CHEBI:132023 - S-acyl-4ʼ-phosphopantetheine(2−)

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ChEBI Name S-acyl-4ʼ-phosphopantetheine(2−) ChEBI ID CHEBI:132023 ChEBI ASCII Name S-acyl-4'-phosphopantetheine(2-) Definition A phosphopantetheine anion obtained by deprotonation of the phosphate OH groups of any S-acyl-4ʼ-phosphopantetheine; major species at pH 7.3. Stars This entity has been manually annotated by the ChEBI Team. Submitter laimo Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C12H20N2O8PSR Net Charge -2 Average Mass (excl. R groups) 383.336 Monoisotopic Mass (excl. R groups) 383.06780 SMILES C(NC(CCNC(=O)[C@@H](C(COP([O-])(=O)[O-])(C)C)O)=O)CSC(=O)* ChEBI Ontology Outgoing S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) is a phosphopantetheine anion (CHEBI:67051) S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) is conjugate base of S-acyl-4ʼ-phosphopantetheine (CHEBI:132310) Incoming S-(3α,7α,12α-trihydroxy-5β-cholestan-26-oyl)-4ʼ-phosphopantetheine(2−) (CHEBI:132021) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-(6Z-octenoyl)-4ʼ-phosphopantetheine(2−) (CHEBI:172384) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-(9Z,12Z,15Z-octadecatrienoyl)-4ʼ-phosphopantetheine(2−) (CHEBI:172386) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-(9Z,12Z-octadecadienoyl)-4ʼ-phosphopantetheine(2−) (CHEBI:172387) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-(9Z-hexadecenoyl)-4ʼ-phosphopantetheine(2−) (CHEBI:172388) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-(9Z-tetradecenoyl)-4ʼ-phosphopantetheine(2−) (CHEBI:172389) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-4,8-dimethylnonanoyl-4ʼ-phosphopantetheine(2−) (CHEBI:172385) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-acetyl-4'-phosphopantetheine(2−) (CHEBI:156266) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-arachidonoyl-4ʼ-phosphopantetheine(2−) (CHEBI:156554) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-butyryl-4ʼ-phosphopantetheine(2−) (CHEBI:132011) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-choloyl-4ʼ-phosphopantetheine(2−) (CHEBI:132020) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-decanoyl-4ʼ-phosphopantetheine(2−) (CHEBI:132014) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-dodecanoyl-4ʼ-phosphopantetheine(2−) (CHEBI:132015) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-hexadecanoyl-4ʼ-phosphopantetheine(2−) (CHEBI:132018) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-hexanoyl-4ʼ-phosphopantetheine(2−) (CHEBI:132012) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-malonyl-4ʼ-phosphopantetheine(3−) (CHEBI:172363) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-octanoyl-4ʼ-phosphopantetheine(2−) (CHEBI:132013) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-oleoyl-4ʼ-phosphopantetheine(2−) (CHEBI:156553) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-propionyl-4ʼ-phosphopantetheine(2−) (CHEBI:172362) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-succinyl-4ʼ-phosphopantetheine(3−) (CHEBI:172364) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-tetradecanoyl-4ʼ-phosphopantetheine(2−) (CHEBI:132017) is a S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) S-acyl-4ʼ-phosphopantetheine (CHEBI:132310) is conjugate acid of S-acyl-4ʼ-phosphopantetheine(2−) (CHEBI:132023) Synonyms Sources an acyl-4ʼ-phosphopantetheine UniProt S-acyl-D-pantetheine 4'-phosphate(2−) ChEBI Citation Reilly SJ, Tillander V, Ofman R, Alexson SE, Hunt MC (2008) The nudix hydrolase 7 is an Acyl-CoA diphosphatase involved in regulating peroxisomal coenzyme A homeostasis. Journal of biochemistry 144, 655-663 (Source: SUBMITTER) [PubMed:18799520] [show Abstract] Coenzyme A (CoASH) is an obligate cofactor for lipids undergoing beta-oxidation in peroxisomes. Although the peroxisomal membrane appears to be impermeable to CoASH, peroxisomes contain their own pool of CoASH. It is believed that CoASH enters peroxisomes as acyl-CoAs, but it is not known how this pool is regulated. The mouse nudix hydrolase 7 (NUDT7alpha) was previously identified in peroxisomes as a CoA-diphosphatase, and therefore suggested to be involved in regulation of peroxisomal CoASH levels. Here we show that mouse NUDT7alpha mainly acts as an acyl-CoA diphosphatase, with highest activity towards medium-chain acyl-CoAs, and much lower activity with CoASH. Nudt7alpha mRNA is highly expressed in liver, brown adipose tissue and heart, similar to enzymes involved in peroxisomal lipid degradation. Nudt7alpha mRNA is down-regulated by Wy-14,643, a peroxisome proliferator-activated receptor alpha (PPARalpha) ligand, in a PPARalpha-dependent manner in mouse liver. In highly purified peroxisomes, nudix hydrolase activity is highest with C(6)-CoA and is decreased by fibrate treatment. Under certain conditions, such as treatment with peroxisome proliferators or fasting, an increase in peroxisomal CoASH levels has been reported, which is in line with a decreased expression/activity of NUDT7alpha. Taken together these data suggest that NUDT7alpha function is tightly linked to peroxisomal CoASH/acyl-CoA homeostasis. Last Modified 03 August 2020