5,8,11-Eicosatriynoic acid
Basic information
- CAS
13488-22-7- Standard SMILES
CCCCCCCCC#CCC#CCC#CCCCC(=O)O- InChIKey
OWYNLPMPYBYKJP-UHFFFAOYSA-N- Molecular formula
- C20H28O2
- Average molar mass
- 300.4 g/mol
- Monoisotopic mass
- 300.20893013
Overview
5,8,11-icosatriynoic acid is a C20 polyunsaturated fatty acid having three triple bonds in the 5-, 8- and 11-positions. It has a role as an EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor. It is a long-chain fatty acid, an icosanoid, an acetylenic fatty acid and a polyunsaturated fatty acid.
Names & identifiers
- Preferred name
- 5,8,11-Eicosatriynoic acid
- IUPAC
- icosa-5,8,11-triynoic acid
- English name
- 5,8,11-Eicosatriynoic acid
- Molecular formula
- C20H28O2
- Molecular weight
- 300.44
Names & synonyms
5,8,11-eicosatriynoic acid13488-22-7icosa-5,8,11-triynoic acidR7EU6LY7HJDTXSID10159018RefChem:101421DTXCID0081509ETI5,8,11-icosatriynoic acid5,8,11-Eicosatriynoicacid12-CIS-HENEICOSENOIC ACIDMFCD00077343
Show more names
EICOSATRIYNOIC ACIDOWYNLPMPYBYKJP-UHFFFAOYSA-N5,8,11-EICOSATRIYNOIC ACID Basic information5,8,11-EICOSATRIYNOIC ACID ISO 9001：2015 REACH
Bio1_0006375,8,11-ETIUNII-R7EU6LY7HJCBiol_001862SCHEMBL68425BSPBio_001451Eicosa-5,8,11-triinsaeureKBioGR_000171
Database identifiers
- CAS
13488-22-7- PubChem CID
- 1781
- DTXSID
DTXSID10159018- ChEMBL
CHEMBL1449344- ChEBI
CHEBI:53454- UNII
- R7EU6LY7HJ
- Nikkaji
- J415.916K
Properties
Computed structural properties
- XLogP
- 6.2
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 9
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 489
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]
Physicochemical properties
- Melting point
- 70.5 · 70.5-71.5 °C
- Boiling point
- 473.8 · 473.8±40.0 °C(Predicted)
- Density
- 0.99 · 0.990±0.06 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Off-white solid.
- pka
- 4.61 · 4.61±0.10(Predicted)
- color
- Pale Yellow to Pale Beige
- Stability
- Light Sensitive
- FDA UNII
- 7 EU6LY7HJ · R7EU6LY7HJ
- WGK Germany
- 3 · 3
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
- wgk
- 3
Chemistry & industry
Applications
UsesETI is a leukotriene antagonist and selective 5-LO (5-lipoxygenase) inhibitor.
Additional notes
DefinitionChEBI: A C20 polyunsaturated fatty acid having three triple bonds in the 5-, 8- and 11-positions.
Related reactions
11 records
Compound notes
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