ARACHIDONOYL SERINOL
- Product Name
- ARACHIDONOYL SERINOL
- CAS No.
- 183718-70-9
- Chemical Name
- ARACHIDONOYL SERINOL
- Synonyms
- Arachidonoyl;ARACHIDONOYL SERINOL;N-[(2-HYDROXY-1-HYDROXYMETHYL)ETHYL]-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE;(5Z,8Z,11Z,14Z)-N-(1,3-dihydroxypropan-2-yl)icosa-5,8,11,14-tetraenamide;5,8,11,14-Eicosatetraenamide, N-[2-hydroxy-1-(hydroxymethyl)ethyl]-, (5Z,8Z,11Z,14Z)-
- CBNumber
- CB3284607
- Molecular Formula
- C23H39NO3
- Formula Weight
- 377.56
- MOL File
- 183718-70-9.mol
ARACHIDONOYL SERINOL Property
- Boiling point:
- 569.9±50.0 °C(Predicted)
- Density
- 0.983±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- ≤10mg/ml in ethanol;10mg/ml in DMSO;10mg/ml in dimethyl formamide
- form
- solution in ethanol.
- pka
- 13.97±0.10(Predicted)
- color
- Off-white to light yellow
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..…
N-Bromosuccinimide Price
- Product number
- 62170
- Product name
- Arachidonoyl Serinol
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $41
- Updated
- 2024/03/01
- Product number
- 62170
- Product name
- Arachidonoyl Serinol
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $78
- Updated
- 2024/03/01
- Product number
- 62170
- Product name
- Arachidonoyl Serinol
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $322
- Updated
- 2024/03/01
- Product number
- 62170
- Product name
- Arachidonoyl Serinol
- Purity
- ≥98%
- Packaging
- 100mg
- Price
- $561
- Updated
- 2024/03/01
- Product number
- C4968
- Product name
- ArachidonoylSerinol
- Packaging
- 10mg(solution)
- Price
- $88
- Updated
- 2021/12/16
ARACHIDONOYL SERINOL Chemical Properties,Usage,Production
Uses
Arachidonoyl Serinol, an endogenous cannabimimetic metabolite, is an inhibitor of monoacylglycerol lipase (MAGL). Arachidonoyl Serinol inhibits the hydrolysis of [3H]2-oleoylglycerol and [3H]anandamide with IC50s of ～70 μM[1][2][3].
Definition
ChEBI: N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(1,3-dihydroxy-propyl-2-amine) is a fatty amide.
Biological Activity
arachidonoyl serinol is an amide bond-containing analogue of 2-arachidonoylglycerol, exhibited only weak cb1 receptor agonistic activity. 2-arachidonoyl glycerol (2-ag), a product of increased inositol phospholipid metabolism, is the natural endocannabinoid ligand for the cb1 receptor [1][2][3].cannabinoid receptor (cb1) was first identified in rat brain in 1988. n-arachidonoylethanolamine (anandamide) binds to the cannabinoid receptor and exhibits various cannabimimetic activities. anandamide inhibits calcium currents in n18 neuroblastoma cells, inhibits forskolin-stimulated adenylase cyclase activity, electrically evokes twitch response of the mouse vas deferens, and causes analgesia, hypothermia, hypoactivity, and catalepsy [3]. anandamide acts as a weak agonist and 2-arachidonoylglycerol may be an endogenous cannabinoid receptor agonist in nervous tissues [1].replacement of the sn-2 oxygen in the glycerol moiety of 2-ag with a nitrogen atom produces arachidonoyl serinol. in ng108-15 cells, arachidonoyl serinol induced a weak elevation of [ca2+]i [1][2].
References
[1] Khanolkar AD, et, al. Head group analogs of arachidonylethanolamide, the endogenous cannabinoid ligand. J Med Chem. 1996 Oct 25;39(22):4515-9. DOI:10.1021/jm960152y
[2] Fowler CJ, et, al. Cyclooxygenation of the arachidonoyl side chain of 1-arachidonoylglycerol and related compounds block their ability to prevent anandamide and 2-oleoylglycerol metabolism by rat brain in vitro. Biochem Pharmacol. 2005 Apr 15;69(8):1241-5. DOI:10.1016/j.bcp.2005.01.016
[3] Ghafouri N, et, al. Inhibition of monoacylglycerol lipase and fatty acid amide hydrolase by analogues of 2-arachidonoylglycerol. Br J Pharmacol. 2004 Nov;143(6):774-84. DOI:10.1038/sj.bjp.0705948
ARACHIDONOYL SERINOL Preparation Products And Raw materials
Raw materials
Preparation Products
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