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CAS

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(5E,9E)-6,10,14-Trimethylpentadeca-5,9,13-trien-2-one, also known as E,E-Farnesylacetone, is a natural organic compound that belongs to the terpene ketone family. It is characterized by the presence of an (E,E)-farnesyl group bonded to one of the alpha-methyls of acetone. (5E,9E)-6,10,14-Trimethylpentadeca-5,9,13-trien-2-one is commonly found in many essential oils and has been studied for its potential biological activities.

1117-52-8

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1117-52-8 Usage

Uses

Used in Pharmaceutical Industry:
(5E,9E)-6,10,14-Trimethylpentadeca-5,9,13-trien-2-one is used as a bioactive compound for its ability to inhibit electron transport in isolated rat liver mitochondria. This property suggests its potential use in the development of drugs targeting mitochondrial function and energy metabolism, which could have implications for the treatment of various diseases associated with mitochondrial dysfunction.
Used in Essential Oils Industry:
(5E,9E)-6,10,14-Trimethylpentadeca-5,9,13-trien-2-one is used as a key component in many essential oils, contributing to their characteristic fragrances and properties. Its presence in essential oils may also contribute to their potential therapeutic effects, such as antimicrobial, anti-inflammatory, and antioxidant activities, depending on the specific oil in which it is found.

Check Digit Verification of cas no

The CAS Registry Mumber 1117-52-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,1 and 7 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1117-52:
(6*1)+(5*1)+(4*1)+(3*7)+(2*5)+(1*2)=48
48 % 10 = 8
So 1117-52-8 is a valid CAS Registry Number.
InChI:InChI=1/C18H30O/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19/h9,11,13H,6-8,10,12,14H2,1-5H3/b16-11+,17-13+

1117-52-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name farnesyl acetone

1.2 Other means of identification

Product number -
Other names 6,10,14-trimethyl-5,9,13-pentadecatrien-2-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1117-52-8 SDS

1117-52-8Relevant articles and documents

Expedient access to A-ring -α Dioxygenated terpenoids: The first synthesis of (13E)- ent -labda-8(17),13-diene-3β,15,18-triol

Domingo, Victoriano,Dieguez, Horacio R.,Morales, Carmen P.,Arteaga, Jesus F.,Qulezdelmoral, Jose F.,Barrero, Alejandro F.

, p. 67 - 72 (2010)

A simple approach to A-ring - dioxygenated terpenoids is described which involves two key steps, namely, selenium-catalyzed selective allylic chlorination of polyprenoids and titanocene-mediated radical cyclization of epoxypolyprenes. We have applied this synthetic route to the first synthesis of the diterpene, (13E)-ent-labda-8(17),13-diene-3,15,18-triol. A stereoselective approach to this synthesis is also described.

Biosynthesis of indole diterpenes, emindole, and paxilline: Involvement of a common intermediate

Fueki, Shuhei,Tokiwano, Tetsuo,Toshima, Hiroaki,Oikawa, Hideaki

, p. 2697 - 2700 (2004)

The key step for construction of the carbon skeleton in the indole diterpenes, paxilline, and emindole DA was examined. Intact incorporation of multiply 2H-labeled 3-geranylgeranylindole into two different fungal metabolites proves 3-geranylgeranylindole to be a biosynthetic intermediate. These results give evidence that indole diterpenes are biosynthesized via epoxidation of a common intermediate, and the subsequent cationic cyclization, analogous to those in the steroid biosynthesis.

Synthesis method and method for synthesizing plant alcohol, isoplant alcohol and geranyl geraniol by using intermediate farnesylacetone (by machine translation)

-

Paragraph 0061; 0072; 0082-0083, (2020/07/21)

The invention relates to a synthesis method of intermediate farnesyl acetone and a method for synthesizing vitamin E, vitamin K1, vitamin K2 side chain isovegetable alcohol, plant alcohol and geranyl geraniol by using farnesyl acetone, and concretely relates to hydrogenation of 5 - farnesyl -2 - acetone and farnesyl acetone through three Grignard reaction to obtain plant ketone. The farnesyl acetone reacts with the vinyl chloride Grignard reagent to obtain geranyl linalool, the aromatic leaf-based geraniol is rearranged under acid catalysis, or farnesyl acetone is directly reacted with the hydroxyl-protected 2 - chloroethanol Grignard reagent to obtain geraniol. The plant alcohol is reacted with the vinyl chloride Grignard reagent to obtain the plant alcohol, and the plant alcohol is directly reacted with the hydroxyl-protected 2 - chloroethanol Grignard reagent to obtain the plant alcohol. The method has the advantages of cheap and easily available starting materials, short synthetic process steps, low product cost and the like. (by machine translation)

Preparation method of vitamin A and vitamin A ester

-

, (2020/04/02)

The invention provides a novel method for preparing vitamin A and vitamin A ester with farnesene as a raw material. The method comprises the following steps: reacting farnesene with acetoacetate underthe action of a catalyst to obtain farnesyl keto ester; carrying out a cyclization reaction and a dehydrogenation reaction on farnesene acetone, and then reacting a reaction product with vinyl magnesium halide to generate vinyl alcohol; carrying out a rearrangement reaction on vinyl alcohol to obtain vitamin A; and subjecting the vitamin A to an esterification reaction to obtain the vitamin A ester. The method avoids the defects of the existing processes, and the process line of the method is economical and effective.

SYNTHESIS OF ALKYL 2-ACETYL-5,9,13-TRIMETHYLTETRADECA-4,8,12-TRIENOATES AND DERIVATIVES BY A NON-CONTINUOUS PRODUCTION PROCESS

-

Page/Page column 13-17, (2019/07/13)

The present invention relates to the manufacturing of a process of alkyl 2- acetyl-5,9,13-trimethyltetradeca-4,8,12-trienoates and alkyl 2-acetyl-9,13-di- methyl-5-methylenetetradeca-8,12-dienoate as well as 6,10,14-trimethylpenta- deca-5,9,13-trien-2-one and 10,14-dimethyl-6-methylenepentadeca-9,13-dien-2-5 one and 6,10,14-trimethylpentadecan-2-one.

Method for synthesizing ketone compounds by continuous cyclic catalytic reaction

-

Paragraph 0021, (2017/03/21)

The invention provides a method for synthesizing ketone compounds by continuous cyclic catalytic reaction. The method comprises the following steps: 1, setting and inputting parameters; 2, conveying raw material liquid and a catalyst; 3, carrying out liquid mixing, heating, pressurizing and catalytic synthesis reaction; 4, carrying out cooling and depressurizing treatment; 5, carrying out standing for layering; 6, conveying a farnesyl acetone product; and 7, recycling the catalyst. The method for synthesizing farnesyl acetone by stepwise reaction is changed to the method for synthesizing farnesyl acetone by one-step reaction, and the content of a rhodium element in an organic phase can be reduced; according to the method, the catalyst in reaction is recycled, the loss of precious metal rhodium is greatly reduced, the catalytic efficiency is improved, and the synthetic reaction time is shortened; and the method can be used for producing farnesyl acetone and condensate intermediates.

GGA DERIVATIVES

-

, (2015/05/26)

This invention relates to geranylgeranyl acetone (GGA) derivatives, pharmaceutical compositions comprising GGA derivatives and the use of GGA derivatives.

METHODS FOR TREATING NEURON DAMAGE

-

, (2014/07/22)

This invention relates to the use of geranylgeranyl acetone (GGA), its isomers, and GGA derivatives in a method for for treating a disease in a subject mediated in part by miRNA-378 or miRNA-711 increased activity comprising administering to the subject a therapeutically effective amount of 5-trans-GGA or a derivative thereof.

GGA AND GGA DERIVATIVES COMPOSITIONS THEREOF AND METHODS FOR TREATING NEURODEGENERATIVE DISEASES INCLUDING PARALYSIS INCLUDING THEM

-

, (2014/10/18)

This invention relates to geranylgeranyl acetone (GGA) derivatives and the use of GGA, its isomers, and GGA derivatives in methods for inhibiting neural death, increasing neural activity, increasing axon growth and cell viability, and increasing the survival rate of subjects administered the GGA or GGA derivatives.

GERANYLGERANYLACETONE DERIVATIVES

-

, (2013/04/13)

Provided herein are geranylgeranylacetone derivatives and methods of using them.

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