234   0.000  0.00  0.00           C+0
HETATM   95  C   UNK     0      66.120 -56.004   0.000  0.00  0.00           C+0
HETATM   96  C   UNK     0      66.120 -57.544   0.000  0.00  0.00           C+0
HETATM   97  C   UNK     0      67.454 -58.314   0.000  0.00  0.00           C+0
HETATM   98  C   UNK     0      67.454 -59.854   0.000  0.00  0.00           C+0
HETATM   99  C   UNK     0      68.788 -60.624   0.000  0.00  0.00           C+0
HETATM  100  C   UNK     0      68.788 -62.164   0.000  0.00  0.00           C+0
HETATM  101  C   UNK     0      70.121 -62.934   0.000  0.00  0.00           C+0
HETATM  102  C   UNK     0      70.121 -64.474   0.000  0.00  0.00           C+0
HETATM  103  C   UNK     0      71.455 -65.244   0.000  0.00  0.00           C+0
HETATM  104  C   UNK     0      71.455 -66.784   0.000  0.00  0.00           C+0
HETATM  105  C   UNK     0      72.789 -67.554   0.000  0.00  0.00           C+0
HETATM  106  C   UNK     0      72.789 -69.094   0.000  0.00  0.00           C+0
HETATM  107  C   UNK     0      74.122 -69.864   0.000  0.00  0.00           C+0
HETATM  108  C   UNK     0      74.122 -71.404   0.000  0.00  0.00           C+0
HETATM  109  C   UNK     0      75.456 -72.174   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   51                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   49                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   45                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   43                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   39                                                  
CONECT   37   36   38                                                       
CONECT   38   37                                                            
CONECT   39   36   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   34   44                                                  
CONECT   44   43                                                            
CONECT   45   32   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   30   50                                                  
CONECT   50   49                                                            
CONECT   51   25   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69                                                       
CONECT   69   68   70                                                       
CONECT   70   69   71   72                                                  
CONECT   71   70   72                                                       
CONECT   72   71   70   73                                                  
CONECT   73   72   74                                                       
CONECT   74   73   75                                                       
CONECT   75   74   76                                                       
CONECT   76   75   77                                                       
CONECT   77   76   78                                                       
CONECT   78   77   79                                                       
CONECT   79   78   80                                                       
CONECT   80   79   81                                                       
CONECT   81   80   82                                                       
CONECT   82   81   83                                                       
CONECT   83   82   84                                                       
CONECT   84   83   85                                                       
CONECT   85   84   86                                                       
CONECT   86   85   87                                                       
CONECT   87   86   88                                                       
CONECT   88   87   89                                                       
CONECT   89   88   90                                                       
CONECT   90   89   91   92                                                  
CONECT   91   90                                                            
CONECT   92   90   93                                                       
CONECT   93   92   94                                                       
CONECT   94   93   95                                                       
CONECT   95   94   96                                                       
CONECT   96   95   97                                                       
CONECT   97   96   98                                                       
CONECT   98   97   99                                                       
CONECT   99   98  100                                                       
CONECT  100   99  101                                                       
CONECT  101  100  102                                                       
CONECT  102  101  103                                                       
CONECT  103  102  104                                                       
CONECT  104  103  105                                                       
CONECT  105  104  106                                                       
CONECT  106  105  107                                                       
CONECT  107  106  108                                                       
CONECT  108  107  109                                                       
CONECT  109  108                                                            
MASTER        0    0    0    0    0    0    0    0  109    0  222    0
END

View in JSmol

Synonyms

Value	Source
Trehalose 6-monomycolic acid	Generator

Chemical Formula

C₉₆H₁₈₆O₁₃

Average Mass

1548.5310 Da

Monoisotopic Mass

1547.38935 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCCCCCCC(C(O)CCCCCCCCCCCCCCCCCC1CC1CCCCCCCCCCCCCCCCCC(C)CCCCCCCCCCCCCCCCCC)C(=O)OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C96H186O13/c1-4-6-8-10-12-14-16-18-20-22-23-24-25-26-27-34-40-46-52-58-64-70-76-84(94(105)106-80-87-89(100)91(102)93(104)96(108-87)109-95-92(103)90(101)88(99)86(79-97)107-95)85(98)77-71-65-59-53-47-41-35-29-33-39-45-51-57-63-69-75-83-78-82(83)74-68-62-56-50-44-38-32-28-31-37-43-49-55-61-67-73-81(3)72-66-60-54-48-42-36-30-21-19-17-15-13-11-9-7-5-2/h81-93,95-104H,4-80H2,1-3H3/t81?,82?,83?,84?,85?,86-,87-,88-,89-,90+,91+,92-,93-,95-,96-/m1/s1

InChI Key

MJNVUJRPDUSMCA-ZOIVCJDXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Corynebacterium matruchotii	LOTUS Database	35616633

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
Alkyl glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Fatty alcohol
Beta-hydroxy acid
Fatty acid ester
Fatty acyl
Oxane
Hydroxy acid
Carboxylic acid ester
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Primary alcohol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

101347591

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kai M, Fujita Y, Maeda Y, Nakata N, Izumi S, Yano I, Makino M: Identification of trehalose dimycolate (cord factor) in Mycobacterium leprae. FEBS Lett. 2007 Jul 24;581(18):3345-50. doi: 10.1016/j.febslet.2007.06.029. Epub 2007 Jun 21. [PubMed:17601578 ]
Fujita Y, Ogata H, Yano I: Clinical evaluation of serodiagnosis of active tuberculosis by multiple-antigen ELISA using lipids from Mycobacterium bovis BCG Tokyo 172. Clin Chem Lab Med. 2005;43(11):1253-62. doi: 10.1515/CCLM.2005.216. [PubMed:16232093 ]
Fujita Y, Doi T, Sato K, Yano I: Diverse humoral immune responses and changes in IgG antibody levels against mycobacterial lipid antigens in active tuberculosis. Microbiology (Reading). 2005 Jun;151(Pt 6):2065-2074. doi: 10.1099/mic.0.27790-0. [PubMed:15942013 ]
LOTUS database [Link]

Showing NP-Card for [(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate (NP0259392)

MOL for NP0259392 ([(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate)

3D MOL for NP0259392 ([(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate)

3D SDF for NP0259392 ([(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate)

3D-SDF for NP0259392 ([(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate)

PDB for NP0259392 ([(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate)

3D PDB for NP0259392 ([(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate)

SMILES for NP0259392 ([(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate)

INCHI for NP0259392 ([(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate)

Structure for NP0259392 ([(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate)

3D Structure for NP0259392 ([(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl 2-{1-hydroxy-18-[2-(18-methylhexatriacontyl)cyclopropyl]octadecyl}hexacosanoate)