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

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

Uses

Used in Pharmaceutical Industry:
1(10)-Aristolen-2-one is used as a natural product-based drug lead for the treatment of Alzheimer's disease due to its potential as an inhibitor of acetylcholinesterase enzyme, which is involved in the degradation of the neurotransmitter acetylcholine.
Used in Antimicrobial Applications:
1(10)-Aristolen-2-one is used as an antimicrobial agent for its antifungal and antibacterial properties, offering potential applications in treating various infections caused by fungi and bacteria.
Used in Enzyme Inhibition Research:
1(10)-Aristolen-2-one is used as an enzyme inhibitor in research studies, particularly for the enzyme acetylcholinesterase, to investigate its potential in modulating the activity of this enzyme and its implications in neurological disorders.

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.

Synthetic Photochemistry. XXI. The Sensitized Photooxygenation of Calarene. A Facile Hock Cleavage of an Allylhydroperoxide and Structure Revision for Aristolenols

An allylic hydroperoxide formed by the sensitized photooxidation of calarene causes a Hock cleavage.A revised stereochemistry of an aristolenol is given on the basis of the direction of oxygenation.