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89663-86-5

89663-86-5 structure
89663-86-5 structure
  • Name: Lipoxin A4
  • Chemical Name: lipoxin a4
  • CAS Number: 89663-86-5
  • Molecular Formula: C20H32O5
  • Molecular Weight: 352.47
  • Catalog: Signaling Pathways Immunology/Inflammation Interleukin Related
  • Create Date: 2016-04-22 18:52:24
  • Modify Date: 2024-01-14 11:07:27
  • 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].

Name lipoxin a4
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
7,9,11,13-Eicosatetraenoic acid, 5,6,15-trihydroxy-, (5S,6R,7E,9E,11Z,13E,15S)-
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.

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
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
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%