28398-06-3

Basic information

• Product Name: 1(10)-Aristolen-2-one
• Synonyms: 1(10)-Aristolen-2-one;(1aR)-1,1,7β,7aβ-Tetramethyl-1aβ,2,3,5,6,7,7a,7bβ-octahydro-1H-cyclopropa[a]naphthalene-5-one;[1aR,(+)]-1,1aβ,2,3,6,7,7a,7bβ-Octahydro-1,1,7β,7aβ-tetramethyl-5H-cyclopropa[a]naphthalen-5-one
• CAS NO: 28398-06-3
• Molecular Formula: C15H22O
• Molecular Weight: 218.33458
• Mol File: 28398-06-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1(10)-Aristolen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1(10)-Aristolen-2-one(28398-06-3)
• EPA Substance Registry System: 1(10)-Aristolen-2-one(28398-06-3)

Safety Data

• Hazardous Substances Data: 28398-06-3(Hazardous Substances Data)

Usage

General Description

1(10)-Aristolen-2-one is a chemical compound with a molecular formula C15H20O2. It is a bicyclic sesquiterpene ketone that was first isolated from Aristolochia species. 1(10)-Aristolen-2-one has been found to exhibit various biological activities, including antifungal and antibacterial properties. It has also shown potential as an inhibitor of the enzyme acetylcholinesterase, which is involved in the degradation of the neurotransmitter acetylcholine. Additionally, 1(10)-Aristolen-2-one has been studied for its potential as a natural product-based drug lead for the treatment of Alzheimer's disease. Its unique structure and biological activities make it an interesting and important compound for further research and potential drug development.

Upstream product

• 17334-55-3 β-gurjunene 
• 77381-79-4 (1aR)-5ξ-hydroxy-1.1.7c.7ac-tetramethyl-(1arH.7bcH)-1a.2.3.5.6.7.7a.7b-octahydro-1H-cyclopropa[a]naphthalene 

Relevant articles and documents

Biotransformation of aristolane- and 2,3-secoaromadendrane-type sesquiterpenoids having a 1,1-dimethylcyclopropane ring by Chlorella fusca var. vacuolata, Mucor species, and Aspergillus niger

Biotransformation of the aristolane-type sesquiterpene hydrocarbon (+)-1(10)-aristolene (1) from the crude drug Nardostachys chinensis and of the 2,3-secoaromadendrane-type sesquiterpene lactone plagiochilide (2) from the liverwort Plagiochila fruticosa by three microorganisms, Chlorella fusca var. vacuolata, Mucor species, and Aspergillus niger was investigated. C. fusca var. vacuolata and Mucor sp. introduced oxygen function into the cyclohexane ring of aristolene while A. niger oxidized stereoselectively one methyl of the 1,1-dimethyl group on the cyclopropane ring of aristolanes and 2,3-secoaromadendrane to give C-12 primary alcohol and C-12 carboxylic acid. The possible metabolic pathway of the formation of new metabolites is discussed. The stereostructures of new metabolites were established by a combination of NMR spectroscopy including HMBC and NOESY, X-ray crystallographic analysis, and chemical reaction.