Home Other Building Blocks N-OCTANOYL COENZYME A (C8

N-OCTANOYL COENZYME A (C8

CAS No.:
1264-52-4
Catalog Number:
AG009HRX
Molecular Formula:
C29H50N7O17P3S
Molecular Weight:
893.7303
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
Product Description
Catalog Number:
AG009HRX
Chemical Name:
N-OCTANOYL COENZYME A (C8
CAS Number:
1264-52-4
Molecular Formula:
C29H50N7O17P3S
Molecular Weight:
893.7303
MDL Number:
MFCD02259055
IUPAC Name:
S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] octanethioate
InChI:
InChI=1S/C29H50N7O17P3S/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36/h16-18,22-24,28,39-40H,4-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t18-,22-,23-,24+,28-/m1/s1
InChI Key:
KQMZYOXOBSXMII-CECATXLMSA-N
SMILES:
CCCCCCCC(=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
Complexity:
1480  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0
Exact Mass:
893.22g/mol
Formal Charge:
0
Heavy Atom Count:
57  
Hydrogen Bond Acceptor Count:
22  
Hydrogen Bond Donor Count:
9  
Isotope Atom Count:
0
Molecular Weight:
893.732g/mol
Monoisotopic Mass:
893.22g/mol
Rotatable Bond Count:
26  
Topological Polar Surface Area:
389A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.6  
Literature
Title Journal
Cimicifuga racemosa impairs fatty acid β-oxidation and induces oxidative stress in livers of ovariectomized rats with renovascular hypertension. Free radical biology & medicine 20120815
Structure and activity of the Pseudomonas aeruginosa hotdog-fold thioesterases PA5202 and PA2801. The Biochemical journal 20120615
Diesel and biodiesels induce hepatic palmitoyl-CoA oxidase enzymatic activity through different molecular mechanisms in rats. Journal of biochemical and molecular toxicology 20120601
Analysis of plasma ghrelin in patients with medium-chain acyl-CoA dehydrogenase deficiency and glutaric aciduria type II. European journal of endocrinology 20120201
Recent advances in potential clinical application of ghrelin in obesity. Journal of obesity 20120101
Fatty Acid Accumulation and Resulting PPARα Activation in Fibroblasts due to Trifunctional Protein Deficiency. PPAR research 20120101
Functional effects of different medium-chain acyl-CoA dehydrogenase genotypes and identification of asymptomatic variants. PloS one 20120101
Changes in carnitine octanoyltransferase activity induce alteration in fatty acid metabolism. Biochemical and biophysical research communications 20110617
Clinical, biochemical and genetic analyses in two Korean patients with medium-chain acyl-CoA dehydrogenase deficiency. The Korean journal of laboratory medicine 20110101
Systems biology of bacterial nitrogen fixation: high-throughput technology and its integrative description with constraint-based modeling. BMC systems biology 20110101
The human metabolic reconstruction Recon 1 directs hypotheses of novel human metabolic functions. BMC systems biology 20110101
Neuroprotective actions of ghrelin and growth hormone secretagogues. Frontiers in molecular neuroscience 20110101
Critical assessment of human metabolic pathway databases: a stepping stone for future integration. BMC systems biology 20110101
Increased excretion of c4-carnitine species after a therapeutic acetylsalicylic Acid dose: evidence for an inhibitory effect on short-chain Fatty Acid metabolism. ISRN pharmacology 20110101
Variable toxicological response to the loss of OXPHOS through 1-methyl-4-phenylpyridinium-induced mitochondrial damage and anoxia in diverse neural immortal cell lines. Cell biology and toxicology 20101201
Evidence for physical association of mitochondrial fatty acid oxidation and oxidative phosphorylation complexes. The Journal of biological chemistry 20100924
LAP5 and LAP6 encode anther-specific proteins with similarity to chalcone synthase essential for pollen exine development in Arabidopsis. Plant physiology 20100701
Synthesis and characterization of cis-4-decenoyl-CoA, 3-phenylpropionyl-CoA, and 2,6-dimethylheptanoyl-CoA. Analytical biochemistry 20100601
Ghrelin in chronic kidney disease. International journal of peptides 20100101
A novel mutation of the ACADM gene (c.145C>G) associated with the common c.985A>G mutation on the other ACADM allele causes mild MCAD deficiency: a case report. Orphanet journal of rare diseases 20100101
Effect of randomly interesterified triacylglycerol containing medium- and long-chain fatty acids on hepatic fatty acid oxidation after a single administration to rats. Bioscience, biotechnology, and biochemistry 20100101
FT-IR spectroscopic studies on the molecular mechanism for substrate specificity/activation of medium-chain acyl-CoA dehydrogenase. Journal of biochemistry 20090901
Arg-85 and Thr-430 in murine 5-aminolevulinate synthase coordinate acyl-CoA-binding and contribute to substrate specificity. Protein science : a publication of the Protein Society 20090901
Ghrelin O-acyltransferase (GOAT) has a preference for n-hexanoyl-CoA over n-octanoyl-CoA as an acyl donor. Biochemical and biophysical research communications 20090814
Novel mutation of early, perinatal-onset, myopathic-type very-long-chain acyl-CoA dehydrogenase deficiency. Pediatric neurology 20090801
Protein misfolding is the molecular mechanism underlying MCADD identified in newborn screening. Human molecular genetics 20090501
Dynamic simulations on the mitochondrial fatty acid beta-oxidation network. BMC systems biology 20090101
A novel tandem mass spectrometry method for rapid confirmation of medium- and very long-chain acyl-CoA dehydrogenase deficiency in newborns. PloS one 20090101
Human male gamete endocrinology: 1alpha, 25-dihydroxyvitamin D3 (1,25(OH)2D3) regulates different aspects of human sperm biology and metabolism. Reproductive biology and endocrinology : RB&E 20090101
Impact of short- and medium-chain organic acids, acylcarnitines, and acyl-CoAs on mitochondrial energy metabolism. Biochimica et biophysica acta 20081001
Biochemical characterization of isovaleryl-CoA dehydrogenase (LiuA) of Pseudomonas aeruginosa and the importance of liu genes fora functional catabolic pathway of methyl-branched compounds. FEMS microbiology letters 20080901
Biochemical characterization of AtuD from Pseudomonas aeruginosa, the first member of a new subgroup of acyl-CoA dehydrogenases with specificity for citronellyl-CoA. Microbiology (Reading, England) 20080301
Starter unit specificity directs genome mining of polyketide synthase pathways in fungi. Bioorganic chemistry 20080201
Overexpression of carnitine palmitoyltransferase I in skeletal muscle in vivo increases fatty acid oxidation and reduces triacylglycerol esterification. American journal of physiology. Endocrinology and metabolism 20070401
Solvent isotope effects in reactions of human medium-chain acyl-CoA dehydrogenase active site mutants. Biochemistry 20070306
Optimization based automated curation of metabolic reconstructions. BMC bioinformatics 20070101
Module structure of interphotoreceptor retinoid-binding protein (IRBP) may provide bases for its complex role in the visual cycle - structure/function study of Xenopus IRBP. BMC biochemistry 20070101
Decrease in oxidative phosphorylation yield in presence of butyrate in perfused liver isolated from fed rats. BMC physiology 20070101
Effect of randomly interesterified triacylglycerols containing medium- and long-chain fatty acids on energy expenditure and hepatic fatty acid metabolism in rats. Bioscience, biotechnology, and biochemistry 20051001
Enzymatic diagnosis of medium-chain acyl-CoA dehydrogenase deficiency by detecting 2-octenoyl-CoA production using high-performance liquid chromatography: a practical confirmatory test for tandem mass spectrometry newborn screening in Japan. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050905
The protein coded by the PP2216 gene of Pseudomonas putida KT2440 is an acyl-CoA dehydrogenase that oxidises only short-chain aliphatic substrates. FEMS microbiology letters 20050901
Medium-chain acyl-CoA dehydrogenase deficiency in gene-targeted mice. PLoS genetics 20050801
Long-chain acyl-CoA esters inhibit phosphorylation of AMP-activated protein kinase at threonine-172 by LKB1/STRAD/MO25. American journal of physiology. Endocrinology and metabolism 20050601
Intrinsic isomerase activity of medium-chain acyl-CoA dehydrogenase. Biochemistry 20050503
Determination of selectivity and efficacy of fatty acid synthesis inhibitors. The Journal of biological chemistry 20050114
The 1.3 A crystal structure of human mitochondrial Delta3-Delta2-enoyl-CoA isomerase shows a novel mode of binding for the fatty acyl group. Journal of molecular biology 20040924
Oxidative phosphorylation analysis: assessing the integrated functional activity of human skeletal muscle mitochondria--case studies. Mitochondrion 20040901
A novel cardiolipin-remodeling pathway revealed by a gene encoding an endoplasmic reticulum-associated acyl-CoA:lysocardiolipin acyltransferase (ALCAT1) in mouse. The Journal of biological chemistry 20040723
Probing hydrogen-bonding interactions in the active site of medium-chain acyl-CoA dehydrogenase using Raman spectroscopy. Biochemistry 20031014
Acyl coenzyme A esters differentially activate cardiac and beta-cell adenosine triphosphate-sensitive potassium channels in a side-chain length-specific manner. Metabolism: clinical and experimental 20031001
Binding of the human 'electron transferring flavoprotein' (ETF) to the medium chain acyl-CoA dehydrogenase (MCAD) involves an arginine and histidine residue. Journal of enzyme inhibition and medicinal chemistry 20031001
Capillary electrophoretic assay of acyl-CoA hydrolase activity. Journal of capillary electrophoresis and microchip technology 20030101
Respiratory complex II defect in siblings associated with a symptomatic secondary block in fatty acid oxidation. Journal of inherited metabolic disease 20030101
Crystal structure of rat short chain acyl-CoA dehydrogenase complexed with acetoacetyl-CoA: comparison with other acyl-CoA dehydrogenases. The Journal of biological chemistry 20020405
Properties and substrate specificity of RppA, a chalcone synthase-related polyketide synthase in Streptomyces griseus. The Journal of biological chemistry 20020215
Influence of Glu-376 --> Gln mutation on enthalpy and heat capacity changes for the binding of slightly altered ligands to medium chain acyl-CoA dehydrogenase. Protein science : a publication of the Protein Society 20010901
Thioester enolate stabilization in the acyl-CoA dehydrogenases: the effect of 5-deaza-flavin substitution. Archives of biochemistry and biophysics 20010815
Accumulation of medium chain acyl-CoAs during beta-oxidation of long chain fatty acid by isolated peroxisomes from rat liver. Biological & pharmaceutical bulletin 20010601
Properties