1-Stearoyl-2-arachidonoyl-sn-glycerol

Modify Date: 2024-01-09 08:29:28

1-Stearoyl-2-arachidonoyl-sn-glycerol Structure
1-Stearoyl-2-arachidonoyl-sn-glycerol structure
Common Name 1-Stearoyl-2-arachidonoyl-sn-glycerol
CAS Number 65914-84-3 Molecular Weight 645.007
Density 0.9±0.1 g/cm3 Boiling Point 689.2±55.0 °C at 760 mmHg
Molecular Formula C41H72O5 Melting Point N/A
MSDS Chinese USA Flash Point 190.3±25.0 °C

 Use of 1-Stearoyl-2-arachidonoyl-sn-glycerol


1-Stearoyl-2-arachidonoyl-sn-glycerol is a diacylglycerol (DAG) containing polyunsaturated fatty acids. 1-Stearoyl-2-arachidonoyl-sn-glycerol can activate PKC. 1-Stearoyl-2-arachidonoyl-sn-glycerol also can augment nonselective cation channel (NSCC) activity[1][2].

 Names

Name 1-stearoyl-2-arachidonoyl-sn-glycerol
Synonym More Synonyms

 1-Stearoyl-2-arachidonoyl-sn-glycerol Biological Activity

Description 1-Stearoyl-2-arachidonoyl-sn-glycerol is a diacylglycerol (DAG) containing polyunsaturated fatty acids. 1-Stearoyl-2-arachidonoyl-sn-glycerol can activate PKC. 1-Stearoyl-2-arachidonoyl-sn-glycerol also can augment nonselective cation channel (NSCC) activity[1][2].
Related Catalog
Target

PKC[2]

In Vitro 1-Stearoyl-2-arachidonoyl-sn-glycerol (0.3-3 μM) augments nonselective cation channel (NSCC) activity in airway smooth muscle cells[1]. 1-Stearoyl-2-arachidonoyl-sn-glycerol (0-5 μM) exerts significantly stimulatory effects on activation of PKCα, PKCδ, PKCγ, PKCε and PKCβI[2].
References

[1]. Song T, et, al. Inositol 1,4,5-trisphosphate activates TRPC3 channels to cause extracellular Ca2+ influx in airway smooth muscle cells. Am J Physiol Lung Cell Mol Physiol. 2015 Dec 15;309(12):L1455-66.

[2]. Madani S, et, al. Implication of acyl chain of diacylglycerols in activation of different isoforms of protein kinase C. FASEB J. 2001 Dec;15(14):2595-601.

[3]. Glasmacher S, et, al. Characterization of pepcan-23 as pro-peptide of RVD-hemopressin (pepcan-12) and stability of hemopressins in mice. Adv Biol Regul. 2021 May;80:100808.

 Chemical & Physical Properties

Density 0.9±0.1 g/cm3
Boiling Point 689.2±55.0 °C at 760 mmHg
Molecular Formula C41H72O5
Molecular Weight 645.007
Flash Point 190.3±25.0 °C
Exact Mass 644.537964
PSA 72.83000
LogP 15.26
Vapour Pressure 0.0±4.9 mmHg at 25°C
Index of Refraction 1.488
Storage condition -20°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)
RIDADR NONH for all modes of transport

 Synthetic Route

 Articles28

More Articles
Diacylglycerol kinase η1 is a high affinity isozyme for diacylglycerol.

FEBS Lett. 589 , 1272-7, (2015)

Diacylglycerol kinase (DGK) η plays important roles in various patho-physiological events such as oncogenesis. In this study, we performed an enzymological characterization of DGKη splice variant 1 (D...

Melanopsin-expressing amphioxus photoreceptors transduce light via a phospholipase C signaling cascade.

PLoS ONE 7 , e29813, (2012)

Melanopsin, the receptor molecule that underlies light sensitivity in mammalian 'circadian' receptors, is homologous to invertebrate rhodopsins and has been proposed to operate via a similar signaling...

Metabolic fate of plasma membrane diacylglycerols in NIH 3T3 fibroblasts.

J. Biol. Chem. 267(21) , 14783-9, (1992)

We have examined the metabolism of three radiolabeled 1,2-diacylglycerols (DGs) in NIH 3T3 fibroblasts. Since the lipids used are not appreciably taken up by the cells, we used a phosphatidylserine (P...

 Synonyms

5,8,11,14-Eicosatetraenoic acid, (1S)-2-hydroxy-1-[[(1-oxooctadecyl)oxy]methyl]ethyl ester, (5Z,8Z,11Z,14Z)-
(1-hydroxy-3-octadecanoyloxypropan-2-yl) icosa-5,8,11,14-tetraenoate
(2S)-1-Hydroxy-3-(stearoyloxy)-2-propanyl (5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoate
18:0/20:4-DG
1-stearoyl-2-arachidonoylglycerol
2-O-arachidonoyl-1-O-stearoyl-sn-glycerol
5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-[[(1-oxooctadecyl)oxy]methyl]ethyl ester, (5Z,8Z,11Z,14Z)-
(2S)-1-hydroxy-3-(stearoyloxy)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
1-stearoyl-2-arachidonyl glycerol
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol
MFCD00070361
1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycerol
1-stearoyl-2-arachidonyl-sn-glycerol
1-STEAROYL-2-ARACHIDONOYL-SN-GLYCEROL
1-Hydroxy-3-(stearoyloxy)-2-propanyl (5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoate
DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0)[iso2]
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