palmitoyl CoA

HCID 644109

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Basic information

CAS: 1763-10-6
Standard SMILES: CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)(O)O
InChIKey: MNBKLUUYKPBKDU-BBECNAHFSA-N
Molecular formula: C37H66N7O17P3S
Average molar mass: 1,005.9 g/mol
Monoisotopic mass: 1,005.34487583

Names & identifiers

Preferred name: palmitoyl CoA
IUPAC: S-[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
English name: PALMITOYL COENZYME A POTASSIUM SALT
Molecular formula: C37H66N7O17P3S
Molecular weight: 1005.95

Names & synonyms

palmitoyl-CoApalmitoyl coenzyme Apalmitoyl CoAhexadecanoyl CoA1763-10-6Coenzyme A, S-hexadecanoateDTXSID701027137Coenzyme A, PalmitoylCHEBI:15525Palmityl CoAS-[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] hexadecanethioateCoA, Palmitoyl

Show more names

Palmityl-CoAPalmityl coenzyme AS-palmitoylcoenzyme ACoenzyme A S-palmitateCoenzyme A S-hexadecanoatePALMITOYL COENZYME A, K SALTcoenzyme A palmitoyl derivativePALMITOYL COENZYME A POTASSIUM SALT

CoA, PalmitylCoA, Hexadecanoyl3'-phosphoadenosine 5'-(3-{(3R)-4-[(3-{[2-(hexadecanoylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} dihydrogen diphosphate)3'-phosphoadenosine 5'-(3-((3R)-4-((3-((2-(hexadecanoylsulfanyl)ethyl)amino)-3-oxopropyl)amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl) dihydrogen diphosphate)S-(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) hexadecanethioateRefChem:389178DTXCID001511375217-177-7

Database identifiers

CAS: 1763-10-6
PubChem CID: 644109
DTXSID: DTXSID701027137
ChEBI: CHEBI:15525
EC Number: 217-177-7
Nikkaji: J207.891K

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 389 Å²
Hydrogen bond donors: 9
Hydrogen bond acceptors: 22
Rotatable bonds: 34
Heavy atoms: 65
Formal charge: 0
Complexity: 1,620

Experimental & physicochemical properties

Physical DescriptionSolid

Collision Cross Section296.2 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]；296.46 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

Physicochemical properties

storage temp.: 0 °C · Store at 0°C
Density: 1.54 · 1.54±0.1 g/cm3(Predicted)
pka: 1.16 · 1.16±0.50(Predicted)

Chemistry & industry

Pharmacology

Tissue LocationsBrain；Erythrocyte；Fibroblasts；Heart；Kidney；Liver；Lung；Neuron；Pancreas；Placenta；Skeletal Muscle

Cellular LocationsExtracellular；Membrane

Metabolite Pathways · 1 item

Cardiolipin Biosynthesis CL(16:0/16:0/16:0/16:0)；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/16:1(9Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/18:0)；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/18:1(11Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/18:1(9Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/18:2(9Z,12Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/20:4(5Z,8Z,11Z,14Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/22:5(4Z,7Z,10Z,13Z,16Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/22:5(7Z,10Z,13Z,16Z,19Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))；Total 2697 pathways, visit the HMDB page for details

Applications · 1 item

UsesPalmitoyl 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].

Suppliers11 total

上海梅凯科技有限公司021-68689288 15300790979 · [email protected]

湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]

池州凯隆进出口贸易有限公司[email protected]

BOC Sciences16314854226 · [email protected]

Alfa Chemistry+1-5166625404 · [email protected]

Additional notes · 1 item

DefinitionChEBI: 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 an Escherichia coli metabolite and a mouse metabolite. It is a long-chain fatty acyl-CoA, a palmitoyl bioconjugate, an 11,12-saturated fatty acyl-CoA and a 3-substituted propionyl-CoA. It is functionally related to a coenzyme A, a hexadecanoic acid and a hexadecanoate. It is a conjugate acid of a palmitoyl-CoA(4-).