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1716-06-9,MFCD00871328
Catalog No.:AA0077G4

1716-06-9 | Oleoyl coenzyme A

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5mg
≥ 93% (TLC)
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA0077G4
Chemical Name:
Oleoyl coenzyme A
CAS Number:
1716-06-9
Molecular Formula:
C39H68N7O17P3S
Molecular Weight:
1031.9802
MDL Number:
MFCD00871328
SMILES:
CCCCCCCCC=CCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O
Properties
Computed Properties
 
Complexity:
1700  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
67  
Hydrogen Bond Acceptor Count:
22  
Hydrogen Bond Donor Count:
9  
Rotatable Bond Count:
35  
XLogP3:
1.8  

Literature

Title: Expression and characterization of a PNPLA3 protein isoform (I148M) associated with nonalcoholic fatty liver disease.

Journal: The Journal of biological chemistry 20111028

Title: Characterization of long-chain fatty acid uptake in Caulobacter crescentus.

Journal: Archives of microbiology 20110701

Title: Glycosomal ABC transporters of Trypanosoma brucei: characterisation of their expression, topology and substrate specificity.

Journal: International journal for parasitology 20110301

Title: Dual-mode phospholipid regulation of human inward rectifying potassium channels.

Journal: Biophysical journal 20110202

Title: Surface plasmon resonance analysis of interactions between diacylglycerol acyltransferase and its interacting molecules.

Journal: Bioscience, biotechnology, and biochemistry 20110101

Title: Natural ligand binding and transfer from liver fatty acid binding protein (LFABP) to membranes.

Journal: Biochimica et biophysica acta 20100901

Title: Identification of glycine N-acyltransferase-like 2 (GLYATL2) as a transferase that produces N-acyl glycines in humans.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20100801

Title: Activation of morphine glucuronidation by fatty acyl-CoAs and its plasticity: a comparative study in humans and rodents including chimeric mice carrying human liver.

Journal: Drug metabolism and pharmacokinetics 20100101

Title: Light-regulated Arabidopsis ACBP4 and ACBP5 encode cytosolic acyl-CoA-binding proteins that bind phosphatidylcholine and oleoyl-CoA ester.

Journal: Plant physiology and biochemistry : PPB 20091001

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

Journal: Biochimica et biophysica acta 20091001

Title: Docosahexaenoic acid is a substrate for ACAT1 and inhibits cholesteryl ester formation from oleic acid in MCF-10A cells.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20090101

Title: Deleterious action of FA metabolites on ATP synthesis: possible link between lipotoxicity, mitochondrial dysfunction, and insulin resistance.

Journal: American journal of physiology. Endocrinology and metabolism 20080901

Title: In vitro synthesis of oleoylglycine by cytochrome c points to a novel pathway for the production of lipid signaling molecules.

Journal: The Journal of biological chemistry 20070803

Title: Involvement of ACSL in local synthesis of neutral lipids in cytoplasmic lipid droplets in human hepatocyte HuH7.

Journal: Journal of lipid research 20070601

Title: Identification and characterization of a novel bovine stearoyl-CoA desaturase isoform with homology to human SCD5.

Journal: Lipids 20070601

Title: Cytoplasmic accumulation of long-chain coenzyme A esters activates KATP and inhibits Kir2.1 channels.

Journal: The Journal of physiology 20060901

Title: Fatty acyl-CoA as an endogenous activator of UDP-glucuronosyltransferases.

Journal: Biochemical and biophysical research communications 20060714

Title: Importance of acyl-coenzyme A:cholesterol acyltransferase 1/2 dual inhibition for anti-atherosclerotic potency of pactimibe.

Journal: European journal of pharmacology 20060701

Title: Long chain CoA esters as competitive antagonists of phosphatidylinositol 4,5-bisphosphate activation in Kir channels.

Journal: The Journal of biological chemistry 20050902

Title: Lipids modulate ligand binding to sulphonylurea receptors.

Journal: British journal of pharmacology 20050801

Title: Relationship between the inhibition of phosphatidic acid phosphohydrolase-1 by oleate and oleoyl-CoA ester and its apparent translocation.

Journal: Biochimie 20050501

Title: A novel cardiolipin-remodeling pathway revealed by a gene encoding an endoplasmic reticulum-associated acyl-CoA:lysocardiolipin acyltransferase (ALCAT1) in mouse.

Journal: The Journal of biological chemistry 20040723

Title: ACBP4 and ACBP5, novel Arabidopsis acyl-CoA-binding proteins with kelch motifs that bind oleoyl-CoA.

Journal: Plant molecular biology 20040501

Title: The effect of charge reversal mutations in the alpha-helical region of liver fatty acid binding protein on the binding of fatty-acyl CoAs, lysophospholipids and bile acids.

Journal: Molecular and cellular biochemistry 20021001

Title: Long-chain fatty acids increase basal metabolism and depolarize mitochondria in cardiac muscle cells.

Journal: American journal of physiology. Heart and circulatory physiology 20020401

Title: Regulation of phosphatidic acid phosphohydrolase 1 by fatty acids.

Journal: Lipids 20020101

Title: Oleoyl-CoA is the major de novo product of stearoyl-CoA desaturase 1 gene isoform and substrate for the biosynthesis of the Harderian gland 1-alkyl-2,3-diacylglycerol.

Journal: The Journal of biological chemistry 20011019

Title: K(ATP) channel regulators: balanced diets include carbohydrates, proteins, and fats.

Journal: Circulation research 20010511

Title: Long-chain acyl-coenzyme A esters and fatty acids directly link metabolism to K(ATP) channels in the heart.

Journal: Circulation research 20010511

Title: Fatty-acyl-CoA thioesters inhibit recruitment of steroid receptor co-activator 1 to alpha and gamma isoforms of peroxisome-proliferator-activated receptors by competing with agonists.

Journal: The Biochemical journal 20010115

Title: High-affinity binding of fatty acyl-CoAs and peroxisome proliferator-CoA esters to glutathione S-transferases effect on enzymatic activity.

Journal: European journal of biochemistry 19991101

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Tags:1716-06-9 Molecular Formula|1716-06-9 MDL|1716-06-9 SMILES|1716-06-9 Oleoyl coenzyme A