CAS 1420-36-6: Acetoacetyl-CoA

Description: Acetoacetyl-CoA, with the CAS number 1420-36-6, is a thioester compound that plays a crucial role in metabolic pathways, particularly in the synthesis and degradation of fatty acids and ketone bodies. It is formed from the condensation of acetyl-CoA and acetoacetate, serving as an important intermediate in the biosynthesis of cholesterol and other lipids. Structurally, acetoacetyl-CoA consists of an acetoacetyl group linked to coenzyme A, which facilitates its participation in various enzymatic reactions. The compound is typically a colorless to pale yellow liquid and is soluble in water due to the presence of the polar coenzyme A moiety. Acetoacetyl-CoA is involved in the regulation of metabolic processes and can influence energy production, particularly during periods of fasting or low carbohydrate intake. Its reactivity is characterized by the presence of the carbonyl group, making it susceptible to nucleophilic attack, which is essential for its role in metabolic pathways. Overall, acetoacetyl-CoA is a vital metabolite in cellular metabolism and energy homeostasis.

Formula: C₂₅H₄₀N₇O₁₈P₃S

InChI: InChI=1S/C25H40N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t14-,18-,19-,20+,24-/m1/s1

InChI key: InChIKey=OJFDKHTZOUZBOS-CITAKDKDSA-N

SMILES: O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC1OC(N2C=NC=3C(=NC=NC32)N)C(O)C1OP(=O)(O)O)CC(=O)C

Synonyms:

• Acetoacetyl coa
• Acetoacetylcoenzyme A
• Coenzyme A, S-(3-oxobutanoate)
• Coenzyme A, S-acetoacetate
• S-Acetoacetyl-CoA
• 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-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} 3-oxobutanethioate (non-preferred name)
• S-{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-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} 3-oxobutanethioate (non-preferred name)
• S-{1-[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-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} 3-oxobutanethioate (non-preferred name)
• S-Acetoacetylcoenzyme A

Coenzyme A, S-(3-oxobutanoate)

CAS: 1420-36-6

• Formula: C₁₀H₁₀N₃NaO₅
• Purity: 90%
• Molecular weight: 275.1933

Acetoacetyl Coenzyme A Sodium Salt Hydrate (>90%)

CAS: 1420-36-6

Applications Acetoacetyl-CoA is a derivative of CoA (C636400). In the mevalonate pathway, Acetoacetyl-CoA is a …

• Formula: C₂₅H₄₀N₇O₁₈P₃S·xNa·xH₂O
• Purity: >90%
• Color and Shape: Neat
• Molecular weight: 851.61 + x(18.02) + x(22.99)

S-Acetoacetate coenzyme A

CAS: 1420-36-6

Acetoacetate CoA is an intermediate in the metabolic pathway of fatty acid synthesis. It is …

• Formula: CHNOPS
• Purity: Min. 95%