51020-10-1

Basic information

• Product Name: (4aR)-4a,5,6,7,8,8aβ-Hexahydro-3,4a,8,8-tetramethylnaphthalen-2(1H)-one
• Synonyms: (4aR)-4a,5,6,7,8,8aβ-Hexahydro-3,4a,8,8-tetramethylnaphthalen-2(1H)-one;Isonordrimenone
• CAS NO: 51020-10-1
• Molecular Formula: C14H22O
• Molecular Weight: 206.32388
• Mol File: 51020-10-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4aR)-4a,5,6,7,8,8aβ-Hexahydro-3,4a,8,8-tetramethylnaphthalen-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4aR)-4a,5,6,7,8,8aβ-Hexahydro-3,4a,8,8-tetramethylnaphthalen-2(1H)-one(51020-10-1)
• EPA Substance Registry System: (4aR)-4a,5,6,7,8,8aβ-Hexahydro-3,4a,8,8-tetramethylnaphthalen-2(1H)-one(51020-10-1)

Safety Data

• Hazardous Substances Data: 51020-10-1(Hazardous Substances Data)

Usage

Description

(4aR)-4a,5,6,7,8,8aβ-Hexahydro-3,4a,8,8-tetramethylnaphthalen-2(1H)-one is a chemical compound with the molecular formula C15H24O. It is a type of naphthalen-2(1H)-one substituted with four methyl groups, making it a highly symmetrical and stable compound.

Uses

Used in Fragrance and Perfume Industry:
(4aR)-4a,5,6,7,8,8aβ-Hexahydro-3,4a,8,8-tetramethylnaphthalen-2(1H)-one is used as a fragrance ingredient for adding a woody, musky aroma to various products.
Used in Food Industry:
(4aR)-4a,5,6,7,8,8aβ-Hexahydro-3,4a,8,8-tetramethylnaphthalen-2(1H)-one is used as a flavoring agent to enhance the taste and aroma of food products.
Used in Pharmaceutical Industry:
(4aR)-4a,5,6,7,8,8aβ-Hexahydro-3,4a,8,8-tetramethylnaphthalen-2(1H)-one is used as an ingredient in some pharmaceutical products, potentially contributing to their efficacy and stability.
Used in Organic Synthesis and Material Development:
(4aR)-4a,5,6,7,8,8aβ-Hexahydro-3,4a,8,8-tetramethylnaphthalen-2(1H)-one is studied for its potential use in organic synthesis and the development of new materials due to its unique structural properties.

Upstream product

• 468-68-8 (-)-drimenol 
• 52690-41-2 (4aS,8aR)-4,4,7,8a-Tetramethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene 
• 33762-81-1 (+)-[(1S,2S,8aS)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methanol 
• 110-86-1 pyridine 

Relevant articles and documents

LTA-mediated synthesis and complete assignment of1H and 13C NMR data of two natural 11-nordrimanes: Isonordrimenone and polygonone

Two naturally occurring 11-nordrimanes were synthesized, and their 1H and 13C NMR spectra were unambiguously assigned in full for the first time. Copyright

Structural requirements for the antifungal activities of natural drimane sesquiterpenes and analogues, supported by conformational and electronic studies

Seventeen drimanes including polygodial (1), isopolygodial (2), drimenol (3) and confertifolin (4) obtained from natural sources and the semi-synthetic derivatives 5-17 obtained from 1-3, were evaluated in vitro for antifungal properties against a unique panel of fungi with standardized procedures by using two end-points, MIC100 and MIC50. A SAR analysis of the whole series, supported by conformational and electronic studies, allowed us to show that the Δ7,8 -double bond would be one of the key structural features related to the antifungal activity. The MEPs obtained for active compounds exhibit a clear negative minimum value (deep red zone) in the vicinity of the Δ7,8 -double bond, which is not present in the inactive ones. Apart of this negative zone, a positive region (deep blue) appears in 1, which is not observed either in its epimer 2 nor in the rest of the active compounds. The LogP of active compounds varies between 2.33 and 3.84, but differences in MICs are not correlated with concomitant variations in LogP values.