CHEBI:72864 - 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate(2−)

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ChEBI Name 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate(2−)
ChEBI ID CHEBI:72864
ChEBI ASCII Name 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate(2-)
Definition A 1,2-diacyl-sn-glycerol 3-phosphate(2−) in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 5Z,8Z,11Z,14Z-eicosatetraenoyl (arachidonoyl) respectively; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
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Supplier Information
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Formula C39H67O8P
Net Charge -2
Average Mass 694.91820
Monoisotopic Mass 694.45845
InChI 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)/p-2/b13-11-,18-17-,22-20-,28-26-/t37-/m1/s1
InChIKey SPYWWYSOADUXOQ-YABMZCMSSA-L
SMILES CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])([O-])=O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via phosphatidate(2-) )
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ChEBI Ontology
Outgoing 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate(2−) (CHEBI:72864) is a 1,2-diacyl-sn-glycerol 3-phosphate(2−) (CHEBI:58608)
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate(2−) (CHEBI:72864) is conjugate base of 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate (CHEBI:73262)
Incoming 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate (CHEBI:73262) is conjugate acid of 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate(2−) (CHEBI:72864)
IUPAC Name
(2R)-3-(hexadecanoyloxy)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl phosphate
Synonyms Sources
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate UniProt
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-icosatetraenoyl)-sn-glycero-3-phosphate(2−) ChEBI
2-arachidonoyl-1-palmitoyl-sn-glycero-3-phosphate(2−) ChEBI
PA(16:0/20:4(5Z,8Z,11Z,14Z)) SUBMITTER
Last Modified
22 April 2013