Palmitoyl-CoA

Palmitoyl-CoA
Identifiers

CAS Number	1763-10-6^Y
ChemSpider	559149
Jmol interactive 3D	Image
KEGG	C00154
MeSH	Palmitoyl+Coenzyme+A
PubChem	644109
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 Key: MNBKLUUYKPBKDU-BBECNAHFSA-N InChI=1/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 Key: MNBKLUUYKPBKDU-BBECNAHFBL
SMILES CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)O
Properties
Chemical formula	C₃₇H₆₆N₇O₁₇P₃S
Molar mass	1004.94 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

Palmitoyl-CoA is an acyl-CoA thioester used in the biosynthesis of sphingosine:^[1]^[2]

Palmitoyl-CoA is part of the carnitine shuttle system, which transports other fatty acyl-CoA molecules into the mitochondria for β-oxidation.

Additional images

References

↑ Brady, R.N., DiMari, S.J. and Snell, E.E. (1969). "Biosynthesis of sphingolipid bases. 3. Isolation and characterization of ketonic intermediates in the synthesis of sphingosine and dihydrosphingosine by cell-free extracts of Hansenula ciferri". J. Biol. Chem. 244: 491–496. PMID 4388074.
↑ Stoffel, W., Le Kim, D. and Sticht, G. (1968). "Biosynthesis of dihydrosphingosine in vitro". Hoppe-Seyler's Z. Physiol. Chem. 349: 664–670. doi:10.1515/bchm2.1968.349.1.664. PMID 4386961.

Lysophospholipid signaling

Receptor
(ligands)

LPA	Agonists: 1-Oleoyl-LPA 1-Palmitoyl-LPA GRI-977143 LPA OMPT Antagonists: H2L-5186303 H2L-5765834 Ki-16425 TC-LPA5 4 VPC-32183

S1P	Agonists: Amiselimod Ceralifimod CS-2100 CYM-5442 CYM-5520 CYM 5541 CYM-50260 CYM-50308 Dihydro-S1P (sphinganine 1-phosphate) Fingolimod Fingolimod phosphate KRP-203 Phyto-S1P Ponesimod RP-001 RP-002 RPC-1063 SEW-2871 Siponimod S1P SPC TC-G 1006 TC-SP 14 W-061 XAX-162 Antagonists: CS-0777 CYM-50358 JTE-013 TY-52156 VPC-23019 W-146

Enzyme
(inhibitors)

SPT	Myriocin

Ceramidase	Ceranib 1 OEA

SphK	N,N-DMS Safingol SKI II

Others

Precursors: LPA: LPC; S1P: Palmitoyl-CoA
Serine
3-Ketosphinganine (dehydrosphingosine)
Dihydrosphingosine (sphinganine)
Dihydroceramide
Ceramide
Sphingosine

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