Resolvin D2

Base Information

Chemical Name:Resolvin D2
CAS No.:810668-37-2
Molecular Formula:C₂₂H₃₂O₅
Molecular Weight:376.493
Hs Code.:
DSSTox Substance ID:DTXSID801347465
Metabolomics Workbench ID:3031
NCI Thesaurus Code:C175293
Nikkaji Number:J2.101.202E
Pharos Ligand ID:S5WQ8SPH9817
Wikidata:Q60998704
Mol file:810668-37-2.mol

Synonyms:(4Z,7R,8E,10Z,12E,14E,17S,19Z)-7,16,17-trihydroxy-4,8,10,12,14,19-docosahexaenoic acid;resolvin D2;RvD2 compound

Suppliers and Price of Resolvin D2

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

TRC
ResolvinD2
10μg
$ 210.00

TRC
ResolvinD2
25μg
$ 420.00

ChemScene
ResolvinD2 ≥99.0%
25ug
$ 800.00

ChemScene
ResolvinD2 ≥99.0%
50ug
$ 1350.00

Cayman Chemical
Resolvin D2 ≥95%
100μg
$ 1068.00

Cayman Chemical
Resolvin D2 ≥95%
50μg
$ 609.00

Cayman Chemical
Resolvin D2 ≥95%
25μg
$ 321.00

Cayman Chemical
Resolvin D2 ≥95%
10μg
$ 136.00

Total 5 raw suppliers

Chemical Property of Resolvin D2

Chemical Property:

PSA：97.99000
LogP:3.46130
XLogP3:3.1
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:14
Exact Mass:376.22497412
Heavy Atom Count:27
Complexity:555

Purity/Quality:

≥90% ^*data from raw suppliers

ResolvinD2 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC=CCC(C(C=CC=CC=CC=CC(CC=CCCC(=O)O)O)O)O
Isomeric SMILES:CC/C=C\C[C@@H]([C@@H](/C=C/C=C/C=C\C=C\[C@H](C/C=C\CCC(=O)O)O)O)O
Description Resolvins are a family of potent lipid mediators derived from both eicosapentaenoic acid (EPA; ) and docosahexaenoic acid (DHA; ). In addition to being anti-inflammatory, resolvins promote the resolution of the inflammatory response back to a non-inflamed state. Resolvin D2 (RvD2) is produced physiologically from the sequential oxygenation of DHA by 15- and 5-lipoxygenase and functions to dampen excessive neutrophil trafficking to sites of inflammation. It reduces zymosan-stimulated PMN infiltration by 70% at doses as low as 10 pg per mouse and significantly reduces PAF-stimulated leukocyte adherence and emigration at 1 nM. Also, by stimulating nitric oxide production, RvD2 dose dependently decreases leukocyte-endothelial interactions. In a mouse model of sepsis, RvD2 reduces leukocyte and PMN infiltration, decreases production of pro-inflammatory cytokines, and promotes phagocyte-mediated bacterial clearance. Analytical and biological comparisons of synthetic RvD2 with endogenously derived RvD2 have confirmed its identity as matching the natural product.

Technology Process of Resolvin D2

There total 37 articles about Resolvin D2 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: 81.0%

: C₂₃H₃₄O₅

: 810668-37-2
resolvin D2

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 36h;
DOI:10.3762/bjoc.9.310

Reference yield:

: 810668-53-2
(4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-methyl 7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoate

: 810668-37-2
(4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/j.tetlet.2004.09.129

Reference yield:

: 6089-09-4
4-pentynoic acid

: 810668-37-2
(4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoic acid

Guidance literature:: Multi-step reaction with 13 steps

1: MeMgBr; CuBr*Me₂S / tetrahydrofuran / 0 - 20 °C

2: 2,2-dimethoxypropane; TMSCl / 20 °C

3: MCPBA; NaHCO₃ / CH₂Cl₂ / 0 - 20 °C

4: H₂O / (R,R)-(salen)Co(III)(OAc) / diethyl ether / 0 - 20 °C

5: imidazole; Et₃N / dimethylformamide / 0 - 20 °C

6: 100 percent / Et₃N / Lindlar catalyst / hexane / 0 - 20 °C

7: 54 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

8: 50 percent / CrCl₂ / tetrahydrofuran / 0 °C

9: CuI; NPrNH₂ / Pd(PPh₃)4 / benzene / 20 °C

10: pyridinium p-toluenesulfonate / methanol / 20 °C

11: aq. HCl / methanol / 0.25 h / 20 °C

12: 70 percent / Zn(Cu/Ag) / aq. methanol / 5 h / 40 °C

13: aq. LiOH / tetrahydrofuran / 0 °C

With 1H-imidazole; chromium dichloride; hydrogenchloride; propylamine; lithium hydroxide; copper(l) iodide; chloro-trimethyl-silane; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; methylmagnesium bromide; water; silver; pyridinium p-toluenesulfonate; copper; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,2-dimethoxy-propane; zinc; Lindlar's catalyst; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (R,R)-(salen)Co(III)(OAc); In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; benzene; 6: Lindlar reduction / 7: Swern oxidation / 8: Taskai reaction;
DOI:10.1016/j.tetlet.2004.09.129