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 D-form
  • Camphor oil
  • Camphor(D)
  • Camphora
  • D-Camphor
  • Dextrocamphor
  • Natural camphor
  • Synthetic camphor
External IDs
76-22-2 / FEMA NO. 2230
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
amoray premium Vaporizing InhalerLiquid13 mg/1NasalNingbo Pulisi Daily Chemical Products2016-03-31Not applicableUs
Apanol AlcanforOintment10 g/100gTopicalDelon Laboratories (1990) Ltd.2010-11-192016-10-13Us
Artho Pharma Pain ReliefGel30 mg/mLTopicalJajy Ventures, Llc2016-11-01Not applicableUs
Arthritis and Joint Pain Relief ThayersGel3 g/100mLTopicalProduct Quest Mfg.2016-03-01Not 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/gTopicalGHC Group, LLC2012-10-30Not applicableUs
CamphorOintment10 g/100gTopicalWorld Perfumes, Inc2015-05-05Not applicableUs
CamphorOintment10 g/100gTopicalCaribe Natural, Llc2015-05-05Not applicableUs
CamphorLiquid155 mg/mLRespiratory (inhalation)Cvs Health2009-05-19Not applicableUs
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
701 Dieda Zhengtong Yaogao Medicated PlasterCamphor (3.1 g/1) + Menthol (8 g/1) + Methyl salicylate (10 g/1)PlasterTopical; TransdermalGUANGZHOU BAIYUNSHAN PHARMACEUTICAL CO., LTD. BAIYUNSHAN HEJIGONG PHARMACEUTICAL FACTORY2001-10-15Not applicableUs
999 Itch ReliefCamphor (200 mg/20000mg) + Dexamethasone (15 mg/20000mg) + Menthol (200 mg/20000mg)OintmentTopicalChina Resources Sanjiu Medical & Pharmaceutical Co., Ltd.2003-07-03Not applicableUs
Abridge Cold Sore TreatmentCamphor (30 mg/g) + Benzalkonium chloride (1.3 mg/g)CreamTopicalRanir LLC2013-04-05Not applicableUs
Aching Head RubCamphor (3.09 g/100g) + Menthol (2.55 g/100g)OintmentTopicalLittle Moon Essentials2016-09-26Not applicableUs
Air Sinsin PasCamphor (.361 g/100mL) + Menthol (.289 g/100mL) + Methyl salicylate (.361 g/100mL)Aerosol, sprayCutaneous; Topical; TransdermalSinsin Pharmaceutical Co., Ltd.2011-07-01Not applicableUs
Air Sinsinpas-EXCamphor (6 g/200mL) + Menthol (6.4 g/200mL) + Methyl salicylate (3.5 g/200mL)SprayTopicalSinsin Pharmaceutical Co., Ltd.2017-08-22Not applicableUs
Allure Ice Cold AnalgesicCamphor (.5 g/100g) + Menthol (1 g/100g)GelTopicalUniversal Distribution Center LLC2012-06-30Not applicableUs
Allure Vaporizing Chest RubCamphor (4.7 g/100g) + Eucalyptus oil (1 g/100g) + Menthol (1 g/100g)GelTopicalUniversal Distribution Center LLC2012-06-30Not applicableUs
Amar Vaporizing Chest RubCamphor (5.25 g/100g) + Eucalyptus oil (1.6 g/100g) + Menthol (3.15 g/100g)OintmentTopicalAmar Remedies Limited Mumbai2010-05-01Not applicableUs
Amoray Care Chest RubCamphor (4.7 g/113g) + Eucalyptus oil (1 g/113g) + Menthol (2 g/113g)GelTopicalMy Import Inc2010-03-102017-02-14Us
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
Structured Indications
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCamphor 5-monooxygenaseNot AvailablePseudomonas putida
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
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
HMDB59838
KEGG Drug
D06392
KEGG Compound
C00808
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
Not Available
PDB Entries
1akd / 1dz4 / 1dz6 / 1dz8 / 1dz9 / 1geb / 1iwi / 1iwj / 1o76 / 1t85
show 62 more
FDA label
Not Available
MSDS
Not Available

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
3WithdrawnTreatmentOsteoarthritis of the Knees1
4Unknown StatusTreatmentPruritis1
Not AvailableCompletedTreatmentShoulder Pain1
Not AvailableCompletedTreatmentStings1
Not AvailableUnknown StatusTreatmentPain1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Dosage forms
FormRouteStrength
PlasterTopical; Transdermal
Aerosol, sprayCutaneous; Topical; Transdermal
LiquidNasal13 mg/1
LiquidBuccal
LiquidOral
GelTopical30 mg/mL
GelTopical3 g/100mL
Solution / dropsAuricular (otic)
OintmentNasal
GelTopical0.50 %
SolutionTopical0.5 %
OilPercutaneous; Topical; Transdermal
PasteTopical
OintmentTopical12.4 mg/g
OintmentRespiratory (inhalation); Topical
LinimentTopical
GelTopical
LiquidRespiratory (inhalation)155 mg/mL
OintmentTopical10 g/100g
LiquidOral; Topical10 %
LiquidTopical10 g
LiquidTopical10 %
LiquidTopical100 mg
OintmentRespiratory (inhalation)
LiquidTopical20 %
LiquidTopical200 g
LiquidTopical200 mg
OintmentTopical20 %
TinctureOral
TabletDental
OilTopical.03 kg/kg
CreamTopical3 g/100g
PlasterTopical1 g/100g
PatchTopical13.875 mg/h
JellyTopical
GelTopical4.5 mg/g
OilTopical1.1 g/100g
SuppositoryRectal
LotionRespiratory (inhalation)
OintmentTopical11 g/100g
LiquidIntramuscular
LiquidDental
LiquidTopical7.79 g/100mL
SolutionTopical
PatchCutaneous
SwabTopical.15 mg/g
OintmentTopical3 g/100g
OilTopical
CreamTopical.5 g/100mL
PatchCutaneous; Topical; Transdermal
CreamTopical50 mg/mL
LotionCutaneous
SuppositoryRectal.025 g/g
PatchTopical
LiquidTopical100 mg/mL
LotionTopical32 g/1000g
LiquidTopical
PlasterTransdermal3 g/100g
CreamTopical30 mg
CreamTopical3.18 g/100g
CreamTopical3.58 g/114g
PatchTopical22.5 mg/1
LiquidTopical10 mL/100mL
LotionTopical.7 g/100mL
CreamTopical30 mg/1000mg
AerosolTopical
SalveTopical
StickTopical
OintmentTopical
OilTopical6 g/4576mL
LinimentPercutaneous; Transdermal1 g/3500mL
Kit
OilTopical3 mL/100mL
SprayTopical
SprayTopical3.1 g/100mL
TabletOral
CreamTopical
CreamTopical1 g/100g
TinctureTopical
OintmentTopical4 g/100g
EmulsionTopical
CreamCutaneous; Topical
OintmentCutaneous; Topical
GelCutaneous; Topical
PlasterTopical3 1/1001
LiquidRespiratory (inhalation)6.2 g/118mL
PatchTopical.13 g/100g
GelPercutaneous; Topical; Transdermal
PatchPercutaneous; Topical; Transdermal
LotionTopical
LiquidRespiratory (inhalation).623 g/10mL
PlasterTopical
SprayTopical1 mL/30mL
LiquidCutaneous; Topical; Transdermal
LiquidOral; Topical10 g
ClothTopical1 mL/1
LiquidTopical1 mg/mL
PatchTopical.1 g/100g
OintmentTopical1.344 g/28g
PatchTransdermal
PlasterTransdermal
PoulticeTransdermal
LiquidRespiratory (inhalation)
InhalantRespiratory (inhalation)62 mg/mL
LiquidRespiratory (inhalation)62 mg/mL
LiquidRespiratory (inhalation).062 g/mL
OilTransdermal
OilTopical4 g/100mL
PlasterTransdermal3.1 g/1
LinimentPercutaneous; Transdermal
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]

Drug created on June 13, 2005 07:24 / Updated on October 02, 2017 05:02