(1,5E,11E)-Tridecatriene-7,9-diyne-3,4-diacetate

(1,5E,11E)-Tridecatriene-7,9-diyne-3,4-diacetate, with the CAS number 201012-14-8 and molecular formula C₁₇H₁₆O₅, is a distinctive polyacetylene derivative belonging to the class of natural product-like compounds. Its molecular weight is 300.31, and it typically presents as an oily substance under standard conditions.
This compound is not only a synthetically valuable target but also has natural origins—it can be extracted from Atractylodes lancea, a plant known for its rich content of bioactive secondary metabolites. Structurally, it features a unique combination of three double bonds (configured as 1, 5E, 11E) and two triple bonds (at the 7 and 9 positions) in its 13-carbon backbone, along with two acetate groups at the 3 and 4 positions. This structural arrangement classifies it as a member of the polyacetylene family, which is widely recognized for diverse biological activities in natural product chemistry.
Notably, while it has a primary systematic name, some sources may reference it with truncated or variant labels such as "9-diyne-3" or "4-diacetate," though these are not formal aliases. The most commonly used and accepted designation remains its full IUPAC name: (1,5E,11E)-tridecatriene-7,9-diyne-3,4-diacetate.

Distinct Structural Identity: Possesses a rare combination of conjugated triene and diyne moieties in a linear carbon chain, paired with acetate substituents—this structural uniqueness makes it a valuable tool for studying structure-activity relationships in polyacetylenes.
Natural-Source Relevance: Isolable from Atractylodes lancea, bridging the gap between synthetic chemistry and natural product research for comparative biological studies.
Well-Characterized Physicochemical Properties: Exists as an oil with a defined molecular weight of 300.31, enabling consistent handling and integration into experimental protocols.
Stability Under Specified Conditions: Maintains integrity when stored at 2-8℃, ensuring long-term usability for laboratory and research applications.
Documented Bioactivity Trait: Demonstrates specific lipase inhibition activity, with a reported IC₅₀ value of 23.9 µg/mL, providing a clear biological endpoint for assay development.

Enzyme Inhibition Research: Widely used in studies focused on lipase function and regulation, particularly in metabolic disorders, obesity-related research, and drug discovery for pancreatic lipase inhibitors.
Natural Product Chemistry: Serves as a reference compound for identifying and quantifying analogous polyacetylenes in plant extracts, especially from the Atractylodes genus and other Asteraceae family plants.
Structure-Activity Relationship (SAR) Studies: Employed as a scaffold to synthesize modified derivatives, exploring how alterations to the triene-diyne chain or acetate groups impact biological activity (e.g., cytotoxicity, enzyme inhibition).
Phytopharmaceutical Development: Used in preclinical evaluations of plant-derived polyacetylene-based therapeutics, leveraging its natural origin and documented bioactivity to support drug candidate validation.
Chemical Synthesis Methodology: Acts as a model substrate for developing new synthetic routes to polyene-polyyne compounds, which are challenging to prepare due to their conjugated unsaturated bonds.

In the field of polyacetylene research and natural product derivatives, clients interested in (1,5E,11E)-tridecatriene-7,9-diyne-3,4-diacetate often seek complementary compounds such as (3Z,5E,11E)-tridecatriene-7,9-diyne-1,2-diacetate (CAS: 201012-53-5), lobetyol 9-O-glc(6)-(1)rha (pratialin-a), lobetyol 9-O-glc(6)-(1)glc(6)-(1)glc (pratialin-b), and the cytotoxic polyacetylene derivatives isolated from Swietenia macrophylla roots. These compounds share polyene-polyyne structural motifs or biological relevance in enzyme inhibition, cytotoxicity, and phytochemical studies, making them suitable for expanded research portfolios. If you are interested in related products, you can directly contact us or inquire about product customization services.