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UMBELLIFERYL ARACHIDONATE

Product Name
UMBELLIFERYL ARACHIDONATE
CAS No.
161180-11-6
Chemical Name
UMBELLIFERYL ARACHIDONATE
Synonyms
7-HC-ARACHIDONATE;UMBELLIFERYL ARACHIDONATE;SFTGFGOBCQCZDY-DOFZRALJSA-N;7-HYDROXYCOUMARINYL ARACHIDONATE;ARACHIDONATE 2-OXO-2H-1-BENZOPYRAN-7-YL ESTER;5Z,8Z,11Z,14Z-EICOSATETRAENOIC ACID 7-HYDROXYCOUMARINYL;7-Hydroxycoumarinyl Arachidonate (Umbelliferyl Arachidonate);5Z,8Z,11Z,14Z-EICOSATETRAENOIC ACID, 2-OXO-2H-1-BENZOPYRAN-7-YL ESTER;5,8,11,14-Eicosatetraenoic acid, 2-oxo-2H-1-benzopyran-7-yl ester, (5Z,8Z,11Z,14Z)-;7-Hydroxycoumarinyl Arachidonate, 5Z,8Z,11Z,14Z-Eicosatetraenoic acid 2-oxo-2H-1-benzopyran-7-yl ester
CBNumber
CB0413202
Molecular Formula
C29H36O4
Formula Weight
448.59
MOL File
161180-11-6.mol
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UMBELLIFERYL ARACHIDONATE Property

Boiling point:
584.7±50.0 °C(Predicted)
Density 
1.052±0.06 g/cm3(Predicted)
Flash point:
14 °C
storage temp. 
−20°C
solubility 
≤25mg/ml in DMSO;50mg/ml in dimethyl formamide
form 
ethanol solution
color 
Colorless to light yellow
biological source
synthetic (organic)
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Safety

Hazard Codes 
F,Xi
Risk Statements 
11-36/37/38
Safety Statements 
7-16-26-36
RIDADR 
UN 1170 3/PG 2
WGK Germany 
1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
62910
Product name
7-hydroxycoumarinyl Arachidonate
Purity
≥98%
Packaging
5mg
Price
$36
Updated
2024/03/01
Cayman Chemical
Product number
62910
Product name
7-hydroxycoumarinyl Arachidonate
Purity
≥98%
Packaging
10mg
Price
$66
Updated
2024/03/01
Cayman Chemical
Product number
62910
Product name
7-hydroxycoumarinyl Arachidonate
Purity
≥98%
Packaging
25mg
Price
$155
Updated
2024/03/01
Cayman Chemical
Product number
62910
Product name
7-hydroxycoumarinyl Arachidonate
Purity
≥98%
Packaging
50mg
Price
$274
Updated
2024/03/01
TRC
Product number
H115003
Product name
7-HC-arachidonate
Packaging
25mg
Price
$175
Updated
2021/12/16
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UMBELLIFERYL ARACHIDONATE Chemical Properties,Usage,Production

Description

7-hydroxycoumarinyl Arachidonate is a fluorogrnic substrate for cPLA2. 7-hydroxycoumarinyl arachidonate is hydrolyzed by phospholipase to release the fluorescent moiety 7-hydroxycoumarin.

Uses

7-hydroxycoumarinyl Arachidonate is the arachidonic acid ester of 7-hydroxycoumarin (umbelliferone) and behaves as a substrate for cPLA2. Hydrolysis of 7-hydroxycoumarinyl arachidonate by phospholipase results in the release of the fluorescent compound 7-hydroxycoumarin which can be monitored spectrophotometrically (excitation at 335 nm, emission at 450 nm).

Uses

7-HC-arachidonate is a PLA2 fluorogenic substrate for use in assays with phospholipid and Ca2+. It is for use with purified enzymes, as this substrate is nonspecific. 7-HC-arachidonate is ideal for drug discovery, HTS, and similar applications.

Biological Activity

7-hydroxycoumarinyl-arachidonate (7-hca), a fluorogenic substrate for monoacylglycerol lipase (magl), can be used with magl as a novel fluorescence-based assay to screen small molecule inhibitors of magl.magl protein catalyzed the hydrolysis of 7-hca to generate arachidonic acid and the highly fluorescent 7-hydroxyl coumarin (7-hc). 7-hydroxycoumarin (7-hc) can be monitored spectrophotometrically (excitation at 335 nm, emission at 450 nm). release of 7-hc was measured using a fluorometer. magl protein catalyzed the hydrolysis of 7-hca with an apparent km of 9.8 μm and vmax of 1.7 mmol/min/mg of protein. the assay is specific for magl as assay buffer alone or heat-denatured magl protein showed no significant activity against 7-hca [1]. 7-hydroxycoumarinyl arachidonate is the arachidonic acid ester of 7-hydroxycoumarin (umbelliferone) and can be used as a substrate for cpla2. hydrolysis of 7-hydroxycoumarinyl arachidonate by phospholipase resulted in the release of the fluorescent compound [2,3].

References

[1]. wang y, chanda p, jones p g, et al. a fluorescence-based assay for monoacylglycerol lipase compatible with inhibitor screening[j]. assay and drug development technologies, 2008, 6(3): 387-393.
[2]. huang z, laliberte f, tremblay n m, et al. a continuous fluorescence-based assay for the human high-molecular-weight cytosolic phospholipase a2[j]. analytical biochemistry, 1994, 222(1): 110-115.
[3]. pickard r t, chiou x g, strifler b a, et al. identification of essential residues for the catalytic function of 85-kda cytosolic phospholipase a2 probing the role of histidine, aspartic acid, cysteine, and arginine[j]. journal of biological chemistry, 1996, 271(32): 19225-19231.

Excitation / Emission Maximum

335 nm/450 nm

UMBELLIFERYL ARACHIDONATE Preparation Products And Raw materials

Raw materials

Preparation Products

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UMBELLIFERYL ARACHIDONATE Suppliers

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161180-11-6, UMBELLIFERYL ARACHIDONATERelated Search:


  • 7-HYDROXYCOUMARINYL ARACHIDONATE
  • 7-HC-ARACHIDONATE
  • 5Z,8Z,11Z,14Z-EICOSATETRAENOIC ACID, 2-OXO-2H-1-BENZOPYRAN-7-YL ESTER
  • 5Z,8Z,11Z,14Z-EICOSATETRAENOIC ACID 7-HYDROXYCOUMARINYL
  • ARACHIDONATE 2-OXO-2H-1-BENZOPYRAN-7-YL ESTER
  • UMBELLIFERYL ARACHIDONATE
  • 7-Hydroxycoumarinyl Arachidonate, 5Z,8Z,11Z,14Z-Eicosatetraenoic acid 2-oxo-2H-1-benzopyran-7-yl ester
  • SFTGFGOBCQCZDY-DOFZRALJSA-N
  • 5,8,11,14-Eicosatetraenoic acid, 2-oxo-2H-1-benzopyran-7-yl ester, (5Z,8Z,11Z,14Z)-
  • 7-Hydroxycoumarinyl Arachidonate (Umbelliferyl Arachidonate)
  • 161180-11-6
  • Lipids
  • Fluorogen
  • Fatty Acids
  • Enzyme Substrate
  • Biochemicals and Reagents
  • BioChemical