Identification

Name
Camphor
Accession Number
DB01744  (EXPT00827)
Type
Small Molecule
Groups
Approved
Description

A bicyclic monoterpene ketone found widely in plants, especially cinnamomum camphora. It is used topically as a skin antipruritic and as an anti-infective agent.

Structure
Thumb
Synonyms
  • (+)-bornan-2-one
  • (+)-Camphor
  • (1R,4R)-camphor
  • (1R)-(+)-camphor
  • (R)-(+)-camphor
  • (R)-camphor
  • Camphor (natural)
  • Camphor D-form
  • Camphor oil
  • Camphor(D)
  • Camphora
  • D-Camphor
  • Dextrocamphor
  • Natural camphor
External IDs
FEMA NO. 2230
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
amoray premium Vaporizing InhalerLiquid13 mg/1NasalNingbo Pulisi Daily Chemical Products2016-03-31Not applicableUs
Band-aid Brand Anti-itch GelGel0.50 %TopicalJohnson & Johnson2001-06-012009-08-06Canada
Band-aid Brand Anti-itch SpraySolution0.5 %TopicalJohnson & Johnson2002-03-012008-08-07Canada
Blue StarOintment12.4 mg/1gTopicalGHC Group, LLC2012-10-302017-11-08Us
CamphorOintment10 g/100gTopicalCaribe Natural, Llc2015-05-05Not applicableUs
CamphorOintment10 g/100gTopicalWorld Perfumes, Inc2015-05-05Not applicableUs
Camphor SpiritLiquid10 gTopicalRegal Pharms, Division Of Bradcan Corporation1983-12-311996-12-16Canada
Camphor SpiritLiquid100 mg/1mLTopicalHumco Holding Group. Inc.2008-01-01Not applicableUs
Camphor SpiritLiquid10 %Oral; TopicalDawson Traders Ltd.1977-12-312006-03-22Canada
Camphor Spirit LiqLiquid10 %TopicalJedmon Products Ltd.1990-12-312006-03-22Canada
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
Aching Head RubCamphor (3.09 g/100g) + Levomenthol (2.55 g/100g)OintmentTopicalLittle Moon Essentials2016-09-26Not applicableUs
AIM Muscle Pain Relief CreamCamphor (2.5 g/100g) + Levomenthol (1.5 g/100g) + Methyl salicylate (10 g/100g)CreamTopicalLaboratorios Bremer, S.A.2018-01-04Not applicableUs
Air SalonpasCamphor (3.00 mg/100mL) + Levomenthol (3.20 mg/100mL) + Methyl salicylate (1.75 mg/100mL)Aerosol, sprayPercutaneous; Topical; TransdermalHisamitsu Pharmaceutical Co., Inc.1997-09-032014-04-30Us
Amoray Care Chest RubCamphor (4.7 g/113g) + Eucalyptus oil (1 g/113g) + Levomenthol (2 g/113g)GelTopicalMy Import Inc2010-03-102017-02-10Us
Amrut BalmCamphor (0.75 g/1g) + Levomenthol (3.7 g/1g)OintmentTopicalInvaTech Pharma Solutions LLC2017-04-18Not applicableUs
Arctic Blast Pain DropsCamphor (30 mg/1mL) + Levomenthol (100 mg/1mL)LiquidTopicalBiostar Nutrition Pte. Ltd.2017-11-01Not applicableUs
ArneuCamphor (3.1 g/100g) + Levomenthol (3.0 g/100g)CreamTopicalCc Medical Devices Inc2010-08-28Not applicableUs
Arnica Ice CoolingCamphor (6.0 mg/100mg) + Levomenthol (1 mg/100mg)GelTopicalKyron Laboratories (Pty) Ltd2016-05-23Not applicableUs
Arthritis Pain Relieving CreamCamphor (7.3 g/1) + Levomenthol (8.76 g/1) + Methyl salicylate (10.95 g/1)CreamTopicalInternational Nature Nutraceuticals1993-09-012016-08-01Us
Arthritis Plus GelCamphor (3 mg/100mg) + Levomenthol (12 mg/100mg) + Methyl salicylate (15 mg/100mg)CreamTopicalJi Well Health Company2013-07-01Not applicableUs
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
CamphomexCamphor (3.6 mg/1mL) + Histamine (0.03 mg/1mL) + Levomenthol (12 mg/1mL)SprayTopical1st Class Pharmaceuticals2014-03-242016-01-15Us
TetramexCamphor (3.6 mg/1mL) + Levomenthol (1.2 mg/1mL) + Tetracaine hydrochloride (2.4 mg/1mL)SprayTopical1st Class Pharmaceuticals2014-03-242016-01-15Us
Categories
UNII
N20HL7Q941
CAS number
464-49-3
Weight
Average: 152.2334
Monoisotopic: 152.120115134
Chemical Formula
C10H16O
InChI Key
DSSYKIVIOFKYAU-XCBNKYQSSA-N
InChI
InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m1/s1
IUPAC Name
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
SMILES
[H][C@@]12CC[C@@](C)(C(=O)C1)C2(C)C

Pharmacology

Indication
Not Available
Associated Conditions
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCamphor 5-monooxygenaseNot AvailablePseudomonas putida
ATransient receptor potential cation channel subfamily V member 1
agonist
activator
Human
ATransient receptor potential cation channel subfamily V member 3
agonist
activator
Human
ATransient receptor potential cation channel subfamily A member 1
inhibitor
Human
ATransient receptor potential cation channel subfamily M member 8
activator
Human
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference

Gerard Lang, Serge Forestier, Alain LaGrange, "Derivatives of 3-benzylidene camphor, process for their preparation and their use as protective agents against UV rays and as medicaments." U.S. Patent US4710584, issued January, 1984.

US4710584
General References
Not Available
External Links
Human Metabolome Database
HMDB0059838
KEGG Drug
D06392
KEGG Compound
C00808
PubChem Compound
159055
PubChem Substance
46508429
ChemSpider
139902
BindingDB
36263
ChEBI
15396
ChEMBL
CHEMBL504760
PharmGKB
PA448759
HET
CAM
Drugs.com
Drugs.com Drug Page
Wikipedia
Camphor
ATC Codes
C01EB02 — Camphora
AHFS Codes
  • 84:08.00 — Antipruritics and Local Anesthetics
  • 84:24.04 — Basic Lotions and Liniments
PDB Entries
1akd / 1dz4 / 1dz6 / 1dz8 / 1dz9 / 1geb / 1iwi / 1iwj / 1o76 / 1t85
show 62 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
3WithdrawnTreatmentKnee Osteoarthritis (Knee OA)1
4CompletedTreatmentPruritis1
4RecruitingTreatmentLymphoma, Hodgkins1
Not AvailableCompletedTreatmentHypopituitarism1
Not AvailableCompletedTreatmentShoulder Pain1
Not AvailableCompletedTreatmentStings1
Not AvailableUnknown StatusTreatmentPain NOS1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
  • DSHealthcare Inc.
Dosage forms
FormRouteStrength
Aerosol, sprayPercutaneous; Topical; Transdermal
LiquidNasal13 mg/1
Solution / dropsAuricular (otic)
SprayTopical
OintmentNasal
GelTopical0.50 %
SolutionTopical0.5 %
OilPercutaneous; Topical; Transdermal
OintmentTopical12.4 mg/1g
OintmentTopical10 g/100g
LiquidOral; Topical10 %
LiquidTopical10 g
LiquidTopical10 %
LiquidTopical100 mg
LiquidTopical20 %
LiquidTopical200 mg
LiquidTopical200 g
OintmentTopical20 %
TinctureOral
LiquidDental
PlasterTopical1 g/100g
PatchTopical13.875 mg/1h
JellyTopical
GelTopical
CreamTopical2 g/100mL
OilTopical1.1 g/100g
SuppositoryRectal
LiquidIntramuscular
CreamTopical3 g/100mL
LotionTopical0.005 g/1mL
GelTopical50 mg/1mL
Aerosol, sprayTopical
SolutionTopical
PatchCutaneous
SwabTopical0.15 mg/1g
OintmentTopical3.0 g/100g
SprayTopical3.1 g/100mL
LiquidTopical7.79 g/100mL
OilTopical
CreamTopical0.5 g/100mL
LotionCutaneous
LotionTopical32 g/1000g
CreamTopical30 mg
PatchTopical22.5 mg/1
PatchTopical
LotionTopical0.7 g/100mL
CreamTopical30 mg/1000mg
OintmentTopical
AerosolTopical
SalveTopical
StickTopical
OilTopical6 g/4576mL
LinimentPercutaneous; Transdermal1 g/3500mL
LinimentPercutaneous; Transdermal
OilTopical3 mL/100mL
LotionTopical
LiquidTopical3.1 g/100mL
LiquidTopical3.1 g/100g
TabletOral
CreamTopical
LiquidTopical.0225 g/.75mL
CreamTopical1 g/100g
LinimentTopical
Kit
LiquidTopical100 mg/1mL
PlasterTopical
SprayTopical1 mL/30mL
LiquidOral; Topical10 g
LiquidTopical
LiquidTopical1 mg/1mL
PatchTopical0.1 g/100g
OintmentTopical1.344 g/28g
PatchTransdermal
PlasterTransdermal
PoulticeTransdermal
LiquidRespiratory (inhalation)62 mg/1mL
PlasterTransdermal3.1 g/1
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)180 °CPhysProp
boiling point (°C)204 °CPhysProp
water solubility1600 mg/L (at 25 °C)YALKOWSKY,SH & HE,Y (2003)
logP2.38DAYLIGHT (1999)
Predicted Properties
PropertyValueSource
Water Solubility0.88 mg/mLALOGPS
logP2.85ALOGPS
logP2.55ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity44.49 m3·mol-1ChemAxon
Polarizability17.74 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9971
Blood Brain Barrier+0.9836
Caco-2 permeable+0.8084
P-glycoprotein substrateNon-substrate0.5868
P-glycoprotein inhibitor INon-inhibitor0.639
P-glycoprotein inhibitor IINon-inhibitor0.9104
Renal organic cation transporterNon-inhibitor0.8103
CYP450 2C9 substrateNon-substrate0.823
CYP450 2D6 substrateNon-substrate0.8379
CYP450 3A4 substrateSubstrate0.6692
CYP450 1A2 substrateNon-inhibitor0.8876
CYP450 2C9 inhibitorNon-inhibitor0.9088
CYP450 2D6 inhibitorNon-inhibitor0.9696
CYP450 2C19 inhibitorNon-inhibitor0.9313
CYP450 3A4 inhibitorNon-inhibitor0.9583
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.978
Ames testNon AMES toxic0.9133
CarcinogenicityNon-carcinogens0.8235
BiodegradationNot ready biodegradable0.6872
Rat acute toxicity1.6328 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.913
hERG inhibition (predictor II)Non-inhibitor0.8076
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-05nb-9200000000-1b9d8eae41ec7b1ad819
GC-MS Spectrum - EI-BGC-MSsplash10-05o1-9300000000-f5c5e5805061cef08d31
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Monoterpenoids
Direct Parent
Bicyclic monoterpenoids
Alternative Parents
Ketones / Organic oxides / Hydrocarbon derivatives
Substituents
Bicyclic monoterpenoid / Bornane monoterpenoid / Ketone / Organic oxygen compound / Organic oxide / Hydrocarbon derivative / Organooxygen compound / Carbonyl group / Aliphatic homopolycyclic compound
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
camphor (CHEBI:15396)

Targets

Kind
Protein
Organism
Pseudomonas putida
Pharmacological action
Unknown
General Function
Iron ion binding
Specific Function
Involved in a camphor oxidation system.
Gene Name
camC
Uniprot ID
P00183
Uniprot Name
Camphor 5-monooxygenase
Molecular Weight
46668.8 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Agonist
Activator
General Function
Transmembrane signaling receptor activity
Specific Function
Ligand-activated non-selective calcium permeant cation channel involved in detection of noxious chemical and thermal stimuli. Seems to mediate proton influx and may be involved in intracellular aci...
Gene Name
TRPV1
Uniprot ID
Q8NER1
Uniprot Name
Transient receptor potential cation channel subfamily V member 1
Molecular Weight
94955.33 Da
References
  1. Xu H, Blair NT, Clapham DE: Camphor activates and strongly desensitizes the transient receptor potential vanilloid subtype 1 channel in a vanilloid-independent mechanism. J Neurosci. 2005 Sep 28;25(39):8924-37. doi: 10.1523/JNEUROSCI.2574-05.2005. [PubMed:16192383]
Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Agonist
Activator
General Function
Calcium channel activity
Specific Function
Putative receptor-activated non-selective calcium permeant cation channel. It is activated by innocuous (warm) temperatures and shows an increased response at noxious temperatures greater than 39 d...
Gene Name
TRPV3
Uniprot ID
Q8NET8
Uniprot Name
Transient receptor potential cation channel subfamily V member 3
Molecular Weight
90635.115 Da
References
  1. Xu H, Blair NT, Clapham DE: Camphor activates and strongly desensitizes the transient receptor potential vanilloid subtype 1 channel in a vanilloid-independent mechanism. J Neurosci. 2005 Sep 28;25(39):8924-37. doi: 10.1523/JNEUROSCI.2574-05.2005. [PubMed:16192383]
  2. Sherkheli MA, Vogt-Eisele AK, Weber K, Hatt H: Camphor modulates TRPV3 cation channels activity by interacting with critical pore-region cysteine residues. Pak J Pharm Sci. 2013 May;26(3):431-8. [PubMed:23625413]
Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Inhibitor
General Function
Temperature-gated cation channel activity
Specific Function
Receptor-activated non-selective cation channel involved in detection of pain and possibly also in cold perception and inner ear function (PubMed:25389312, PubMed:25855297). Has a central role in t...
Gene Name
TRPA1
Uniprot ID
O75762
Uniprot Name
Transient receptor potential cation channel subfamily A member 1
Molecular Weight
127499.88 Da
References
  1. Xu H, Blair NT, Clapham DE: Camphor activates and strongly desensitizes the transient receptor potential vanilloid subtype 1 channel in a vanilloid-independent mechanism. J Neurosci. 2005 Sep 28;25(39):8924-37. doi: 10.1523/JNEUROSCI.2574-05.2005. [PubMed:16192383]
Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Activator
General Function
Calcium channel activity
Specific Function
Receptor-activated non-selective cation channel involved in detection of sensations such as coolness, by being activated by cold temperature below 25 degrees Celsius. Activated by icilin, eucalypto...
Gene Name
TRPM8
Uniprot ID
Q7Z2W7
Uniprot Name
Transient receptor potential cation channel subfamily M member 8
Molecular Weight
127684.035 Da
References
  1. Selescu T, Ciobanu AC, Dobre C, Reid G, Babes A: Camphor activates and sensitizes transient receptor potential melastatin 8 (TRPM8) to cooling and icilin. Chem Senses. 2013 Sep;38(7):563-75. doi: 10.1093/chemse/bjt027. Epub 2013 Jul 4. [PubMed:23828908]

Drug created on June 13, 2005 07:24 / Updated on December 14, 2018 05:37