949004-12-0

During unfavorable environmental conditions, C. elegans larvae undergo arrest and form dauer larvae that can attach to other animals as a parasitic strategy for survival. DAF-12 is an orphan nuclear hormone receptor that regulates dauer larva diapause, reproductive development, fat metabolism, and life cycle/longevity in C. elegans. DAF-12 is required for entry into dauer when it is not bound to ligand by acting as a transcriptional repressor of target genes that favor reproductive development. (25S)-Δ⁷-Dafachronic acid is a sterol-derived hormone that acts as a ligand of DAF-12 with an EC₅₀ value of 23 nM. At 50 nM, (25S)-Δ⁷-Dafachronic acid inhibits the dauer-promoting activity of DAF-12, blocking the formation of infective larvae in several parasitic nematodes in favor of reproductive maturation to adults. Thus, selective ligand modulators of DAF-12 are a potential therapeutic approach to stop larvae progression during parasitic infection.

(25S)-Δ7-Dafachronic acid is a ligand and activator of DAF-12 receptor. DAF-12 is a nuclear hormone receptor that regulates larval diapause, developmental age, and adult longevity in Caenorhabditis elegans[1][2][3].

ChEBI: A Delta7-dafachronic acid that has S configuration at position 25 (the carbon attached to the carboxy group).

+4°C

[1]
[2] Martin R,et al. Stereoselective synthesis of the hormonally active (25S)-delta7-dafachronic acid, (25S)-Delta4-dafachronic acid, (25S)-dafachronic acid, and (25S)-cholestenoic acid. Org Biomol Chem. 2008 Dec 7;6(23):4293-5.
[3] Sharma KK, et al. Synthesis and activity of dafachronic acid ligands for the C. elegans DAF-12 nuclear hormone receptor. Mol Endocrinol. 2009 May;23(5):640-8. DOI:10.1210/me.2008-0415
[4] Ma G, et al. Dafachronic acid promotes larval development in Haemonchus contortus by modulating dauer signalling and lipid metabolism. PLoS Pathog. 2019 Jul 23;15(7):e1007960. DOI:10.1371/journal.ppat.1007960