9-hydroxyoctadecadienoic acid   Click here for help

GtoPdb Ligand ID: 5567

Abbreviated name: 9-HODE
Synonyms: 9(S)-HODE | 9(S)-hydroxyoctadecadienoic acid
PDB Ligand
Compound class: Metabolite
Click here for help

Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

✖

View interactive charts of activity data across species
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 14
Topological polar surface area 57.53
Molecular weight 296.24
XLogP 5.93
No. Lipinski's rules broken 2

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES CCCCCC=CC=CC(CCCCCCCC(=O)O)O
Isomeric SMILES CCCCC/C=C\C=C\[C@H](CCCCCCCC(=O)O)O
InChI InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+/t17-/m1/s1
InChI Key NPDSHTNEKLQQIJ-UINYOVNOSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
5-oxo-12-HETE
Click here for ligand page
Targets
OXE receptor
5-oxo-15-HETE
Click here for ligand page
Targets
OXE receptor
12-epi LTB4
Click here for ligand page
Targets
BLT2 receptor
12-hydroxyheptadecatrienoic acid
Click here for ligand page
Targets
BLT2 receptor
13-HODE
Click here for ligand page
18S-resolvin E1
Click here for ligand page
[3H]LTB4
Click here for ligand page
Targets
BLT1 receptor; BLT2 receptor
15S-HETE
Click here for ligand page
Targets
BLT2 receptor
20-hydroxy-LTB4
Click here for ligand page
Targets
BLT1 receptor; BLT2 receptor
5S-HETE
Click here for ligand page
Targets
OXE receptor; TRPV1
resolvin E1
Click here for ligand page
Targets
chemerin receptor 1
[3H]resolvin E1
Click here for ligand page
Targets
chemerin receptor 1
LTB4
Click here for ligand page
Targets
BLT1 receptor; BLT2 receptor; Peroxisome proliferator-activated receptor-α; TRPV1