6712-78-3

Basic information

• Product Name: (-)-MYRTENOL
• Synonyms: (1S,5R)-6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-methanol;(1S,5R)-6,6-Dimethylbicyclo[3.1.1]hepta-2-ene-2α-methanol;cis-Myrtenol;Darwinol;Bicyclo(3.1.1)hept-2-ene-2-methanol, 6,6-dimethyl-, (1S)-
• CAS NO: 6712-78-3
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23
• Mol File: 6712-78-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 234.73°C (rough estimate)
• Flash Point: 89.4°C
• Appearance: /
• Density: 0.8899 (rough estimate)
• Vapor Pressure: 0.0179mmHg at 25°C
• Refractive Index: 1.4884 (estimate)
• PKA: 14.77±0.10(Predicted)
• CAS DataBase Reference: (-)-MYRTENOL(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-MYRTENOL(6712-78-3)
• EPA Substance Registry System: (-)-MYRTENOL(6712-78-3)

Safety Data

• Hazardous Substances Data: 6712-78-3(Hazardous Substances Data)

Usage

Uses

(1S)-(+)-Myrtenol is used as a novel 11β-HSD1 inhibitor which exhibited anti-adipogenic effect on human and mouse liver and fats.

InChI:InChI=1/C10H16O/c1-10(2)8-4-3-7(6-11)9(10)5-8/h3,8-9,11H,4-6H2,1-2H3/t8-,9-/m1/s1

Upstream product

• 564-94-3 (+/-)-(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde 
• 7785-70-8 (+)-α-pinene 
• 23727-16-4 myrtenal 
• 7446-08-4 selenium(IV) oxide 
• 64-17-5 ethanol 
• 127-91-3 (1R/S,5R/S)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane 
• 80-56-8 rac-α-pinene 

Downstream Products

• 17066-59-0 (+/-)-O-(2-Carboxy-benzoyl)-myrtenol 
• 123464-09-5 allyl<(1R)-(-)-myrtenoxy>dimethylsilane 
• 35670-93-0 (1R)-(-)-myrtenyl acetate 
• 113473-32-8 [(1S,5R)-6,6-dimethyl-4-oxobicyclo[3.1.1]hept-2-en-2-yl]methyl 2,2-dimethylpropanoate 
• 926645-58-1 [(1S,5R)-4-hydroxy-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl 2,2-dimethylpropanoate 
• 93904-38-2 Myrthenylcinnamat 
• 119793-77-0 5-(-)-myrtenylthio-1-phenyl-1H-tetrazole 
• 564-94-3 (+/-)-(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde 
• 473-01-8 ((1S*,2R*,5S*)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)methanol 
• 473-01-8 trans-myrtanol 
• 53369-17-8 (1S,2S,5S)-(-)-myrtanol 
• 473-01-8 cis-myrtanol 
• 17066-59-0 phthalic acid mono-((1S)-pin-2-en-10-yl ester) 

Relevant articles and documents

Production of flavours and fragrances via bioreduction of (4R)-(-)-carvone and (1R)-(-)-myrtenal by non-conventional yeast whole-cells

As part of a program aiming at the selection of yeast strains which might be of interest as sources of natural flavours and fragrances, the bioreduction of (4R)-(-)-carvone and (1R)-(-)-myrtenal by whole-cells of non-conventional yeasts (NCYs) belonging to the genera Candida, Cryptococcus, Debaryomyces, Hanseniaspora, Kazachstania, Kluyveromyces, Lindnera, Nakaseomyces, Vanderwaltozyma and Wickerhamomyces was studied. Volatiles produced were sampled by means of headspace solid-phase microextraction (SPME) and the compounds were analysed and identified by gas chromatography-mass spectroscopy (GC-MS). Yields (expressed as % of biotransformation) varied in dependence of the strain. The reduction of both (4R)-(-)-carvone and (1R)-(-)-myrtenal were catalyzed by some ene-reductases (ERs) and/or carbonyl reductases (CRs), which determined the formation of (1R,4R)-dihydrocarvone and (1R)-myrtenol respectively, as main flavouring products. The potential of NCYs as novel whole-cell biocatalysts for selective biotransformation of electron-poor alkenes for producing flavours and fragrances of industrial interest is discussed.

Engineering the haem monooxygenase cytochrome P450cam for monoterpene oxidation

Monooxygenated terpenes are fine fragrance and flavouring chemicals, and active site mutants of the haem monooxygenase cytochrome P450cam which were designed to have improved complementarity between the substrate binding pocket and the monoterp

UNSOLVATED MAGNESIUM DIISOPROPYLAMIDE (MDA) IN ORGANIC SYNTHESIS. THE REDUCTION OF ALDEHYDES AND KETONES TO ALCOHOLS.

A solution of unsolvated magnesium diisopropylamide in cyclohexane has been found to reduce aldehydes and ketones to the corresponding alcohols in good yield.