72-89-9

72-89-9 structure

Name: Acetyl-CoA
Chemical Name: acetyl-CoA
CAS Number: 72-89-9
Molecular Formula: C₂₃H₃₈N₇O₁₇P₃S
Molecular Weight: 809.571
Catalog: Pharmaceutical intermediate Heterocyclic compound Pyran compound
Create Date: 2018-07-19 16:26:43
Modify Date: 2024-01-01 18:03:44
Acetyl-coenzyme A (Acetyl-CoA) is a membrane-impermeant central metabolic intermediate, participates in the TCA cycle and oxidative phosphorylation metabolism. Acetyl-coenzyme A, regulates various cellular mechanisms by providing (sole donor) acetyl groups to target amino acid residues for post-translational acetylation reactions of proteins. Acetyl Coenzyme A is also a key precursor of lipid synthesis[1][2][3][4].

Name	acetyl-CoA
Synonyms	acetylocholine Azetylcholin ac-CoA Choline acetate S-{(9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3λ,5λ-diphosphaheptadecan-17-yl} ethanethioate (non-preferred name) Acetyl-CoenzymeA S-ACETYL COENZYME A acetyl CoA Acetyl-CoA,Tri-Na O-Acetylcholine S-acetylcoenzyme A [3H]-Acetylcholine Acetyl choline ion [14C]-Acetyl-Coenzyme A S-{(9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydro-2-furanyl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3λ,5λ-diphosphaheptadecan-17-yl} ethanethioate (non-preferred name) Adenosine, 5'-O-[[[[(3R)-4-[[3-[[2-(acetylthio)ethyl]amino]-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutoxy]hydroxyphosphinyl]oxy]hydroxyphosphinyl]-, 3'-(dihydrogen phosphate) Coenzyme A S-Acetate Choline acetate (ester) trilithium,[2-[[[[4-[[3-(2-acetylsulfanylethylamino)-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutoxy]-oxidophosphoryl]oxy-oxidophosphoryl]oxymethyl]-5-(6-aminopurin-9-yl)-4-hydroxyoxolan-3-yl] hydrogen phosphate,trihydrate Acetyl coenzyme A coenzyme A, acetyl- ac-S-CoA S-{(9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydro-2-furanyl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3λ,5λ-diphosphaheptadecan-17-yl} ethanethioate S-{(9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydro-2-furanyl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3λ,5λ- diphosphaheptadecan-17-yl} ethanethioate [3H]-Acetyl-Coenzyme A (2-Acetoxyethyl)trimethylammonium Ach acetyl-S-CoA Acetylcholinum acetylCoA Acetyl-Coenzyme A [14C]-Acetylcholine Coenzyme A, S-acetate acetylcholine acetylcholine cation

Description	Acetyl-coenzyme A (Acetyl-CoA) is a membrane-impermeant central metabolic intermediate, participates in the TCA cycle and oxidative phosphorylation metabolism. Acetyl-coenzyme A, regulates various cellular mechanisms by providing (sole donor) acetyl groups to target amino acid residues for post-translational acetylation reactions of proteins. Acetyl Coenzyme A is also a key precursor of lipid synthesis[1][2][3][4].
Related Catalog	Research Areas >> Cardiovascular Disease Signaling Pathways >> Autophagy >> Autophagy Research Areas >> Metabolic Disease
Target	Human Endogenous Metabolite
In Vitro	Acetyl coenzyme A 在饥饿的 U2OS 细胞中增加细胞质蛋白乙酰化，同时减少饥饿诱导的自噬通量。(U2OS 细胞稳定表达 GFP-LC3 并显微注射Acetyl coenzyme A; 在无营养条件下，用 100 nM BafA1 孵育 3 h 后固定)[2]。
In Vivo	Acetyl coenzyme A 通过抑制适应不良的自噬来抑制压力超负荷诱导的小鼠心肌病[2][3]。被剥夺食物 (但可以随意饮水) 24 小时的小鼠在几个器官 (包括心脏和肌肉) 中表现出总 Acetyl coenzyme A 水平显着降低，对应于蛋白质乙酰化水平的降低。相同的实验条件对大脑中 Acetyl coenzyme A 的浓度没有重大影响，实际上会增加肝脏 Acetyl coenzyme A 和蛋白质乙酰化水平[4]。
References	[1]. Choudhary C, et al. The growing landscape of lysine acetylation links metabolism and cell signalling. Nat Rev Mol Cell Biol. 2014 Aug;15(8):536-50. [2]. Mariño G, et al. Regulation of autophagy by cytosolic acetyl-coenzyme A. Mol Cell. 2014 Mar 6;53(5):710-25. [3]. Zhu H, et al. Cardiac autophagy is a maladaptive response to hemodynamic stress. J Clin Invest. 2007 Jul;117(7):1782-93. [4]. Pietrocola F, et al. Acetyl coenzyme A: a central metabolite and second messenger. Cell Metab. 2015 Jun 2;21(6):805-21.

Density	1.9±0.1 g/cm3
Molecular Formula	C₂₃H₃₈N₇O₁₇P₃S
Molecular Weight	809.571
Exact Mass	809.125793
PSA	425.34000
LogP	-3.89
Index of Refraction	1.718

108-24-7

85-61-0

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Literature: Journal of the American Chemical Society, , vol. 75, p. 2520 Journal of Biological Chemistry, , vol. 203, p. 869,872, 877

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Literature: US2013/66035 A1, ; Page/Page column ;

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Literature: Biochemische Zeitschrift, , vol. 329, p. 175 Journal of Biological Chemistry, , vol. 199, p. 65,66

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Literature: Bioscience, biotechnology, and biochemistry, , vol. 67, # 10 p. 2106 - 2114

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Literature: Journal of the American Chemical Society, , vol. 74, p. 3205

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Literature: Biochemistry, , vol. 51, # 13 p. 2795 - 2803

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Literature: Organic Letters, , vol. 9, # 20 p. 3877 - 3880

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Literature: Biochemistry, , vol. 50, # 39 p. 8407 - 8416

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Literature: Biochemistry, , vol. 51, # 42 p. 8422 - 8434

Precursor 9
108-24-7 85-61-0 75-07-0 2466-76-4
34832-35-4 113-24-6 1420-36-6 64-19-7
604-98-8
DownStream 9
480-64-8 543-24-8 85-61-0 5147-00-2
2140-48-9 140-11-4 26157-58-4 1420-36-6
27548-93-2

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