Chemical Components in the PDB

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EPA : Summary

Code

EPA

One-letter code

X

Molecule name

5,8,11,14,17-EICOSAPENTAENOIC ACID

Systematic names

ProgramVersionName
ACDLabs 10.04 (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
OpenEye OEToolkits 1.5.0 (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid

Formula

C20 H30 O2

Formal charge

0

Molecular weight

302.451 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC
SMILES CACTVS 3.341 CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O
SMILES OpenEye OEToolkits 1.5.0 CCC=CCC=CCC=CCC=CCC=CCCCC(=O)O
Canonical SMILES CACTVS 3.341 CC\C=C/C/C=C\C\C=C/C/C=C\C\C=C/CCCC(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)O

IUPAC InChI

InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-

IUPAC InChI key

JAZBEHYOTPTENJ-JLNKQSITSA-N
EPA

wwPDB Information

Atom count

52 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-08

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



EPA : Atoms of Molecule

Total Number of Atoms: 52
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 -1.415 0.213 -7.499
2 C10 C C10 N N N 0 0.542 -0.765 0.437
3 C11 C C11 N N N 0 -0.116 -1.966 1.068
4 C12 C C12 N N N 0 -0.524 -1.911 2.311
5 C13 C C13 N N N 0 -0.42 -0.621 3.083
6 C14 C C14 N N N 0 -1.765 -0.274 3.666
7 C15 C C15 N N N 0 -1.878 -0.013 4.944
8 C16 C C16 N N N 0 -0.643 0.115 5.798
9 C17 C C17 N N N 0 -0.69 1.415 6.559
10 C18 C C18 N N N 0 -0.528 1.42 7.858
11 C19 C C19 N N N 0 -0.118 0.158 8.572
12 C2 C C2 N N N 0 -0.27 -0.354 -6.701
13 C20 C C20 N N N 0 1.105 0.44 9.446
14 C3 C C3 N N N 0 0.32 0.738 -5.808
15 C4 C C4 N N N 0 1.483 0.162 -4.998
16 C5 C C5 N N N 0 2.065 1.238 -4.119
17 C6 C C6 N N N 0 2.013 1.119 -2.815
18 C7 C C7 N N N 0 1.223 -0.0030 -2.193
19 C8 C C8 N N N 0 2.149 -0.886 -1.396
20 C9 C C9 N N N 0 1.869 -1.171 -0.148
21 H101 H 1H10 N N N 0 -0.098 -0.372 -0.351
22 H102 H 2H10 N N N 0 0.698 0.0020 1.195
23 H111 H 1H11 N N N 0 -0.251 -2.871 0.494
24 H121 H 1H12 N N N 0 -0.935 -2.791 2.784
25 H131 H 1H13 N N N 0 -0.097 0.176 2.414
26 H132 H 2H13 N N N 0 0.305 -0.736 3.888
27 H141 H 1H14 N N N 0 -2.637 -0.241 3.029
28 H151 H 1H15 N N N 0 -2.855 0.11 5.387
29 H161 H 1H16 N N N 0 0.241 0.098 5.162
30 H162 H 2H16 N N N 0 -0.6 -0.715 6.503
31 H171 H 1H17 N N N 0 -0.859 2.343 6.032
32 H181 H 1H18 N N N 0 -0.687 2.33 8.419
33 H191 H 1H19 N N N 0 0.128 -0.609 7.838
34 H192 H 2H19 N N N 0 -0.94 -0.188 9.198
35 H201 H 1H20 N N N 0 1.401 -0.473 9.962
36 H202 H 2H20 N N N 0 1.927 0.787 8.82
37 H203 H 3H20 N N N 0 0.858 1.208 10.179
38 H21 H 1H2 N N N 0 0.498 -0.723 -7.38
39 H22 H 2H2 N N N 0 -0.631 -1.174 -6.081
40 H31 H 1H3 N N N 0 -0.447 1.107 -5.129
41 H32 H 2H3 N N N 0 0.681 1.558 -6.429
42 H41 H 1H4 N N N 0 2.251 -0.207 -5.677
43 H42 H 2H4 N N N 0 1.122 -0.658 -4.378
44 H51 H 1H5 N N N 0 2.525 2.108 -4.563
45 H61 H 1H6 N N N 0 2.536 1.825 -2.187
46 H71 H 1H7 N N N 0 0.746 -0.59 -2.977
47 H72 H 2H7 N N N 0 0.46 0.411 -1.534
48 H81 H 1H8 N N N 0 3.042 -1.284 -1.854
49 H91 H 1H9 N N N 0 2.591 -1.696 0.46
50 HOA H HOA N N N 0 -2.824 -0.205 -8.869
51 OA O OA N N N 0 -2.089 -0.569 -8.356
52 OB O OB N N N 0 -1.727 1.372 -7.368



EPA : Chemical Bonds

Total Number of Bonds: 51
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 OA C O sing 1.34 N N
2 C1 OB C O doub 1.21 N N
3 C1 C2 C C sing 1.51 N N
4 OA HOA O H sing 0.97 N N
5 C2 C3 C C sing 1.53 N N
6 C2 H21 C H sing 1.09 N N
7 C2 H22 C H sing 1.09 N N
8 C3 C4 C C sing 1.53 N N
9 C3 H31 C H sing 1.09 N N
10 C3 H32 C H sing 1.09 N N
11 C4 C5 C C sing 1.51 N N
12 C4 H41 C H sing 1.09 N N
13 C4 H42 C H sing 1.09 N N
14 C5 C6 C C doub 1.31 Z N
15 C5 H51 C H sing 1.08 N N
16 C6 C7 C C sing 1.51 N N
17 C6 H61 C H sing 1.08 N N
18 C7 C8 C C sing 1.51 N N
19 C7 H71 C H sing 1.09 N N
20 C7 H72 C H sing 1.09 N N
21 C8 C9 C C doub 1.31 Z N
22 C8 H81 C H sing 1.08 N N
23 C9 C10 C C sing 1.51 N N
24 C9 H91 C H sing 1.08 N N
25 C10 C11 C C sing 1.51 N N
26 C10 H101 C H sing 1.09 N N
27 C10 H102 C H sing 1.09 N N
28 C11 C12 C C doub 1.31 Z N
29 C11 H111 C H sing 1.08 N N
30 C12 C13 C C sing 1.51 N N
31 C12 H121 C H sing 1.08 N N
32 C13 C14 C C sing 1.51 N N
33 C13 H131 C H sing 1.09 N N
34 C13 H132 C H sing 1.09 N N
35 C14 C15 C C doub 1.31 Z N
36 C14 H141 C H sing 1.08 N N
37 C15 C16 C C sing 1.51 N N
38 C15 H151 C H sing 1.08 N N
39 C16 C17 C C sing 1.51 N N
40 C16 H161 C H sing 1.09 N N
41 C16 H162 C H sing 1.09 N N
42 C17 C18 C C doub 1.31 Z N
43 C17 H171 C H sing 1.08 N N
44 C18 C19 C C sing 1.51 N N
45 C18 H181 C H sing 1.08 N N
46 C19 C20 C C sing 1.53 N N
47 C19 H191 C H sing 1.09 N N
48 C19 H192 C H sing 1.09 N N
49 C20 H201 C H sing 1.09 N N
50 C20 H202 C H sing 1.09 N N
51 C20 H203 C H sing 1.09 N N



EPA : Used in PDB Entries

Total Number of PDB Entries: 3
Ligand Code PDB Entry ID Type Total Distinct
EPA 1igx Open in New Window Bound ligand 1 1
EPA 3gwx Open in New Window Bound ligand 2 1
EPA 3hs6 Open in New Window Bound ligand 2 1