Chemical Components in the PDB

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0SH : Summary

Code

0SH

One-letter code

X

Molecule name

N-[(2S,3S,4R)-1-(alpha-D-galactopyranosyloxy)-3,4-dihydroxyoctadecan-2-yl]hexadecanamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[(2S,3S,4R)-1-(alpha-D-galactopyranosyloxy)-3,4-dihydroxyoctadecan-2-yl]hexadecanamide
OpenEye OEToolkits 1.7.6 N-[(2S,3S,4R)-1-[(2S,3R,4S,5R,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-3,4-bis(oxidanyl)octadecan-2-yl]hexadecanamide

Formula

C40 H79 N O9

Formal charge

0

Molecular weight

718.057 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NC(COC1OC(C(O)C(O)C1O)CO)C(O)C(O)CCCCCCCCCCCCCC)CCCCCCCCCCCCCCC
SMILES CACTVS 3.370 CCCCCCCCCCCCCCCC(=O)N[CH](CO[CH]1O[CH](CO)[CH](O)[CH](O)[CH]1O)[CH](O)[CH](O)CCCCCCCCCCCCCC
SMILES OpenEye OEToolkits 1.7.6 CCCCCCCCCCCCCCCC(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C(CCCCCCCCCCCCCC)O)O
Canonical SMILES CACTVS 3.370 CCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
Canonical SMILES OpenEye OEToolkits 1.7.6 CCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)[C@@H]([C@@H](CCCCCCCCCCCCCC)O)O

IUPAC InChI

InChI=1S/C40H79NO9/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-35(44)41-32(31-49-40-39(48)38(47)37(46)34(30-42)50-40)36(45)33(43)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32-34,36-40,42-43,45-48H,3-31H2,1-2H3,(H,41,44)/t32-,33+,34+,36-,37-,38-,39+,40-/m0/s1

IUPAC InChI key

HRAAKPGXJOTHIU-WVLAUNTOSA-N
0SH

wwPDB Information

Atom count

129 (50 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-05-22

Last modified at

2012-11-09

Status

Released

Obsoleted

Not Assigned



0SH : Atoms of Molecule

Total Number of Atoms: 129
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 -0.253 4.475 1.679
2 C10 C C10 N N N 0 -8.862 -2.666 0.333
3 C11 C C11 N N N 0 -10.307 -2.687 -0.167
4 C12 C C12 N N N 0 -10.898 -4.083 0.036
5 C13 C C13 N N N 0 -12.344 -4.104 -0.464
6 C14 C C14 N N N 0 -12.934 -5.501 -0.261
7 C15 C C15 N N N 0 -14.38 -5.521 -0.761
8 C16 C C16 N N N 0 -14.97 -6.918 -0.558
9 C17 C C17 N N N 0 -16.416 -6.938 -1.058
10 C18 C C18 N N N 0 -17.006 -8.335 -0.854
11 C1A C C1A S N N 0 0.041 6.426 0.317
12 C2 C C2 S N N 0 -0.758 3.031 1.637
13 C2A C C2A R N N 0 -0.39 7.035 -1.019
14 C3 C C3 S N N 0 -2.204 3.011 1.137
15 C3A C C3A S N N 0 0.281 6.266 -2.162
16 C4 C C4 R N N 0 -2.754 1.586 1.225
17 C4A C C4A R N N 0 1.8 6.306 -1.967
18 C5 C C5 N N N 0 -4.199 1.565 0.724
19 C5M C C5M R N N 0 2.146 5.725 -0.593
20 C6 C C6 N N N 0 -4.79 0.168 0.928
21 C6A C C6A N N N 0 3.656 5.817 -0.366
22 C7 C C7 N N N 0 -6.235 0.148 0.427
23 C8 C C8 N N N 0 -6.826 -1.249 0.631
24 C9 C C9 N N N 0 -8.271 -1.27 0.13
25 CAA C CAA N N N 0 1.229 1.696 1.183
26 CAB C CAB N N N 0 2.094 0.887 0.252
27 CAC C CAC N N N 0 3.324 0.381 1.009
28 CAD C CAD N N N 0 4.203 -0.44 0.063
29 CAE C CAE N N N 0 5.432 -0.946 0.82
30 CAF C CAF N N N 0 6.312 -1.767 -0.126
31 CAG C CAG N N N 0 7.541 -2.273 0.631
32 CAH C CAH N N N 0 8.42 -3.094 -0.314
33 CAI C CAI N N N 0 9.649 -3.6 0.443
34 CAJ C CAJ N N N 0 10.529 -4.42 -0.503
35 CAK C CAK N N N 0 11.758 -4.927 0.254
36 CAL C CAL N N N 0 12.637 -5.747 -0.692
37 CAM C CAM N N N 0 13.867 -6.254 0.066
38 CAN C CAN N N N 0 14.746 -7.074 -0.88
39 CAO C CAO N N N 0 15.975 -7.581 -0.123
40 CAP C CAP N N N 0 16.854 -8.401 -1.069
41 H1 H H1 N N N 0 -16.985 -8.587 0.206
42 H10 H H10 N N N 0 -12.913 -5.753 0.8
43 H11 H H11 N N N 0 -12.346 -6.229 -0.819
44 H12 H H12 N N N 0 -12.364 -3.852 -1.525
45 H13 H H13 N N N 0 -12.932 -3.376 0.094
46 H14 H H14 N N N 0 -10.877 -4.335 1.097
47 H15 H H15 N N N 0 -10.31 -4.812 -0.522
48 H16 H H16 N N N 0 -10.328 -2.435 -1.227
49 H17 H H17 N N N 0 -10.896 -1.959 0.391
50 H18 H H18 N N N 0 -8.841 -2.918 1.394
51 H19 H H19 N N N 0 -8.274 -3.394 -0.225
52 H2 H H2 N N N 0 -18.036 -8.35 -1.211
53 H20 H H20 N N N 0 -8.292 -1.017 -0.93
54 H21 H H21 N N N 0 -8.86 -0.541 0.688
55 H22 H H22 N N N 0 -6.805 -1.501 1.691
56 H23 H H23 N N N 0 -6.238 -1.977 0.072
57 H24 H H24 N N N 0 -6.256 0.4 -0.633
58 H25 H H25 N N N 0 -6.824 0.876 0.985
59 H26 H H26 N N N 0 -4.769 -0.084 1.988
60 H27 H H27 N N N 0 -4.201 -0.56 0.369
61 H28 H H28 N N N 0 -4.22 1.817 -0.336
62 H29 H H29 N N N 0 -4.788 2.293 1.282
63 H3 H H3 N N N 0 -16.418 -9.063 -1.413
64 H30 H H30 N N N 0 -2.723 1.248 2.26
65 H31 H H31 N N N 0 -1.938 0.958 -0.52
66 H32 H H32 N N N 0 -2.234 3.349 0.101
67 H33 H H33 N N N 0 -3.041 3.623 2.876
68 H34 H H34 N N N 0 -0.714 2.602 2.638
69 H35 H H35 N N N 0 -0.831 5.041 2.409
70 H36 H H36 N N N 0 0.799 4.484 1.963
71 H37 H H37 N N N 0 -0.4 6.996 1.135
72 H38 H H38 N N N 0 1.834 4.681 -0.552
73 H39 H H39 N N N 0 4.178 5.327 -1.188
74 H4 H H4 N N N 0 -16.437 -6.686 -2.119
75 H40 H H40 N N N 0 3.954 6.864 -0.32
76 H41 H H41 N N N 0 4.937 5.19 1.073
77 H42 H H42 N N N 0 2.283 5.715 -2.745
78 H43 H H43 N N N 0 2.065 8.092 -2.885
79 H44 H H44 N N N 0 -0.06 5.231 -2.154
80 H45 H H45 N N N 0 -1.005 6.883 -3.599
81 H46 H H46 N N N 0 -0.088 8.082 -1.058
82 H47 H H47 N N N 0 -2.3 7.408 -0.459
83 H48 H H48 N N N 0 -0.183 2.121 -0.192
84 H49 H H49 N N N 0 1.526 0.038 -0.128
85 H5 H H5 N N N 0 -17.004 -6.21 -0.5
86 H50 H H50 N N N 0 2.413 1.513 -0.582
87 H51 H H51 N N N 0 3.892 1.23 1.388
88 H52 H H52 N N N 0 3.005 -0.244 1.843
89 H53 H H53 N N N 0 3.635 -1.289 -0.316
90 H54 H H54 N N N 0 4.522 0.185 -0.771
91 H55 H H55 N N N 0 6.001 -0.097 1.199
92 H56 H H56 N N N 0 5.114 -1.571 1.654
93 H57 H H57 N N N 0 5.743 -2.616 -0.505
94 H58 H H58 N N N 0 6.63 -1.141 -0.96
95 H59 H H59 N N N 0 8.109 -1.423 1.01
96 H6 H H6 N N N 0 -14.949 -7.17 0.503
97 H60 H H60 N N N 0 7.222 -2.898 1.465
98 H61 H H61 N N N 0 7.852 -3.943 -0.693
99 H62 H H62 N N N 0 8.739 -2.468 -1.148
100 H63 H H63 N N N 0 10.218 -2.75 0.822
101 H64 H H64 N N N 0 9.331 -4.225 1.277
102 H65 H H65 N N N 0 9.96 -5.27 -0.882
103 H66 H H66 N N N 0 10.847 -3.795 -1.337
104 H67 H H67 N N N 0 12.326 -4.077 0.633
105 H68 H H68 N N N 0 11.439 -5.552 1.088
106 H69 H H69 N N N 0 12.069 -6.597 -1.071
107 H7 H H7 N N N 0 -14.382 -7.646 -1.116
108 H70 H H70 N N N 0 12.956 -5.122 -1.526
109 H71 H H71 N N N 0 14.435 -5.404 0.445
110 H72 H H72 N N N 0 13.548 -6.879 0.9
111 H73 H H73 N N N 0 14.177 -7.924 -1.259
112 H74 H H74 N N N 0 15.065 -6.449 -1.714
113 H75 H H75 N N N 0 16.544 -6.731 0.256
114 H76 H H76 N N N 0 15.656 -8.206 0.711
115 H77 H H77 N N N 0 17.73 -8.762 -0.529
116 H78 H H78 N N N 0 16.286 -9.251 -1.448
117 H79 H H79 N N N 0 17.173 -7.776 -1.903
118 H8 H H8 N N N 0 -14.4 -5.269 -1.822
119 H9 H H9 N N N 0 -14.968 -4.793 -0.203
120 N2 N N2 N N N 0 0.084 2.245 0.732
121 O1A O O1A N N N 0 -0.404 5.069 0.388
122 O2A O O2A N N N 0 -1.81 6.943 -1.151
123 O3 O O3 N N N 0 -3.0 3.879 1.944
124 O3A O O3A N N N 0 -0.057 6.874 -3.41
125 O4 O O4 N N N 0 -1.957 0.717 0.417
126 O4A O O4A N N N 0 2.255 7.659 -2.042
127 O5A O O5A N N N 0 3.993 5.171 0.864
128 O6A O O6A N N N 0 1.465 6.467 0.421
129 OAA O OAA N N N 0 1.562 1.852 2.339



0SH : Chemical Bonds

Total Number of Bonds: 129
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O4A C4A O C sing 1.43 N N
2 O3A C3A O C sing 1.43 N N
3 C4A C3A C C sing 1.53 N N
4 C4A C5M C C sing 1.53 N N
5 C3A C2A C C sing 1.53 N N
6 C2A O2A C O sing 1.43 N N
7 C2A C1A C C sing 1.53 N N
8 C6A C5M C C sing 1.53 N N
9 C6A O5A C O sing 1.43 N N
10 C5M O6A C O sing 1.43 N N
11 O6A C1A O C sing 1.43 N N
12 C1A O1A C O sing 1.43 N N
13 O1A C1 O C sing 1.43 N N
14 O3 C3 O C sing 1.43 N N
15 C1 C2 C C sing 1.53 N N
16 C3 C2 C C sing 1.53 N N
17 C3 C4 C C sing 1.53 N N
18 C2 N2 C N sing 1.46 N N
19 C4 O4 C O sing 1.43 N N
20 C4 C5 C C sing 1.53 N N
21 N2 CAA N C sing 1.35 N N
22 OAA CAA O C doub 1.21 N N
23 CAA CAB C C sing 1.51 N N
24 C5 C6 C C sing 1.53 N N
25 CAB CAC C C sing 1.53 N N
26 C6 C7 C C sing 1.53 N N
27 C7 C8 C C sing 1.53 N N
28 CAC CAD C C sing 1.53 N N
29 C8 C9 C C sing 1.53 N N
30 C18 C17 C C sing 1.53 N N
31 CAD CAE C C sing 1.53 N N
32 C16 C17 C C sing 1.53 N N
33 C16 C15 C C sing 1.53 N N
34 C9 C10 C C sing 1.53 N N
35 CAE CAF C C sing 1.53 N N
36 C15 C14 C C sing 1.53 N N
37 C10 C11 C C sing 1.53 N N
38 C13 C14 C C sing 1.53 N N
39 C13 C12 C C sing 1.53 N N
40 C11 C12 C C sing 1.53 N N
41 CAF CAG C C sing 1.53 N N
42 CAG CAH C C sing 1.53 N N
43 CAH CAI C C sing 1.53 N N
44 CAI CAJ C C sing 1.53 N N
45 CAJ CAK C C sing 1.53 N N
46 CAL CAK C C sing 1.53 N N
47 CAL CAM C C sing 1.53 N N
48 CAN CAM C C sing 1.53 N N
49 CAN CAO C C sing 1.53 N N
50 CAP CAO C C sing 1.53 N N
51 C18 H1 C H sing 1.09 N N
52 C18 H2 C H sing 1.09 N N
53 C18 H3 C H sing 1.09 N N
54 C17 H4 C H sing 1.09 N N
55 C17 H5 C H sing 1.09 N N
56 C16 H6 C H sing 1.09 N N
57 C16 H7 C H sing 1.09 N N
58 C15 H8 C H sing 1.09 N N
59 C15 H9 C H sing 1.09 N N
60 C14 H10 C H sing 1.09 N N
61 C14 H11 C H sing 1.09 N N
62 C13 H12 C H sing 1.09 N N
63 C13 H13 C H sing 1.09 N N
64 C12 H14 C H sing 1.09 N N
65 C12 H15 C H sing 1.09 N N
66 C11 H16 C H sing 1.09 N N
67 C11 H17 C H sing 1.09 N N
68 C10 H18 C H sing 1.09 N N
69 C10 H19 C H sing 1.09 N N
70 C9 H20 C H sing 1.09 N N
71 C9 H21 C H sing 1.09 N N
72 C8 H22 C H sing 1.09 N N
73 C8 H23 C H sing 1.09 N N
74 C7 H24 C H sing 1.09 N N
75 C7 H25 C H sing 1.09 N N
76 C6 H26 C H sing 1.09 N N
77 C5 H28 C H sing 1.09 N N
78 C4 H30 C H sing 1.09 N N
79 O4 H31 O H sing 0.97 N N
80 C3 H32 C H sing 1.09 N N
81 O3 H33 O H sing 0.97 N N
82 C2 H34 C H sing 1.09 N N
83 C1 H35 C H sing 1.09 N N
84 C1 H36 C H sing 1.09 N N
85 C1A H37 C H sing 1.09 N N
86 C5M H38 C H sing 1.09 N N
87 C6A H39 C H sing 1.09 N N
88 C6A H40 C H sing 1.09 N N
89 O5A H41 O H sing 0.97 N N
90 C4A H42 C H sing 1.09 N N
91 O4A H43 O H sing 0.97 N N
92 C3A H44 C H sing 1.09 N N
93 O3A H45 O H sing 0.97 N N
94 C2A H46 C H sing 1.09 N N
95 O2A H47 O H sing 0.97 N N
96 N2 H48 N H sing 0.97 N N
97 CAB H49 C H sing 1.09 N N
98 CAB H50 C H sing 1.09 N N
99 CAC H51 C H sing 1.09 N N
100 CAC H52 C H sing 1.09 N N
101 CAD H53 C H sing 1.09 N N
102 CAD H54 C H sing 1.09 N N
103 CAE H55 C H sing 1.09 N N
104 CAE H56 C H sing 1.09 N N
105 CAF H57 C H sing 1.09 N N
106 CAF H58 C H sing 1.09 N N
107 CAG H59 C H sing 1.09 N N
108 CAG H60 C H sing 1.09 N N
109 CAH H61 C H sing 1.09 N N
110 CAH H62 C H sing 1.09 N N
111 CAI H63 C H sing 1.09 N N
112 CAI H64 C H sing 1.09 N N
113 CAJ H65 C H sing 1.09 N N
114 CAJ H66 C H sing 1.09 N N
115 CAK H67 C H sing 1.09 N N
116 CAK H68 C H sing 1.09 N N
117 CAL H69 C H sing 1.09 N N
118 CAL H70 C H sing 1.09 N N
119 CAM H71 C H sing 1.09 N N
120 CAM H72 C H sing 1.09 N N
121 CAN H73 C H sing 1.09 N N
122 CAN H74 C H sing 1.09 N N
123 CAO H75 C H sing 1.09 N N
124 CAO H76 C H sing 1.09 N N
125 CAP H77 C H sing 1.09 N N
126 CAP H78 C H sing 1.09 N N
127 CAP H79 C H sing 1.09 N N
128 C6 H27 C H sing 1.09 N N
129 C5 H29 C H sing 1.09 N N



0SH : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0SH 4f7e Open in New Window Bound ligand 1 1