Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C10H18O |
| Molecular Weight | 154.2493 |
| Optical Activity | ( + / - ) |
| 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-WEDXCCLWSA-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+/m1/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 |
|
| Switching of a macromolecular helicity for visual distinction of molecular recognition events. | 2001 Aug 22 |
|
| Chiral recognition of terpenoids in some pharmaceuticals derived from natural sources. | 2002 Dec 31 |
|
| [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 |
|
| Preparation of the traditional Chinese medicine compound recipe heart-protecting musk pH-dependent gradient-release pellets. | 2002 Nov |
|
| Erythema multiforme due to contact with weeds: a recurrence after patch testing. | 2003 Jan |
|
| Mechanistic studies on the bioactivation of diclofenac: identification of diclofenac-S-acyl-glutathione in vitro in incubations with rat and human hepatocytes. | 2003 Nov |
|
| The effect of applying a pipe-joint lubricant to connect ductile iron pipe on off-flavors in drinking water distribution systems. | 2004 |
|
| (+)- And (-)-borneol: efficacious positive modulators of GABA action at human recombinant alpha1beta2gamma2L GABA(A) receptors. | 2005 Apr 1 |
|
| Chemical composition and antioxidant, antimicrobial, and antifungal activities of the essential oil of Achillea ligustica all. | 2005 Dec 28 |
|
| Skeleton-selective fluorescent chemosensor based on cyclodextrin bearing a 4-amino-7-nitrobenz-2-oxa-1,3-diazole moiety. | 2005 Dec 7 |
|
| Chemical composition and antimicrobial activity of the essential oil of Artemisia lavandulaefolia. | 2005 Jun |
|
| Screening of chemical composition and antifungal and antioxidant activities of the essential oils from three Turkish artemisia species. | 2005 Mar 9 |
|
| Isolation of antioxidant compounds from the methanolic extract of the roots of Decalepis hamiltonii (Wight and Arn.). | 2005 Oct 5 |
|
| [Study on preparation of beta-cyclodextrin inclusion compound for borneolumsyntheticum from Huoxuezhitong capsules]. | 2006 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 |
|
| Chemical composition and antifungal activity of Salvia macrochlamys and Salvia recognita essential oils. | 2006 Sep 6 |
|
| 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 |
|
| Gas chromatography-mass spectrometry following pressurized hot water extraction and solid-phase microextraction for quantification of eucalyptol, camphor, and borneol in Chrysanthemum flowers. | 2007 Jan |
|
| Composition of the essential oil of Salvia officinalis L. from various European countries. | 2007 May |
|
| The antithrombotic effect of borneol related to its anticoagulant property. | 2008 |
|
| Percutaneous permeation enhancement by terpenes: mechanistic view. | 2008 |
|
| [Characterization of chemical components of essential oil from cupitulum of Chrysanthemum morifolium cultivated in Tongxiang city]. | 2008 Mar |
|
| ThermoTRP channels in nociceptors: taking a lead from capsaicin receptor TRPV1. | 2008 Mar |
|
| Fragrance material review on isoborneol. | 2008 Nov |
|
| [Characterization of chemical components of essential oil from flowers of Chrysanthemum morifolium produced in Anhui province]. | 2008 Oct |
|
| Anti-Helicobacter pylori activity and essential oil composition of Thymus caramanicus from Iran. | 2009 Aug |
|
| Chemical composition of hydrodistilled essential oil of Artemisia incana (L.) Druce and antimicrobial activity against foodborne microorganisms. | 2009 Dec |
|
| 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 |
|
| [Effects of borneol on pharmacokinetics of protocatechuic acid in rabbits]. | 2009 May |
|
| Antimicrobial activity and essential oil composition of a new T. argyrophyllum (C. Koch) Tvzel var. argyrophyllum chemotype. | 2010 |
|
| The essential oils of the Greek endemic Satureja horvatii ssp. macrophylla in relation to bioclimate. | 2010 Aug |
|
| Oil constituents of Artemisia nilagirica var. septentrionalis growing at different altitudes. | 2010 Dec |
|
| Comparative analysis of essential oils of six Anthemis taxa from Serbia and Montenegro. | 2010 May |
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
Fri Dec 15 18:55:55 GMT 2023
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| Record UNII |
M89NIB437X
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Validated (UNII)
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JECFA EVALUATION |
BORNEOL
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FDA ORPHAN DRUG |
754420
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m2610
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BORNEOL
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| Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Monoterpene Class
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PARENT -> CONSTITUENT ALWAYS PRESENT |
USP-DSC
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ACTIVE MOIETY |
