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2442-61-7,MFCD00043031
Catalog No.:AA00BBY9

2442-61-7 | (Z)-3-Hydroxypropane-1,2-diyl dioleate

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10mg
≥95%
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$63.00   $44.00
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25mg
≥95%
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$142.00   $99.00
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1g
in stock  
$245.00   $172.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00BBY9
Chemical Name:
(Z)-3-Hydroxypropane-1,2-diyl dioleate
CAS Number:
2442-61-7
Molecular Formula:
C39H72O5
Molecular Weight:
620.9860
MDL Number:
MFCD00043031
SMILES:
CCCCCCCC/C=C\CCCCCCCC(=O)OCC(OC(=O)CCCCCCC/C=C\CCCCCCCC)CO
Properties
Computed Properties
 
Complexity:
671  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
44  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
36  
Undefined Atom Stereocenter Count:
1  
XLogP3:
14.3  

Downstream Synthesis Route
122-32-7   
1,2-dioleoylglycerol 

[1]Mangas-Sánchez,Juan;Serrano-Arnaldos,Mar;Adlercreutz,Patrick[JournalofMolecularCatalysisB:Enzymatic,2014,vol.112,p.9-14]

[2]Borgstroem[BiochimicaetBiophysicaActa,1954,vol.13,p.491,492]

[3]Sonnet,PhilipE.;Oliver,JamesE.;Waters,RolandM.;King,Gregory;Panicker,Sini[ChemistryandPhysicsofLipids,1995,vol.78,#2,p.203-208]

[4]Locationinpatent:bodytextHorn,PatrickJ.;Joshi,Ubisha;Behrendt,AnnaK.;Chapman,KentD.;Verbeck,GuidoF.[RapidCommunicationsinMassSpectrometry,2012,vol.26,#8,p.957-962]

[1],1903,vol.44,p.91

112-80-1    56-81-5    122-32-7   
1-monooleoylglycerol 
 
1,2-dioleoylglycerol 

[1]Varhadi,Poonam;Kotwal,Mehejabeen;Srinivas[AppliedCatalysisA:General,2013,vol.462-463,p.129-136]

122-32-7   
2-Oleoylglycerol 
 
1,2-dioleoylglycerol 

[1]Mangas-Sánchez,Juan;Serrano-Arnaldos,Mar;Adlercreutz,Patrick[JournalofMolecularCatalysisB:Enzymatic,2014,vol.112,p.9-14]

[1]Patent:CN104098468,2016,B.Locationinpatent:Paragraph0142-0143

Literature

Title: Lipidomic analyses of female mice lacking hepatic lipase and endothelial lipase indicate selective modulation of plasma lipid species.

Journal: Lipids 20140601

Title: Acid-labile mPEG-vinyl ether-1,2-dioleylglycerol lipids with tunable pH sensitivity: synthesis and structural effects on hydrolysis rates, DOPE liposome release performance, and pharmacokinetics.

Journal: Molecular pharmaceutics 20121105

Title: Adsorption of lipid liquid crystalline nanoparticles: effects of particle composition, internal structure, and phase behavior.

Journal: Langmuir : the ACS journal of surfaces and colloids 20120724

Title: Elimination of glycidyl palmitate in diolein by treatment with activated bleaching earth.

Journal: Journal of oleo science 20120101

Title: Ferulic acid esters and weight-loss promoting effects in rats.

Journal: Journal of oleo science 20120101

Title: Lipid-based liquid crystalline nanoparticles as oral drug delivery vehicles for poorly water-soluble drugs: cellular interaction and in vivo absorption.

Journal: International journal of nanomedicine 20120101

Title: 1,2-Dioleoylglycerol method for pancreatic lipase catalytic activity in serum.

Journal: Clinical chemistry and laboratory medicine 20111130

Title: Microchip electrophoresis of bacteria using lipid-based liquid crystalline nanoparticles.

Journal: Journal of chromatography. A 20111111

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: A spectroscopic method to estimate the binding potency of amphiphile assemblies.

Journal: Analytical and bioanalytical chemistry 20100901

Title: Feruloyl dioleoylglycerol antioxidant capacity in phospholipid vesicles.

Journal: Journal of agricultural and food chemistry 20100512

Title: A characterisation study on the application of inverted lyotropic phases for subcutaneous drug release.

Journal: International journal of pharmaceutics 20100330

Title: In vitro stereoselective hydrolysis of diacylglycerols by hormone-sensitive lipase.

Journal: Biochimica et biophysica acta 20100101

Title: Interaction of a C-terminal peptide of Bos taurus diacylglycerol acyltransferase 1 with model membranes.

Journal: Biochimica et biophysica acta 20091001

Title: A comparison of the membrane binding properties of C1B domains of PKCgamma, PKCdelta, and PKCepsilon.

Journal: Biophysical journal 20090506

Title: A 3-D hexagonal inverse micellar lyotropic phase.

Journal: Journal of the American Chemical Society 20090211

Title: Determination of the quantitative stereoselectivity fingerprint of lipases during hydrolysis of a prochiral triacylglycerol.

Journal: Journal of biotechnology 20080601

Title: Substrate chirality and specificity of diacylglycerol kinases and the multisubstrate lipid kinase.

Journal: Biochemistry 20071211

Title: Modulation of diacylglycerol kinase theta activity by alpha-thrombin and phospholipids.

Journal: Biochemistry 20070123

Title: Monitoring of in vitro fat digestion by electron paramagnetic resonance spectroscopy.

Journal: Pharmaceutical research 20060901

Title: 'Sponge' nanoparticle dispersions in aqueous mixtures of diglycerol monooleate, glycerol dioleate, and polysorbate 80.

Journal: Langmuir : the ACS journal of surfaces and colloids 20060704

Title: Arabidopsis AtDGK7, the smallest member of plant diacylglycerol kinases (DGKs), displays unique biochemical features and saturates at low substrate concentration: the DGK inhibitor R59022 differentially affects AtDGK2 and AtDGK7 activity in vitro and alters plant growth and development.

Journal: The Journal of biological chemistry 20051014

Title: Aqueous phase behavior and dispersed nanoparticles of diglycerol monooleate/glycerol dioleate mixtures.

Journal: Langmuir : the ACS journal of surfaces and colloids 20050524

Title: 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.

Journal: Biochemical pharmacology 20050415

Title: Direct separation of regio- and enantiomeric isomers of diacylglycerols by a tandem column high-performance liquid chromatography.

Journal: Journal of chromatography. A 20050318

Title: Identification, cloning, expression, and purification of three novel human calcium-independent phospholipase A2 family members possessing triacylglycerol lipase and acylglycerol transacylase activities.

Journal: The Journal of biological chemistry 20041119

Title: Fat mobilization in adipose tissue is promoted by adipose triglyceride lipase.

Journal: Science (New York, N.Y.) 20041119

Title: Comparison of the lymphatic transport of radiolabeled 1,3-dioleoylglycerol and trioleoylglycerol in rats.

Journal: Lipids 20040901

Title: PKC-independent inhibition of neuronal nicotinic acetylcholine receptors by diacylglycerol.

Journal: Brain research 20040702

Title: AtDGK2, a novel diacylglycerol kinase from Arabidopsis thaliana, phosphorylates 1-stearoyl-2-arachidonoyl-sn-glycerol and 1,2-dioleoyl-sn-glycerol and exhibits cold-inducible gene expression.

Journal: The Journal of biological chemistry 20040227

Title: The effect of lipids on the adherence of axillary aerobic coryneform bacteria.

Journal: Letters in applied microbiology 20040101

Title: [Synthesis of a lipid derivative of the antitumor agent methotrexate].

Journal: Bioorganicheskaia khimiia 20040101

Title: Characterization of a novel diolein-based LPDII vector for gene delivery.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20020918

Title: Incorporation of reversibly cross-linked polyplexes into LPDII vectors for gene delivery.

Journal: Bioconjugate chemistry 20020101

Title: Effects of lipids on the interaction of SecA with model membranes.

Journal: Archives of biochemistry and biophysics 20011101

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Tags:2442-61-7 Molecular Formula|2442-61-7 MDL|2442-61-7 SMILES|2442-61-7 (Z)-3-Hydroxypropane-1,2-diyl dioleate