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20:0 Coenzyme A eicosanoyl Coenzyme A (ammonium salt)

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Category	Acyl CoA - Saturated Fatty Acid
Catalog NO.	BPG-3063
Product Name	20:0 Coenzyme A eicosanoyl Coenzyme A (ammonium salt)
CAS	799812-91-2
Molecular Formula	C41H83N10O17P3S
Molecular Weight	1113.14

20:0 Coenzyme A eicosanoyl Coenzyme A (ammonium salt)

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Product Information

Description	20:0 Coenzyme A belongs to the group of long-chain acyl-CoAs. It serves as a key lipid metabolite.
Synonyms	arachidoyl Coenzyme A (ammonium salt); eicosanoyl Coenzyme A (ammonium salt)
IUPAC Name	triazanium;[(2R,3R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[[[(3R)-3-hydroxy-4-[[3-(2-icosanoylsulfanylethylamino)-3-oxopropyl]amino]-2,2-dimethyl-4-oxobutoxy]-oxidophosphoryl]oxy-oxidophosphoryl]oxymethyl]oxolan-3-yl] hydrogen phosphate
Canonical SMILES	CCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)([O-])OP(=O)([O-])OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)[O-])O.[NH4+].[NH4+].[NH4+]
InChI	InChI=1S/C41H74N7O17P3S.3H3N/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48;;;/h28-30,34-36,40,51-52H,4-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56);3*1H3/t30-,34?,35+,36+,40-;;;/m1.../s1
InChIKey	FCQFGWHSMZFGCX-LEEULGQNSA-N
Purity	>99%
Appearance	Powder
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	1113.141
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 44.24%, H 7.52%, N 12.58%, O 24.43%, P 8.35%, S 2.88%

References

1. Vollheyde K, Yu D, Hornung E, Herrfurth C, Feussner I. The Fifth WS/DGAT Enzyme of the Bacterium Marinobacter aquaeolei VT8. Lipids. 2020 May 20. doi: 10.1002/lipd.12250. Epub ahead of print. PMID: 32434279. PubMed ID: 32434279.
2. Ben-David O, Pewzner-Jung Y, Brenner O, Laviad EL, Kogot-Levin A, Weissberg I, Biton IE, Pienik R, Wang E, Kelly S, Alroy J, Raas-Rothschild A, Friedman A, Brügger B, Merrill AH Jr, Futerman AH. Encephalopathy caused by ablation of very long acyl chain ceramide synthesis may be largely due to reduced galactosylceramide levels. J Biol Chem. 2011 Aug 26;286(34):30022-33. doi: 10.1074/jbc.M111.261206. Epub 2011 Jun 24. PMID: 21705317; PMCID: PMC3191043. PubMed ID: 21705317.

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