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Lipoxin
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{{short description|Acronym for lipoxygenase interaction product}} <!-- The structure diagram should highlight the chiral centers, as the epi-lipoxins differ only in chirality--> {{Chembox | verifiedrevid = 444255012 | Name = Lipoxins A<sub>4</sub> and B<sub>4</sub> | ImageFile = Lipoxin A4.svg | ImageSize = 200px | ImageCaption = Lipoxin A<sub>4</sub> | ImageFile1 = Lipoxin B4.svg | ImageCaption1 = Lipoxin B<sub>4</sub> | PIN=A4: (5''S'',6''R'',7''E'',9''E'',11''Z'',13''E'',15''S'')-5,6,15-Trihydroxyicosa-7,9,11,13-tetraenoic acid<br />B4: (5''S'',6''E'',8''Z'',10''E'',12''E'',14''R'',15''S'')-5,14,15-Trihydroxyicosa-6,8,10,12-tetraenoic acid | OtherNames = LXA4 and LXB4 |Section1= {{Chembox Identifiers | IUPHAR_ligand = 1034 | IUPHAR_ligand_Comment = A4 | IUPHAR_ligand1 = 5216 | IUPHAR_ligand1_Comment = B4 | ChemSpiderID = 4444429 | ChemSpiderID_Comment = A4 | ChemSpiderID_Ref = {{chemspidercite|correct|}} | ChemSpiderID1 = 4444430 | ChemSpiderID1_Comment = B4 | ChemSpiderID1_Ref = {{chemspidercite|correct|}} | InChI_Comment = A4 | InChI = 1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t17-,18+,19-/m0/s1 | InChIKey = IXAQOQZEOGMIQS-SSQFXEBMSA-N | InChI1_Comment = B4 | InChI1 = 1S/C20H32O5/c1-2-3-8-14-18(22)19(23)15-10-7-5-4-6-9-12-17(21)13-11-16-20(24)25/h4-7,9-10,12,15,17-19,21-23H,2-3,8,11,13-14,16H2,1H3,(H,24,25)/b6-4-,7-5+,12-9+,15-10+/t17-,18+,19-/m1/s1 | InChIKey1 = UXVRTOKOJOMENI-WLPVFMORSA-N | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C20H32O5/c1-2-3-8-14-18(22)19(23)15-10-7-5-4-6-9-12-17(21)13-11-16-20(24)25/h4-7,9-10,12,15,17-19,21-23H,2-3,8,11,13-14,16H2,1H3,(H,24,25)/b6-4-,7-5+,12-9+,15-10+/t17-,18+,19-/m1/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = UXVRTOKOJOMENI-WLPVFMORSA-N | CASNo_Comment = A4 | CASNo_Ref = {{cascite|correct}} | CASNo = 89663-86-5 | CASNo1_Comment = B4 | CASNo1_Ref = {{cascite|correct}} | CASNo1 = 98049-69-5 | PubChem_Comment = A4 | PubChem = 5280914 | PubChem1_Comment = B4 | PubChem1 = 5280915 | ChEBI = 6498 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI1 = 6499 | ChEBI1_Ref = {{ebicite|correct|EBI}} | SMILES_Comment = A4 | SMILES = CCCCC[C@H](O)C=C\C=C/C=CC=CC(O)C(O)CCCC(O)=O | SMILES1_Comment = B4 | SMILES1 = O=C(O)CCC[C@H](O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCCC }} |Section2= {{Chembox Properties | Formula=C<sub>20</sub>H<sub>32</sub>O<sub>5</sub> | MolarMass=352.46508 g/mol }} }} A '''lipoxin''' ('''LX''' or '''Lx'''), an acronym for [[lipoxygenase]] interaction product, is a bioactive [[autacoid]] metabolite of [[arachidonic acid]] made by various cell types. They are categorized as [[nonclassic eicosanoid]]s and members of the [[specialized pro-resolving mediator]] (SPM) family of [[polyunsaturated fatty acid]] (PUFA) metabolites. Like other SPMs, LXs form during an [[inflammatory response]] and act to resolve it. The first lipoxins identified were lipoxin A<sub>4</sub> (LXA<sub>4</sub>) and lipoxin B<sub>4</sub> (LXB<sub>4</sub>), followed by their respective [[epimer]]s, the [[epi-lipoxin]]s 15-epi-LXA<sub>4</sub> and 15-epi-LXB<sub>4</sub>.
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