Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C10H18O |
| Molecular Weight | 154.2497 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(C)[C@]2([H])CC[C@@]1(C)[C@]([H])(C2)O
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 | 154.2497 |
| 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 |
|
| 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 |
|
| Chemical composition and antibacterial activity of essential oil of Artemisia iwayomogi. | 2003 Dec |
|
| 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 |
|
| 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 |
|
| Thermodynamics of the molecular and chiral recognition of cycloalkanols and camphor by modified beta-cyclodextrins possessing simple aromatic tethers. | 2004 Jan 9 |
|
| Simultaneous expression of guinea pig UDP-glucuronosyltransferase 2B21 (UGT2B21) and 2B22 in COS-7 cells enhances UGT2B21-catalyzed chloramphenicol glucuronidation. | 2004 Oct |
|
| 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 |
|
| [The creation of laosun yutie plaster and safety experiment]. | 2005 May |
|
| Enantiomeric excess determination by fourier transform near-infrared vibrational circular dichroism spectroscopy: simulation of real-time process monitoring. | 2005 Sep |
|
| [Effect of ligustrazine, synthetic borneol on lasting time of ciliary movement]. | 2006 Aug |
|
| 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 antibacterial activities of the essential oil from Abies koreana. | 2007 Dec |
|
| Cross-attraction between an exotic and a native pine bark beetle: a novel invasion mechanism? | 2007 Dec 12 |
|
| Composition of the essential oil of Salvia officinalis L. from various European countries. | 2007 May |
|
| Absorptive profile of chlorogenic acid in rats. | 2007 Sep |
|
| Percutaneous permeation enhancement by terpenes: mechanistic view. | 2008 |
|
| Antifungal, phytotoxic and insecticidal properties of essential oil isolated from Turkish Origanum acutidens and its three components, carvacrol, thymol and p-cymene. | 2008 Dec |
|
| Tunisian Salvia officinalis L. and Schinus molle L. essential oils: their chemical compositions and their preservative effects against Salmonella inoculated in minced beef meat. | 2008 Jul 31 |
|
| [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 |
|
| [Characterization of chemical components of essential oil from flowers of Chrysanthemum morifolium produced in Anhui province]. | 2008 Oct |
|
| 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 |
|
| 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 |
|
| [Oral absorption enhancers of Ophiopogon japonicas polysaccharides]. | 2009 Jun |
|
| [Effects of borneol on pharmacokinetics of protocatechuic acid in rabbits]. | 2009 May |
|
| Application of headspace solid phase microextraction for study of noncovalent interaction of borneol with human serum albumin. | 2009 Nov |
|
| Investigation of the volatile fraction of rosemary infusion extracts. | 2010 Jul-Sep |
|
| 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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| Record UNII |
M89NIB437X
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| Record Status |
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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M89NIB437X
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BORNEOL
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946
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507-70-0
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C022871
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1368202
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DB11288
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SUB13113MIG
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208-080-0
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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 |
