Stearidonic Acid

• CAS: 20290-75-9
• Catalog Number: ACM20290759
• Category: Main Products
• Molecular Weight: 276.41
• Molecular Formula: C18H28O2
• Synonyms: (6Z,9Z,12Z,15Z)-6,9,12,15-Octadecatetraenoic Acid; (6Z,9Z,12Z,15Z)-Octadecatetraenoic Acid; 6,9,12,15-cis-Octadecatetraenoic Acid

Case Study

Stearidonic Acid Enhances Glucose-Stimulated Insulin Secretion via GPR40 Pathway in Pancreatic β-Cells

Gao Y-X, et al. Journal of Functional Foods, 2019, 60, 103450.

This study evaluated SDA's impact on glucose-stimulated insulin secretion (GSIS) and its underlying mechanisms using MIN6 pancreatic β-cells.
After 24-hour Stearidonic acid (SDA) treatment, both protein and mRNA expressions of G protein-coupled receptor 40 (GPR40) significantly increased, despite no detectable difference in cellular SDA composition between the SDA and control groups. SDA treatment rapidly elevated cytosolic Ca²⁺ levels within 15 seconds, which was effectively inhibited by preincubation with U-73122 (a phospholipase C inhibitor) or BAPTA-AM (a Ca²⁺ chelator). Correspondingly, GSIS was markedly enhanced in SDA-treated cells but suppressed when SDA was combined with either inhibitor.
In addition to its direct activation of the GPR40-mediated signaling pathway, SDA demonstrated an antagonistic effect against palmitic acid-induced cytotoxicity in β-cells, further preserving insulin secretion. This dual action-promoting GSIS directly via GPR40 activation and indirectly mitigating long-chain saturated fatty acid-induced β-cell dysfunction-positions SDA as a promising candidate for managing impaired insulin secretion in metabolic disorders.

Stearidonic Acid Enhances Immune Development and Oral Tolerance in Offspring via Maternal Diet

Dhruvesh P, et al. The Journal of Nutrition, 2020, 150(3), 606-615.

This study investigated the effects of an stearidonic acid (SDA)-enriched maternal diet on offspring immunity and oral tolerance (OT) development during suckling and weaning.
Pregnant Sprague-Dawley rats were fed either an SDA-enriched diet or a control diet during lactation. Offspring exposed to the SDA diet showed significantly higher plasma levels of eicosapentaenoic acid (EPA), docosapentaenoic acid (DPA), and docosahexaenoic acid (DHA), with improvements in immune function. At 3 weeks, pups from the SDA group exhibited enhanced B-cell responses, as evidenced by a twofold increase in ovalbumin-specific IgG1. Additionally, splenocytes from these pups showed a 23% increase in helper T cells (CD3+CD4+). At 6 weeks, SDA-fed pups demonstrated reduced inflammatory cytokine production (IL-6 and TNF-α) and increased immunoregulatory IL-10 secretion upon LPS stimulation. Furthermore, SDA supplementation during lactation and weaning enhanced the ability to develop oral tolerance, evidenced by decreased plasma ovalbumin-specific IgG1 levels in SDA-exposed pups after antigen exposure. These findings suggest that SDA, through its influence on fatty acid composition, modulates immune responses in offspring, offering potential benefits in immune development and tolerance.

Stearidonic Acid as a Chemosensitizer in Overcoming Multidrug Resistance in Canine Lymphoma

Pondugula SR, et al. Biochemical and Biophysical Research Communications, 2015, 460(4), 1002-1007.

Stearidonic acid (SDA) has emerged as a potential adjunct in the treatment of chemoresistant lymphoma. This study investigates the chemosensitizing effects of SDA on resistant canine lymphoid-tumor cells, highlighting its novel role in enhancing the efficacy of these anticancer agents.
Experimental findings revealed that GL-1 B-cell lymphoid-tumor cells were highly susceptible to VCR and DOX, while OSW T-cell and 17-71 B-cell tumor cells displayed moderate to complete resistance. SDA, at non-toxic concentrations, significantly enhanced the antitumor activity of VCR and DOX in OSW and 17-71 cells by inhibiting the function of P-glycoprotein (P-gp), a key mediator of multidrug resistance. Molecular docking analysis further confirmed SDA's strong binding affinity for P-gp, suggesting a direct mechanism of chemosensitization. Importantly, SDA did not compromise the viability of healthy peripheral blood mononuclear cells in dogs, underlining its safety profile.
These findings position SDA as a promising dietary supplement to augment chemotherapy efficacy in canine lymphoma and potentially in human cases. Its dual role as a non-toxic agent and a potent P-gp inhibitor underscores its translational potential in addressing chemoresistance in hematopoietic malignancies.

Custom Q&A

What is the molecular formula of Stearidonic acid?

The molecular formula of Stearidonic acid is C18H28O2.

What is the molecular weight of Stearidonic acid?

The molecular weight of Stearidonic acid is 276.4 g/mol.

What are some synonyms for Stearidonic acid?

Some synonyms for Stearidonic acid are Moroctic acid and (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid.

What is the role of Stearidonic acid?

Stearidonic acid has a role as a plant metabolite, a Daphnia galeata metabolite, and a mouse metabolite.

Is Stearidonic acid an omega-3 fatty acid?

Yes, Stearidonic acid is an omega-3 fatty acid.

What organisms can Stearidonic acid be found in?

Stearidonic acid can be found in Primula sikkimensis, Ulva fasciata, and other organisms.

What is the IUPAC name of Stearidonic acid?

The IUPAC name of Stearidonic acid is (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid.

What is the InChI of Stearidonic acid?

The InChI of Stearidonic acid is InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-,13-12-.

What is the CAS number of Stearidonic acid?

The CAS number of Stearidonic acid is 20290-75-9.

What is the XLogP3-AA value of Stearidonic acid?

The XLogP3-AA value of Stearidonic acid is 5.2.