LIPOXIN A4
Synonym(s):(5S,6R,15S)-Trihydroxy-(7E,9E,11Z,13E)-Eicosatetraenoic acid;Lipoxin A₄ - CAS 89663-86-5 - Calbiochem;LXA₄, 5(S),6(R),15(S)-Trihydroxyeicosa-7- trans-9- trans-11- cis-13- trans-tetraenoic Acid;LXA₄, 5(S),6(R),15(S)-Trihydroxyeicosa-7-trans-9-trans-11-cis-13-trans-tetraenoic Acid
- CAS NO.:89663-86-5
- Empirical Formula: C20H32O5
- Molecular Weight: 352.47
- MDL number: MFCD00065845
- EINECS: 200-578-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-04-21 17:10:26
What is LIPOXIN A4?
Description
Lipoxin A4 (LXA4) is a trihydroxy fatty acid containing a conjugated tetraene, produced by the metabolism of 15-HETE or 15-HpETE with human leukocytes. LXA4 is equipotent to leukotriene B4 (LTB4; Item Nos. 10007240 | 20110) in inducing superoxide generation in human neutrophils at 0.1 μM. LXA4 is associated with several other biological functions including leukocyte activation, chemotaxis effects, natural killer cell inhibition, and monocyte migration and adhesion.
LXA4 MaxSpec® standard is a quantitative grade standard of LXA4 that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This LXA4 MaxSpec® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.
The Uses of LIPOXIN A4
Lipoxin A4 (LXA4) is a trihydroxy fatty acid containing a conjugated tetraene, produced by the metabolism of (±)15-HETE or 15-HpETE with human leukocytes. LXA4 is equipotent to leukotriene B4 in inducing superoxide generation in human neutrophils at 0.1 μM. LXA4 is associated with several other biological functions including leukocyte activation, chemotaxis effects, natural killer cell inhibition, and monocyte migration and adhesion. Analytical and biological comparisons of synthetic LXA4 with endogenously derived LXA4 have confirmed its identity as matching the natural product.
The Uses of LIPOXIN A4
Lipoxin A4 is a trihydroxy fatty acid produced through 15-HETE metabolism.
What are the applications of Application
Lipoxin A4 is a trihydroxy fatty acid produced through 15-HETE metabolism
Definition
ChEBI: A C20 hydroxy fatty acid having (5S)-, (6R)- and (15S)-hydroxy groups as well as (7E)- (9E)-, (11Z)- and (13E)-doubl bonds.
General Description
Caution! Product contains volatile liquid. Keep product cold at all times.
Biochem/physiol Actions
Lipoxin A4 (LXA4) is synthesized from arachidonic acid and is an endogenous lipoxygenase-derived eicosanoid mediator. It is a potent human protein kinase C activator. It inhibits cytotoxicity of natural killer cells. LXA4 regulates the immune system and inflammation. In the brain, it modulates neuronal signaling and slow wave sleep. LXA4 binds to cannabinoid receptors. LXA4 plays a key role in the maintenance of endometrium and reproductive function. Depletion of LXA4 contributes to the pathophysiology of cystic fibrosis (CF).
Properties of LIPOXIN A4
| Boiling point: | 589.4±50.0 °C(Predicted) |
| Density | 1.096±0.06 g/cm3(Predicted) |
| storage temp. | -20°C |
| solubility | A solution in ethanol, can isomerize and degrade when put into freeze thaw conditions or in solvents such as DMSO, or DMF, 50 mg/ml in Ethanol, 1 mg/ml in PBS (pH 7.2) |
| form | ethanol solution |
| pka | 4.67±0.10(Predicted) |
| color | Colorless to light yellow |
Safety information for LIPOXIN A4
| Signal word | Danger |
| Pictogram(s) |
![]() Flame Flammables GHS02 ![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H225:Flammable liquids H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P241:Use explosion-proof electrical/ventilating/lighting/…/equipment. P242:Use only non-sparking tools. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for LIPOXIN A4
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