640-28-8

Basic information

• Product Name: agathic acid
• Synonyms: agathic acid;(13E)-Labda-8(17),13-diene-15,19-dioic acid;(1S,4aβ,5β,8aα)-5-[(E)-4-Carboxy-3-methyl-3-butenyl]decahydro-1,4a-dimethyl-6-methylene-1-naphthalenecarboxylic acid;(E)-5-[(1S,4aR,8aR)-2-Methylene-5β-carboxy-5,8aβ-dimethyldecalin-1β-yl]-3-methyl-2-pentenoic acid
• CAS NO: 640-28-8
• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.4498
• Mol File: 640-28-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 496.5°C at 760 mmHg
• Flash Point: 268.1°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 3.29E-11mmHg at 25°C
• Refractive Index: 1.534
• CAS DataBase Reference: agathic acid(CAS DataBase Reference)
• NIST Chemistry Reference: agathic acid(640-28-8)
• EPA Substance Registry System: agathic acid(640-28-8)

Safety Data

• Hazardous Substances Data: 640-28-8(Hazardous Substances Data)

Usage

General Description

Agathic acid, also known as urolithin A, is a naturally occurring chemical compound found in some fruits and nuts, such as pomegranates and walnuts. It is a type of polyphenol that has been studied for its potential anti-aging and health-promoting properties. Research has shown that agathic acid can help promote the regeneration of mitochondria, the energy-producing organelles within cells, which may contribute to its potential anti-aging effects. Additionally, it has been found to possess antioxidant and anti-inflammatory properties, and may have potential benefits for muscle health and cognitive function. Overall, agathic acid is attracting attention for its potential roles in promoting longevity and overall health.

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

• 1757-85-3 dimethyl agathate 
• 5956-15-0 dihydroagathic acid 
• 1857-24-5 agathadiol 
• 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 articles and documents

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.

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.