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
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
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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Foliar and cortex oleoresin variability of silver fir (Abies alba Mill.) in Albania. | 2001 Jul-Aug |
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| Incorporation of [1-(13)C]1-deoxy-D-xylulose into isoprenoids of the liverwort Conocephalum conicum. | 2002 Feb |
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| [Study on the chemical constituents of the volatile oil from Lysimachia trientaloides Hemsl]. | 2002 May |
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| An unusual and persistent contamination of drinking water by cutting oil. | 2003 Feb |
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| Volatile emissions of eastern hemlock, Tsuga canadensis, and the influence of hemlock woolly adelgid. | 2003 Jan |
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| Enantiomeric differentiation of bornyl acetate by 13C-NMR using a chiral lanthanide shift reagent. | 2003 Jul-Aug |
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| Analysis of the essential oils of the leaves, stems, rhizomes and roots of the medicinal plant Alpinia galanga from southern India. | 2003 Jun |
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| Synergistic and antagonistic interactions of anticholinesterase terpenoids in Salvia lavandulaefolia essential oil. | 2003 Jun |
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| Total synthesis of dumsin. 1. Retrosynthetic strategy and the elaboration of key intermediates from (--)-bornyl acetate. | 2003 Sep 5 |
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| Antibacterial and antifungal effects of essential oils from coniferous trees. | 2004 Jun |
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| Ion exchange resins as catalyst for the isomerization of alpha-pinene to camphene. | 2004 Jun |
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| Essential oil of Valeriana officinalis L. cultivars and their antimicrobial activity as influenced by harvesting time under commercial organic cultivation. | 2004 Jun 16 |
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| Volatiles associated with preferred and nonpreferred hosts of the Nantucket pine tip moth, Rhyacionia frustrana. | 2004 May |
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| Changes in anatomy and terpene chemistry in roots of Douglas-fir seedlings following treatment with methyl jasmonate. | 2005 Aug |
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| Identification of characteristic aroma-active compounds from water dropwort (Oenanthe javanica DC.). | 2005 Aug 24 |
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| [Profile-effect on quality control of Houttuynia cordata injection]. | 2005 Dec |
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| 25 years of natural product R&D with New South Wales agriculture. | 2005 Oct 31 |
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| Variation in chemical composition and antibacterial activities of essential oils from two species of Houttuynia THUNB. | 2006 Jul |
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| Phytochemical analysis of the essential oil of Achillea millefolium L. from various European Countries. | 2006 Oct |
|
| Chemical composition and antimicrobial and antioxidant activities of the essential oil and methanol extract of Hippomarathrum microcarpum (Bieb.) from Turkey. | 2007 Feb 7 |
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| 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 |
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| Terpenoid compositions, and antioxidant and antimicrobial properties of the rhizome essential oils of different Hedychium species. | 2008 Feb |
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| Essential oil composition of Valeriana officinalis L. roots cultivated in Iran. Comparative analysis between supercritical CO2 extraction and hydrodistillation. | 2008 Feb 8 |
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| Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia. | 2008 Jul |
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| Activity of essential oils and individual components against acetyl- and butyrylcholinesterase. | 2008 Jul-Aug |
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| Anti-inflammation activities of essential oil and its constituents from indigenous cinnamon (Cinnamomum osmophloeum) twigs. | 2008 Jun |
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| Separation and identification of volatile constituents in Artemisia argyi flowers by GC-MS with SPME and steam distillation. | 2008 May-Jun |
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| Antinociceptive effect and GC/MS analysis of Rosmarinus officinalis L. essential oil from its aerial parts. | 2009 Apr |
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| Composition and seasonal variation of the essential oil from Abies sachalinensis from Hokkaido, Japan. | 2009 Jun |
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| Supercritical fluid extraction of the volatile oil from Santolina chamaecyparissus. | 2009 Sep |
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| Analysis of essential oils from different organs of Scutellaria baicalensis. | 2010 Aug |
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| Compositional variability in essential oil from different parts of Alpinia speciosa from India. | 2010 Feb |
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| The chemical composition and antimicrobial activity of the leaf oil of Cupressus lusitanica from Monteverde, Costa Rica. | 2010 Jan |
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| Misidentification of tansy, Tanacetum macrophyllum, as yarrow, Achillea grandifolia: a health risk or benefit? | 2010 Jan |
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| Salvadora persica. | 2010 Jul |
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| [Analysis of the chemical constituents of volatile oil from Asarum insigne by GC-MS]. | 2010 Jul |
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| A DFT analysis of thermal decomposition reactions important to natural products. | 2010 Jul |
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| Investigation of the volatile fraction of rosemary infusion extracts. | 2010 Jul-Sep |
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| Relation between developmental stage, sensory properties, and volatile content of organically and conventionally grown pac choi (Brassica rapa var. Mei Qing Choi). | 2010 May |
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| Essential oil composition and antioxidant and antimicrobial properties of the aerial parts of Salvia eremophila Boiss. from Iran. | 2010 May |
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| 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 |
Sample Use Guides
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.
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SUBSTANCE RECORD
