A specialized pro-resolving mediator
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Resolvin D5 n-3 DPA

Item No. 10546

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7S,17S-dihydroxy-8E,10Z,13Z,15E,19Z-docosapentaenoic acid
CAS Number
1609382-32-2
Synonyms
  • 7(S),17(S)-DiHDPE
  • 7(S),17(S)-dihydroxy-8(E),10(Z),13(Z),15(E),19(Z)-Docosapentaenoic Acid
  • 7(S),17(S)-dihydroxy-8(E),10(Z),13(Z),15(E),19(Z)-DPE
  • 7(S),17(S)-dihydroxy-trans-8,15-cis-10,13,19-Docosapentaenoic Acid
  • 7(S),17(S)-Dihydroxydocosapentaenoic Acid
  • 7(S),17(S)-dihydroxy-DPA
  • FA 22:5;O2
  • Resolvin D5n-3 DPA
  • RvD5 n-3 DPA
  • RvD5n-3 DPA
Molecular Formula
C22H34O4
Formula Weight
362.5
Purity
≥98%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 100 mg/mlDMSO: 100 mg/mlEthanol: Miscible
λmax
244 nm
SMILES
CC/C=C\C[C@H](O)/C=C/C=C\C/C=C\C=C\[C@@H](O)CCCCCC(O)=O
InChi Code
InChI=1S/C22H34O4/c1-2-3-10-15-20(23)16-11-7-5-4-6-8-12-17-21(24)18-13-9-14-19-22(25)26/h3,5-8,10-12,16-17,20-21,23-24H,2,4,9,13-15,18-19H2,1H3,(H,25,26)/b7-5-,8-6-,10-3-,16-11+,17-12+/t20-,21+/m0/s1
InChi Key
JUBMLVBCKBUAQW-STWMVWSJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

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    Product Description

    Resolvin D5 n-3 DPA is a specialized pro-resolving mediator (SPM).1 It is formed via double oxygenation of docosapentaenoic acid (n-3 DPA; Item Nos. 90165 | 21907) in human leukocytes.2 Resolvin D5 n-3 DPA induces activation of G protein-coupled receptor 101 (GPR101), GPR32, and GPR18 in β-arrestin recruitment assays using CHO cells expressing the human receptors (EC50s = 4.6, 14, and 1.5 pM, respectively). It increases efferocytosis of apoptotic HL-60 leukemia cells and phagocytosis of S. aureus bioparticles by isolated human monocyte-derived macrophages when used at a concentration of 1 nM. In vivo, Resolvin D5 n-3 DPA (150 ng/animal) prevents weight loss and decreases disease severity and hind paw edema in a K/BxN serum transfer-induced mouse model of inflammatory arthritis. It decreases blood leukocyte activation and aortic lesions in ApoE-/- mice fed a western diet when administered at a dose of 100 ng/animal.3 Plasma levels of resolvin D5 n-3 DPA are increased in patients with pancreatic ductal adenocarcinoma (PDAC).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Flak, M.B., Koenis, D.S., Sobrino, A., et al. GPR101 mediates the pro-resolving actions of RvD5n-3 DPA in arthritis and infections. J. Clin. Invest. 130(1), 359-373 (2020).

    2. Dalli, J., Colas, R.A., and Serhan, C.N. Novel n-3 immunoresolvents: Structures and actions. Sci. Rep. 3, 1940 (2013).

    3. Colas, R.A., Souza, P.R., Walker, M.E., et al. Impaired production and diurnal regulation of vascular RvDn-3 DPA increase systemic inflammation and cardiovascular disease. Circ. Res. 122(6), 855-863 (2018).

    4. Aguirre, G.A., Goulart, M.R., Bank, B.P.T., et al. Arachidonate 15-lipoxygenase-mediated production of Resolvin D5n-3 DPA abrogates pancreatic stellate cell-induced cancer cell invasion. Front. Immunol. 14, 1248547 (2023).