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Usage

Uses

Used in Anti-Aging Applications:
Agathic acid is used as an anti-aging agent for its ability to promote the regeneration of mitochondria, the energy-producing organelles within cells. This contributes to its potential anti-aging effects and may help maintain cellular health and vitality.
Used in Health-Promoting Applications:
Agathic acid is used as a health-promoting agent due to its antioxidant and anti-inflammatory properties. These properties may help protect the body from oxidative stress and inflammation, which are known to contribute to various health issues.
Used in Muscle Health Applications:
Agathic acid is used as a muscle health enhancer, as it may have potential benefits for muscle health. The exact mechanism of action is still under investigation, but its antioxidant and anti-inflammatory properties may contribute to improved muscle function and reduced muscle damage.
Used in Cognitive Function Applications:
Agathic acid is used as a cognitive function booster, as it may have potential benefits for cognitive health. The exact mechanism of action is still under investigation, but its antioxidant and anti-inflammatory properties may contribute to improved cognitive function and reduced risk of neurodegenerative diseases.

InChI:InChI=1/C20H30O4/c1-13(12-17(21)22)6-8-15-14(2)7-9-16-19(15,3)10-5-11-20(16,4)18(23)24/h12,15-16H,2,5-11H2,1,3-4H3,(H,21,22)(H,23,24)/b13-12+/t15-,16+,19+,20-/m0/s1

Upstream product

• 14027-05-5 Agathene dicarboxylic acid-C15-methylester 
• 69308-72-1 isocupressic acid 
• 159812-25-6 (E)-15-oxolabda-8⁽¹⁷⁾,13-diene-19-oic acid 

Downstream Products

• 1857-24-5 agathadiol 
• 5956-15-0 dihydroagathic acid 
• 1757-85-3 dimethyl agathate 
• 26296-35-5 agathadiol 
• 483-87-4 1,7-dimethylphenanthrene 
• 101580-41-0 1,1,4,7-tetramethyl-2,3-dihydro-1H-phenalene 
• 641-91-8 1,2,5-trimethylnaphthalene 

Relevant academic research and scientific papers

Mumic acids A-E: New diterpenoids from mumiyo

Five new diterpenoids belonging to labdane and isopimarane skeletons, mumic acids A-E (1-5), have been isolated from mumiyo. Their structures and absolute configurations were elucidated on the basis of spectroscopic data and chemical derivatization. The Japanese Society of Pharmacognosy and Springer Japan 2013.

Preparation of tetrahydroagathic acid: a serum metabolite of isocupressic acid, a cattle abortifacient in ponderosa pine.

Isocupressic acid (1) was used to synthetically prepare a mixture of (8S,13R,S)-labda-15,19-dioic acid (tetrahydroagathic acid) (5) via a two-step oxidation procedure followed by hydrogenation of the double bonds at C13 and C8. Reduction of the C8,17 double bond was stereospecific producing only the 8S isomer and confirmed by the nOe interaction between the resulting C17 and C20 methyl groups. The 13R and 13S isomers of 5 were separated and analyzed by HPLC/MS, and (13S)-tetrahydroagathic acid was isolated and identified by comparison to a standard prepared by hydrogenation of naturally occurring (13S)-dihydroagathic acid (4). (13R,S)-dihydroagathic acid was prepared by selective sodium metal-catalyzed hydrogenation of the C13,14 allylic double bond of agathic acid (3). The prepared compounds were then used as standards to confirm the presence of 4 and 5 and their respective 13R and 13S isomers in bovine serum samples. Tetrahydroagathic acid was shown to be the only metabolite detected in serum samples taken from a suspected cattle abortion case submitted for diagnosis; and, thus, 5 could be a valuable diagnostic marker for pine needle-induced abortions.

In vitro biotransformations of isocupressic acid by cow rumen preparations: Formation of agathic and dihydroagathic acids

Isocupressic acid [15-hydroxylabda-8(17),13E-dien-19-oic acid] (1) was incubated under anaerobic conditions for 48 h in an in vitro ruminal fluid mixture and was transformed into two metabolites. The two metabolites were identified by GC/MS as agathic acid [labda-8(17),13(E)-diene-15,19-dioic acid] (4E) and dihydroagathic acid [labda-8(17)-ene-15,19-dioic acid] (6). Metabolite identities were confirmed by chemical conversions of isocupressic acid (1) and imbricataloic acid (5) into 4E and 6, respectively. Structures of synthetic metabolites were confirmed by 1H and 13C NMR, specific rotation, GC/MS, and high-resolution mass spectrometry. Plasma obtained from cows that were fed Ponderosa pine needles contained (13R,S)-dihydroagathic acid (6) but not isocupressic acid (1) or 4E. The results suggest that isocupressic acid (1) is metabolically oxidized to agathic acid (4E), subsequently reduced to (13R,S)-dihydroagathic acid (6) in the rumen, and then absorbed into the bloodstream of cattle.