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102-62-5 | 1,2,3-Propanetriol, 1,2-diacetate
CAS No: 102-62-5 Catalog No: AG00068E MDL No:MFCD00040498
Product Description
Catalog Number:
AG00068E
Chemical Name:
1,2,3-Propanetriol, 1,2-diacetate
CAS Number:
102-62-5
Molecular Formula:
C7H12O5
Molecular Weight:
176.1672
MDL Number:
MFCD00040498
IUPAC Name:
(2-acetyloxy-3-hydroxypropyl) acetate
InChI:
InChI=1S/C7H12O5/c1-5(9)11-4-7(3-8)12-6(2)10/h7-8H,3-4H2,1-2H3
InChI Key:
UXDDRFCJKNROTO-UHFFFAOYSA-N
SMILES:
OCC(OC(=O)C)COC(=O)C
NSC Number:
2348
Properties
Complexity:
165
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
176.068g/mol
Formal Charge:
0
Heavy Atom Count:
12
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
176.168g/mol
Monoisotopic Mass:
176.068g/mol
Rotatable Bond Count:
6
Topological Polar Surface Area:
72.8A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.3
Literature
| Title | Journal |
|---|---|
| Synthesis, biological, and biophysical studies of DAG-indololactones designed as selective activators of RasGRP. | Bioorganic & medicinal chemistry 20140615 |
| Distinctive roles of PLD signaling elicited by oxidative stress in synaptic endings from adult and aged rats. | Biochimica et biophysica acta 20121201 |
| Glycidol exposure evaluation of humans who have ingested diacylglycerol oil containing glycidol fatty acid esters using hemoglobin adducts. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20121101 |
| A mechanism underlying the effects of polyunsaturated fatty acids on breast cancer. | International journal of molecular medicine 20120901 |
| Assessment of intracellular Ca2+, cAMP and 1,2-diacylglycerol in cryopreserved buffalo (Bubalus bubalis) spermatozoa on supplementation of taurine and trehalose in the extender. | Reproduction in domestic animals = Zuchthygiene 20120801 |
| Regulation of hippocampal long-term potentiation and long-term depression by diacylglycerol kinase ζ. | Hippocampus 20120501 |
| Development of diacyltetrol lipids as activators for the C1 domain of protein kinase C. | Molecular bioSystems 20120401 |
| A self-limiting regulation of vasoconstrictor-activated TRPC3/C6/C7 channels coupled to PI(4,5)P₂-diacylglycerol signalling. | The Journal of physiology 20120301 |
| Impact of DAG stimulation on mineral synthesis, mineral structure and osteogenic differentiation of human cord blood stem cells. | Stem cell research 20120301 |
| Dietary effects of pure and diacylglycerol-rich rice bran oil on growth pattern and lipid profile of rats. | Journal of oleo science 20120101 |
| Changes in the inositol lipid signal system and effects on the secretion of TNF-α by macrophages in severely scalded mice. | Burns : journal of the International Society for Burn Injuries 20111201 |
| Metabolic link between phosphatidylethanolamine and triacylglycerol metabolism in the yeast Saccharomyces cerevisiae. | Biochimica et biophysica acta 20111201 |
| N-methyl-substituted fluorescent DAG-indololactone isomers exhibit dramatic differences in membrane interactions and biological activity. | Chembiochem : a European journal of chemical biology 20111017 |
| Identification and quantitation of reaction intermediates and residuals in lipase-catalyzed transesterified oils by HPLC. | Applied biochemistry and biotechnology 20110901 |
| Hepatic steatosis by dietary-conjugated linoleic acid is accompanied by accumulation of diacylglycerol and increased membrane-associated protein kinase C ε in mice. | Molecular nutrition & food research 20110701 |
| Study of arachidonoyl specificity in two enzymes of the PI cycle. | Journal of molecular biology 20110603 |
| Hydrolysis of triacetin catalyzed by immobilized lipases: effect of the immobilization protocol and experimental conditions on diacetin yield. | Enzyme and microbial technology 20110506 |
| Effects of weight loss and exercise on insulin resistance, and intramyocellular triacylglycerol, diacylglycerol and ceramide. | Diabetologia 20110501 |
| The effects of long- or medium-chain fat diets on glucose tolerance and myocellular content of lipid intermediates in rats. | Obesity (Silver Spring, Md.) 20110401 |
| Imaging the early stages of phospholipase C/sphingomyelinase activity on vesicles containing coexisting ordered-disordered and gel-fluid domains. | Journal of lipid research 20110401 |
| High-resolution, imaging TOF-SIMS: novel applications in medical research. | Analytical and bioanalytical chemistry 20110301 |
| Diacyl glycerol arginine-based surfactants: biological and physicochemical properties of catanionic formulations. | Amino acids 20110201 |
| Protein kinase C isoforms: mediators of reactive lipid metabolites in the development of insulin resistance. | FEBS letters 20110121 |
| Pharmacological modulation of diacylglycerol-sensitive TRPC3/6/7 channels. | Current pharmaceutical biotechnology 20110101 |
| Metabolism and synthesis of lipids in the polyunsaturated fatty acid-producing fungus Mortierella alliacea. | Journal of oleo science 20110101 |
| Paradoxical increase in TAG and DAG content parallel the insulin sensitizing effect of unilateral DGAT1 overexpression in rat skeletal muscle. | PloS one 20110101 |
| Reversal of redox-dependent inhibition of diacylglycerol kinase by antioxidants in mesangial cells exposed to high glucose. | Molecular medicine reports 20110101 |
| Aluminium ions inhibit the formation of diacylglycerol generated by phosphatidylcholine-hydrolysing phospholipase C in tobacco cells. | The New phytologist 20101001 |
| Sprouty proteins inhibit receptor-mediated activation of phosphatidylinositol-specific phospholipase C. | Molecular biology of the cell 20101001 |
| Phospholipase C activity affinity purifies with the Torpedo nicotinic acetylcholine receptor. | The Journal of biological chemistry 20100402 |
| Ca2+ influx and protein scaffolding via TRPC3 sustain PKCbeta and ERK activation in B cells. | Journal of cell science 20100315 |
| End-products diacylglycerol and ceramide modulate membrane fusion induced by a phospholipase C/sphingomyelinase from Pseudomonas aeruginosa. | Biochimica et biophysica acta 20100101 |
| Continuous measurement of galactolipid hydrolysis by pancreatic lipolytic enzymes using the pH-stat technique and a medium chain monogalactosyl diglyceride as substrate. | Biochimica et biophysica acta 20091001 |
| CalDAG-GEFI is at the nexus of calcium-dependent platelet activation. | Blood 20090917 |
| Anionic nucleotide--lipids for in vitro DNA transfection. | Bioconjugate chemistry 20090901 |
| Hydrogen peroxide is a second messenger in phase 2 enzyme induction by cancer chemopreventive dithiolethiones. | Chemical research in toxicology 20090817 |
| Age-related changes in the metabolization of phosphatidic acid in rat cerebral cortex synaptosomes. | Archives of biochemistry and biophysics 20090815 |
| OX40-OX40 ligand interaction may activate phospholipase C signal transduction pathway in human umbilical vein endothelial cells. | Chemico-biological interactions 20090814 |
| Insulin action on polyunsaturated phosphatidic acid formation in rat brain: an 'in vitro' model with synaptic endings from cerebral cortex and hippocampus. | Neurochemical research 20090701 |
| Lipid compounds of the umbilical cord artery and their alterations in preeclampsia. | Atherosclerosis 20090601 |
| Conformationally constrained analogues of diacylglycerol (DAG). 31. Modulation of the biological properties of diacylgycerol lactones (DAG-lactones) containing rigid-rod acyl groups separated from the core lactone by spacer units of different lengths. | Journal of medicinal chemistry 20090528 |
| Differential regulation of threonine and tyrosine phosphorylations on protein kinase Cdelta by G-protein-mediated pathways in platelets. | The Biochemical journal 20090101 |
| A high oleic sunflower oil fatty acid esters of plant sterols mixed with dietary diacylglycerol reduces plasma insulin and body fat accumulation in Psammomys obesus. | Lipids in health and disease 20090101 |
| Role of estrogenic compounds (diethylstibestrol, 17beta-estradiol, and bisphenol A) in the phosphorylation of substrate by protein kinase Calpha. | Journal of biochemical and molecular toxicology 20090101 |
| Spatiotemporal dynamics of lipid signaling: protein kinase C as a paradigm. | IUBMB life 20081201 |
| Regulation of diacylglycerol production and protein kinase C stimulation during sperm- and PLCzeta-mediated mouse egg activation. | Biology of the cell 20081101 |
| In vitro effects of phosphatidylcholine and transgalactooligosaccharides on the production of 1,2-sn-diacylglycerol by Bifidobacterium longum biovar infantis. | Journal of applied microbiology 20081101 |
| Korean red ginseng attenuates hypercholesterolemia-enhanced platelet aggregation through suppression of diacylglycerol liberation in high-cholesterol-diet-fed rabbits. | Phytotherapy research : PTR 20080601 |
| The mood stabilizer valproate inhibits both inositol- and diacylglycerol-signaling pathways in Caenorhabditis elegans. | Molecular biology of the cell 20080501 |
| High-performance liquid chromatographic assay with ultraviolet spectrometric detection for the evaluation of inhibitors of phosphatidylinositol-specific phospholipase C. | Analytical biochemistry 20080415 |
| Atf2 transcription factor binds to the APP1 promoter in Cryptococcus neoformans: stimulatory effect of diacylglycerol. | Eukaryotic cell 20080201 |
| Direct activation of transient receptor potential vanilloid 1(TRPV1) by diacylglycerol (DAG). | Molecular pain 20080101 |
| Properties, regulation, and in vivo functions of a novel protein kinase D: Caenorhabditis elegans DKF-2 links diacylglycerol second messenger to the regulation of stress responses and life span. | The Journal of biological chemistry 20071026 |
| A processive lipid glycosyltransferase in the small human pathogen Mycoplasma pneumoniae: involvement in host immune response. | Molecular microbiology 20070901 |
| Full CD3/TCR activation through cholesterol-depleted lipid rafts. | Cellular signalling 20070701 |
| Functional analysis of a lipid galactosyltransferase synthesizing the major envelope lipid in the Lyme disease spirochete Borrelia burgdorferi. | FEMS microbiology letters 20070701 |
| Respective hydrolysis and esterification of esterified and free plant stanols occur rapidly in human intestine after their duodenal infusion in triacyl- or diacylglycerol. | Lipids 20070701 |
| Possible enhancing activity of diacylglycerol on 4-nitroquinoline 1-oxide induced carcinogenesis of the tongue in human c-Ha-ras proto-oncogene transgenic rats. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070601 |
| Effect of tricyclodecan-9-yl potassium xanthate (D609) on phospholipid metabolism and cell death during oxygen-glucose deprivation in PC12 cells. | Neuroscience 20070525 |
| [RasGRP proteins--Ras-activating factors]. | Postepy biochemii 20070101 |
| Study of changes in diacylglycerol content on nerve excitation. | Biochemistry. Biokhimiia 20061001 |
| Signaling pathway of morphine induced acute thermal hyperalgesia in mice. | Pain 20060801 |
| Combined therapy with PPARalpha agonist and L-carnitine rescues lipotoxic cardiomyopathy due to systemic carnitine deficiency. | Cardiovascular research 20060601 |
| Evidence that phospholipase-C-dependent, calcium-independent mechanisms are required for directional migration of T-lymphocytes in response to the CCR4 ligands CCL17 and CCL22. | Journal of leukocyte biology 20060601 |
| Dissociation of regulated trafficking of TRPC3 channels to the plasma membrane from their activation by phospholipase C. | The Journal of biological chemistry 20060428 |
| Effect of diacylglycerol on the development of impaired glucose tolerance in sucrose-fed rats. | Lipids 20060401 |
| Emerging roles of phosphatidylinositol 3-monophosphate as a dynamic lipid second messenger. | Archives of physiology and biochemistry 20060101 |
| The EP3 receptor stimulates ceramide and diacylglycerol release and inhibits growth of primary keratinocytes. | Experimental dermatology 20051201 |
| Effect of cholecystokinin octapeptide on diacylglycerol-PKC signaling pathway in rat pulmonary interstitial macrophages stimulated by lipopolysaccharide. | Acta pharmacologica Sinica 20051201 |
| Identification of an inactivating cysteine switch in protein kinase Cepsilon, a rational target for the design of protein kinase Cepsilon-inhibitory cancer therapeutics. | Cancer research 20051115 |
| Domain exchange between human toll-like receptors 1 and 6 reveals a region required for lipopeptide discrimination. | The Journal of biological chemistry 20051104 |
| Dietary fish oil attenuates cardiac hypertrophy in lipotoxic cardiomyopathy due to systemic carnitine deficiency. | Cardiovascular research 20051101 |
| The origin of C1A-C2 interdomain interactions in protein kinase Calpha. | The Journal of biological chemistry 20051028 |
| Analysis of a novel diacylglycerol kinase from Dictyostelium discoideum: DGKA. | Biochemistry 20050802 |
| A novel diacylglycerol-lactone shows marked selectivity in vitro among C1 domains of protein kinase C (PKC) isoforms alpha and delta as well as selectivity for RasGRP compared with PKCalpha. | The Journal of biological chemistry 20050722 |
| Honokiol-induced neurite outgrowth promotion depends on activation of extracellular signal-regulated kinases (ERK1/2). | European journal of pharmacology 20050601 |
| Combined interaction of phospholipase C and apolipoprotein A-I with small unilamellar lecithin-cholesterol vesicles: influence of apolipoprotein A-I concentration and vesicle composition. | Biochemistry 20050517 |
| Amplification of Ca2+ signaling by diacylglycerol-mediated inositol 1,4,5-trisphosphate production. | The Journal of biological chemistry 20050325 |
| Sustained diacylglycerol accumulation resulting from prolonged G protein-coupled receptor agonist-induced phosphoinositide breakdown in hepatocytes. | Journal of cellular biochemistry 20050201 |
| Conformationally constrained analogues of diacylglycerol (DAG). 23. Hydrophobic ligand-protein interactions versus ligand-lipid interactions of DAG-lactones with protein kinase C (PK-C). | Journal of medicinal chemistry 20040923 |
| Phospholipase C gene expression, protein content, and activities in cardiac hypertrophy and heart failure due to volume overload. | American journal of physiology. Heart and circulatory physiology 20040801 |
| Conformationally constrained analogues of diacylglycerol. 24. Asymmetric synthesis of a chiral (R)-DAG-lactone template as a versatile precursor for highly functionalized DAG-lactones. | Organic letters 20040708 |
| Control of the CDPethanolamine pathway in mammalian cells: effect of CTP:phosphoethanolamine cytidylyltransferase overexpression and the amount of intracellular diacylglycerol. | The Biochemical journal 20040501 |
| Dietary conjugated linoleic acid increases the mRNA ratio of Bax/Bcl-2 in the colonic mucosa of rats. | The Journal of nutritional biochemistry 20040401 |
| Clostridium perfringens alpha-toxin activates the sphingomyelin metabolism system in sheep erythrocytes. | The Journal of biological chemistry 20040326 |
| Lipid transfer particle mediates the delivery of diacylglycerol from lipophorin to fat body in larval Manduca sexta. | Journal of lipid research 20040301 |
| Conformationally constrained analogues of diacylglycerol. 20. The search for an elusive binding site on protein kinase C through relocation of the carbonyl pharmacophore along the sn-1 side chain of 1,2-diacylglycerol lactones. | Journal of medicinal chemistry 20040129 |
| 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 |
| Involvement of phosphatidylcholine hydrolysis by phospholipase C in prostaglandin F2alpha-induced 1,2-diacylglycerol formation in osteoblast-like MC3T3-E1 cells. | Journal of bone and mineral metabolism 20040101 |
| The diacylglycerol and protein kinase C pathways are not involved in insulin signalling in primary rat hepatocytes. | European journal of biochemistry 20031201 |
| Free fatty acids induce cell differentiation to infective forms in Trypanosoma cruzi. | The Biochemical journal 20031101 |
| Effect of CD40--CD40 ligand interaction on diacylglycerol-protein kinase C and inositol trisphosphate-Ca(2+) signal transduction pathway in human umbilical vein endothelial cells. | Clinica chimica acta; international journal of clinical chemistry 20031101 |
| Mitogenic effects of phospholipase D and phosphatidic acid in transiently permeabilized astrocytes: effects of ethanol. | Journal of neurochemistry 20031001 |
| Refolding from denatured inclusion bodies, purification to homogeneity and simplified assay of MGDG synthases from land plants. | Protein expression and purification 20030901 |
| Impact of alpha-tocopherol on cardiac hypertrophy due to energy metabolism disorder: the involvement of 1,2-diacylglycerol. | Cardiovascular research 20030601 |
| Synthesis and analysis of symmetrical and nonsymmetrical disaturated/monounsaturated triacylglycerols. | Journal of agricultural and food chemistry 20030326 |
| IGF-I-induced phosphorylation of connexin 43 by PKCgamma: regulation of gap junctions in rabbit lens epithelial cells. | Investigative ophthalmology & visual science 20030301 |
| Changes in distinct species of 1,2-diacylglycerol in cardiac hypertrophy due to energy metabolic disorder. | Cardiovascular research 20030101 |
| S-carboxymethylcysteine inhibits neutrophil activation mediated by N-formyl-methionyl-leucyl-phenylalanine. | European journal of pharmacology 20020802 |
| Advanced glycation end-products induce apoptosis of bovine retinal pericytes in culture: involvement of diacylglycerol/ceramide production and oxidative stress induction. | Free radical biology & medicine 20020715 |
| Mechanism of angiotensin II-induced phospholipase D activation in bovine adrenal glomerulosa cells. | Molecular and cellular endocrinology 20020628 |
| Specificity of soluble phospholipid binding sites on human factor Xa. | Biochemistry 20020618 |
| Metabolic labelling of membrane microdomains/rafts in Jurkat cells indicates the presence of glycerophospholipids implicated in signal transduction by the CD3 T-cell receptor. | The Biochemical journal 20020501 |
| Determination of the diglyceride content in greek virgin olive oils and some commercial olive oils by employing (31)P NMR spectroscopy. | Journal of agricultural and food chemistry 20020410 |
| Dietary orotic acid increases 1 ,2-diacylglycerol level and lowers superoxide dismutase activity in rat liver. | Journal of nutritional science and vitaminology 20020201 |
| Protein kinase C changes in diabetes: is the concept relevant to neuropathy? | International review of neurobiology 20020101 |
| [A role of protein kinase C in signal reactions in outer segments of the bovine retinal rods]. | Biofizika 20020101 |
| Orotic acid added to casein, but not to egg protein, soy protein, or wheat gluten diets increases 1,2-diacylglycerol levels and lowers superoxide dismutase activities in rat liver. | Bioscience, biotechnology, and biochemistry 20011001 |
| Effects of liposomes of different phospholipid composition on the induction of respiratory burst in human blood monocytes and alveolar macrophages. | Membrane & cell biology 20010701 |
| Low- and high-affinity phorbol ester and diglyceride interactions with protein kinase C: 1-O-alkyl-2-acyl-sn-glycerol enhances phorbol ester- and diacylglycerol-induced activity but alone does not induce activity. | Biochemistry 20010522 |
| Involvement of 1,2-diacylglycerol in improvement of heart function by etomoxir in diabetic rats. | Life sciences 20010216 |
| Modulation of inducible nitric oxide synthase expression in rat intestinal cells by colon tumor promoters. | International journal of oncology 20010101 |
| The inhibitory mechanism of rebamipide on the mediator release in the guinea pig lung mast cells activated with specific antigen-antibody reactions. | Pharmacology 20010101 |
| Protein kinase C control of gene expression. | Critical reviews in eukaryotic gene expression 20010101 |
| [Age features of glycerolipid metabolism in rat liver under short term exposure to thyroxine]. | Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20010101 |
| Effects of insulin and phospholipase C in control and denervated rat skeletal muscle. | The American journal of physiology 19910201 |
| Insulin-like growth factor-I stimulates diacylglycerol production via multiple pathways in Balb/c 3T3 cells. | The Journal of biological chemistry 19901005 |
| Alteration of 1,2-diacylglycerol content in myocardium from diabetic rats. | Diabetes 19880901 |
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