Skip to Content
Merck
CN

L0521

Lipoxin A4

ethanol solution

Synonym(s):

(5S,6R,15S)-Trihydroxy-(7E,9E,11Z,13E)-Eicosatetraenoic acid

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C20H32O5
CAS Number:
89663-86-5
Molecular Weight:
352.47
NACRES:
NA.77
PubChem Substance ID:
24896257
UNSPSC Code:
12352211
EC Number:
200-578-6
MDL number:
MFCD00065845

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Lipoxin A4, ethanol solution

InChI key

IXAQOQZEOGMIQS-SSQFXEBMSA-N

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

SMILES string

CCCCC[C@H](O)\C=C\C=C/C=C/C=C/[C@@H](O)[C@@H](O)CCCC(O)=O

form

ethanol solution

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

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).

Packaging

Packaged under argon.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

55.4 °F

flash_point_c

13 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SLCQ7104
SLCN6184
SLBT7048
SLBS9136
SLBR3625V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The role of lipoxin A 4 in endometrial biology and endometriosis.
Canny GO and Lessey BA
Mucosal Immunology, 6(3), 439-439 (2013)
Stephanie G Dakin et al.
Scientific reports, 7(1), 11009-11009 (2017-09-10)
The mechanisms underpinning the failure of inflammation to resolve in diseased musculoskeletal soft tissues are unknown. Herein, we studied bioactive lipid mediator (LM) profiles of tendon-derived stromal cells isolated from healthy donors and patients with chronic tendinopathy. Interleukin(IL)-1β treatment markedly
Physiological impact of abnormal lipoxin A4 production on cystic fibrosis airway epithelium and therapeutic potential.
Higgins G, et al.
BioMed Research International, 2015(3), 439-439 (2015)
Anti-inflammatory lipoxin A4 is an endogenous allosteric enhancer of CB1 cannabinoid receptor.
Pamplona FA, et al.
Proceedings of the National Academy of Sciences of the USA, 109(51), 21134-21139 (2012)
K C Nicolaou et al.
Biochimica et biophysica acta, 1003(1), 44-53 (1989-05-15)
Addition of (15S)-hydroxy-5,8,11-cis-13-trans-eicosatetraenoic acid (15-HETE) and the ionophore A23187 (2.5 microM) to human neutrophils led to the formation of both lipoxin A4 and lipoxin B4 as well as a novel 5,6,15-trihydroxyeicosatetraenoic acid. The new compound was identified using an improved
View All Related Papers

Related Content

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service