CAS 1763-10-6: Coenzyme A, S-hexadecanoate

Description:Coenzyme A, S-hexadecanoate, also known as palmitoyl-CoA, is a thioester derivative of coenzyme A and hexadecanoic acid (palmitic acid). It plays a crucial role in various metabolic pathways, particularly in fatty acid metabolism and the synthesis of lipids. This compound is characterized by its involvement in the activation of fatty acids for subsequent beta-oxidation, which is essential for energy production in cells. Structurally, it features a coenzyme A moiety linked to a long-chain fatty acid, imparting hydrophobic properties that facilitate its interaction with lipid membranes and enzymes. Coenzyme A, S-hexadecanoate is also important in the synthesis of complex lipids and serves as a substrate for acylation reactions. Its presence is vital in cellular processes, including the synthesis of cholesterol and steroid hormones. Additionally, it is involved in the regulation of various metabolic pathways, highlighting its significance in biochemistry and cellular physiology.

Formula:C₃₇H₆₆N₇O₁₇P₃S

InChI:InChI=1S/C37H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h24-26,30-32,36,47-48H,4-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/t26-,30-,31-,32+,36-/m1/s1

InChI key:InChIKey=MNBKLUUYKPBKDU-BBECNAHFSA-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)CCCCCCCCCCCCCCC

Synonyms:
Coenzyme A, S-palmitate
Coenzyme A, palmitate
Hexadecanoyl-CoA
Hexadecanoyl-coenzyme A
Palmitoyl CoA
Palmitoyl coenzyme A
Palmityl coenzyme A
Palmityl-CoA
S-Palmitoylcoenzym A
S-Palmityl coenzyme A
See more synonyms
S-Palmityl-CoA
S-palmitoilcoenzima A
S-palmitoylcoenzyme A
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} hexadecanethioate (non-preferred name)
Coenzyme A, S-hexadecanoate
Coenzyme A, S-hexadecanoate
S-{(3S,5R,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} hexadecanethioate (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} hexadecanethioate (non-preferred name)