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
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
| Molecular Formula | C10H18O |
| Molecular Weight | 154.2493 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
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
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: Q7Z2W7 Gene ID: 79054.0 Gene Symbol: TRPM8 Target Organism: Homo sapiens (Human) |
65.0 µM [EC50] | ||
Target ID: CHEMBL2109244 |
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
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Screening for new compounds with antiherpes activity. | 1984 Oct |
|
| Attractiveness of 79 compounds and mixtures to wild Ceratitis capitata (Diptera: Tephritidae) in field trials. | 2001 Aug |
|
| Composition and antimicrobial activity of the essential oils of Micromeria cristata subsp. phrygia and the enantiomeric distribution of borneol. | 2001 Sep |
|
| Chiral recognition of terpenoids in some pharmaceuticals derived from natural sources. | 2002 Dec 31 |
|
| Incorporation of [1-(13)C]1-deoxy-D-xylulose into isoprenoids of the liverwort Conocephalum conicum. | 2002 Feb |
|
| [Determination of volatile constituents in guanxin suhe wan by gas chromatography-mass spectrometry]. | 2002 Jul |
|
| GC/MS evaluation of thyme (Thymus vulgaris L.) oil composition and variations during the vegetative cycle. | 2002 Jul 20 |
|
| Synergistic effect of bismuth subgallate and borneol, the major components of Sulbogin, on the healing of skin wound. | 2003 Aug |
|
| Chemical composition and antibacterial activity of essential oil of Artemisia iwayomogi. | 2003 Dec |
|
| Essential oils from Mediterranean lamiaceae as weed germination inhibitors. | 2003 Oct 8 |
|
| Quality assessment of Flos Chrysanthemi Indici from different growing areas in China by solid-phase microextraction-gas chromatography-mass spectrometry. | 2004 Aug 27 |
|
| [Measurement of borneol based on near infrared spectroscopy]. | 2004 Feb |
|
| The in vitro antioxidant and antimicrobial activities of the essential oil and methanol extracts of Achillea biebersteini Afan. (Asteraceae). | 2004 Jun |
|
| Simultaneous expression of guinea pig UDP-glucuronosyltransferase 2B21 (UGT2B21) and 2B22 in COS-7 cells enhances UGT2B21-catalyzed chloramphenicol glucuronidation. | 2004 Oct |
|
| Conformational rigidification via derivatization facilitates the determination of absolute configuration using chiroptical spectroscopy: a case study of the chiral alcohol endo-borneol. | 2005 Apr 15 |
|
| Skeleton-selective fluorescent chemosensor based on cyclodextrin bearing a 4-amino-7-nitrobenz-2-oxa-1,3-diazole moiety. | 2005 Dec 7 |
|
| In vitro anti-Vibrio cholerae activity of essential oil from Lepechinia caulescens. | 2005 Jan |
|
| Bile fluorescence, heme oxygenase induction, and increased biliverdin excretion by mixtures of environmental toxicants. | 2006 May 1 |
|
| Phytochemical analysis of the essential oil of Achillea millefolium L. from various European Countries. | 2006 Oct |
|
| Protective effect of (+/-) isoborneol against 6-OHDA-induced apoptosis in SH-SY5Y cells. | 2007 |
|
| Effects of a combination of thyme and oregano essential oils on TNBS-induced colitis in mice. | 2007 |
|
| Cross-attraction between an exotic and a native pine bark beetle: a novel invasion mechanism? | 2007 Dec 12 |
|
| The enhancing effect of synthetical borneol on the absorption of tetramethylpyrazine phosphate in mouse. | 2007 Jun 7 |
|
| Spectrophotometric and calorimetric titration studies on molecular recognition of camphor and borneol by nucleobase-modified beta-cyclodextrins. | 2007 Oct 25 |
|
| Absorptive profile of chlorogenic acid in rats. | 2007 Sep |
|
| Percutaneous permeation enhancement by terpenes: mechanistic view. | 2008 |
|
| The oil-dispersion bath in anthroposophic medicine--an integrative review. | 2008 Dec 4 |
|
| [Influence of borneol on nasal absorption of Ligustrazinee]. | 2008 Feb |
|
| ThermoTRP channels in nociceptors: taking a lead from capsaicin receptor TRPV1. | 2008 Mar |
|
| In vitro characterization of borneol metabolites by GC-MS upon incubation with rat liver microsomes. | 2008 May-Jun |
|
| Fragrance material review on borneol. | 2008 Nov |
|
| [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 |
|
| [Determination of d-borneol in the different parts of Cinnamomum camphora by GC-MS]. | 2009 Jul |
|
| [Effect of borneol/mentholum eutectic mixture on nasal-brain delivery of neurotoxin loaded nanoparticles]. | 2009 Mar |
|
| Larvicidal and oviposition-altering activity of monoterpenoids, trans-anithole and rosemary oil to the yellow fever mosquito Aedes aegypti (Diptera: Culicidae). | 2009 Mar |
|
| [Effects of borneol on pharmacokinetics of protocatechuic acid in rabbits]. | 2009 May |
|
| Radical Scavenging Activity of the Essential Oil of Silver Fir (Abies alba). | 2009 May |
|
| Application of headspace solid phase microextraction for study of noncovalent interaction of borneol with human serum albumin. | 2009 Nov |
|
| Supercritical fluid extraction of the volatile oil from Santolina chamaecyparissus. | 2009 Sep |
|
| Biological activity of the essential oil of Kadsura longipedunculata (Schisandraceae) and its major components. | 2010 Aug |
|
| The essential oils of the Greek endemic Satureja horvatii ssp. macrophylla in relation to bioclimate. | 2010 Aug |
|
| Chemical investigation of the essential oil of Thymus linearis (Benth. ex Benth) from western Himalaya, India. | 2010 Dec |
|
| [Study of components in xingnaojing affecting intestine absorption of gardenia extract]. | 2010 Feb |
|
| Salvadora persica. | 2010 Jul |
|
| 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
| Substance Class |
Chemical
Created
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admin
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Edited
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| Record UNII |
8GDX32M6KF
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID40168259
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m6443
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