Basic information
- CAS
184488-44-6- Standard SMILES
CCCCC/C=C\C/C=C\CC1OC1C/C=C\CCCC(=O)O- InChIKey
DBWQSCSXHFNTMO-TYAUOURKSA-N- Molecular formula
- C20H32O3
- Average molar mass
- 320.5 g/mol
- Monoisotopic mass
- 320.23514488
Overview
8,9-EET is an EET obtained by formal epoxidation of the 8,9-double bond of arachidonic acid. It has a role as a mouse metabolite. It is a conjugate acid of an 8,9-EET(1-).
Names & identifiers
- Preferred name
- 8,9-Epoxyeicosatrienoic acid
- IUPAC
- (Z)-7-[3-[(2Z,5Z)-undeca-2,5-dienyl]oxiran-2-yl]hept-5-enoic acid
Names & synonyms
8,9-Eet8,9-epoxyeicosatrienoic acid8,9-epoxy-5Z,11Z,14Z-eicosatrienoic acid(5Z,11Z,14Z)-8,9-Epoxyeicosa-5,11,14-trienoic acid(5Z,11Z,14Z)-8,9-Epoxyicosa-5,11,14-trienoic acidCHEBI:3449081246-85-7RefChem:914461(+/-)8,9-EpETrE8(9)-EpETrE184488-44-68,9-Epoxyeicosatrienoate
Show more names
(+/-)8,9-EPOXYEICOSA-5Z,11Z,14Z-TRIENOIC ACIDBSPBio_001481BML1-D09orb3174705SCHEMBL2508714CHEMBL1437769DTXSID001364540HMS1361K03
Database identifiers
- CAS
184488-44-6、81246-85-7- PubChem CID
- 5283203
- DTXSID
DTXSID001364540- ChEMBL
CHEMBL1437769- ChEBI
CHEBI:34490- Nikkaji
- J472.249C
Properties
Computed structural properties
- XLogP
- 5.4
- Topological polar surface area
- 49.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 14
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 396
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Epoxyeicosatrienoic acids [FA0308]
Physical DescriptionSolid
Collision Cross Section183.0 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Calculation: Single Field; Dataset: Oxylipins]
Chemistry & industry
Pharmacology
Metabolism/Metabolites8,9-EET is a known human metabolite of arachidonic acid.
MeSH Pharmacological ClassificationDrugs used to cause dilation of the blood vessels.
Cellular LocationsExtracellular
Metabolite PathwaysAcetaminophen Action Pathway
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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