Triarachidonin
Basic information
- CAS
23314-57-0- Standard SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC- InChIKey
HYVJNYYVNIYMDK-QSEXIABDSA-N- Molecular formula
- C63H98O6
- Average molar mass
- 951.4 g/mol
- Monoisotopic mass
- 950.73634084
Overview
Triarachidonin is a triacylglycerol 60:12. It is functionally related to an arachidonate.
Names & identifiers
- Preferred name
- Triarachidonin
- IUPAC
- 2,3-bis[[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxy]propyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
- English name
- TRIARACHIDONIN
- Molecular formula
- C63H98O6
- Molecular weight
- 951.45
Names & synonyms
Triarachidonin23314-57-0C3K4V73JKB5,8,11,14-Eicosatetraenoic acid, 1,2,3-propanetriyl ester, (all-Z)-RefChem:1908621,2,3-Tri-(5,8,11,14-eicosatetraenoyl)glycerol1,2,3-tri-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolTG(20:4/20:4/20:4)TAG(20:4n6/20:4n6/20:4n6)2,3-bis[[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxy]propyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoateTG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))123-Triarachidonoyl Glycerol
Show more names
Triarachidonoyl glycerolGlycerol Triarachidonoyl5-8-11-14 Trieicosatetraenoin1,2,3-Triarachidonoyl GlycerolC20:4n6 Δ5-8-11-14 TrieicosatetraenoinTri-5(Z),8(Z),11Z(),14(Z)-EicosatetraenoninTriarachidonic acid 1,2,3-propanetriyl estertriarachidonin (C20:4,-cis,cis,cis,*cis-5,8,11,14
orb2944091SCHEMBL1502514CHEBI:147308LMGL03011840MFCD00056307TCL-00070Cis-5,8,11,14 TrieicosatetraenoinBP-43480
Properties
Computed structural properties
- XLogP
- 19.5
- Topological polar surface area
- 78.9 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 50
- Heavy atoms
- 69
- Formal charge
- 0
- Complexity
- 1,480
Experimental & physicochemical properties
LipidsLipids -> Glycerolipids [GL] -> Triradylglycerols [GL03] -> Triacylglycerols [GL0301]
Physical DescriptionSolid
Physicochemical properties
- Boiling point
- 862.8 · 862.8±65.0 °C(Predicted)
- Density
- 0.948 · 0.948±0.06 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- 10 mg/ml; · DMF: 10 mg/ml; Ethanol: 10 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 500 μg/ml
- form
- liquid
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Danger
- Hazard statements
- 225 · H225-H319
- Precautionary statements
- 210 · P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
- 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
- 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
Pharmacology
Cellular LocationsExtracellular
Metabolite PathwaysDe Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))
Applications
UsesTriarachidonin is the triacylgylcerol derivative or Arachidonic Acid (A765000). Studies show that Triarachidonin stimulated prostaglandin synthesis in the kidney in a dose dependent manner. Triarachidonin as well as other polyunsaturated fatty acids have been shown to inhibit hepatic stearoyl-CoA desaturase-1 gene in diabetic mice.
Additional notes
DefinitionChEBI: Triarachidonin is a triacylglycerol 60:12. It is functionally related to an arachidonate.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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