Lipoxin

Lipoxins A₄ and B₄

Lipoxin A4
Lipoxin B4
Names
Preferred IUPAC name A4: (5S,6R,7E,9E,11Z,13E,15S)-5,6,15-Trihydroxyicosa-7,9,11,13-tetraenoic acid B4: (5S,6E,8Z,10E,12E,14R,15S)-5,14,15-Trihydroxyicosa-6,8,10,12-tetraenoic acid
Other names LXA4 and LXB4
Identifiers
CAS Number	89663-86-5 A4 Y 98049-69-5 B4 Y
3D model (JSmol)	A4: Interactive image B4: Interactive image
ChEBI	CHEBI:6498 Y CHEBI:6499 Y
ChemSpider	4444429 A4 Y 4444430 B4 Y
IUPHAR/BPS	1034 A4 5216 B4
PubChem CID	5280914 A4 5280915 B4
CompTox Dashboard (EPA)	DTXSID701318336
InChI InChI=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 Y Key: UXVRTOKOJOMENI-WLPVFMORSA-N Y 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 Key: IXAQOQZEOGMIQS-SSQFXEBMSA-N B4: InChI=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 Key: UXVRTOKOJOMENI-WLPVFMORSA-N
SMILES A4: CCCCC[C@H](O)C=C\C=C/C=CC=CC(O)C(O)CCCC(O)=O B4: O=C(O)CCC[C@H](O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCCC
Properties
Chemical formula	C20H32O5
Molar mass	352.46508 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

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 eicosanoids and members of the specialized pro-resolving mediators (SPMs) family of polyunsaturated fatty acid (PUFA) metabolites. Like other SPMs, LXs form during, and then act to resolve, inflammatory responses. Initially, two lipoxins were identified, lipoxin A₄ (LXA₄) and LXB₄, but more recent studies have identified epimers of these two LXs: the epi-lipoxins, 15-epi-LXA₄ and 15-epi-LXB₄ respectively.