lipoxin A4

Base Information

Chemical Name:lipoxin A4
CAS No.:89663-86-5
Deprecated CAS:94292-81-6
Molecular Formula:C20H32 O5
Molecular Weight:352.471
Hs Code.:2918199090
UNII:F7C6J3D79J
ChEMBL ID:CHEMBL392438
DSSTox Substance ID:DTXSID6040535
Metabolomics Workbench ID:2602
NCI Thesaurus Code:C175296
Nikkaji Number:J138.388D
Pharos Ligand ID:56C8GZ9J8LUA
Wikidata:Q27082450
Mol file:89663-86-5.mol

Synonyms:15-epi-lipoxin A4;15-epi-LXA4;5,6,15-tri-HETE;5,6,15-triHETE;5,6,15-trihydroxy-7,9,11,13-eicosatetraenoic acid;lipoxin A4;LXA4

Suppliers and Price of lipoxin A4

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Lipoxin A4
96Tests
$ 739.00

Usbiological
Lipoxin A4
96Tests
$ 948.00

Sigma-Aldrich
Lipoxin A4 ethanol solution
25 μg
$ 928.00

Sigma-Aldrich
Lipoxin A4 ethanol solution
25ug
$ 339.00

Sigma-Aldrich
Lipoxin A?
25ug
$ 339.00

Cayman Chemical
Lipoxin A4 MaxSpec? Standard ≥95%
10μg
$ 242.00

Cayman Chemical
Lipoxin A4 ≥95%
25μg
$ 179.00

Cayman Chemical
Lipoxin A4 ≥95%
100μg
$ 642.00

Cayman Chemical
Lipoxin A4 ≥95%
250μg
$ 1426.00

Cayman Chemical
Lipoxin A4 ≥95%
50μg
$ 340.00

Total 32 raw suppliers

Chemical Property of lipoxin A4

Chemical Property:

Vapor Pressure:2.39E-16mmHg at 25°C
Boiling Point:589.4°C at 760 mmHg
PKA:4.67±0.10(Predicted)
Flash Point:324.3°C
PSA：97.99000
Density:1.096g/cm³
LogP:3.12910
Storage Temp.:−20°C
XLogP3:3.1
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:14
Exact Mass:352.22497412
Heavy Atom Count:25
Complexity:451

Purity/Quality:

97% ^*data from raw suppliers

Lipoxin A4 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:F
Statements: 11
Safety Statements: 7-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CCCCCC(C=CC=CC=CC=CC(C(CCCC(=O)O)O)O)O
Isomeric SMILES:CCCCC[C@@H](/C=C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)O)O
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.
Uses 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. Lipoxin A4 is a trihydroxy fatty acid produced through 15-HETE metabolism.

Technology Process of lipoxin A4

There total 43 articles about lipoxin A4 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 66.0%

: ethyl (5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxyicosa-7,9,11,13-tetraenoate

: 89663-86-5,171030-11-8
lipoxin A₄

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 4 ℃; for 15h;

Reference yield:

: 22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7
2-deoxy-D-ribose

: 89663-86-5,171030-11-8
lipoxin A₄

Guidance literature:: Multi-step reaction with 11 steps

1: acetyl chloride / 18 h / Ambient temperature

2: 84 percent / butan-2-one / 12 h / Heating

3: 86 percent / 12N hydrochloric acid / ethanol; dioxane / 1 h / Heating

4: tetrahydrofuran / Ambient temperature

5: H₂ / Pd_.C / ethanol

6: (COCl)2/DMSO/Et₃N / tetrahydrofuran / -60 °C

8: I₂ / CH₂Cl₂ / Irradiation

9: tetrahydrofuran / 0.08 h / -100 °C

10: n-Bu₄NF/HOAc / tetrahydrofuran

11: 10N NaOH / methanol / Ambient temperature

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; acetic acid; dimethyl sulfoxide; triethylamine; acetyl chloride; palladium on activated charcoal; iodine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; butanone;
DOI:10.1021/ja00288a032

Reference yield:

: 863396-35-4
methyl-2-deoxyribopyranoside

: 89663-86-5,171030-11-8
lipoxin A₄

Guidance literature:: Multi-step reaction with 10 steps

1: 84 percent / butan-2-one / 12 h / Heating

2: 86 percent / 12N hydrochloric acid / ethanol; dioxane / 1 h / Heating

3: tetrahydrofuran / Ambient temperature

4: H₂ / Pd_.C / ethanol

5: (COCl)2/DMSO/Et₃N / tetrahydrofuran / -60 °C

7: I₂ / CH₂Cl₂ / Irradiation

8: tetrahydrofuran / 0.08 h / -100 °C

9: n-Bu₄NF/HOAc / tetrahydrofuran

10: 10N NaOH / methanol / Ambient temperature

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; acetic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; iodine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; butanone;
DOI:10.1021/ja00288a032