Lipoxin A4

Modify Date: 2025-08-25 22:51:06

Lipoxin A4 Structure
Lipoxin A4 structure
Common Name Lipoxin A4
CAS Number 89663-86-5 Molecular Weight 352.47
Density 1.1±0.1 g/cm3 Boiling Point 589.4±50.0 °C at 760 mmHg
Molecular Formula C20H32O5 Melting Point N/A
MSDS USA Flash Point 324.3±26.6 °C
Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger

 Use of Lipoxin A4


Lipoxin A4 (LXA4), an endogenous lipoxygenase-derived eicosanoid mediator, has potent dual pro-resolving and anti-inflammatory properties[1]. Lipoxin A4 inhibits proliferation and inflammatory cytokine/chemokine production of human epidermal keratinocytes (NHEKs) associated with the ERK1/2 and NF-kB pathways[2]. Lipoxin A4 inhibits serum amyloid A (SAA)-mediated IL-8 release with an IC50 value of 25.74 nM[3].

 Names

Name lipoxin a4
Synonym More Synonyms

 Lipoxin A4 Biological Activity

Description Lipoxin A4 (LXA4), an endogenous lipoxygenase-derived eicosanoid mediator, has potent dual pro-resolving and anti-inflammatory properties[1]. Lipoxin A4 inhibits proliferation and inflammatory cytokine/chemokine production of human epidermal keratinocytes (NHEKs) associated with the ERK1/2 and NF-kB pathways[2]. Lipoxin A4 inhibits serum amyloid A (SAA)-mediated IL-8 release with an IC50 value of 25.74 nM[3].
Related Catalog
In Vitro Lipoxin A4 (LXA4) inhibits the expression of IL-6 and IL-8 in NHEKs[2]. Lipoxin A4 downregulates the expression of cyclin D1[2]. Lipoxin A4 also suppresses the ERK1/2 phosphorylation and NF-kB-p65 nuclear translocation of NHEKs[2]. LXA4 (100 nM; preincubation for 30 minutes)inhibits the proliferation of NHEKs with or without stimulating by LPS (10 μg/mL)[2]. LXA4 pretreatment (100  nM for 30 minutes) downregulates the LPS-induced secretion and expression of HMGB1 in keratinocytes[1]. Cell Proliferation Assay[2] Cell Line: Normal human epidermal keratinocytes (NHEKs) Concentration: 100 nM Incubation Time: 30 minutes Result: A significant increase in proliferation of NHEKs after 7 days of stimulation with LPS (10 μg/mL) was seen. However, there was a significant decrease in the proliferation of NHEKs when pretreated with LXA4 for 30 min. Western Blot Analysis[1] Cell Line: Normal human epidermal keratinocytes (NHEKs) Concentration: 100 nM Incubation Time: 30 minutes. Result: HMGB1 protein levels in the cytoplasm of NHEKs were induced by LPS, which were decreased after preincubation with LXA4 but decreased in the nucleus after stimulation with LPS.
References

[1]. Feng Hu, et al. Lipoxin A4 inhibits proliferation and inflammatory cytokine/chemokine production of human epidermal keratinocytes associated with the ERK1/2 and NF-κB pathways. J Dermatol Sci. 2015 Jun;78(3):181-8.

[2]. Steven Bozinovski, et al. Serum amyloid A opposes lipoxin A₄ to mediate glucocorticoid refractory lung inflammation in chronic obstructive pulmonary disease. Proc Natl Acad Sci U S A. 2012 Jan 17;109(3):935-40.

[3]. Xinxin Liu, et al. Lipoxin A4 and its analog suppress inflammation by modulating HMGB1 translocation and expression in psoriasis.Sci Rep. 2017 Aug 2;7(1):7100.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 589.4±50.0 °C at 760 mmHg
Molecular Formula C20H32O5
Molecular Weight 352.47
Flash Point 324.3±26.6 °C
Exact Mass 352.224976
PSA 97.99000
LogP 2.43
Vapour Pressure 0.0±3.8 mmHg at 25°C
Index of Refraction 1.541
InChIKey IXAQOQZEOGMIQS-SSQFXEBMSA-N
SMILES CCCCCC(O)C=CC=CC=CC=CC(O)C(O)CCCC(=O)O

 Safety Information

Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger
Hazard Statements H225-H319
Precautionary Statements P210-P280-P305 + P351 + P338-P337 + P313-P403 + P235
Personal Protective Equipment Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard Codes F: Flammable;
Risk Phrases 11
Safety Phrases 7-16
RIDADR UN 1170 3/PG 2
HS Code 2918199090

 Customs

HS Code 2918199090
Summary 2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

 Articles21

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 Lipoxin A4Bioassay

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Name: Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident pro...
Source: NCGC
Target: N/A
External Id: SERCaMPGLuc-p1-antagonist
Name: Inhibition of LPS-induced NF-kappaB activation in human THP-1 monocytes expressing lu...
Source: ChEMBL
Target: Nuclear factor NF-kappa-B p100 subunit
External Id: CHEMBL5040104
Name: qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in...
Source: NCGC
Target: TDP1 protein [Homo sapiens]
External Id: TDP1100
Name: Agonist activity at ALX/FPR2 receptor (unknown origin) expressed in HEK-293 cells ass...
Source: ChEMBL
Target: N/A
External Id: CHEMBL5040103
Name: qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in...
Source: NCGC
Target: TDP1 protein [Homo sapiens]
External Id: TDP1101
Name: Increase in human THP1 cells mediated phagocytosis of apoptotic polymorphonuclear leu...
Source: ChEMBL
Target: THP-1
External Id: CHEMBL901603
Name: Increase in human THP1 cells mediated phagocytosis of apoptotic polymorphonuclear leu...
Source: ChEMBL
Target: THP-1
External Id: CHEMBL901597
Name: Anti-inflammatory activity against human THP-1 monocytes assessed as increase in LPS-...
Source: ChEMBL
Target: THP-1
External Id: CHEMBL5040105
Name: Induction of phagocytosis in human THP-1-MF0 macrophages at 1 uM pretreated for 30 mi...
Source: ChEMBL
Target: THP-1
External Id: CHEMBL5040088
Name: Induction of phagocytosis in human THP-1-MF0 macrophages at 100 nM pretreated for 30 ...
Source: ChEMBL
Target: THP-1
External Id: CHEMBL5040087
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 Synonyms

LIPOXIN A
Lipoxin A4
LXA
(5S,6R,7E,9E,11Z,13E,15S)-5,6,15-Trihydroxy-7,9,11,13-icosatetraenoic acid
LXA4
5S,6R,15S-trihydroxy-7,9,13-trans-11-cis-eicosatetraenoic acid
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