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Palmitoyl coenzyme A

CAT: 0804-HY-154922Size: 1 EachDry Ice: NoHazardous: No
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Description
Palmitoyl coenzyme A is an acyl-CoA thioester that can be transported into the mitochondrial matrix via the carnitine shuttle system and is involved in β-oxidation. Palmitoyl coenzyme A can also be used as a substrate for sphingosine biosynthesis[1][2].
CAS Number
1763-10-6
Product Name Alternative
Palmitoyl CoA
UNSPSC
12352204
Target
Endogenous Metabolite
Type
Biochemical Assay Reagents
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/palmitoyl-coenzyme-a.html
Solubility
10 mM in DMSO
Smiles
O[C@H]1[C@@H](O[C@@H]([C@H]1OP(O)(O)=O)COP(OP(OCC(C)(C)[C@@H](O)C(NCCC(NCCSC(CCCCCCCCCCCCCCC)=O)=O)=O)(O)=O)(O)=O)N2C3=NC=NC(N)=C3N=C2
Molecular Formula
C37H66N7O17P3S
Molecular Weight
1005.94
References & Citations
[1]A G Goodridge, et al. Regulation of the activity of acetyl coenzyme A carboxylase by palmitoyl coenzyme A and citrate. J Biol Chem. 1972 Nov 10;247 (21) :6946-52.|[2]L A Fahien, et al. Regulation of glutamate dehydrogenase by palmitoyl-coenzyme A. Arch Biochem Biophys. 1981 Nov;212 (1) :247-53.
Shipping Conditions
Room temperature
Scientific Category
Enzyme
Clinical Information
No Development Reported

Chemical Information

palmitoyl CoA

Palmitoyl-CoA is a long-chain fatty acyl-CoA resulting from the formal condensation of the carboxy group of hexadecanoic acid with the thiol group of coenzyme A. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is a saturated fatty acyl-CoA, a long-chain fatty acyl-CoA, a 3-substituted propionyl-CoA, a palmitoyl bioconjugate and an 11,12-saturated fatty acyl-CoA. It is functionally related to a coenzyme A and a hexadecanoic acid. It is a conjugate acid of a palmitoyl-CoA(4-).

CAS Number1763-10-6
PubChem CID644109
IUPAC NameS-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] hexadecanethioate
Molecular FormulaC37H66N7O17P3S
Molecular Weight1005.9
XLogP1.7
Topological Polar Surface Area389
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count22
Rotatable Bond Count34
Heavy Atom Count65
Formal Charge0
Complexity1620
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)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
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
InChIKey
MNBKLUUYKPBKDU-BBECNAHFSA-N
Chemical Structure
2D Structure
2D structure of palmitoyl CoA
CAS: 1763-10-6
CID: 644109
Formula: C37H66N7O17P3S
MW: 1005.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1005.9
XLogP31.7
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count22
Rotatable Bond Count34
Exact Mass1005.34487583
Monoisotopic Mass1005.34487583
Topological Polar Surface Area389 Ų
Heavy Atom Count65
Formal Charge0
Complexity1620
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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