U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C12H20O2
Molecular Weight 196.286
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BORNYL ACETATE, (-)-

SMILES

[H][C@]12CC[C@](C)([C@@H](C1)OC(C)=O)C2(C)C

InChI

InChIKey=KGEKLUUHTZCSIP-HOSYDEDBSA-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+/m0/s1

HIDE SMILES / InChI

Molecular Formula C12H20O2
Molecular Weight 196.286
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Bornyl acetate is the main volatile constituent in numerous conifer oils and some Chinese traditional herbs, which has displayed an anti-inflammatory effect. In addition was shown, that this compound had therapeutic potentials for the osteoarthritis and may be developed as a preventive agent for lung inflammatory diseases. In combination with 5-fluorouracil, bornyl acetate possesses the anticancer activity by inducing apoptosis, DNA fragmentation as well as G2/M cell cycle arrest.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
25 years of natural product R&D with New South Wales agriculture.
2005 Oct 31
Chemical composition and antimicrobial activity of the essential oil from Ambrosia trifida L.
2006 Jul 25
Chemical composition and antibacterial activities of the essential oil from Abies koreana.
2007 Dec
Simultaneous distillation-extraction of high-value volatile compounds from Cistus ladanifer L.
2007 Feb 19
Ethnoveterinary medicines used for ruminants in British Columbia, Canada.
2007 Feb 26
Chemical composition and antimicrobial and antioxidant activities of the essential oil and methanol extract of Hippomarathrum microcarpum (Bieb.) from Turkey.
2007 Feb 7
Screening of antibacterial activities of twenty-one oxygenated monoterpenes.
2007 Jul-Aug
Composition and enantiomeric analysis of the essential oil of the fruits and the leaves of Pistacia vera from Greece.
2007 Jun 30
Analysis by gas chromatography-mass spectrometry of essential oil from seeds and aerial parts of Ferulago angulata (Schlecht.) Boiss gathered in Nevakoh and Shahoo, Zagross mountain, West of Iran.
2007 Mar 1
Essential oil composition and antioxidant activity of aerial parts of Grindelia robusta from Central Italy.
2007 Sep
Terpenoid compositions, and antioxidant and antimicrobial properties of the rhizome essential oils of different Hedychium species.
2008 Feb
Essential oil composition of Valeriana officinalis L. roots cultivated in Iran. Comparative analysis between supercritical CO2 extraction and hydrodistillation.
2008 Feb 8
Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia.
2008 Jul
Context effects on odor processing: an event-related potential study.
2008 Jul 15
The clinical pharmacology of intranasal l-methamphetamine.
2008 Jul 21
Activity of essential oils and individual components against acetyl- and butyrylcholinesterase.
2008 Jul-Aug
Anti-inflammation activities of essential oil and its constituents from indigenous cinnamon (Cinnamomum osmophloeum) twigs.
2008 Jun
Chemical composition and antimicrobial activity of essential oil from cones of Pinus koraiensis.
2008 Mar
Separation and identification of volatile constituents in Artemisia argyi flowers by GC-MS with SPME and steam distillation.
2008 May-Jun
[Characterization of chemical components of essential oil from flowers of Chrysanthemum morifolium produced in Anhui province].
2008 Oct
Synthesis, chiroptical properties, and their theoretical simulation of some highly rotating benzotricamphor derivatives.
2009
Antinociceptive effect and GC/MS analysis of Rosmarinus officinalis L. essential oil from its aerial parts.
2009 Apr
Acaricidal activities of major constituents of essential oil of Juniperus chinensis leaves against house dust and stored food mites.
2009 Aug
Rosmarinus officinalis L.: chemical modifications of the essential oil and evaluation of antioxidant and antimicrobial activity.
2009 Dec
Chemical composition of hydrodistilled essential oil of Artemisia incana (L.) Druce and antimicrobial activity against foodborne microorganisms.
2009 Dec
Essential oil variability in natural populations of Picea omorika, a rare European conifer.
2009 Feb
Assessment of the allelopathic potential of Juniperus ashei on germination and growth of Bouteloua curtipendula.
2009 Jan
Identification and quantification of the volatile constituents in Cnidium monnieri using supercritical fluid extraction followed by GC-MS.
2009 Jan
Composition and seasonal variation of the essential oil from Abies sachalinensis from Hokkaido, Japan.
2009 Jun
Radical Scavenging Activity of the Essential Oil of Silver Fir (Abies alba).
2009 May
Supercritical fluid extraction of the volatile oil from Santolina chamaecyparissus.
2009 Sep
Antimicrobial activity and essential oil composition of a new T. argyrophyllum (C. Koch) Tvzel var. argyrophyllum chemotype.
2010
Analysis of essential oils from different organs of Scutellaria baicalensis.
2010 Aug
In vitro synergistic efficacy of combination of amphotericin B with Myrtus communis essential oil against clinical isolates of Candida albicans.
2010 Aug
Essential oil composition of four endemic Ferulago species growing in Turkey.
2010 Dec
Compositional variability in essential oil from different parts of Alpinia speciosa from India.
2010 Feb
The chemical composition and antimicrobial activity of the leaf oil of Cupressus lusitanica from Monteverde, Costa Rica.
2010 Jan
Misidentification of tansy, Tanacetum macrophyllum, as yarrow, Achillea grandifolia: a health risk or benefit?
2010 Jan
Salvadora persica.
2010 Jul
[Analysis of the chemical constituents of volatile oil from Asarum insigne by GC-MS].
2010 Jul
A DFT analysis of thermal decomposition reactions important to natural products.
2010 Jul
Investigation of the volatile fraction of rosemary infusion extracts.
2010 Jul-Sep
The volatile constituents of Salvia leucantha.
2010 Jun
Effects of foliar fertilization and arbuscular mycorrhizal colonization on Salvia officinalis L. growth, antioxidant capacity, and essential oil composition.
2010 Mar 15
Chemical composition and antibacterial activity of essential oils of Lantana camara, Ageratum houstonianum and Eupatorium adenophorum.
2010 May
Relation between developmental stage, sensory properties, and volatile content of organically and conventionally grown pac choi (Brassica rapa var. Mei Qing Choi).
2010 May
Essential oil composition and antioxidant and antimicrobial properties of the aerial parts of Salvia eremophila Boiss. from Iran.
2010 May
Genetics, phosphorus availability, and herbivore-derived induction as sources of phenotypic variation of leaf volatile terpenes in a pine species.
2010 Oct
Volatile oil profiles of the aerial parts of Jordanian garland, Chrysanthemum coronarium.
2010 Oct
Essential oils, phenolics, and antioxidant activities of different parts of cumin (Cuminum cyminum L.).
2010 Oct 13
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
It was shown, that bornyl acetate elevated the expression of IL-11 at both the mRNA and protein levels. Normal human chondrocytes were pretreated with or without bornyl acetate at the concentrations of 50 and 100 ug/mL for 24H, followed by incubated with IL-1b 10 ug/mL for another 24 H.
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:14:57 GMT 2023
Edited
by admin
on Fri Dec 15 18:14:57 GMT 2023
Record UNII
24QAP1VCUX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BORNYL ACETATE, (-)-
Systematic Name English
(-)-BORNEOL ACETATE
Systematic Name English
L-BORNYL ACETATE [FHFI]
Common Name English
BICYCLO(2.2.1)HEPTAN-2-OL, 1,7,7-TRIMETHYL-, ACETATE, (1S-ENDO)-
Common Name English
BORNYL ACETATE, L-
Common Name English
BICYCLO(2.2.1)HEPTAN-2-OL, 1,7,7-TRIMETHYL-, 2-ACETATE, (1S,2R,4S)-
Common Name English
1S-ENDO-BORNYL ACETATE
Common Name English
BICYCLO(2.2.1)HEPTAN-2-OL, 1,7,7-TRIMETHYL-, ACETATE, (1S,2R,4S)-
Systematic Name English
BORNYL ACETATE L-FORM [MI]
Common Name English
BORNEOL, L-, ACETATE
Common Name English
FEMA NO. 4080
Code English
L-BORNYL ACETATE
FHFI  
Common Name English
BORNYL ACETATE L-FORM
MI  
Common Name English
BORNEOL ACETATE, (-)-
Systematic Name English
(-)BRONYL ACETATE
Common Name English
(-)-BORNYL ACETATE (CONSTITUENT OF MYRRH) [DSC]
Common Name English
BORNEOL, ACETATE, (1S,2R,4S)-(-)-
Systematic Name English
LEVO-BORNYL ACETATE
Common Name English
(1S)-1,7,7-TRIMETHYLBICYCLO(2.2.1)-2-HEPTANOL ACETATE
Common Name English
(-)-BORNYL ACETATE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID3052228
Created by admin on Fri Dec 15 18:14:57 GMT 2023 , Edited by admin on Fri Dec 15 18:14:57 GMT 2023
PRIMARY
RXCUI
2395802
Created by admin on Fri Dec 15 18:14:57 GMT 2023 , Edited by admin on Fri Dec 15 18:14:57 GMT 2023
PRIMARY
DAILYMED
24QAP1VCUX
Created by admin on Fri Dec 15 18:14:57 GMT 2023 , Edited by admin on Fri Dec 15 18:14:57 GMT 2023
PRIMARY
MERCK INDEX
m2611
Created by admin on Fri Dec 15 18:14:57 GMT 2023 , Edited by admin on Fri Dec 15 18:14:57 GMT 2023
PRIMARY Merck Index
SMS_ID
300000035078
Created by admin on Fri Dec 15 18:14:57 GMT 2023 , Edited by admin on Fri Dec 15 18:14:57 GMT 2023
PRIMARY
FDA UNII
24QAP1VCUX
Created by admin on Fri Dec 15 18:14:57 GMT 2023 , Edited by admin on Fri Dec 15 18:14:57 GMT 2023
PRIMARY
JECFA MONOGRAPH
1842
Created by admin on Fri Dec 15 18:14:57 GMT 2023 , Edited by admin on Fri Dec 15 18:14:57 GMT 2023
PRIMARY
PUBCHEM
93009
Created by admin on Fri Dec 15 18:14:57 GMT 2023 , Edited by admin on Fri Dec 15 18:14:57 GMT 2023
PRIMARY
ECHA (EC/EINECS)
227-101-4
Created by admin on Fri Dec 15 18:14:57 GMT 2023 , Edited by admin on Fri Dec 15 18:14:57 GMT 2023
PRIMARY
CAS
5655-61-8
Created by admin on Fri Dec 15 18:14:57 GMT 2023 , Edited by admin on Fri Dec 15 18:14:57 GMT 2023
PRIMARY
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