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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

Description

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.

CNS Activity

Approval Year

2000
163
Targets

Targets

Primary TargetPharmacologyConditionPotency
Transient receptor potential cation channel subfamily M member 8
17
Target ID: Q7Z2W7
Gene ID: 79054.0
Gene Symbol: TRPM8
Target Organism: Homo sapiens (Human)
Activator
1410
 65.0 µM [EC50]
Agonist
2662
 248.0 µM [EC50]
Transient receptor potential cation channel subfamily V member 3
12
Target ID: Q8NET8
Gene ID: 162514.0
Gene Symbol: TRPV3
Target Organism: Homo sapiens (Human)
Activator
1410
 3.45 mM [EC50]
Transient receptor potential cation channel subfamily A member 1
37
Target ID: O75762
Gene ID: 8989.0
Gene Symbol: TRPA1
Target Organism: Homo sapiens (Human)
Blocker
534
 0.2 mM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Phase I
424
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Screening for new compounds with antiherpes activity.
1984 Oct
Switching of a macromolecular helicity for visual distinction of molecular recognition events.
2001 Aug 22
Composition and antimicrobial activity of the essential oils of Micromeria cristata subsp. phrygia and the enantiomeric distribution of borneol.
2001 Sep
Synergistic effect of bismuth subgallate and borneol, the major components of Sulbogin, on the healing of skin wound.
2003 Aug
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
The effect of applying a pipe-joint lubricant to connect ductile iron pipe on off-flavors in drinking water distribution systems.
2004
Enantiomeric excess determination by fourier transform near-infrared vibrational circular dichroism spectroscopy: simulation of real-time process monitoring.
2005 Sep
Chemical composition and antimicrobial activity of the essential oil from Ambrosia trifida L.
2006 Jul 25
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
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
Monoterpenoid agonists of TRPV3.
2007 Jun
The enhancing effect of synthetical borneol on the absorption of tetramethylpyrazine phosphate in mouse.
2007 Jun 7
Composition of the essential oil of Salvia officinalis L. from various European countries.
2007 May
Essential oil composition and antioxidant activity of aerial parts of Grindelia robusta from Central Italy.
2007 Sep
The antithrombotic effect of borneol related to its anticoagulant property.
2008
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
[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
Essential oil variability in natural populations of Picea omorika, a rare European conifer.
2009 Feb
[Effect of borneol/mentholum eutectic mixture on nasal-brain delivery of neurotoxin loaded nanoparticles].
2009 Mar
Antimicrobial activity and essential oil composition of a new T. argyrophyllum (C. Koch) Tvzel var. argyrophyllum chemotype.
2010
Chemical investigation of the essential oil of Thymus linearis (Benth. ex Benth) from western Himalaya, India.
2010 Dec
Targeting the OB-Folds of Replication Protein A with Small Molecules.
2010 Dec 6
[Study of components in xingnaojing affecting intestine absorption of gardenia extract].
2010 Feb
Patents

Patents

JP1042439A
3
JP2000095681A
3
JP2000256158A
3
JP2000273061A
5
JP2001039922A
7
JP2001064552A
6
JP2001097861A
3
JP2001253822A
3
JP2001302518A
3
JP2002145749A
3
JP2002167532A
3
JP2002520343A
3
JP2002543053A
6
JP2003128583A
5
JP2003137776A
3
JP2003183157A
3
JP2003201203A
5
JP2003210519A
3
JP2003235509A
5
JP2003504121A
9
JP2003522758A
4
JP2004018411A
5
JP2004035422A
3
JP2004123674A
11
JP2004123675A
11
JP2004196676A
8
JP2004210770A
4
JP2004339213A
11
JP2005041830A
5
JP2005145856A
5
JP2005343893A
3
JP2006022087A
5
JP2006036694A
3
JP2006181470A
5
JP2006219476A
6
JP2006282624A
5
JP2006347976A
4
JP2007051144A
3
JP2007070350A
4
JP2007077143A
3
JP2007099697A
3
JP2007119474A
3
JP2007302674A
3
JP2007525245A
4
JP2008106048A
3
JP2008115115A
3
JP2009209140A
4
JP2009269931A
3
JP2009292841A
3
JP2010252636A
4
JP2010265209A
3
JP2011505425A
8
JPH02142720A
3
JPH02199092A
3
JPH02264663A
3
JPH04149135A
3
JPH07109430A
3
JPH07112907A
5
JPH09124474A
3
JPH1180207A
3
JPS59134704A
3
JPS6136215A
3
JPS6442439A
3

Sample Use Guides

In Vivo Use Guide
25 % borneol (d-form) was applied topically as a single dose for 30-60 min.
Route of Administration: Topical
In Vitro Use Guide
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 Thu Jul 06 02:05:56 UTC 2023
Edited
by admin
on Thu Jul 06 02:05:56 UTC 2023
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
Borneol [WHO-DD]
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
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 Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
FDA ORPHAN DRUG 754420
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
Code System Code Type Description
NSC
60223
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
MERCK INDEX
M2610
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY Merck Index
FDA UNII
M89NIB437X
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
WIKIPEDIA
BORNEOL
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
DAILYMED
M89NIB437X
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
HSDB
946
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
CAS
507-70-0
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
MESH
C022871
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
SMS_ID
100000076878
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
RXCUI
1368202
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY RxNorm
DRUG BANK
DB11288
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
EVMPD
SUB13113MIG
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
EPA CompTox
DTXSID3052143
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
CHEBI
28093
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
ECHA (EC/EINECS)
208-080-0
Created by admin on Thu Jul 06 02:05:56 UTC 2023 , Edited by admin on Thu Jul 06 02:05:56 UTC 2023
PRIMARY
Related Record Type Details
CANNABIS SATIVA SUBSP. INDICA TOP
PARENT -> CONSTITUENT ALWAYS PRESENT
Monoterpene Class
BLACK PEPPER
PARENT -> CONSTITUENT ALWAYS PRESENT
USP-DSC
Related Record Type Details
Structure of BORNEOL
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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