Skip to Content
MilliporeSigma

Key Documents

View All Documentation

Skip To

A231

Arachidonyl trifluoromethyl ketone

oil, ≥97% (NMR)

Synonym(s):

1,1,1-Trifluoromethyl-6,9,12,15-heieicosatetraen-2-one, AACOCF3, Arach-CF3

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Pack SizeSKUAvailabilityPrice
5 mg
Check Cart for Availability
$532.00
$452.20

About This Item

Empirical Formula (Hill Notation):
C21H31F3O
CAS Number:
149301-79-1
Molecular Weight:
356.47
NACRES:
NA.77
PubChem Substance ID:
24890647
UNSPSC Code:
51111800
MDL number:
MFCD00236427

$452.20

List Price$532.00Save 15%
Web-Only Promotion
Check Cart for Availability
​
Request a Bulk Order
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

assay

≥97% (NMR)

form

oil

storage condition

desiccated, protect from light, under inert gas

color

yellow

solubility

DMSO: >5 mg/mL

storage temp.

−20°C

SMILES string

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)C(F)(F)F

InChI

1S/C21H31F3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(25)21(22,23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3/b7-6-,10-9-,13-12-,16-15-

InChI key

PLWROONZUDKYKG-DOFZRALJSA-N

Gene Information

human ... PLA2G1B(5319)

Application

Arachidonyl trifluoromethyl ketone (AACOCF3) has been used as a anandamide degradation inhibitor to study its effects in primary astrocyte cultures.

Biochem/physiol Actions

Arachidonyl trifluoromethyl ketone (AACOCF3) plays a role in the inhibition of 12-hydroxyeicosatetraenoic acid (12-HETE) and thromboxane B2 produced by the platelets.
Inhibits anandamide hydrolysis in vitro; inhibits phospholipase A2.

Features and Benefits

This compound is featured on the Phospholipase A2 page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Disclaimer

Hygroscopic, photosensitive, air sensitive

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item
SML3521T60402506274
Arachidonyl trifluoromethyl ketone oil, ≥97% (NMR)

Sigma-Aldrich

A231

Arachidonyl trifluoromethyl ketone

m-Trifluoromethyl-diphenyl diselenide ≥98% (HPLC)

Sigma-Aldrich

SML3521

m-Trifluoromethyl-diphenyl diselenide

Triethyl orthoacetate 97%

Sigma-Aldrich

T60402

Triethyl orthoacetate

PACOCF3 A novel Ca2+-independent and reversible inhibitor of phospholipase A2 (PLA2; IC50 = 3.8 µM).

Sigma-Aldrich

506274

PACOCF3

assay

≥97% (NMR)

assay

≥98% (HPLC)

assay

97%

assay

≥97% (TLC)

Gene Information

human ... PLA2G1B(5319)

Gene Information

-

Gene Information

-

Gene Information

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

oil

form

oil

form

-

form

liquid

solubility

DMSO: >5 mg/mL

solubility

-

solubility

-

solubility

soluble (Supplied as a solution in ethanol. To change the solvent, evaporate the ethanol with a stream of nitrogen and immediately reconstitute with the solvent of choice. Soluble in DMSO (30 mg/ml). Only minimally soluble in aqueous buffers; do not use basic buffers; unstable at basic pH.)

storage temp.

−20°C

storage temp.

-10 to -25°C

storage temp.

-

storage temp.

−20°C

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
015M4604V
120M4606V
067K4621
064K4612
013K4604

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Gavin Pharaoh et al.
Scientific reports, 10(1), 13968-13968 (2020-08-20)
Defects in neuromuscular innervation contribute significantly to the age-related decline in muscle mass and function (sarcopenia). Our previous studies demonstrated that denervation induces muscle mitochondrial hydroperoxide production (H2O2 and lipid hydroperoxides (LOOHs)). Here we define the relative contribution of mitochondrial
Wen Li et al.
Biochemistry, 47(52), 13997-14008 (2008-12-10)
TCDD (dioxin) induces a rapid inflammatory response from 3T3-L1 adipocytes as judged by prominent induction of the mRNA expression of prostaglandin-endperoxide synthase 2 (Cox-2) along with other inflammation markers within 1 h. This action of TCDD is clearly antagonized by
Amanda Linkous et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 15(5), 1635-1644 (2009-02-26)
In vascular endothelial cells, low doses of ionizing radiation trigger the immediate activation of cytosolic phospholipase A2 (cPLA2). This event initiates prosurvival signaling that could be responsible for radioresistance of tumor vasculature. Thus, the development of radiosensitizers targeting these survival
View All Related Papers

Global Trade Item Number

SKUGTIN
A231-5MG04061832555386

Questions

Reviews

No rating value

Active Filters