Ethyl (8Z,11Z,14Z,17Z)-8,11,14,17-eicosatetraenoate
Basic information
- CAS
123940-93-2- Standard SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCC(=O)OCC- InChIKey
LKBDTOYINRNCSY-AFSLFLIVSA-N- Molecular formula
- C22H36O2
- Average molar mass
- 332.5 g/mol
- Monoisotopic mass
- 332.27153039
Overview
Ethyl (8Z,11Z,14Z,17Z)-icosatetraenoate is a long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (8Z,11Z,14Z,17Z)-icosatetraenoic acid with the hydroxy group of ethanol. It is functionally related to an all-cis-8,11,14,17-icosatetraenoic acid.
Names & identifiers
- Preferred name
- Ethyl (8Z,11Z,14Z,17Z)-8,11,14,17-eicosatetraenoate
- IUPAC
- ethyl (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoate
- English name
- ω-3 Arachidonic Acid ethyl ester
- Molecular formula
- C22H36O2
- Molecular weight
- 332.52
Names & synonyms
123940-93-2CN2PXB2KRBeicosatetraenoic acid ethyl esterDTXSID801224089Ethyl (8Z,11Z,14Z,17Z)-8,11,14,17-eicosatetraenoateRefChem:1084690DTXCID701655364ethyl (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoateomega-3 Arachidonic Acid ethyl esterEthyl 8,11,14,17-eicosatetraenoate (all Z)ethyl (8Z,11Z,14Z,17Z)-icosatetraenoateUNII-CN2PXB2KRB
Show more names
Tolterodine Impurity 32LKBDTOYINRNCSY-AFSLFLIVSA-Nω-3 Arachidonic Acid ethyl esterEicosapentaenoic Acid Impurity 30
(8Z,11Z,14Z,17Z)-Ethyl icosa-8,11,14,17-tetraenoate(all Z) Ethyl 8,11,14,17-eicosatetraenoate8Z,11Z,14Z,17Z-Eicosatetraenoic acid, ethyl ester8,11,14,17-Eicosatetraenoic acid, ethyl ester, (all Z)-.omega.-3 Arachidonic Acid ethyl ester(All-Z)-8,11,14,17-Eicosatetraenoic Acid Ethyl Ester8,11,14,17-Eicosatetraenoic acid, ethyl ester, (8Z,11Z,14Z,17Z)-orb1943156
Database identifiers
Properties
Computed structural properties
- XLogP
- 7
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 16
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 389
Physicochemical properties
- Boiling point
- 418.1 · 418.1±24.0 °C(Predicted)
- Density
- 0.899 · 0.899±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Amber Vial, -20°C Freezer, Under inert atmosphere
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Oil
- color
- Colourless to Pale Yellow
- Stability
- Light Sensitive
- InChI
- InChI=1S/C22H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h5-6,8-9,11-12,14-15H,3-4,7,10,13,16-21H2,1-2H3/b6-5-,9-8-,12-11-,15-14-
- InChIKey
- LKBDTOYINRNCSY-AFSLFLIVSA-N
- SMILES
- C(OCC)(=O)CCCCCC/C=C\C/C=C\C/C=C\C/C=C\CC
- FDA UNII
- 2 PXB2KRB · CN2PXB2KRB
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Danger
- Hazard statements
- 225 · H225-H319
- Precautionary statements
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- Hazard statements
- H225-H319
- Precautionary statements
- P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
Chemistry & industry
Applications
Uses(All-Z)-8,11,14,17-Eicosatetraenoic Acid Ethyl Ester is an ethyl analog of (all-cis)-8,11,14,17-Eicosatetraenoic Acid (E477900) and it is used in biological studies for two-step enzymic synthesis of docosahexaenoic acid-rich symmetry structured triacylglycerols via 2-monoactlglyerols.
Additional notes
DefinitionChEBI: A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (8Z,11Z,14Z,17Z)-icosatetraenoic acid with the hydroxy group of ethanol.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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