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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
Structure of BORNEOL

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

HIDE SMILES / InChI

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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q7Z2W7
Gene ID: 79054
Gene Symbol: TRPM8
Target Organism: Homo sapiens (Human)
65 µM [EC50]
248 µM [EC50]
Target ID: Q8NET8
Gene ID: 162514
Gene Symbol: TRPV3
Target Organism: Homo sapiens (Human)
3.45000000000000018 mM [EC50]
Target ID: O75762
Gene ID: 8989
Gene Symbol: TRPA1
Target Organism: Homo sapiens (Human)
0.200000000000000011 mM [IC50]
Conditions
PubMed

PubMed

TitleDatePubMed
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
[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
Common herbs, essential oils, and monoterpenes potently modulate bone metabolism.
2003 Apr
[Studies on the quality standard of xingnao tinctures].
2003 Aug
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
Fungicidal property of Curcuma longa L. rhizome-derived curcumin against phytopathogenic fungi in a greenhouse.
2003 Mar 12
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
(+)- And (-)-borneol: efficacious positive modulators of GABA action at human recombinant alpha1beta2gamma2L GABA(A) receptors.
2005 Apr 1
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
[The creation of laosun yutie plaster and safety experiment].
2005 May
Isolation of antioxidant compounds from the methanolic extract of the roots of Decalepis hamiltonii (Wight and Arn.).
2005 Oct 5
[Near infrared spectrometry (NIRS) method for the determination of borneol in sustained-release drugs].
2006 Jan
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
Chemical composition and antibacterial activities of the essential oil from Abies koreana.
2007 Dec
Composition of the essential oil of Salvia officinalis L. from various European countries.
2007 May
Absorptive profile of chlorogenic acid in rats.
2007 Sep
Essential oil composition and antioxidant activity of aerial parts of Grindelia robusta from Central Italy.
2007 Sep
Percutaneous permeation enhancement by terpenes: mechanistic view.
2008
Molecular and cellular limits to somatosensory specificity.
2008 Apr 18
ThermoTRP channels in nociceptors: taking a lead from capsaicin receptor TRPV1.
2008 Mar
Aqueous extracts of some medicinal plants are as toxic as Imidacloprid to the sweet potato whitefly, Bemisia tabaci.
2009
Anti-Helicobacter pylori activity and essential oil composition of Thymus caramanicus from Iran.
2009 Aug
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
Larvicidal and oviposition-altering activity of monoterpenoids, trans-anithole and rosemary oil to the yellow fever mosquito Aedes aegypti (Diptera: Culicidae).
2009 Mar
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
Targeting the OB-Folds of Replication Protein A with Small Molecules.
2010 Dec 6
Chemical analysis and biological activity of the essential oils of two endemic Soqotri Commiphora species.
2010 Feb 1
Salvadora persica.
2010 Jul
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 Sat Jun 26 13:58:04 UTC 2021
Edited
by admin
on Sat Jun 26 13:58:04 UTC 2021
Record UNII
M89NIB437X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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
BORNEOL [INCI]
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
FEMA NO. 2157
Code English
BORNEOLUM SYNTHETICUM
CHP  
Common Name English
BORNEOL [MI]
Common Name English
HECHENGLONGNAO
Common Name English
CAMPHOL
Common Name English
BORNEOL [WHO-DD]
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 Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
FDA ORPHAN DRUG 754420
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
Code System Code Type Description
MERCK INDEX
M2610
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
PRIMARY Merck Index
FDA UNII
M89NIB437X
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
PRIMARY
WIKIPEDIA
BORNEOL
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
PRIMARY
HSDB
946
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
PRIMARY
CAS
507-70-0
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
PRIMARY
MESH
C022871
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
PRIMARY
RXCUI
1368202
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
PRIMARY RxNorm
DRUG BANK
DB11288
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
PRIMARY
EVMPD
SUB13113MIG
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
PRIMARY
EPA CompTox
507-70-0
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
PRIMARY
ECHA (EC/EINECS)
208-080-0
Created by admin on Sat Jun 26 13:58:04 UTC 2021 , Edited by admin on Sat Jun 26 13:58:04 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Monoterpene Class
PARENT -> CONSTITUENT ALWAYS PRESENT
USP-DSC
Related Record Type Details
ACTIVE MOIETY