(5Z,8Z,11Z)-14,15-Dihydroxyicosa-5,8,11-Trienoic Acid
Basic information
- CAS
192461-94-2- Standard SMILES
CCCCCC(O)C(O)C/C=C\C/C=C\C/C=C\CCCC(=O)O- InChIKey
SYAWGTIVOGUZMM-ILYOTBPNSA-N- Molecular formula
- C20H34O4
- Average molar mass
- 338.5 g/mol
- Monoisotopic mass
- 338.24570956
Overview
(5Z,8Z,11Z)-14,15-dihydroxyicosatrienoic acid is a DHET obtained by formal dihydroxylation across the 14,15-double bond of arachidonic acid. It has a role as a mouse metabolite. It is a secondary allylic alcohol, a diol and a DHET. It is a conjugate acid of a (5Z,8Z,11Z)-14,15-dihydroxyicosatrienoate.
Names & identifiers
- Preferred name
- (5Z,8Z,11Z)-14,15-Dihydroxyicosa-5,8,11-Trienoic Acid
- IUPAC
- (5Z,8Z,11Z)-14,15-dihydroxyicosa-5,8,11-trienoic acid
Names & synonyms
(5Z,8Z,11Z)-14,15-Dihydroxyicosa-5,8,11-trienoic acidRefChem:105063914,15-DHET14,15-DiHETrE14,15-dihydroxyeicosatrienoic Acid14,15-dihydroxy-5Z,8Z,11Z-eicosatrienoic acid(+/-)14,15-DiHETrE(5Z,8Z,11Z)-14,15-Dihydroxyeicosa-5,8,11-trienoic acid192461-94-214,15-dihydroxyeicosa-5,8,11-trienoic acidCHEMBL751414,15-dihydroxyeicosatrienoate
Show more names
SCHEMBL2508726CHEBI:63966DTXSID301357873LMFA0305001014,15-DHET-[d11]14,15-dihydroxy-5Z,8Z,11Z-eicosatrienoate(5Z,8Z,11Z)-14,15-dihydroxyicosatrienoic acidQ27132938
Database identifiers
- CAS
192461-94-2、77667-09-5- PubChem CID
- 5283147
- DTXSID
DTXSID301357873- ChEMBL
CHEMBL7514- ChEBI
CHEBI:63966- Nikkaji
- J373.280K
Properties
Computed structural properties
- XLogP
- 4.3
- Topological polar surface area
- 77.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 15
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 385
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Hydroxy/hydroperoxyeicosatrienoic acids [FA0305]
Physical DescriptionSolid
Collision Cross Section188.6 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Calculation: Single Field; Dataset: Oxylipins]
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Metabolite PathwaysAcetaminophen Action Pathway
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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