ISOBORNYL ACETATE

Details

Stereochemistry	RACEMIC
Molecular Formula	C12H20O2
Molecular Weight	196.286
Optical Activity	( + / - )
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)O[C@@H]1C[C@H]2CC[C@]1(C)C2(C)C

InChI

InChIKey=KGEKLUUHTZCSIP-FOGDFJRCSA-N

InChI=1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3/t9-,10-,12+/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16345609 | https://www.ncbi.nlm.nih.gov/pubmed/1438515

Isobronyl acetate (an isomer of bornyl acetate) is a component of many essential oils, which was observed to be inhibitory to microorganisms. It was also shown to have sedative effect on mice after inhalation. Isobronyl acetate is mainly used in cosmetics as a flavor and fragrance agent.

CNS Activity

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Bacterial infections 234 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16345609	Curative		Basic research	Unknown Approved Use Unknown
Sedation 4 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1438515	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[Study on the chemical constituents of the volatile oil from Lysimachia trientaloides Hemsl].	2002 May	12541960
Volatile emissions of eastern hemlock, Tsuga canadensis, and the influence of hemlock woolly adelgid.	2003 Jan	12482453
Ion exchange resins as catalyst for the isomerization of alpha-pinene to camphene.	2004 Jun	15051072
Volatiles associated with preferred and nonpreferred hosts of the Nantucket pine tip moth, Rhyacionia frustrana.	2004 May	15274443
Identification of characteristic aroma-active compounds from water dropwort (Oenanthe javanica DC.).	2005 Aug 24	16104797
Chemical composition and antimicrobial activity of the essential oils of Chrysanthemum indicum.	2005 Jan 4	15588664
25 years of natural product R&D with New South Wales agriculture.	2005 Oct 31	18007515
Composition, enantiomeric distribution, and antibacterial activity of the essential oil of Achillea ligustica All. from Corsica.	2006 Aug 23	16910724
Chemical composition and antimicrobial activity of the essential oil from Ambrosia trifida L.	2006 Jul 25	17971726
Phytochemical analysis of the essential oil of Achillea millefolium L. from various European Countries.	2006 Oct	17127661
Chemical composition and antibacterial activities of the essential oil from Abies koreana.	2007 Dec	17639558
Chemical composition and antimicrobial activity of Chamaecyparis obtusa leaf essential oil.	2007 Feb	17161919
Simultaneous distillation-extraction of high-value volatile compounds from Cistus ladanifer L.	2007 Feb 19	17386635
Ethnoveterinary medicines used for ruminants in British Columbia, Canada.	2007 Feb 26	17324258
Chemical composition and antimicrobial and antioxidant activities of the essential oil and methanol extract of Hippomarathrum microcarpum (Bieb.) from Turkey.	2007 Feb 7	17263496
Screening of antibacterial activities of twenty-one oxygenated monoterpenes.	2007 Jul-Aug	17913064
Composition and enantiomeric analysis of the essential oil of the fruits and the leaves of Pistacia vera from Greece.	2007 Jun 30	17876292
Essential oil composition and antioxidant activity of aerial parts of Grindelia robusta from Central Italy.	2007 Sep	17600634
Terpenoid compositions, and antioxidant and antimicrobial properties of the rhizome essential oils of different Hedychium species.	2008 Feb	18293443
Essential oil composition of Valeriana officinalis L. roots cultivated in Iran. Comparative analysis between supercritical CO2 extraction and hydrodistillation.	2008 Feb 8	18164718
GC/MS of terpenes in walnut-tree leaves after accelerated solvent extraction.	2008 Jan	18069704
Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia.	2008 Jul	18649304
Context effects on odor processing: an event-related potential study.	2008 Jul 15	18485742
The clinical pharmacology of intranasal l-methamphetamine.	2008 Jul 21	18644153
Activity of essential oils and individual components against acetyl- and butyrylcholinesterase.	2008 Jul-Aug	18810999
Anti-inflammation activities of essential oil and its constituents from indigenous cinnamon (Cinnamomum osmophloeum) twigs.	2008 Jun	17826984
Chemical composition and antimicrobial activity of essential oil from cones of Pinus koraiensis.	2008 Mar	18388468
Separation and identification of volatile constituents in Artemisia argyi flowers by GC-MS with SPME and steam distillation.	2008 May-Jun	18492349
Rosmarinus officinalis L.: chemical modifications of the essential oil and evaluation of antioxidant and antimicrobial activity.	2009 Dec	20120107
Chemical composition of hydrodistilled essential oil of Artemisia incana (L.) Druce and antimicrobial activity against foodborne microorganisms.	2009 Dec	20020464
Essential oil variability in natural populations of Picea omorika, a rare European conifer.	2009 Feb	19235161
Radical Scavenging Activity of the Essential Oil of Silver Fir (Abies alba).	2009 May	19430614
Supercritical fluid extraction of the volatile oil from Santolina chamaecyparissus.	2009 Sep	19705372
Antimicrobial activity and essential oil composition of a new T. argyrophyllum (C. Koch) Tvzel var. argyrophyllum chemotype.	2010	20484836
Salvadora persica.	2010 Jul	22228963
[Analysis of the chemical constituents of volatile oil from Asarum insigne by GC-MS].	2010 Jul	21137366
Investigation of the volatile fraction of rosemary infusion extracts.	2010 Jul-Sep	21179360
Chemical composition and antibacterial activity of essential oils of Lantana camara, Ageratum houstonianum and Eupatorium adenophorum.	2010 May	20645797
Volatile oil profiles of the aerial parts of Jordanian garland, Chrysanthemum coronarium.	2010 Oct	20818927
Essential oils, phenolics, and antioxidant activities of different parts of cumin (Cuminum cyminum L.).	2010 Oct 13	20809647

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Inhibition of growth rate of B. thuringiensis was measured in the presence of isobronyl acetate. The inhibition of 100% was achieved at concentration less than 0.04 mg/ml.

Name

Type

Language

ISOBORNYL ACETATE

Official Name

English

ISOBORNYL ACETATE [INCI]

Common Name

English

PICHTOSIN

Common Name

English

(±)-ISOBORNYL ACETATE

Common Name

English

NSC-62486

Code

English

ISOBORNYL ACETATE [FCC]

Common Name

English

Isobornyl acetate [WHO-DD]

Common Name

English

BICYCLO(2.2.1)HEPTAN-2-OL, 1,7,7-TRIMETHYL-, 2-ACETATE, (1R,2R,4R)-REL-

Common Name

English

ISOBORNYL ACETATE [FHFI]

Common Name

English

FEMA NO. 2160

Code

English

ISOBORNEOL, ACETATE

Common Name

English

Classification Tree Code System Code

JECFA EVALUATION

ISOBORNYL ACETATE