1616-86-0

Basic information

• Product Name: (1R,4aα)-Decahydro-2,5,5,8aβ-tetramethyl-1β-(3-methyl-2,4-pentadienyl)-naphthalen-2α-ol
• Synonyms: (1R,4aα)-Decahydro-2,5,5,8aβ-tetramethyl-1β-(3-methyl-2,4-pentadienyl)-naphthalen-2α-ol
• CAS NO: 1616-86-0
• Molecular Formula: C₂₀H₃₄O
• Molecular Weight: 290.48336
• Mol File: 1616-86-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 40-42 °C
• Boiling Point: 160 °C(Press: 0.5 Torr)
• Appearance: /
• Density: 0.9808 g/cm3
• PKA: 15.37±0.70(Predicted)
• CAS DataBase Reference: (1R,4aα)-Decahydro-2,5,5,8aβ-tetramethyl-1β-(3-methyl-2,4-pentadienyl)-naphthalen-2α-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,4aα)-Decahydro-2,5,5,8aβ-tetramethyl-1β-(3-methyl-2,4-pentadienyl)-naphthalen-2α-ol(1616-86-0)
• EPA Substance Registry System: (1R,4aα)-Decahydro-2,5,5,8aβ-tetramethyl-1β-(3-methyl-2,4-pentadienyl)-naphthalen-2α-ol(1616-86-0)

Safety Data

• Hazardous Substances Data: 1616-86-0(Hazardous Substances Data)

Usage

Description

(1R,4aα)-Decahydro-2,5,5,8aβ-tetramethyl-1β-(3-methyl-2,4-pentadienyl)-naphthalen-2α-ol is a complex terpenoid compound derived from isoprene units. It is a derivative of naphthalene with a unique arrangement of methyl and pentadienyl groups. The chemical structure of this compound suggests potential biological or pharmacological activity, as terpenoids are known for their diverse biological effects, such as antiviral, antibacterial, and anti-inflammatory properties.

Uses

Used in Pharmaceutical Industry:
(1R,4aα)-Decahydro-2,5,5,8aβ-tetramethyl-1β-(3-methyl-2,4-pentadienyl)-naphthalen-2α-ol is used as a potential therapeutic agent for its possible antiviral, antibacterial, and anti-inflammatory properties. Its terpenoid nature indicates that it may have a wide range of biological effects, making it a candidate for further research and development in the pharmaceutical field.
Used in Cosmetic Industry:
Due to its complex chemical structure and potential biological activity, (1R,4aα)-Decahydro-2,5,5,8aβ-tetramethyl-1β-(3-methyl-2,4-pentadienyl)-naphthalen-2α-ol may be utilized in the cosmetic industry for its potential anti-inflammatory and antibacterial properties, which could be beneficial for skincare products.
Used in Agricultural Industry:
(1R,4aα)-Decahydro-2,5,5,8aβ-tetramethyl-1β-(3-methyl-2,4-pentadienyl)-naphthalen-2α-ol's potential antibacterial and anti-inflammatory properties may also find applications in the agricultural industry, where it could be used to develop natural pesticides or treatments for plants to protect against diseases and pests.
Further research and analysis are necessary to fully understand the potential uses and effects of (1R,4aα)-Decahydro-2,5,5,8aβ-tetramethyl-1β-(3-methyl-2,4-pentadienyl)-naphthalen-2α-ol, as its complex structure and terpenoid nature suggest a wide range of possible applications across various industries.

Upstream product

• 66778-13-0 lead styphnate monohydrate 
• 22628-64-4 Acetic acid (1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(3-methylene-pent-4-enyl)-decahydro-naphthalen-2-yl ester 
• 54274-72-5 (R)-5-((1R,2R,4aS,8aS)-2-acetoxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)-3-methylpent-1-en-3-yl acetate 
• 515-03-7 sclareol 
• 6699-20-3 (E,E,E)-geranylgeranyl diphosphate 

Downstream Products

• 10314-52-0 8a-hydroxy-13,14,15,16-tetranorlabdan-12-oic acid 
• 564-20-5 (3aR)-(+)-sclareolide 
• 564-20-5 (3aR)-(+)-sclareolide 
• 17990-20-4 (12Z)-Labda-8⁽¹⁷⁾,12,14-triene 
• 59170-14-8 12α-Hydroxy-13-epi-manoyl oxide 
• 56682-25-8 (8R,12R,13R)-8,12-epoxy-13-hydroxylabd-14-ene 
• 56711-38-7 (8R,12S,13S)-8,12-epoxy-13-hydroxylabd-14-ene 
• 56711-39-8 (8R,12R,13R)-8,12-epoxy-13-hydroxylabd-14-ene 
• 56711-40-1 (12S,13S)-8,12-epoxy-14-labden-13-ol 
• 199438-57-8 8S-13,14,15,16-tetranorlabdan-12-al 
• 199438-60-3 8S-1,2-di-O-benzyl-3-(9'-drimen-11'-yl)-4-O-methylbenzenetriol 
• 199438-59-0 8S-1,2-di-O-benzyl-3-(11'-hydroxydriman-11'-yl)-4-O-methylbenzenetriol 
• 6790-58-5 (-)-ambroxide 
• 38419-75-9 (1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol 

Relevant articles and documents

Bifunctional cis-abienol synthase from Abies balsamea discovered by transcriptome sequencing and its implications for diterpenoid fragrance production

The labdanoid diterpene alcohol cis-abienol is a major component of the aromatic oleoresin of balsam fir (Abies balsamea) and serves as a valuable bioproduct material for the fragrance industry. Using high-throughput 454 transcriptome sequencing and metabolite profiling of balsam fir bark tissue, we identified candidate diterpene synthase sequences for full-length cDNA cloning and functional characterization. We discovered a bifunctional class I/II cis-abienol synthase (AbCAS), along with the paralogous levopimaradiene/ abietadiene synthase and isopimaradiene synthase, all of which are members of the gymnosperm- specific TPS-d subfamily. The AbCAS-catalyzed formation of cis-abienol proceeds via cyclization and hydroxylation at carbon C-8 of a postulated carbocation intermediate in the class II active site, followed by cleavage of the diphosphate group and termination of the reaction sequence without further cyclization in the class I active site. This reaction mechanism is distinct from that of synthases of the isopimaradiene- or levopimaradiene/ abietadiene synthase type, which employ deprotonation reactions in the class II active site and secondary cyclizations in the class I active site, leading to tricyclic diterpenes. Comparative homology modeling suggested the active site residues Asp-348, Leu-617, Phe-696, and Gly-723 as potentially important for the specificity of AbCAS. As a class I/II bifunctional enzyme, AbCAS is a promising target for metabolic engineering of cis-abienol production.

Synthesis of ambergris fragrance chemicals from sclareol, involving palladium catalysed key steps

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