docosahexaenoic acid   Click here for help

GtoPdb Ligand ID: 1051

Abbreviated name: DHA
Synonyms: all-cis-DHA | all-cis-docosa-4,7,10,13,16,19-hexaenoic acid | doconexent | Omega 3 fatty acid | Omega-3 marine triglycerides | Retriacyl® (proposed trade name)
PDB Ligand
Comment: Docosahexaenoic acid is an endogenous omega-3 fatty acid, activating all 3 retinoid X receptor isoforms. It has no activity at retinoic acid receptors (RARs), the thyroid hormone receptor or the vitamin D receptor (VDR).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 14
Topological polar surface area 37.3
Molecular weight 328.24
XLogP 8.83
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCC=CCC=CCC=CCC=CCC=CCC=CCCC(=O)O
Isomeric SMILES CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O
InChI InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-
InChI Key MBMBGCFOFBJSGT-KUBAVDMBSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid
International Nonproprietary Names Click here for help
INN number INN
6428 doconexent
Synonyms Click here for help
all-cis-DHA | all-cis-docosa-4,7,10,13,16,19-hexaenoic acid | doconexent | Omega 3 fatty acid | Omega-3 marine triglycerides | Retriacyl® (proposed trade name)
Database Links Click here for help
CAS Registry No. 6217-54-5 (source: Scifinder)
ChEBI CHEBI:28125
ChEMBL Ligand CHEMBL367149
DrugCentral Ligand 4289
GtoPdb PubChem SID 135651477
PubChem CID 445580
RCSB PDB Ligand HXA
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Wikipedia Docosahexaenoic_acid

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Tocris
Docosahexaenoic acid
Cat. No. 3687