U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of BORNEOL

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

HIDE SMILES / InChI

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

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
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
68.02 μg/mL
30 mg/kg single, intravenous
dose: 30 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
BORNEOL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
25.94 μg/mL
30 mg/kg single, nasal
dose: 30 mg/kg
route of administration: Nasal
experiment type: SINGLE
co-administered:
BORNEOL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
15.56 μg/mL
30 mg/kg single, oral
dose: 30 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
BORNEOL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
43.02 μg/mL
30 mg/kg single, intravenous
dose: 30 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
BORNEOL brain
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
8.96 μg/mL
30 mg/kg single, nasal
dose: 30 mg/kg
route of administration: Nasal
experiment type: SINGLE
co-administered:
BORNEOL brain
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
8.54 μg/mL
30 mg/kg single, oral
dose: 30 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
BORNEOL brain
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
5.41 μg/mL
162.01 mg/kg single, oral
dose: 162.01 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
BORNEOL plasma
Rattus norvegicus
population: UNHEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
632.34 μg × min/mL
30 mg/kg single, intravenous
dose: 30 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
BORNEOL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
573.42 μg × min/mL
30 mg/kg single, nasal
dose: 30 mg/kg
route of administration: Nasal
experiment type: SINGLE
co-administered:
BORNEOL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
271.81 μg × min/mL
30 mg/kg single, oral
dose: 30 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
BORNEOL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
505.34 μg × min/mL
30 mg/kg single, intravenous
dose: 30 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
BORNEOL brain
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
345.48 μg × min/mL
30 mg/kg single, nasal
dose: 30 mg/kg
route of administration: Nasal
experiment type: SINGLE
co-administered:
BORNEOL brain
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
194.03 μg × min/mL
30 mg/kg single, oral
dose: 30 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
BORNEOL brain
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
460.57 μg × min/mL
162.01 mg/kg single, oral
dose: 162.01 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
BORNEOL plasma
Rattus norvegicus
population: UNHEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
107.99 min
162.01 mg/kg single, oral
dose: 162.01 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
BORNEOL plasma
Rattus norvegicus
population: UNHEALTHY
age: ADULT
sex: MALE
food status: FASTED
Overview

Overview

Drug as perpetrator​Drug as victimTox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

TitleDatePubMed
Oil constituents of Artemisia nilagirica var. septentrionalis growing at different altitudes.
2010-12
Chemical investigation of the essential oil of Thymus linearis (Benth. ex Benth) from western Himalaya, India.
2010-12
Hepatoprotective potential of Decalepis hamiltonii (Wight and Arn) against carbon tetrachloride-induced hepatic damage in rats.
2010-10
Biological activity of the essential oil of Kadsura longipedunculata (Schisandraceae) and its major components.
2010-08
Comparative analysis of essential oils of six Anthemis taxa from Serbia and Montenegro.
2010-05
Genetic variation in jasmonic acid- and spider mite-induced plant volatile emission of cucumber accessions and attraction of the predator Phytoseiulus persimilis.
2010-05
Investigation of the volatile fraction of rosemary infusion extracts.
2010-04-29
Nematicidal activity of monoterpenoids against the root-knot nematode Meloidogyne incognita.
2010-02
[Study of components in xingnaojing affecting intestine absorption of gardenia extract].
2010-02
Antimicrobial activity and essential oil composition of a new T. argyrophyllum (C. Koch) Tvzel var. argyrophyllum chemotype.
2010
Application of headspace solid phase microextraction for study of noncovalent interaction of borneol with human serum albumin.
2009-11
Sage tea drinking improves lipid profile and antioxidant defences in humans.
2009-09-09
[Oral absorption enhancers of Ophiopogon japonicas polysaccharides].
2009-06
[Effects of borneol on pharmacokinetics of protocatechuic acid in rabbits].
2009-05
[Study on natural borneol and synthetic borneol affecting mucosal permeability of gardenia extract].
2009-05
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.
2009-04
[Effect of borneol/mentholum eutectic mixture on nasal-brain delivery of neurotoxin loaded nanoparticles].
2009-03
Essential oil variability in natural populations of Picea omorika, a rare European conifer.
2009-02
Phytotoxicity of constituents of glandular trichomes and the leaf surface of camphorweed, Heterotheca subaxillaris.
2009-01
Aqueous extracts of some medicinal plants are as toxic as Imidacloprid to the sweet potato whitefly, Bemisia tabaci.
2009
The oil-dispersion bath in anthroposophic medicine--an integrative review.
2008-12-04
[Characterization of chemical components of essential oil from flowers of Chrysanthemum morifolium produced in Anhui province].
2008-10
[Characterization of chemical components of essential oil from cupitulum of Chrysanthemum morifolium cultivated in Tongxiang city].
2008-03
[Influence of borneol on nasal absorption of Ligustrazinee].
2008-02
Absorptive profile of chlorogenic acid in rats.
2007-09
Bismuth subgallate/borneol (suile) is superior to bacitracin in the human forearm biopsy model for acute wound healing.
2007-09
Composition of the essential oil of Salvia officinalis L. from various European countries.
2007-05
Protective effect of (+/-) isoborneol against 6-OHDA-induced apoptosis in SH-SY5Y cells.
2007
Chemical composition and antifungal activity of Salvia macrochlamys and Salvia recognita essential oils.
2006-09-06
Promoting effect of borneol on the permeability of puerarin eye drops and timolol maleate eye drops through the cornea in vitro.
2006-09
Chemical composition and antimicrobial activity of the essential oil from Ambrosia trifida L.
2006-07-25
[Effect of absorption enhancers on nasal ginsenoside Rg1 delivery and its nasal ciliotoxicity].
2006-02
[Near infrared spectrometry (NIRS) method for the determination of borneol in sustained-release drugs].
2006-01
[Analysis of volatile constituents from Anemarrhena asphodeloides by GC-MS].
2005-11
Enantiomeric excess determination by fourier transform near-infrared vibrational circular dichroism spectroscopy: simulation of real-time process monitoring.
2005-09
Chemical composition and antimicrobial activity of the essential oil of Artemisia lavandulaefolia.
2005-06
Chemical composition and antimicrobial activity of the essential oils of Chrysanthemum indicum.
2005-01-04
Simultaneous expression of guinea pig UDP-glucuronosyltransferase 2B21 (UGT2B21) and 2B22 in COS-7 cells enhances UGT2B21-catalyzed chloramphenicol glucuronidation.
2004-10
The effect of applying a pipe-joint lubricant to connect ductile iron pipe on off-flavors in drinking water distribution systems.
2004
Chemical composition and antibacterial activity of essential oil of Artemisia iwayomogi.
2003-12
Essential oils from Mediterranean lamiaceae as weed germination inhibitors.
2003-10-08
[Studies on the quality standard of xingnao tinctures].
2003-08
High-affinity monoclonal antibodies for detection of the microbial metabolite, 2-methylisoborneol.
2003-06-18
Fungicidal property of Curcuma longa L. rhizome-derived curcumin against phytopathogenic fungi in a greenhouse.
2003-03-12
Incorporation of [1-(13)C]1-deoxy-D-xylulose into isoprenoids of the liverwort Conocephalum conicum.
2002-02
Composition and antimicrobial activity of the essential oils of Micromeria cristata subsp. phrygia and the enantiomeric distribution of borneol.
2001-09
Switching of a macromolecular helicity for visual distinction of molecular recognition events.
2001-08-22
Attractiveness of 79 compounds and mixtures to wild Ceratitis capitata (Diptera: Tephritidae) in field trials.
2001-08
[Historical study of a moth repellent, "Fujisawa Camphor" (2) manufacture of borneol].
2001
Screening for new compounds with antiherpes activity.
1984-10
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.
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:26:59 GMT 2025
Edited
by admin
on Mon Mar 31 19:26:59 GMT 2025
Record UNII
M89NIB437X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BORNEOLUM SYNTHETICUM
CHP  
Preferred Name English
BORNEOL
FCC   FHFI   HSDB   INCI   MART.   MI   WHO-DD  
INCI  
Official Name English
ENDO-BORNEOL
Common Name English
BORNEOL [MART.]
Common Name English
BORNEOL [FCC]
Common Name English
BORNEOL [FHFI]
Common Name English
BORNEOL, (±)-
Systematic Name English
BORNEOL, DL-
Common Name English
BINGPIAN
Common Name English
2-BORNEOL
Common Name English
NSC-60223
Code English
BORNEOL [HSDB]
Common Name English
REL-(1S,2R,4S)-1,7,7-TRIMETHYLBICYCLO(2.2.1)HEPTAN-2-OL
Common Name English
Borneol [WHO-DD]
Common Name English
FEMA NO. 2157
Code English
BORNEOL [MI]
Common Name English
HECHENGLONGNAO
Common Name English
CAMPHOL
Common Name English
BICYCLO(2.2.1)HEPTAN-2-OL, 1,7,7-TRIMETHYL-, ENDO-
Common Name English
BORNEOL (CONSTITUENT OF BLACK PEPPER) [DSC]
Common Name English
BORNEOLUM SYNTHETICUM [CHP]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION BORNEOL
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
FDA ORPHAN DRUG 754420
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
Code System Code Type Description
NSC
60223
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
MERCK INDEX
m2610
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY Merck Index
FDA UNII
M89NIB437X
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
WIKIPEDIA
BORNEOL
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
DAILYMED
M89NIB437X
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
HSDB
946
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
CAS
507-70-0
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
MESH
C022871
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
SMS_ID
100000076878
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
RXCUI
1368202
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY RxNorm
DRUG BANK
DB11288
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
JECFA MONOGRAPH
1384
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
EVMPD
SUB13113MIG
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
EPA CompTox
DTXSID3052143
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
CHEBI
28093
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
ECHA (EC/EINECS)
208-080-0
Created by admin on Mon Mar 31 19:26:59 GMT 2025 , Edited by admin on Mon Mar 31 19:26:59 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Monoterpene Class
PARENT -> CONSTITUENT ALWAYS PRESENT
USP-DSC
Related Record Type Details
ACTIVE MOIETY