lipoxin B4

Base Information

Chemical Name:lipoxin B4
CAS No.:98049-69-5
Molecular Formula:C₂₀H₃₂O₅
Molecular Weight:352.471
Hs Code.:
ChEMBL ID:CHEMBL4576804
DSSTox Substance ID:DTXSID701318336
Metabolomics Workbench ID:2603
Nikkaji Number:J304.437H
Wikidata:Q4329
Mol file:98049-69-5.mol

Synonyms:5,14,15-THET;5,14,15-trihydroxy-6,8,10,12-eicosatetraenoic acid;5-methyl-LXB4;5D,14,15L-trihydroxy-6,8,10,12-eicosatetraenoic acid;lipoxin B4;LXB4

Suppliers and Price of lipoxin B4

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
LXB4
48Tests
$ 588.00

TRC
5(S),14(R)-LipoxinB4
25μg
$ 375.00

TRC
5(S),14(R)-LipoxinB4
50μg
$ 600.00

Cayman Chemical
Lipoxin B4 ≥95%
100μg
$ 806.00

Cayman Chemical
Lipoxin B4 ≥95%
50μg
$ 426.00

Cayman Chemical
Lipoxin B4 ≥95%
25μg
$ 224.00

American Custom Chemicals Corporation
(5S,14R,15S)-5,14,15-TRIHYDROXY-(6E,8Z,10E,12E)-EICOSATETRAENOIC ACID 95.00%
5MG
$ 502.12

Total 8 raw suppliers

Chemical Property of lipoxin B4

Chemical Property:

Appearance/Colour:Clear oil dissolved in ethanol
Vapor Pressure:2.39E-16mmHg at 25°C
Boiling Point:589.4 °C at 760 mmHg
Flash Point:324.3 °C
PSA：97.99000
Density:1.096 g/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:

98%Min ^*data from raw suppliers

LXB4 ^*data from reagent suppliers

Safty Information:

Pictogram(s): F,Xi
Hazard Codes:F,Xi
Statements: 11-36/37/38
Safety Statements: 16-26-36

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCC(C(C=CC=CC=CC=CC(CCCC(=O)O)O)O)O
Isomeric SMILES:CCCCC[C@@H]([C@@H](/C=C/C=C/C=C\C=C\[C@H](CCCC(=O)O)O)O)O
Uses Lipoxins are a series of anti-inflammatory lipid mediators whose brief appearance generally signals the resolution of inflammation. Lipoxin A4 (LXA4) is a potent inhibitor of leukotriene (LT)-triggered polymorphonuclear neutrophil (PMN)-endothelial cell interaction and also blocks PMN migration stimulated by LTB4. LXB4 is a positional isomer of LXA4 produced by the metabolism of 15-HETE or 15-HpETE by human leukocytes. At a concentration of 10-7 M, LXB4 inhibits PMN migration stimulated by LTB4 and inhibits LTB4-induced adhesion of PMNs with an IC50 value of ~3 X 10-10 M. 5(S),14(R)-Lipoxin B4 is a positional isomer of LXA4.

Technology Process of lipoxin B4

There total 12 articles about lipoxin B4 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:

: 94235-42-4,99529-21-2,105615-96-1,123878-03-5
4-[(2S,3S)-3-((1E,3E,5Z,7E)-(R)-9-Hydroxy-tetradeca-1,3,5,7-tetraenyl)-oxiranyl]-butyric acid

: 89663-86-5,94292-80-5,94292-82-7,94292-83-8,94292-84-9,94292-86-1,95341-55-2,119720-62-6,120442-99-1,121842-52-2,171030-11-8
Lipoxin A

: 92950-25-9,98049-68-4,98049-69-5,98049-79-7,98049-80-0,103001-19-0,103001-21-4,103001-22-5,106062-83-3,121786-22-9,121842-51-1,136781-63-0
Lipoxin B

Guidance literature:: Mechanism;
DOI:10.1016/S0040-4039(00)98692-1

Reference yield:

: 114144-28-4
5S-hydroxy-14,15-LTA₄

: 94292-83-8,171030-11-8
(7E,9E,11E,13E)-(5S,6R,15S)-5,6,15-Trihydroxy-icosa-7,9,11,13-tetraenoic acid

: 94292-84-9,171030-11-8
(7E,9E,11E,13E)-(5S,6S,15S)-5,6,15-Trihydroxy-icosa-7,9,11,13-tetraenoic acid

: 98049-69-5
LXB₄

: 98049-79-7
(5S,14S,15S)-trans-Lipoxin B

Guidance literature:: With water; Further byproducts given;
DOI:10.1016/S0040-4039(00)96323-8

Reference yield:

: 135068-38-1
(2S,3R)-Octane-1,2,3-triol

: 92950-25-9,98049-68-4,98049-69-5,98049-79-7,98049-80-0,103001-19-0,103001-21-4,103001-22-5,106062-83-3,121786-22-9,121842-51-1,136781-63-0
(6E,8E,10E,12E)-(5S,14S,15R)-5,14,15-Trihydroxy-icosa-6,8,10,12-tetraenoic acid

Guidance literature:: Multi-step reaction with 13 steps

1: pyridine / CH₂Cl₂ / 14 h / Ambient temperature

2: imidazole / dimethylformamide / 16 h / 25 °C

3: (i-C₄H₉)2AlH / CH₂Cl₂; hexane / 0.5 h / -78 °C

4: pyridinium chlorochromate / CH₂Cl₂ / 6 h / 25 °C

5: 1.) n-C₄H₉Li / 1.) THF, -78 deg C, 1 h, 2.) room temp., 3 h

6: iodine / benzene / 1 h / Ambient temperature

7: AgNO₃ / aq. ethanol; tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) room temp., 1 h

8: 1.) n-C₃H₇NH₂, / 1.) Pd6H₅)3>4, 2.) CuI / 1.) benzene, room temp., 45 min, 2.) benzene, 25 deg C, 2 h

9: HF/pyridine complex / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 0 - 25 deg C

10: aq. LiOH / tetrahydrofuran / 0 °C

11: diethyl ether / 0 °C

12: H₂ / Lindlar catalyst / CH₂Cl₂ / 25 °C

13: aq. LiOH / methanol / 25 °C

With pyridine; 1H-imidazole; propylamine; lithium hydroxide; n-butyllithium; hydrogen fluoride; hydrogen; iodine; diisobutylaluminium hydride; silver nitrate; pyridinium chlorochromate; Lindlar's catalyst; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1055/s-1986-31673