NP-MRD: Showing NP-Card for Capsianside A (NP0047828)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 20:46:38 UTC

Updated at

2022-03-17 20:46:38 UTC

NP-MRD ID

NP0047828

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Capsianside A

Description

Capsianside A belongs to the class of organic compounds known as sophorolipids. These are glycolipids containing a sophorose moiety linked glycosidically to the hydroxyl group of a 17-hydroxy-C18 saturated fatty acid. The carboxyl group of the fatty acid can be linked to the 4'-hydroxyl of the second glucose to form a lactone. Capsianside A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Capsianside A is found, on average, in the highest concentration within a few different foods, such as yellow bell peppers, red bell peppers, and pepper (c. Annuum) and in a lower concentration in orange bell peppers and green bell peppers. Capsianside A has also been detected, but not quantified in, a few different foods, such as fruits, herbs and spices, and italian sweet red peppers. This could make capsianside a a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061307312D          

109114  0  0  0  0            999 V2000
    0.0000    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6217   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6842   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0342   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  2  0  0  0  0
 14  2  2  0  0  0  0
 20 15  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 18  1  0  0  0  0
 29 19  1  0  0  0  0
 37  3  1  0  0  0  0
 37 20  2  0  0  0  0
 37 23  1  0  0  0  0
 38  4  1  0  0  0  0
 38 21  1  0  0  0  0
 38 27  2  0  0  0  0
 39  5  1  0  0  0  0
 39 22  1  0  0  0  0
 39 26  2  0  0  0  0
 40  6  1  0  0  0  0
 40 24  2  0  0  0  0
 40 30  1  0  0  0  0
 41  7  1  0  0  0  0
 41 25  2  0  0  0  0
 41 35  1  0  0  0  0
 42  8  1  0  0  0  0
 42 31  2  0  0  0  0
 43  9  1  0  0  0  0
 44 10  1  0  0  0  0
 45 30  1  0  0  0  0
 45 31  1  0  0  0  0
 46 32  1  0  0  0  0
 47 33  1  0  0  0  0
 48 34  1  0  0  0  0
 49 36  1  0  0  0  0
 50 43  1  0  0  0  0
 51 44  1  0  0  0  0
 52 46  1  0  0  0  0
 53 47  1  0  0  0  0
 54 48  1  0  0  0  0
 55 49  1  0  0  0  0
 56 52  1  0  0  0  0
 57 53  1  0  0  0  0
 58 55  1  0  0  0  0
 59 50  1  0  0  0  0
 60 54  1  0  0  0  0
 61 56  1  0  0  0  0
 62 58  1  0  0  0  0
 63 57  1  0  0  0  0
 65 51  1  0  0  0  0
 65 64  1  0  0  0  0
 66 59  1  0  0  0  0
 67 60  1  0  0  0  0
 68 42  1  0  0  0  0
 69 64  1  0  0  0  0
 70 61  1  0  0  0  0
 71 62  1  0  0  0  0
 72 63  1  0  0  0  0
 73 66  1  0  0  0  0
 74 67  1  0  0  0  0
 75 11  1  0  0  0  0
 75 13  1  0  0  0  0
 75 28  1  0  0  0  0
 76 12  1  0  0  0  0
 76 14  1  0  0  0  0
 76 29  1  0  0  0  0
 77 32  1  0  0  0  0
 78 33  1  0  0  0  0
 79 34  1  0  0  0  0
 80 45  1  0  0  0  0
 81 50  1  0  0  0  0
 82 51  1  0  0  0  0
 83 52  1  0  0  0  0
 84 53  1  0  0  0  0
 85 54  1  0  0  0  0
 86 55  1  0  0  0  0
 87 56  1  0  0  0  0
 88 57  1  0  0  0  0
 89 58  1  0  0  0  0
 90 59  1  0  0  0  0
 91 60  1  0  0  0  0
 92 61  1  0  0  0  0
 93 62  1  0  0  0  0
 94 63  1  0  0  0  0
 95 64  1  0  0  0  0
 96 68  2  0  0  0  0
 97 35  1  0  0  0  0
 97 69  1  0  0  0  0
 98 36  1  0  0  0  0
 98 73  1  0  0  0  0
 99 44  1  0  0  0  0
 99 69  1  0  0  0  0
100 43  1  0  0  0  0
100 73  1  0  0  0  0
101 46  1  0  0  0  0
101 70  1  0  0  0  0
102 47  1  0  0  0  0
102 72  1  0  0  0  0
103 48  1  0  0  0  0
103 74  1  0  0  0  0
104 49  1  0  0  0  0
104 71  1  0  0  0  0
105 66  1  0  0  0  0
105 68  1  0  0  0  0
106 65  1  0  0  0  0
106 71  1  0  0  0  0
107 67  1  0  0  0  0
107 70  1  0  0  0  0
108 72  1  0  0  0  0
108 75  1  0  0  0  0
109 74  1  0  0  0  0
109 76  1  0  0  0  0
M  END


  Mrv0541 05061307312D          

109114  0  0  0  0            999 V2000
    0.0000    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6217   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6842   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0342   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  2  0  0  0  0
 14  2  2  0  0  0  0
 20 15  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 18  1  0  0  0  0
 29 19  1  0  0  0  0
 37  3  1  0  0  0  0
 37 20  2  0  0  0  0
 37 23  1  0  0  0  0
 38  4  1  0  0  0  0
 38 21  1  0  0  0  0
 38 27  2  0  0  0  0
 39  5  1  0  0  0  0
 39 22  1  0  0  0  0
 39 26  2  0  0  0  0
 40  6  1  0  0  0  0
 40 24  2  0  0  0  0
 40 30  1  0  0  0  0
 41  7  1  0  0  0  0
 41 25  2  0  0  0  0
 41 35  1  0  0  0  0
 42  8  1  0  0  0  0
 42 31  2  0  0  0  0
 43  9  1  0  0  0  0
 44 10  1  0  0  0  0
 45 30  1  0  0  0  0
 45 31  1  0  0  0  0
 46 32  1  0  0  0  0
 47 33  1  0  0  0  0
 48 34  1  0  0  0  0
 49 36  1  0  0  0  0
 50 43  1  0  0  0  0
 51 44  1  0  0  0  0
 52 46  1  0  0  0  0
 53 47  1  0  0  0  0
 54 48  1  0  0  0  0
 55 49  1  0  0  0  0
 56 52  1  0  0  0  0
 57 53  1  0  0  0  0
 58 55  1  0  0  0  0
 59 50  1  0  0  0  0
 60 54  1  0  0  0  0
 61 56  1  0  0  0  0
 62 58  1  0  0  0  0
 63 57  1  0  0  0  0
 65 51  1  0  0  0  0
 65 64  1  0  0  0  0
 66 59  1  0  0  0  0
 67 60  1  0  0  0  0
 68 42  1  0  0  0  0
 69 64  1  0  0  0  0
 70 61  1  0  0  0  0
 71 62  1  0  0  0  0
 72 63  1  0  0  0  0
 73 66  1  0  0  0  0
 74 67  1  0  0  0  0
 75 11  1  0  0  0  0
 75 13  1  0  0  0  0
 75 28  1  0  0  0  0
 76 12  1  0  0  0  0
 76 14  1  0  0  0  0
 76 29  1  0  0  0  0
 77 32  1  0  0  0  0
 78 33  1  0  0  0  0
 79 34  1  0  0  0  0
 80 45  1  0  0  0  0
 81 50  1  0  0  0  0
 82 51  1  0  0  0  0
 83 52  1  0  0  0  0
 84 53  1  0  0  0  0
 85 54  1  0  0  0  0
 86 55  1  0  0  0  0
 87 56  1  0  0  0  0
 88 57  1  0  0  0  0
 89 58  1  0  0  0  0
 90 59  1  0  0  0  0
 91 60  1  0  0  0  0
 92 61  1  0  0  0  0
 93 62  1  0  0  0  0
 94 63  1  0  0  0  0
 95 64  1  0  0  0  0
 96 68  2  0  0  0  0
 97 35  1  0  0  0  0
 97 69  1  0  0  0  0
 98 36  1  0  0  0  0
 98 73  1  0  0  0  0
 99 44  1  0  0  0  0
 99 69  1  0  0  0  0
100 43  1  0  0  0  0
100 73  1  0  0  0  0
101 46  1  0  0  0  0
101 70  1  0  0  0  0
102 47  1  0  0  0  0
102 72  1  0  0  0  0
103 48  1  0  0  0  0
103 74  1  0  0  0  0
104 49  1  0  0  0  0
104 71  1  0  0  0  0
105 66  1  0  0  0  0
105 68  1  0  0  0  0
106 65  1  0  0  0  0
106 71  1  0  0  0  0
107 67  1  0  0  0  0
107 70  1  0  0  0  0
108 72  1  0  0  0  0
108 75  1  0  0  0  0
109 74  1  0  0  0  0
109 76  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047828

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OCC2OC(OC3C(O)C(C)OC(OC\C(C)=C\CC\C(C)=C/CC\C(C)=C\CCC(C)(OC4OC(CO)C(O)C(O)C4OC4OC(CO)C(O)C(O)C4O)C=C)C3O)C(O)C(O)C2O)C(OC(=O)C(\C)=C/C(O)C\C(C)=C/CC\C(C)=C/CCC(C)(OC2OC(CO)C(O)C(O)C2O)C=C)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C76H124O33/c1-13-75(11,108-72-63(94)57(88)53(84)47(33-78)102-72)28-18-26-39(5)22-16-24-40(6)30-45(80)31-42(8)68(96)105-66-59(90)50(81)43(9)100-73(66)98-36-49-55(86)58(89)62(93)71(104-49)106-65-51(82)44(10)99-69(64(65)95)97-35-41(7)25-17-23-37(3)20-15-21-38(4)27-19-29-76(12,14-2)109-74-67(60(91)54(85)48(34-79)103-74)107-70-61(92)56(87)52(83)46(32-77)101-70/h13-14,20,24-27,31,43-67,69-74,77-95H,1-2,15-19,21-23,28-30,32-36H2,3-12H3/b37-20-,38-27+,39-26-,40-24-,41-25+,42-31-

> <INCHI_KEY>
KUPGGXGLYVOMMG-UOSNZFRRSA-N

> <FORMULA>
C76H124O33

> <MOLECULAR_WEIGHT>
1565.778

> <EXACT_MASS>
1564.802486494

> <JCHEM_ACCEPTOR_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
163.915746842737

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
19

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({6-[(2-{[(2E,6Z,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl)oxy]-3,4,5-trihydroxyoxan-2-yl}methoxy)-4,5-dihydroxy-6-methyloxan-3-yl (2Z,6Z,10Z)-4-hydroxy-2,6,10,14-tetramethyl-14-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadeca-2,6,10,15-tetraenoate

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
0.9805628979999989

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.071144725567567

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.671407794637974

> <JCHEM_PKA_STRONGEST_BASIC>
-3.678628761973063

> <JCHEM_POLAR_SURFACE_AREA>
521.4300000000003

> <JCHEM_REFRACTIVITY>
388.53119999999956

> <JCHEM_ROTATABLE_BOND_COUNT>
40

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({6-[(2-{[(2E,6Z,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl)oxy]-3,4,5-trihydroxyoxan-2-yl}methoxy)-4,5-dihydroxy-6-methyloxan-3-yl (2Z,6Z,10Z)-4-hydroxy-2,6,10,14-tetramethyl-14-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadeca-2,6,10,15-tetraenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   4.207   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.361  -4.056   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003 -16.170   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.669   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.770   0.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.211  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.770   2.874   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.131  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.671  -6.930   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      20.005  -3.850   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.003 -14.630   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      16.004   3.080   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      18.672  -1.540   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      13.337   3.080   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      14.671   0.770   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      14.671  -5.390   0.000  0.00  0.00           C+0
HETATM   77  O   UNK     0      17.338   5.390   0.000  0.00  0.00           O+0
HETATM   78  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   79  O   UNK     0      20.005  -5.390   0.000  0.00  0.00           O+0
HETATM   80  O   UNK     0     -12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   81  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   82  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   83  O   UNK     0      14.671   5.390   0.000  0.00  0.00           O+0
HETATM   84  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   85  O   UNK     0      20.005  -0.770   0.000  0.00  0.00           O+0
HETATM   86  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   87  O   UNK     0      12.003   3.850   0.000  0.00  0.00           O+0
HETATM   88  O   UNK     0       4.001   5.390   0.000  0.00  0.00           O+0
HETATM   89  O   UNK     0      -5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   90  O   UNK     0      -6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   91  O   UNK     0      17.338   0.770   0.000  0.00  0.00           O+0
HETATM   92  O   UNK     0      12.003   0.770   0.000  0.00  0.00           O+0
HETATM   93  O   UNK     0      -2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   94  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   95  O   UNK     0       2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   96  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   97  O   UNK     0       5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   98  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   99  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM  100  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM  101  O   UNK     0      16.004   1.540   0.000  0.00  0.00           O+0
HETATM  102  O   UNK     0       4.001   0.770   0.000  0.00  0.00           O+0
HETATM  103  O   UNK     0      17.338  -3.850   0.000  0.00  0.00           O+0
HETATM  104  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM  105  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM  106  O   UNK     0       0.000 -12.320   0.000  0.00  0.00           O+0
HETATM  107  O   UNK     0      14.671  -0.770   0.000  0.00  0.00           O+0
HETATM  108  O   UNK     0       1.334   0.770   0.000  0.00  0.00           O+0
HETATM  109  O   UNK     0      14.671  -3.850   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   37                                                            
CONECT    4   38                                                            
CONECT    5   39                                                            
CONECT    6   40                                                            
CONECT    7   41                                                            
CONECT    8   42                                                            
CONECT    9   43                                                            
CONECT   10   44                                                            
CONECT   11   75                                                            
CONECT   12   76                                                            
CONECT   13    1   75                                                       
CONECT   14    2   76                                                       
CONECT   15   20   21                                                       
CONECT   16   22   24                                                       
CONECT   17   23   25                                                       
CONECT   18   26   28                                                       
CONECT   19   27   29                                                       
CONECT   20   15   37                                                       
CONECT   21   15   38                                                       
CONECT   22   16   39                                                       
CONECT   23   17   37                                                       
CONECT   24   16   40                                                       
CONECT   25   17   41                                                       
CONECT   26   18   39                                                       
CONECT   27   19   38                                                       
CONECT   28   18   75                                                       
CONECT   29   19   76                                                       
CONECT   30   40   45                                                       
CONECT   31   42   45                                                       
CONECT   32   46   77                                                       
CONECT   33   47   78                                                       
CONECT   34   48   79                                                       
CONECT   35   41   97                                                       
CONECT   36   49   98                                                       
CONECT   37    3   20   23                                                  
CONECT   38    4   21   27                                                  
CONECT   39    5   22   26                                                  
CONECT   40    6   24   30                                                  
CONECT   41    7   25   35                                                  
CONECT   42    8   31   68                                                  
CONECT   43    9   50  100                                                  
CONECT   44   10   51   99                                                  
CONECT   45   30   31   80                                                  
CONECT   46   32   52  101                                                  
CONECT   47   33   53  102                                                  
CONECT   48   34   54  103                                                  
CONECT   49   36   55  104                                                  
CONECT   50   43   59   81                                                  
CONECT   51   44   65   82                                                  
CONECT   52   46   56   83                                                  
CONECT   53   47   57   84                                                  
CONECT   54   48   60   85                                                  
CONECT   55   49   58   86                                                  
CONECT   56   52   61   87                                                  
CONECT   57   53   63   88                                                  
CONECT   58   55   62   89                                                  
CONECT   59   50   66   90                                                  
CONECT   60   54   67   91                                                  
CONECT   61   56   70   92                                                  
CONECT   62   58   71   93                                                  
CONECT   63   57   72   94                                                  
CONECT   64   65   69   95                                                  
CONECT   65   51   64  106                                                  
CONECT   66   59   73  105                                                  
CONECT   67   60   74  107                                                  
CONECT   68   42   96  105                                                  
CONECT   69   64   97   99                                                  
CONECT   70   61  101  107                                                  
CONECT   71   62  104  106                                                  
CONECT   72   63  102  108                                                  
CONECT   73   66   98  100                                                  
CONECT   74   67  103  109                                                  
CONECT   75   11   13   28  108                                             
CONECT   76   12   14   29  109                                             
CONECT   77   32                                                            
CONECT   78   33                                                            
CONECT   79   34                                                            
CONECT   80   45                                                            
CONECT   81   50                                                            
CONECT   82   51                                                            
CONECT   83   52                                                            
CONECT   84   53                                                            
CONECT   85   54                                                            
CONECT   86   55                                                            
CONECT   87   56                                                            
CONECT   88   57                                                            
CONECT   89   58                                                            
CONECT   90   59                                                            
CONECT   91   60                                                            
CONECT   92   61                                                            
CONECT   93   62                                                            
CONECT   94   63                                                            
CONECT   95   64                                                            
CONECT   96   68                                                            
CONECT   97   35   69                                                       
CONECT   98   36   73                                                       
CONECT   99   44   69                                                       
CONECT  100   43   73                                                       
CONECT  101   46   70                                                       
CONECT  102   47   72                                                       
CONECT  103   48   74                                                       
CONECT  104   49   71                                                       
CONECT  105   66   68                                                       
CONECT  106   65   71                                                       
CONECT  107   67   70                                                       
CONECT  108   72   75                                                       
CONECT  109   74   76                                                       
MASTER        0    0    0    0    0    0    0    0  109    0  228    0
END

View in JSmol

Synonyms

Value

Source

2-({6-[(2-{[(2E,6Z,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraen-1-yl]oxy}-3,5-dihydroxy-6-methyloxan-4-yl)oxy]-3,4,5-trihydroxyoxan-2-yl}methoxy)-4,5-dihydroxy-6-methyloxan-3-yl (2Z,6Z,10Z)-4-hydroxy-2,6,10,14-tetramethyl-14-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadeca-2,6,10,15-tetraenoic acid

Generator

Chemical Formula

C₇₆H₁₂₄O₃₃

Average Mass

1565.7780 Da

Monoisotopic Mass

1564.80249 Da

IUPAC Name

Traditional Name

CAS Registry Number

116107-40-5

SMILES

CC1OC(OCC2OC(OC3C(O)C(C)OC(OC\C(C)=C\CC\C(C)=C/CC\C(C)=C\CCC(C)(OC4OC(CO)C(O)C(O)C4OC4OC(CO)C(O)C(O)C4O)C=C)C3O)C(O)C(O)C2O)C(OC(=O)C(\C)=C/C(O)C\C(C)=C/CC\C(C)=C/CCC(C)(OC2OC(CO)C(O)C(O)C2O)C=C)C(O)C1O

InChI Identifier

InChI=1S/C76H124O33/c1-13-75(11,108-72-63(94)57(88)53(84)47(33-78)102-72)28-18-26-39(5)22-16-24-40(6)30-45(80)31-42(8)68(96)105-66-59(90)50(81)43(9)100-73(66)98-36-49-55(86)58(89)62(93)71(104-49)106-65-51(82)44(10)99-69(64(65)95)97-35-41(7)25-17-23-37(3)20-15-21-38(4)27-19-29-76(12,14-2)109-74-67(60(91)54(85)48(34-79)103-74)107-70-61(92)56(87)52(83)46(32-77)101-70/h13-14,20,24-27,31,43-67,69-74,77-95H,1-2,15-19,21-23,28-30,32-36H2,3-12H3/b37-20-,38-27+,39-26-,40-24-,41-25+,42-31-

InChI Key

KUPGGXGLYVOMMG-UOSNZFRRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Capsicum annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Sophorolipids

Alternative Parents

Substituents

Sophorolipid
Diterpene glycoside
Oligosaccharide
Diterpenoid
Terpene glycoside
Long chain fatty alcohol
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Fatty alcohol
Fatty acid ester
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Acetal
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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
logP	1.58	ALOGPS
logP	0.98	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	11.67	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	32	ChemAxon
Hydrogen Donor Count	19	ChemAxon
Polar Surface Area	521.43 Å²	ChemAxon
Rotatable Bond Count	40	ChemAxon
Refractivity	388.53 m³·mol⁻¹	ChemAxon
Polarizability	163.92 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0034044

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012286

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

131751514

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Capsianside A (NP0047828)

MOL for NP0047828 (Capsianside A)

3D MOL for NP0047828 (Capsianside A)

3D SDF for NP0047828 (Capsianside A)

3D-SDF for NP0047828 (Capsianside A)

PDB for NP0047828 (Capsianside A)

3D PDB for NP0047828 (Capsianside A)

SMILES for NP0047828 (Capsianside A)

INCHI for NP0047828 (Capsianside A)

Structure for NP0047828 (Capsianside A)

3D Structure for NP0047828 (Capsianside A)