Home Other Building Blocks 1-Oleoyl-2-acetyl-sn-glycerol (OAG)

1-Oleoyl-2-acetyl-sn-glycerol (OAG)

CAS No.:
86390-77-4
Catalog Number:
AG004XD8
Molecular Formula:
C23H42O5
Molecular Weight:
398.5766
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
10mg
≥90%
1 week
United States
$133
- +
25mg
≥90%
1 week
United States
$239
- +
50mg
≥90%
1 week
United States
$401
- +
100mg
≥90%
1 week
United States
$668
- +
Product Description
Catalog Number:
AG004XD8
Chemical Name:
1-Oleoyl-2-acetyl-sn-glycerol (OAG)
CAS Number:
86390-77-4
Molecular Formula:
C23H42O5
Molecular Weight:
398.5766
MDL Number:
MFCD00166985
IUPAC Name:
[(2S)-2-acetyloxy-3-hydroxypropyl] (Z)-octadec-9-enoate
InChI:
InChI=1S/C23H42O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)27-20-22(19-24)28-21(2)25/h10-11,22,24H,3-9,12-20H2,1-2H3/b11-10-/t22-/m0/s1
InChI Key:
PWTCCMJTPHCGMS-YRBAHSOBSA-N
SMILES:
CCCCCCCCC=CCCCCCCCC(=O)OC[C@@H](OC(=O)C)CO
Properties
Complexity:
406  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
1  
Exact Mass:
398.303g/mol
Formal Charge:
0
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
398.584g/mol
Monoisotopic Mass:
398.303g/mol
Rotatable Bond Count:
21  
Topological Polar Surface Area:
72.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.9  
Literature
Title Journal
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Protein kinase Ctheta negatively regulates store-independent Ca2+ entry and phosphatidylserine exposure downstream of glycoprotein VI in platelets. The Journal of biological chemistry 20100625
Ins(1,4,5)P3 interacts with PIP2 to regulate activation of TRPC6/C7 channels by diacylglycerol in native vascular myocytes. The Journal of physiology 20100501
Phosphorylation of TRPC6 channels at Thr69 is required for anti-hypertrophic effects of phosphodiesterase 5 inhibition. The Journal of biological chemistry 20100423
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Modulation of transient and persistent inward currents by activation of protein kinase C in spinal ventral neurons of the neonatal rat. Journal of neurophysiology 20090101
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Metabotropic receptor-activated calcium increases and store-operated calcium influx in mouse Müller cells. Investigative ophthalmology & visual science 20080701
Inhibition of native TRPC6 channel activity by phosphatidylinositol 4,5-bisphosphate in mesenteric artery myocytes. The Journal of physiology 20080701
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Protein kinase C delta regulates the phosphorylation of heat shock protein 27 in human hepatocellular carcinoma. Life sciences 20070726
Aquaporin-1 channel function is positively regulated by protein kinase C. The Journal of biological chemistry 20070720
Phospholipase C-gamma1 is required for the activation of store-operated Ca2+ channels in liver cells. The Biochemical journal 20070715
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Characteristics of the ATP-induced Ca2+-entry pathway in the t-BBEC 117 cell line derived from bovine brain endothelial cells. Journal of pharmacological sciences 20070501
C-type natriuretic peptide activates a non-selective cation current in acutely isolated rat cardiac fibroblasts via natriuretic peptide C receptor-mediated signalling. The Journal of physiology 20070401
Increased store-operated and 1-oleoyl-2-acetyl-sn-glycerol-induced calcium influx in monocytes is mediated by transient receptor potential canonical channels in human essential hypertension. Journal of hypertension 20070401
Protein kinase signalling requirements for metabotropic action of kainate receptors in rat CA1 pyramidal neurones. The Journal of physiology 20070301
Phosphorylation of sodium channels mediated by protein kinase-C modulates inhibition by topiramate of tetrodotoxin-sensitive transient sodium current. British journal of pharmacology 20070301
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Two distinct signaling pathways for regulation of spontaneous local Ca2+ release by phospholipase C in airway smooth muscle cells. Pflugers Archiv : European journal of physiology 20070101
Characterization of the transient receptor potential channels mediating lysophosphatidic acid-stimulated calcium mobilization in B lymphoblasts. Life sciences 20061214
Angiotensin II activates two cation conductances with distinct TRPC1 and TRPC6 channel properties in rabbit mesenteric artery myocytes. The Journal of physiology 20061201
Native TRPC7 channel activation by an inositol trisphosphate receptor-dependent mechanism. The Journal of biological chemistry 20060901
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VEGF activates receptor-operated cation channels in human microvascular endothelial cells. Arteriosclerosis, thrombosis, and vascular biology 20060801
Roles of Ca2+ and protein kinase C in the excitatory response to serotonin in embryonic molluscan ciliary cells. Canadian journal of physiology and pharmacology 20060601
Protein kinase C can inhibit TRPC3 channels indirectly via stimulating protein kinase G. Journal of cellular physiology 20060501
Dissociation of regulated trafficking of TRPC3 channels to the plasma membrane from their activation by phospholipase C. The Journal of biological chemistry 20060428
Human TRPC6 expressed in HEK 293 cells forms non-selective cation channels with limited Ca2+ permeability. The Journal of physiology 20060415
Protection of TRPC7 cation channels from calcium inhibition by closely associated SERCA pumps. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20060301
Neuromodulation of Na+ channel slow inactivation via cAMP-dependent protein kinase and protein kinase C. Neuron 20060202
Inhibitory effect of piperlonguminine on melanin production in melanoma B16 cell line by downregulation of tyrosinase expression. Pigment cell research 20060201
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Unsaturated fatty acids phosphorylate and destabilize ABCA1 through a phospholipase D2 pathway. The Journal of biological chemistry 20051028
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Diacylglycerols activate mitochondrial cationic channel(s) and release sequestered Ca(2+). Journal of bioenergetics and biomembranes 20050801
1-Oleoyl-2-acetylglycerol stimulates 5-lipoxygenase activity via a putative (phospho)lipid binding site within the N-terminal C2-like domain. The Journal of biological chemistry 20050722
Receptor-operated Ca2+ entry mediated by TRPC3/TRPC6 proteins in rat prostate smooth muscle (PS1) cell line. Journal of cellular physiology 20050701
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L-type calcium channel gating is modulated by bradykinin with a PKC-dependent mechanism in NG108-15 cells. European biophysics journal : EBJ 20050501
Specific modulation of Na+ channels in hippocampal neurons by protein kinase C epsilon. The Journal of neuroscience : the official journal of the Society for Neuroscience 20050112
Variants of TRP ion channel mRNA present in horseshoe crab ventral eye and brain. Journal of neurochemistry 20041101
Inhibitory regulation of constitutive transient receptor potential-like cation channels in rabbit ear artery myocytes. The Journal of physiology 20041001
Modulation by sphingosine of phosphorylation of substrate proteins by protein kinase C in nuclei from cow mammary gland. The Journal of veterinary medical science 20041001
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Sphingomyelin synthase as a potential target for D609-induced apoptosis in U937 human monocytic leukemia cells. Experimental cell research 20040115
Phospholipase C, but not InsP3 or DAG, -dependent activation of the muscarinic receptor-operated cation current in guinea-pig ileal smooth muscle cells. British journal of pharmacology 20040101
Protein-kinase C-dependent phosphorylation inhibits the effect of the antiepileptic drug topiramate on the persistent fraction of sodium currents. Neuroscience 20040101
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Capacitative cation entry in human myometrial cells and augmentation by hTrpC3 overexpression. Biology of reproduction 20030801
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Properties