8-methyl Nonanoic Acid is the precursor of 8-methyl-nonenoic acid and is involved in the synthesis of capsaicin[1]. 8-methyl Nonanoic Acid reacts with HCl in refluxing methanol for 24 hours, which can produce an ester[2]. 8-Methyl Nonanoic Acid can be used as an internal standard to develop a liquid chromatography method for separating related compounds[3].
In vitro, 8-methyl Nonanoic Acid (1μM) treatment for 48 hours under serum-free culture conditions can reduce fat accumulation in 3T3-L1 adipocytes and increase the phosphorylation level of AMPK at the Thr172 site[4].
In vivo, feeding high-fat diets containing 2% 8-methyl Nonanoic Acid for 18 consecutive weeks can reduce the calorie intake and weight gain in diet-induced obese (DIO) mice[5].
References:
[1] Prasad B C N, Gururaj H B, Kumar V, et al. Valine pathway is more crucial than phenyl propanoid pathway in regulating capsaicin biosynthesis in Capsicum frutescens Mill[J]. Journal of agricultural and food chemistry, 2006, 54(18): 6660-6666.
[2] Carballeira N M, Pagán M. Total synthesis of the novel bacterial fatty acid 16-methyl-8 (Z)-heptadecenoic acid[J]. Chemistry and Physics of Lipids, 2001, 113(1-2): 23-27.
[3] Kroumova A B, Wagner G J. Different elongation pathways in the biosynthesis of acyl groups of trichome exudate sugar esters from various solanaceous plants[J]. Planta, 2003, 216(6): 1013-1021.
[4] Wichai U, Keawsomnuk P, Thongin S, et al. Cellular responses to 8-methyl nonanoic acid, a degradation by-product of dihydrocapsaicin, in 3T3-L1 adipocytes[J]. BMC complementary medicine and therapies, 2023, 23(1): 18.
[5] Keawsomnuk P, Den-Udom T, Thongin S, et al. Effect of 8-Methyl Nonanoic Acid, a Degradation By-Product of Dihydrocapsaicin, on Energy and Glucose Homeostasis in Diet-Induced Obese Mice[J]. Journal of Experimental Pharmacology, 2025: 555-570.
8-methyl Nonanoic Acid是8-methyl-nonenoic acid的前体，参与辣椒素的合成[1]。8-methyl Nonanoic Acid与盐酸在回流甲醇中反应24小时，可生成相应的酯[2]。8-methyl Nonanoic Acid可用作内标，以开发用于分离相关化合物的液相色谱方法[3]。
在体外，在无血清培养条件下，使用1μM的8-methyl Nonanoic Acid处理3T3-L1脂肪细胞48小时，可减少细胞内的脂肪积累，并增加AMPK在Thr172位点的磷酸化水平[4]。
在体内，连续18周喂食含有2% 8-methyl Nonanoic Acid的高脂饮食，可减少饮食诱导的肥胖（DIO）小鼠的热量摄入和体重增加[5]。