Identification

Name
Camphor
Accession Number
DB01744
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.

Type
Small Molecule
Groups
Approved
Structure
Thumb
Weight
Average: 152.2334
Monoisotopic: 152.120115134
Chemical Formula
C10H16O
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

Pharmacology

Indication
Not Available
Associated Conditions
Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCamphor 5-monooxygenase
substrate
Pseudomonas putida
ATransient receptor potential cation channel subfamily V member 1
agonist
activator
Humans
ATransient receptor potential cation channel subfamily V member 3
agonist
activator
Humans
ATransient receptor potential cation channel subfamily A member 1
inhibitor
Humans
ATransient receptor potential cation channel subfamily M member 8
activator
Humans
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism

Hover over products below to view reaction partners

Route of elimination
Not Available
Half-life
Not Available
Clearance
Not Available
Adverse Effects
Learn about our commercial Adverse Effects data.
Learn More
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
No interactions found.

Products

Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
365 Medicated Lip BalmStick0.0578 g/4.25gTopicalWhole Foods Market, Inc.2019-06-13Not applicableUS flag
amoray premium Vaporizing InhalerLiquid13 mg/1NasalNingbo Pulisi Daily Chemical Products2016-03-31Not applicableUS flag
Band-aid Brand Anti-itch GelGelTopicalJohnson & Johnson2001-06-012009-08-06Canada flag
Band-aid Brand Anti-itch SpraySolutionTopicalJohnson & Johnson2002-03-012008-08-07Canada flag
Banish My PainOintment2.576 g/60mLTopicalLAIDEN MONTANA EMU PRODUCTS2019-05-06Not applicableUS flag
Blue StarOintment12.4 mg/1gTopicalGHC Group, LLC2012-10-302017-11-08US flag
CamphorOintment10 g/100gTopicalCaribe Natural, Llc2015-05-05Not applicableUS flag
CamphorOintment10 g/100gTopicalWorld Perfumes, Inc2015-05-05Not applicableUS flag
Camphor SpiritLiquid10 gTopicalRegal Pharms, Division Of Bradcan Corporation1983-12-311996-12-16Canada flag
Camphor SpiritLiquid10 %Oral; TopicalDawson Traders Ltd.1977-12-312006-03-22Canada flag
Additional Data Available
  • Application Number
    Application Number

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

    Learn more
  • Product Code
    Product Code

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

    Learn more
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Aching Head RubCamphor (3.09 g/100g) + Levomenthol (2.55 g/100g)OintmentTopicalLittle Moon Essentials2016-09-26Not applicableUS flag
AIM Muscle Pain Relief CreamCamphor (2.5 g/100g) + Levomenthol (1.5 g/100g) + Methyl salicylate (10 g/100g)CreamTopicalLaboratorios Bremer, S.A.2018-01-042019-12-19US flag
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 flag
Amoray Care Chest RubCamphor (4.7 g/113g) + Eucalyptus oil (1 g/113g) + Levomenthol (2 g/113g)GelTopicalMy Import Inc2010-03-102017-02-10US flag
Amrut BalmCamphor (0.75 g/1g) + Levomenthol (3.7 g/1g)OintmentTopicalInvaTech Pharma Solutions LLC2017-04-18Not applicableUS flag
Anbesol LiquidCamphor (0.25 %) + Benzocaine (6.5 %) + Levomenthol (0.25 %) + Phenol (0.45 %)LiquidBuccalWyeth Ltd.1992-12-312006-07-24Canada flag
Anbesol Maximum Strength LiquidCamphor (0.25 %) + Benzocaine (20.0 %) + Levomenthol (0.25 %) + Phenol (0.45 %)LiquidOralWyeth Ltd.1992-12-312006-07-24Canada flag
Antibiotic Cold Sore OintmentCamphor (20 mg) + Benzocaine (50 mg) + Levomenthol (1 mg) + Polymyxin B (500 unit) + Tyrothricin (0.5 mg)OintmentTopicalColumbia Laboratories1992-12-312009-07-17Canada flag
Antiphlogistine Rub A 535 Extra StrengthCamphor (1 %) + Eucalyptus oil (.5 %) + Levomenthol (.75 %) + Methyl salicylate (18 %)OintmentTopicalCarter Products, Division Of Carter Wallace Ns Inc.1983-12-311997-08-14Canada flag
Antiphlogistine Rub A535Camphor (1 %) + Eucalyptus oil (.5 %) + Levomenthol (.75 %) + Methyl salicylate (12.5 %)OintmentTopicalCarter Products, Division Of Carter Wallace Ns Inc.1957-12-311997-08-14Canada flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
CamphomexCamphor (3.6 mg/1mL) + Histamine (0.03 mg/1mL) + Levomenthol (12 mg/1mL)SprayTopical1st Class Pharmaceuticals2014-03-242016-01-15US flag
Chun Gi SoCamphor (1 g/100g) + Levomenthol (1 g/100g)CreamTopicalCHO WELL GF2019-11-17Not applicableUS flag
DdsgenCamphor (1 g/100g) + Levomenthol (1 g/100g)CreamTopicalThe Times Co., Ltd.2019-05-11Not applicableUS flag
Kaydia PatchCamphor (3 g/100g) + Cannabidiol (0.15 g/100g) + Levomenthol (1 g/100g)PatchTopicalStrong Current Enterprises Limited2020-05-02Not applicableUS flag
TetramexCamphor (3.6 mg/1mL) + Levomenthol (1.2 mg/1mL) + Tetracaine hydrochloride (2.4 mg/1mL)SprayTopical1st Class Pharmaceuticals2014-03-242016-01-15US flag
Thera Derm Roll OnCamphor (4 mg/90mg) + (-)-menthol 1-propylene glycol carbonate (9 mg/90mg) + Methyl salicylate 2-ethylbutyrate (18 mg/90mg) + Peppermint oil (9 mg/90mg)LiquidTopicalManna Omni International Incorporated2017-07-31Not applicableUS flag
TheraDermCamphor (5 mg/120mg) + Levomenthol (12 mg/120mg) + Methyl salicylate 2-ethylbutyrate (24 mg/120mg) + Peppermint oil (12 mg/120mg)SprayTopicalManna Omni International Incorporated2017-03-17Not applicableUS flag

Categories

ATC Codes
C01EB02 — Camphora
Drug Categories
Chemical TaxonomyProvided by Classyfire
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
Aliphatic homopolycyclic compound / Bicyclic monoterpenoid / Bornane monoterpenoid / Carbonyl group / Hydrocarbon derivative / Ketone / Organic oxide / Organic oxygen compound / Organooxygen compound
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
camphor (CHEBI:15396)

Chemical Identifiers

UNII
N20HL7Q941
CAS number
464-49-3
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][[email protected]@]12CC[[email protected]@](C)(C(=O)C1)C2(C)C

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
Human Metabolome Database
HMDB0059838
KEGG Drug
D06392
KEGG Compound
C00808
PubChem Compound
159055
PubChem Substance
46508429
ChemSpider
139902
BindingDB
36263
RxNav
1298738
ChEBI
15396
ChEMBL
CHEMBL504760
ZINC
ZINC000000967520
PharmGKB
PA448759
PDBe Ligand
CAM
Drugs.com
Drugs.com Drug Page
Wikipedia
Camphor
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 65 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
3Unknown StatusTreatmentCoughing1
1CompletedTreatmentAcute Rhinitis1
Not AvailableCompletedDiagnosticDermatitis, Photocontact1
Not AvailableCompletedTreatmentHypopituitarism1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
  • DSHealthcare Inc.
Dosage Forms
FormRouteStrength
StickTopical0.0578 g/4.25g
Aerosol, sprayPercutaneous; Topical; Transdermal
LiquidNasal13 mg/1
LiquidBuccal
LiquidOral
OintmentTopical0.2025 g/15g
Solution / dropsAuricular (otic)
SprayTopical
OintmentNasal
GelTopical
SolutionTopical
OilPercutaneous; Topical; Transdermal
OintmentTopical12.4 mg/1g
OintmentTopical1.5 g
OintmentRespiratory (inhalation); Topical
OintmentTopical10 g/100g
LiquidOral; Topical10 %
LiquidTopical10 g
LiquidTopical
OintmentTopical
TinctureOral
LiquidDental
CreamTopical3 g/100g
CreamTopical5 g/100g
OilTopical3 g/100mL
PlasterTopical1 g/100g
PatchTopical13.875 mg/1h
JellyTopical
GelTopical
OintmentTopical
CreamTopical2 g/100mL
OilTopical1.1 g/100g
OintmentTopical2.576 g/60mL
LiquidIntramuscular
SuppositoryRectal
CreamTopical3 g/100mL
LotionTopical0.005 g/1mL
OintmentTopical6 g
LotionTopical15 g/100ml
OintmentTopical8 g
LiquidTopical7.79 g/100mL
Aerosol, sprayTopical
SolutionTopical
PatchCutaneous
KitTopical
SwabTopical0.15 mg/1g
OintmentTopical3.0 g/100g
SprayTopical3.1 g/100mL
OilTopical
CreamTopical0.5 g/100mL
LotionCutaneous
PatchTopical
LotionTopical32 g/1000g
LotionTopical
CreamTopical
PatchTopical22.5 mg/1
LiquidRespiratory (inhalation)
GelTopical50 mg/1mL
LotionTopical0.7 g/100mL
CreamTopical30 mg/1000mg
AerosolTopical
SalveTopical
StickTopical
OilTopical6 g/4576mL
LinimentPercutaneous; Transdermal1 g/3500mL
LinimentPercutaneous; Transdermal
OilTopical3 mL/100mL
CreamTopical
CreamTopical1.5 g/50g
SprayTopical3 g/100mL
OintmentTopical1.33 g
LiquidTopical3.1 g/100mL
LiquidTopical3.1 g/100g
TabletOral
LiquidTopical.0225 g/.75mL
LotionTopical6 g
CreamTopical1 g/100g
LinimentTopical3.5 g/100mL
LinimentTopical
EmulsionTopical
CreamTopical2 g/100g
LiquidTopical100 mg/1mL
PlasterTopical
SprayTopical1 mL/30mL
LiquidOral; Topical
LiquidTopical
LiquidTopical1 mg/1mL
PatchTopical0.1 g/100g
OintmentTopical1.344 g/28g
PatchTransdermal
PlasterTransdermal
PoulticeTransdermal
OintmentTopical4 g
OintmentTopical4.5 g
LiquidRespiratory (inhalation)62 mg/1mL
StickNasal415.4 mg/g
OintmentTopical2.75 %
OintmentTopical7 g
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

Targets

Kind
Protein
Organism
Pseudomonas putida
Pharmacological action
Unknown
Actions
Substrate
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. Balaraman P, Plettner E: Chemotaxis by Pseudomonas putida (ATCC 17453) towards camphor involves cytochrome P450cam (CYP101A1). Biochim Biophys Acta Gen Subj. 2019 Feb;1863(2):304-312. doi: 10.1016/j.bbagen.2018.10.018. Epub 2018 Nov 1. [PubMed:30391161]
  2. Kammoonah S, Prasad B, Balaraman P, Mundhada H, Schwaneberg U, Plettner E: Selecting of a cytochrome P450cam SeSaM library with 3-chloroindole and endosulfan - Identification of mutants that dehalogenate 3-chloroindole. Biochim Biophys Acta Proteins Proteom. 2018 Jan;1866(1):68-79. doi: 10.1016/j.bbapap.2017.09.006. Epub 2017 Sep 18. [PubMed:28923662]
Kind
Protein
Organism
Humans
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
Humans
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
Humans
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
Humans
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 September 17, 2020 23:29

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