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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H18O
Molecular Weight 154.2493
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOBORNEOL, (+)-

SMILES

CC1(C)[C@H]2CC[C@]1(C)[C@@H](O)C2

InChI

InChIKey=DTGKSKDOIYIVQL-OYNCUSHFSA-N
InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m0/s1

HIDE SMILES / InChI
Borneol, a monoterpenoid alcohol, is a component of many essential oils. Barneol occurs in nature as a single enantiomer (d- or l-, depending on the oil type) or, less frequently, as the racemate. Several studies have proved the effectiveness of borneol. In Chinese medicines borneol has been used in relieving symptoms of anxiety, fatigue and insomnia; inducing anesthesia and analgesia to alleviate abdominal pain, wounds and burns; relieving rheumatic pain, hemorrhoids, skin diseases and ulcerations of the mouth, ears, eyes or nose; to treat sore throats and skin infections, and is mainly used to treat cardiovascular and cerebrovascular diseases. Borneol has a significant therapeutic effect on neuralgia. This compound is considered a GRAS approved by the FDA as food flavor. Additionally, borneol is a fragrance ingredient. GABAA, TRPV3, TRPM8 and TRPA1 have been identified as the molecular targets of borneol.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q7Z2W7
Gene ID: 79054.0
Gene Symbol: TRPM8
Target Organism: Homo sapiens (Human)
65.0 µM [EC50]
248.0 µM [EC50]
Target ID: Q8NET8
Gene ID: 162514.0
Gene Symbol: TRPV3
Target Organism: Homo sapiens (Human)
3.45 mM [EC50]
Target ID: O75762
Gene ID: 8989.0
Gene Symbol: TRPA1
Target Organism: Homo sapiens (Human)
0.2 mM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Screening for new compounds with antiherpes activity.
1984 Oct
[Historical study of a moth repellent, "Fujisawa Camphor" (2) manufacture of borneol].
2001
Attractiveness of 79 compounds and mixtures to wild Ceratitis capitata (Diptera: Tephritidae) in field trials.
2001 Aug
Switching of a macromolecular helicity for visual distinction of molecular recognition events.
2001 Aug 22
Composition and antimicrobial activity of the essential oils of Micromeria cristata subsp. phrygia and the enantiomeric distribution of borneol.
2001 Sep
Incorporation of [1-(13)C]1-deoxy-D-xylulose into isoprenoids of the liverwort Conocephalum conicum.
2002 Feb
[Studies on the quality standard of xingnao tinctures].
2003 Aug
Chemical composition and antibacterial activity of essential oil of Artemisia iwayomogi.
2003 Dec
High-affinity monoclonal antibodies for detection of the microbial metabolite, 2-methylisoborneol.
2003 Jun 18
Fungicidal property of Curcuma longa L. rhizome-derived curcumin against phytopathogenic fungi in a greenhouse.
2003 Mar 12
Essential oils from Mediterranean lamiaceae as weed germination inhibitors.
2003 Oct 8
The effect of applying a pipe-joint lubricant to connect ductile iron pipe on off-flavors in drinking water distribution systems.
2004
Simultaneous expression of guinea pig UDP-glucuronosyltransferase 2B21 (UGT2B21) and 2B22 in COS-7 cells enhances UGT2B21-catalyzed chloramphenicol glucuronidation.
2004 Oct
Chemical composition and antimicrobial activity of the essential oils of Chrysanthemum indicum.
2005 Jan 4
Chemical composition and antimicrobial activity of the essential oil of Artemisia lavandulaefolia.
2005 Jun
[Analysis of volatile constituents from Anemarrhena asphodeloides by GC-MS].
2005 Nov
Enantiomeric excess determination by fourier transform near-infrared vibrational circular dichroism spectroscopy: simulation of real-time process monitoring.
2005 Sep
[Effect of absorption enhancers on nasal ginsenoside Rg1 delivery and its nasal ciliotoxicity].
2006 Feb
[Near infrared spectrometry (NIRS) method for the determination of borneol in sustained-release drugs].
2006 Jan
Chemical composition and antimicrobial activity of the essential oil from Ambrosia trifida L.
2006 Jul 25
Promoting effect of borneol on the permeability of puerarin eye drops and timolol maleate eye drops through the cornea in vitro.
2006 Sep
Chemical composition and antifungal activity of Salvia macrochlamys and Salvia recognita essential oils.
2006 Sep 6
Protective effect of (+/-) isoborneol against 6-OHDA-induced apoptosis in SH-SY5Y cells.
2007
Composition of the essential oil of Salvia officinalis L. from various European countries.
2007 May
Absorptive profile of chlorogenic acid in rats.
2007 Sep
Bismuth subgallate/borneol (suile) is superior to bacitracin in the human forearm biopsy model for acute wound healing.
2007 Sep
The oil-dispersion bath in anthroposophic medicine--an integrative review.
2008 Dec 4
[Influence of borneol on nasal absorption of Ligustrazinee].
2008 Feb
[Characterization of chemical components of essential oil from cupitulum of Chrysanthemum morifolium cultivated in Tongxiang city].
2008 Mar
[Characterization of chemical components of essential oil from flowers of Chrysanthemum morifolium produced in Anhui province].
2008 Oct
Aqueous extracts of some medicinal plants are as toxic as Imidacloprid to the sweet potato whitefly, Bemisia tabaci.
2009
Antimicrobial activity of the essential oil obtained from roots and chemical composition of the volatile constituents from the roots, stems, and leaves of Ballota nigra from Serbia.
2009 Apr
Essential oil variability in natural populations of Picea omorika, a rare European conifer.
2009 Feb
Phytotoxicity of constituents of glandular trichomes and the leaf surface of camphorweed, Heterotheca subaxillaris.
2009 Jan
[Oral absorption enhancers of Ophiopogon japonicas polysaccharides].
2009 Jun
[Effect of borneol/mentholum eutectic mixture on nasal-brain delivery of neurotoxin loaded nanoparticles].
2009 Mar
[Effects of borneol on pharmacokinetics of protocatechuic acid in rabbits].
2009 May
[Study on natural borneol and synthetic borneol affecting mucosal permeability of gardenia extract].
2009 May
Application of headspace solid phase microextraction for study of noncovalent interaction of borneol with human serum albumin.
2009 Nov
Sage tea drinking improves lipid profile and antioxidant defences in humans.
2009 Sep 9
Antimicrobial activity and essential oil composition of a new T. argyrophyllum (C. Koch) Tvzel var. argyrophyllum chemotype.
2010
Biological activity of the essential oil of Kadsura longipedunculata (Schisandraceae) and its major components.
2010 Aug
Oil constituents of Artemisia nilagirica var. septentrionalis growing at different altitudes.
2010 Dec
Chemical investigation of the essential oil of Thymus linearis (Benth. ex Benth) from western Himalaya, India.
2010 Dec
Nematicidal activity of monoterpenoids against the root-knot nematode Meloidogyne incognita.
2010 Feb
[Study of components in xingnaojing affecting intestine absorption of gardenia extract].
2010 Feb
Investigation of the volatile fraction of rosemary infusion extracts.
2010 Jul-Sep
Comparative analysis of essential oils of six Anthemis taxa from Serbia and Montenegro.
2010 May
Genetic variation in jasmonic acid- and spider mite-induced plant volatile emission of cucumber accessions and attraction of the predator Phytoseiulus persimilis.
2010 May
Hepatoprotective potential of Decalepis hamiltonii (Wight and Arn) against carbon tetrachloride-induced hepatic damage in rats.
2010 Oct
Patents

Sample Use Guides

25 % borneol (d-form) was applied topically as a single dose for 30-60 min.
Route of Administration: Topical
Peripheral sensory neurons were treated with 200 uM (~0.003%) borneol (d-form). The drug increased the Ca2+ signal in a subset of dorsal root ganglion neurons.
Name Type Language
ISOBORNEOL, (+)-
Common Name English
ISOBORNEOL, (1S,2S,4S)-(+)-
Common Name English
ISOBORNEOL (1S,2S,4S)-FORM [MI]
Common Name English
BICYCLO(2.2.1)HEPTAN-2-OL, 1,7,7-TRIMETHYL-, (1S,2S,4S)-
Systematic Name English
(+)-ISOBORNEOL
Common Name English
(S,S,S)-(+)-ISOBORNEOL
Common Name English
Code System Code Type Description
PUBCHEM
6973640
Created by admin on Sat Dec 16 09:55:43 GMT 2023 , Edited by admin on Sat Dec 16 09:55:43 GMT 2023
PRIMARY
CAS
16725-71-6
Created by admin on Sat Dec 16 09:55:43 GMT 2023 , Edited by admin on Sat Dec 16 09:55:43 GMT 2023
PRIMARY
FDA UNII
8GDX32M6KF
Created by admin on Sat Dec 16 09:55:43 GMT 2023 , Edited by admin on Sat Dec 16 09:55:43 GMT 2023
PRIMARY
EPA CompTox
DTXSID40168259
Created by admin on Sat Dec 16 09:55:43 GMT 2023 , Edited by admin on Sat Dec 16 09:55:43 GMT 2023
PRIMARY
MERCK INDEX
m6443
Created by admin on Sat Dec 16 09:55:43 GMT 2023 , Edited by admin on Sat Dec 16 09:55:43 GMT 2023
PRIMARY Merck Index