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CAS 524-14-1

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Malonyl CoA

Description:
Malonyl CoA, or malonyl coenzyme A, is a crucial intermediate in various metabolic pathways, particularly in fatty acid synthesis and degradation. It is formed from acetyl CoA and bicarbonate in a reaction catalyzed by the enzyme acetyl-CoA carboxylase. This compound plays a significant role in regulating fatty acid metabolism, as it inhibits carnitine acyltransferase I, thereby preventing the transport of fatty acids into the mitochondria for β-oxidation. Structurally, malonyl CoA consists of a malonate group linked to coenzyme A, which contributes to its reactivity and function in biosynthetic pathways. It is a highly polar molecule, making it soluble in aqueous environments, which is essential for its role in cellular metabolism. Malonyl CoA is also involved in the synthesis of other biomolecules, including certain amino acids and polyketides. Its regulation is critical for maintaining energy homeostasis and lipid metabolism in cells. Overall, malonyl CoA is a vital metabolite with significant implications in biochemistry and cellular physiology.
Formula:C24H38N7O19P3S
InChI:InChI=1S/C24H38N7O19P3S/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41)/t12-,17-,18-,19+,23-/m1/s1
InChI key:InChIKey=LTYOQGRJFJAKNA-DVVLENMVSA-N
SMILES:O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@H](COP(OP(OCC([C@H](C(NCCC(NCCSC(CC(O)=O)=O)=O)=O)O)(C)C)(=O)O)(=O)O)[C@H]1OP(=O)(O)O
Synonyms:
  • Malonyl CoA
  • Malonyl coenzyme A
  • Coenzyme A, S-(hydrogen malonate)
  • Thiomalonic acid S-ester with coenzyme A
  • Coenzyme A, S-(hydrogen propanedioate)
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