(5,6,8,9,11,12,14,15-~2~H_8_)Icosa-5,8,11,14-tetraenoic acid

Base Information

• Chemical Name: (5,6,8,9,11,12,14,15-~2~H_8_)Icosa-5,8,11,14-tetraenoic acid
• CAS No.: 69254-37-1
• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 312.409
• DSSTox Substance ID: DTXSID30693984
• Mol file: 69254-37-1.mol

Synonyms:DTXSID30693984;(5,6,8,9,11,12,14,15-~2~H_8_)Icosa-5,8,11,14-tetraenoic acid

Chemical Property of (5,6,8,9,11,12,14,15-~2~H_8_)Icosa-5,8,11,14-tetraenoic acid

Chemical Property:

• Appearance/Colour: A clear, colorless solution
• Melting Point: -49 °C(lit.)
• Boiling Point: 169-171 ;°C/0.15 ;mmHg(lit. )
• Flash Point: -10.00 C
• PSA: 37.30000
• Density: 0.945 g/mL at 25 °C
• LogP: 6.21670
• Storage Temp.: −20°C
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 312.290444227
• Heavy Atom Count: 22
• Complexity: 362

Purity/Quality:

99% ^*data from raw suppliers

Arachidonic Acid-d8 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): FXi
• Hazard Codes: F,Xi
• Statements: 11-36-66-67-19
• Safety Statements: 16-26-29-33

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCC=CCC=CCCCC(=O)O
• Isomeric SMILES: [2H]C(=C([2H])CC(=C([2H])CC(=C([2H])CC(=C([2H])CCCC(=O)O)[2H])[2H])[2H])CCCCC
• Description: Arachidonic acid-d8 contains eight deuterium atoms at the 5, 6, 8, 9, 11, 12, 14, and 15 positions. It is intended for use as an internal standard for the quantification of arachidonic acid by GC- or LC-mass spectrometry. Arachidonic acid is an essential fatty acid and a precursor for all prostaglandins, thromboxanes, and leukotrienes. Virtually all cellular arachidonic acid is esterified in membrane phospholipids where its presence is tightly regulated through multiple interconnected pathways. Free arachidonic acid is a transient, critical substrate for the biosynthesis of eicosanoid second messengers. Receptor-stimulated release, metabolism, and re-uptake of free arachidonate are all important aspects of cell signaling and inflammation.

Technology Process of (5,6,8,9,11,12,14,15-~2~H_8_)Icosa-5,8,11,14-tetraenoic acid

There total 1 articles about (5,6,8,9,11,12,14,15-~2~H_8_)Icosa-5,8,11,14-tetraenoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-arachidonoyl glycerol-d8 (924894-97-3) → 1-arachidonoylglycerol-d8 + arachidonic acid-d8 (69254-37-1)

Guidance literature:

With mouse brain extracts containing membrane bound monoacrylglycerol lipase (MAGL); for 0.5h; pH=7.4; buffer; Enzymatic reaction;

DOI:10.1002/jms.1701

Reference yield:

arachidonic acid-d8 (69254-37-1) → C20H24(2)H8O3

Guidance literature:

Multi-step reaction with 2 steps

1: O₂ / Stephanopyxis turris / H₂O / Microbiological reaction

2: 2-phenylbenzo[d]isoselenazol-3-one / H₂O / Microbiological reaction

With 2-phenyl-1,2-benzoisoselenazol-3(2H)-one; oxygen; Stephanopyxis turris; In water;

DOI:10.1021/ja057942u

Reference yield:

bromopentafluorobenzene (344-04-7) + arachidonic acid-d8 (69254-37-1) → C26H23(2)H8F5O2

Guidance literature:

In acetonitrile; at 30 ℃; for 1h; Alkaline conditions;

DOI:10.1016/j.jchromb.2016.08.004

upstream raw materials:

2-arachidonoyl glycerol-d₈

Refernces