Showing Metabocard for 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate (BASm0005166)

Not AvailableNot AvailableNot Available

Common Name

1-hexadecanoyl-2-(5z,8z,11z,14z-eicosatetraenoyl)-sn-glycero-3-phosphate

Description

PA(16:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.

Structure

Molecular Formula

C₃₉H₆₉O₈P

Average Mass

696.94700

Monoisotopic Mass

696.47301

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])[O-]

InChI Identifier

InChI=1S/C39H69O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h11,13,17-18,20,22,26,28,37H,3-10,12,14-16,19,21,23-25,27,29-36H2,1-2H3,(H2,42,43,44)/b13-11-,18-17-,22-20-,28-26-/t37-/m1/s1

InChI Key

SPYWWYSOADUXOQ-YABMZCMSSA-N

CHEBI ID

CHEBI:72864

HMDB ID

HMDB0114841

Pathways

Name	SMPDB/PathBank
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/16:0)
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/18:0)
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/20:0)
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/22:0)
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/24:0)
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/14:1(9Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/16:1(9Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/18:1(11Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/18:1(9Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/20:1(11Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/20:3(5Z,8Z,11Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/22:1(13Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/24:1(15Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/18:3(6Z,9Z,12Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/18:3(9Z,12Z,15Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/18:4(6Z,9Z,12Z,15Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(8Z,11Z,14Z,17Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/20:5(5Z,8Z,11Z,14Z,17Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/16:0/20:4(5Z,8Z,11Z,14Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/16:0/22:5(4Z,7Z,10Z,13Z,16Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/16:0/22:5(7Z,10Z,13Z,16Z,19Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/16:1(9Z)/16:0)
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/16:1(9Z)/16:1(9Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/16:1(9Z)/20:4(5Z,8Z,11Z,14Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:0/16:0)
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:0/18:0)
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:0/20:4(5Z,8Z,11Z,14Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/16:0)
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(9Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:1(9Z)/16:0)
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:1(9Z)/18:1(11Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:1(9Z)/18:1(9Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z)/16:0)
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/16:0)
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/16:1(9Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:0)
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(9Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)/16:0)
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)/20:4(5Z,8Z,11Z,14Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)/16:0)
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)/20:4(5Z,8Z,11Z,14Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(7Z,10Z,13Z,16Z,19Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/16:0)
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:4(5Z,8Z,11Z,14Z))
Cardiolipin Biosynthesis CL(16:0/20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/20:2(11Z,14Z))
De Novo Triacylglycerol Biosynthesis TG(16:0/20:4(5Z,8Z,11Z,14Z)/20:3(8Z,11Z,14Z))

State

Solid

Water Solubility

Not Available

logS

Not Available

pKa (Strongest Acidic)

Not Available

pKa (Strongest Basic)

Not Available

Hydrogen Acceptor Count

Not Available

Hydrogen Donor Count

Not Available

Rotatable Bond Count

Not Available

Physiological Charge

Not Available

Formal Charge

Not Available

Polarizability

Not Available

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