Chemical Components in the PDB

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6OC : Summary

Code

6OC

One-letter code

X

Molecule name

(8R,9Z,12Z)-8-hydroxy-6-oxooctadeca-9,12-dienoic acid

Systematic names

ProgramVersionName
ACDLabs 10.04 (8R,9Z,12Z)-8-hydroxy-6-oxooctadeca-9,12-dienoic acid
OpenEye OEToolkits 1.5.0 (8R,9Z,12Z)-8-hydroxy-6-oxo-octadeca-9,12-dienoic acid

Formula

C18 H30 O4

Formal charge

0

Molecular weight

310.428 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)CCCCC(=O)CC(O)\C=C/C\C=C/CCCCC
SMILES CACTVS 3.341 CCCCCC=CCC=C[CH](O)CC(=O)CCCCC(O)=O
SMILES OpenEye OEToolkits 1.5.0 CCCCCC=CCC=CC(CC(=O)CCCCC(=O)O)O
Canonical SMILES CACTVS 3.341 CCCCC\C=C/C/C=C\[C@H](O)CC(=O)CCCCC(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 CCCCC\C=C/C\C=C/[C@@H](CC(=O)CCCCC(=O)O)O

IUPAC InChI

InChI=1S/C18H30O4/c1-2-3-4-5-6-7-8-9-12-16(19)15-17(20)13-10-11-14-18(21)22/h6-7,9,12,16,19H,2-5,8,10-11,13-15H2,1H3,(H,21,22)/b7-6-,12-9-/t16-/m0/s1

IUPAC InChI key

MLHUENSFQCPBQH-ZBKJIUGYSA-N
6OC

wwPDB Information

Atom count

52 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

Is modified

No

Standard parent

Not Assigned

Defined at

2008-06-02

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



6OC : 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 C18 C C18 N N N 0 -6.347 5.013 0.411
2 C17 C C17 N N N 0 -6.44 3.722 -0.404
3 C16 C C16 N N N 0 -5.856 2.563 0.407
4 C15 C C15 N N N 0 -5.949 1.272 -0.408
5 C14 C C14 N N N 0 -5.364 0.114 0.404
6 C13 C C13 N N N 0 -5.456 -1.158 -0.399
7 C12 C C12 N N N 0 -4.389 -1.897 -0.579
8 C11 C C11 N N N 0 -3.114 -1.572 0.156
9 C10 C C10 N N N 0 -2.636 -2.795 0.896
10 C9 C C9 N N N 0 -1.406 -3.218 0.736
11 C8 C C8 R N N 0 -0.421 -2.391 -0.049
12 C7 C C7 N N N 0 0.845 -2.181 0.783
13 C6 C C6 N N N 0 1.78 -1.253 0.049
14 O3 O O3 N N N 0 1.465 -0.807 -1.028
15 C5 C C5 N N N 0 3.107 -0.883 0.66
16 C4 C C4 N N N 0 3.856 0.062 -0.282
17 C3 C C3 N N N 0 5.203 0.438 0.338
18 C2 C C2 N N N 0 5.952 1.383 -0.603
19 C1 C C1 N N N 0 7.279 1.753 0.007
20 O1 O O1 N N N 0 7.594 1.307 1.085
21 O2 O O2 N N N 0 8.111 2.579 -0.646
22 OXT O OXT N N Y 0 -0.088 -3.071 -1.261
23 H181 H 1H18 N N N 0 -6.763 5.838 -0.167
24 H182 H 2H18 N N N 0 -6.909 4.899 1.338
25 H183 H 3H18 N N N 0 -5.303 5.222 0.643
26 H171 H 1H17 N N N 0 -7.484 3.512 -0.636
27 H172 H 2H17 N N N 0 -5.878 3.836 -1.331
28 H161 H 1H16 N N N 0 -4.812 2.773 0.639
29 H162 H 2H16 N N N 0 -6.418 2.449 1.334
30 H151 H 1H15 N N N 0 -6.993 1.063 -0.639
31 H152 H 2H15 N N N 0 -5.386 1.386 -1.334
32 H141 H 1H14 N N N 0 -4.32 0.323 0.635
33 H142 H 2H14 N N N 0 -5.926 -0.001 1.331
34 H13 H H13 N N N 0 -6.4 -1.461 -0.826
35 H12 H H12 N N N 0 -4.423 -2.739 -1.255
36 H111 H 1H11 N N N 0 -2.353 -1.259 -0.558
37 H112 H 2H11 N N N 0 -3.3 -0.767 0.866
38 H10 H H10 N N N 0 -3.306 -3.322 1.559
39 H9 H H9 N N N 0 -1.099 -4.159 1.167
40 H8 H H8 N N N 0 -0.865 -1.424 -0.285
41 H7C1 H 1H7C N N N 0 0.58 -1.742 1.745
42 H7C2 H 2H7C N N N 0 1.338 -3.14 0.944
43 H5C1 H 1H5C N N N 0 2.942 -0.388 1.616
44 H5C2 H 2H5C N N N 0 3.7 -1.785 0.816
45 H4C1 H 1H4C N N N 0 4.021 -0.433 -1.238
46 H4C2 H 2H4C N N N 0 3.263 0.964 -0.437
47 H3C1 H 1H3C N N N 0 5.038 0.933 1.295
48 H3C2 H 2H3C N N N 0 5.795 -0.464 0.494
49 H2C1 H 1H2C N N N 0 6.117 0.888 -1.56
50 H2C2 H 2H2C N N N 0 5.359 2.285 -0.759
51 H2 H H2 N N N 0 8.951 2.787 -0.215
52 HOT1 H 1HOT N N N 0 0.313 -3.941 -1.126



6OC : 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 C18 C17 C C sing 1.53 N N
2 C17 C16 C C sing 1.53 N N
3 C16 C15 C C sing 1.53 N N
4 C15 C14 C C sing 1.53 N N
5 C14 C13 C C sing 1.51 N N
6 C13 C12 C C doub 1.31 N N
7 C12 C11 C C sing 1.51 N N
8 C11 C10 C C sing 1.51 N N
9 C10 C9 C C doub 1.31 N N
10 C9 C8 C C sing 1.51 N N
11 C8 C7 C C sing 1.53 N N
12 C7 C6 C C sing 1.51 N N
13 C6 O3 C O doub 1.21 N N
14 C6 C5 C C sing 1.51 N N
15 C5 C4 C C sing 1.53 N N
16 C4 C3 C C sing 1.53 N N
17 C3 C2 C C sing 1.53 Z N
18 C2 C1 C C sing 1.51 N N
19 C1 O1 C O doub 1.21 N N
20 C1 O2 C O sing 1.34 N N
21 C18 H181 C H sing 1.09 N N
22 C18 H182 C H sing 1.09 N N
23 C18 H183 C H sing 1.09 N N
24 C17 H171 C H sing 1.09 Z N
25 C17 H172 C H sing 1.09 N N
26 C16 H161 C H sing 1.09 N N
27 C16 H162 C H sing 1.09 N N
28 C15 H151 C H sing 1.09 N N
29 C15 H152 C H sing 1.09 N N
30 C14 H141 C H sing 1.09 N N
31 C14 H142 C H sing 1.09 N N
32 C13 H13 C H sing 1.08 N N
33 C12 H12 C H sing 1.08 N N
34 C11 H111 C H sing 1.09 N N
35 C11 H112 C H sing 1.09 N N
36 C10 H10 C H sing 1.08 N N
37 C9 H9 C H sing 1.08 N N
38 C8 H8 C H sing 1.09 N N
39 C7 H7C1 C H sing 1.09 N N
40 C7 H7C2 C H sing 1.09 N N
41 C5 H5C1 C H sing 1.09 N N
42 C5 H5C2 C H sing 1.09 N N
43 C4 H4C1 C H sing 1.09 N N
44 C4 H4C2 C H sing 1.09 N N
45 C3 H3C1 C H sing 1.09 N N
46 C3 H3C2 C H sing 1.09 N N
47 C2 H2C1 C H sing 1.09 N N
48 C2 H2C2 C H sing 1.09 N N
49 O2 H2 O H sing 0.97 N N
50 OXT HOT1 O H sing 0.97 N N
51 OXT C8 O C sing 1.43 N N



6OC : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
6OC 2vv4 Open in New Window Bound ligand 1 1