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7MS : Summary

Code

7MS

One-letter code

X

Molecule name

(5Z,8Z,11Z,14Z,17R,18R)-17,18-dihydroxyicosa-5,8,11,14-tetraenoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (5Z,8Z,11Z,14Z,17R,18R)-17,18-dihydroxyicosa-5,8,11,14-tetraenoic acid
OpenEye OEToolkits 2.0.6 (5~{Z},11~{Z},14~{Z},17~{R},18~{R})-17,18-bis(oxidanyl)icosa-5,8,11,14-tetraenoic acid

Formula

C20 H32 O4

Formal charge

0

Molecular weight

336.466 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 CCC(O)C(O)C[C@H]=CC[C@H]=[C@H]C[C@H]=[C@H]C/C=C\CCCC(O)=O
SMILES CACTVS 3.385 CC[CH](O)[CH](O)CC=CCC=CCC=CCC=CCCCC(O)=O
SMILES OpenEye OEToolkits 2.0.6 CCC(C(CC=CCC=CCC=CCC=CCCCC(=O)O)O)O
Canonical SMILES CACTVS 3.385 CC[C@@H](O)[C@H](O)C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O
Canonical SMILES OpenEye OEToolkits 2.0.6 CC[C@H]([C@@H](C/C=C\C/C=C\CC=CC/C=C\CCCC(=O)O)O)O

IUPAC InChI

InChI=1S/C20H32O4/c1-2-18(21)19(22)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-20(23)24/h3,5-6,8-9,11-12,14,18-19,21-22H,2,4,7,10,13,15-17H2,1H3,(H,23,24)/b5-3-,8-6-,11-9-,14-12-/t18-,19-/m1/s1

IUPAC InChI key

XYDVGNAQQFWZEF-VXNZHGHESA-N
7MS

wwPDB Information

Atom count

56 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2016-11-16

Last modified at

2017-10-06

Status

Released

Obsoleted

Not Assigned



7MS : Atoms of Molecule

Total Number of Atoms: 56
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 -8.145 -0.303 -2.979
2 C2 C C2 N N N 0 -7.441 -1.175 -1.937
3 C3 C C3 R N N 0 -6.576 -0.293 -1.035
4 C4 C C4 R N N 0 -5.776 -1.175 -0.074
5 C5 C C5 N N N 0 -5.007 -0.291 0.91
6 C6 C C6 N N N 0 -4.125 -1.153 1.776
7 C7 C C7 N N N 0 -2.849 -0.881 1.888
8 C8 C C8 N N N 0 -2.293 0.384 1.286
9 C9 C C9 N N N 0 -1.543 1.156 2.341
10 C10 C C10 N N N 0 -0.313 1.547 2.117
11 C11 C C11 N N N 0 0.295 1.372 0.749
12 C12 C C12 N N N 0 0.831 2.695 0.266
13 C13 C C13 N N N 0 2.073 2.789 -0.14
14 O4 O O1 N N N 0 9.014 -2.272 0.936
15 C20 C C14 N N N 0 8.164 -1.8 0.009
16 O3 O O2 N N N 0 8.043 -2.374 -1.047
17 C19 C C15 N N N 0 7.362 -0.555 0.287
18 C18 C C16 N N N 0 6.48 -0.237 -0.922
19 C17 C C17 N N N 0 5.665 1.027 -0.641
20 C16 C C18 N N N 0 4.796 1.341 -1.832
21 C15 C C19 N N N 0 3.506 1.507 -1.676
22 C14 C C20 N N N 0 2.914 1.547 -0.291
23 O2 O O3 N N N 0 -6.67 -2.025 0.648
24 H1 H H1 N N N 0 -8.775 0.429 -2.474
25 H2 H H2 N N N 0 -7.4 0.214 -3.583
26 H3 H H3 N N N 0 -8.761 -0.932 -3.622
27 H4 H H4 N N N 0 -8.186 -1.692 -1.333
28 H5 H H5 N N N 0 -6.811 -1.907 -2.442
29 H6 H H6 N N N 0 -5.889 0.291 -1.648
30 H8 H H8 N N N 0 -5.073 -1.785 -0.641
31 H9 H H9 N N N 0 -4.391 0.418 0.356
32 H10 H H10 N N N 0 -5.712 0.253 1.537
33 H11 H H11 N N N 0 -4.545 -1.996 2.305
34 H13 H H13 N N N 0 -2.194 -1.562 2.411
35 H15 H H15 N N N 0 -1.615 0.132 0.47
36 H16 H H16 N N N 0 -3.111 0.994 0.903
37 H17 H H17 N N N 0 -2.02 1.386 3.283
38 H18 H H18 N N N 0 0.265 1.994 2.912
39 H19 H H19 N N N 0 1.109 0.648 0.803
40 H20 H H20 N N N 0 -0.465 1.013 0.056
41 H21 H H21 N N N 0 0.191 3.565 0.253
42 H23 H H23 N N N 0 2.495 3.757 -0.367
43 H25 H H25 N N N 0 9.506 -3.073 0.712
44 H26 H H26 N N N 0 6.733 -0.716 1.163
45 H27 H H27 N N N 0 8.038 0.279 0.473
46 H28 H H28 N N N 0 7.108 -0.076 -1.798
47 H29 H H29 N N N 0 5.804 -1.071 -1.109
48 H30 H H30 N N N 0 5.036 0.866 0.235
49 H31 H H31 N N N 0 6.341 1.861 -0.454
50 H32 H H32 N N N 0 5.237 1.429 -2.813
51 H33 H H33 N N N 0 2.867 1.614 -2.54
52 H34 H H34 N N N 0 3.715 1.56 0.447
53 H35 H H35 N N N 0 2.291 0.666 -0.136
54 H36 H H36 N N N 0 -7.325 -1.549 1.176
55 O1 O O21 N N Y 0 -7.414 0.589 -0.286
56 H7 H H7 N N Y 0 -8.051 0.137 0.284



7MS : Chemical Bonds

Total Number of Bonds: 55
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C16 C15 C C doub 1.31 Z N
2 C16 C17 C C sing 1.51 N N
3 C15 C14 C C sing 1.51 N N
4 C17 C18 C C sing 1.53 N N
5 C14 C13 C C sing 1.51 N N
6 C18 C19 C C sing 1.53 N N
7 O3 C20 O C doub 1.21 N N
8 C13 C12 C C doub 1.31 Z N
9 C19 C20 C C sing 1.51 N N
10 C20 O4 C O sing 1.34 N N
11 C12 C11 C C sing 1.51 N N
12 C11 C10 C C sing 1.51 N N
13 C10 C9 C C doub 1.31 Z N
14 C7 C8 C C sing 1.51 N N
15 C7 C6 C C doub 1.31 Z N
16 C9 C8 C C sing 1.51 N N
17 C6 C5 C C sing 1.51 N N
18 C5 C4 C C sing 1.53 N N
19 C4 C3 C C sing 1.53 N N
20 C4 O2 C O sing 1.43 N N
21 C3 C2 C C sing 1.53 N N
22 C2 C1 C C sing 1.53 N N
23 C1 H1 C H sing 1.09 N N
24 C1 H2 C H sing 1.09 N N
25 C1 H3 C H sing 1.09 N N
26 C2 H4 C H sing 1.09 N N
27 C2 H5 C H sing 1.09 N N
28 C3 H6 C H sing 1.09 N N
29 C4 H8 C H sing 1.09 N N
30 C5 H9 C H sing 1.09 N N
31 C5 H10 C H sing 1.09 N N
32 C6 H11 C H sing 1.08 N N
33 C7 H13 C H sing 1.08 N N
34 C8 H15 C H sing 1.09 N N
35 C8 H16 C H sing 1.09 N N
36 C9 H17 C H sing 1.08 N N
37 C10 H18 C H sing 1.08 N N
38 C11 H19 C H sing 1.09 N N
39 C11 H20 C H sing 1.09 N N
40 C12 H21 C H sing 1.08 N N
41 C13 H23 C H sing 1.08 N N
42 O4 H25 O H sing 0.97 N N
43 C19 H26 C H sing 1.09 N N
44 C19 H27 C H sing 1.09 N N
45 C18 H28 C H sing 1.09 N N
46 C18 H29 C H sing 1.09 N N
47 C17 H30 C H sing 1.09 N N
48 C17 H31 C H sing 1.09 N N
49 C16 H32 C H sing 1.08 N N
50 C15 H33 C H sing 1.08 N N
51 C14 H34 C H sing 1.09 N N
52 C14 H35 C H sing 1.09 N N
53 O2 H36 O H sing 0.97 N N
54 C3 O1 C O sing 1.43 N N
55 O1 H7 O H sing 0.97 N N



7MS : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
7MS 5tnh Open in New Window Bound ligand 4 1