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
Foliar and cortex oleoresin variability of silver fir (Abies alba Mill.) in Albania.
2001 Jul-Aug
Incorporation of [1-(13)C]1-deoxy-D-xylulose into isoprenoids of the liverwort Conocephalum conicum.
2002 Feb
Quality assessment of Flos Chrysanthemi Indici from different growing areas in China by solid-phase microextraction-gas chromatography-mass spectrometry.
2004 Aug 27
[Studies on the analgesic and anti-inflammatory effect of bornyl acetate in volatile oil from Amomum villosum].
2004 Jun
The effect of selected monoterpenoids on the cellular slime mold, Dictyostelium discoideum NC4.
2004 Jun
Antibacterial and antifungal effects of essential oils from coniferous trees.
2004 Jun
Volatiles associated with preferred and nonpreferred hosts of the Nantucket pine tip moth, Rhyacionia frustrana.
2004 May
Anticonvulsant activity and chemical composition of Artemisia dracunculus L. essential oil.
2004 Oct
Changes in anatomy and terpene chemistry in roots of Douglas-fir seedlings following treatment with methyl jasmonate.
2005 Aug
Identification of characteristic aroma-active compounds from water dropwort (Oenanthe javanica DC.).
2005 Aug 24
[Profile-effect on quality control of Houttuynia cordata injection].
2005 Dec
Chemical composition and antimicrobial activity of the essential oils of Chrysanthemum indicum.
2005 Jan 4
[Research on the analgesic effect and mechanism of bornyl acetate in volatile oil from amomum villosum].
2005 Jun
25 years of natural product R&D with New South Wales agriculture.
2005 Oct 31
Composition, enantiomeric distribution, and antibacterial activity of the essential oil of Achillea ligustica All. from Corsica.
2006 Aug 23
Chemical composition and biological activities of essential oil from the leaves of Sesuvium portulacastrum.
2006 Jan 3
Variation in chemical composition and antibacterial activities of essential oils from two species of Houttuynia THUNB.
2006 Jul
Chemical composition and antimicrobial activity of the essential oil from Ambrosia trifida L.
2006 Jul 25
[Analysis of volatile constituents in leaves of three cypress species by gas chromatography/mass spectrometry].
2006 Mar
Phytochemical analysis of the essential oil of Achillea millefolium L. from various European Countries.
2006 Oct
Chemical composition and antibacterial activities of the essential oil from Abies koreana.
2007 Dec
Chemical composition and antimicrobial activity of Chamaecyparis obtusa leaf essential oil.
2007 Feb
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
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
GC/MS of terpenes in walnut-tree leaves after accelerated solvent extraction.
2008 Jan
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
Synthesis, chiroptical properties, and their theoretical simulation of some highly rotating benzotricamphor derivatives.
2009
Acaricidal activities of major constituents of essential oil of Juniperus chinensis leaves against house dust and stored food mites.
2009 Aug
Chemical composition of hydrodistilled essential oil of Artemisia incana (L.) Druce and antimicrobial activity against foodborne microorganisms.
2009 Dec
Radical Scavenging Activity of the Essential Oil of Silver Fir (Abies alba).
2009 May
The chemical composition and antimicrobial activity of the leaf oil of Cupressus lusitanica from Monteverde, Costa Rica.
2010 Jan
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
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
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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
Related Record Type Details
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