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Identification
NameCamphor
Accession NumberDB01744  (EXPT00827)
TypeSmall Molecule
GroupsExperimental
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. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number76-22-2
WeightAverage: 152.2334
Monoisotopic: 152.120115134
Chemical FormulaC10H16O
InChI KeyDSSYKIVIOFKYAU-OIBJUYFYSA-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+/m0/s1
IUPAC Name
(1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
SMILES
CC1(C)[C@H]2CC[C@]1(C)C(=O)C2
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassLipids
ClassPrenol Lipids
SubclassMonoterpenes
Direct parentBicyclic Monoterpenes
Alternative parentsCyclohexanones; Polyamines
Substituentscyclohexanone; ketone; polyamine; carbonyl group
Classification descriptionThis compound belongs to the bicyclic monoterpenes. These are monoterpenes containing exactly 2 rings, which are fused to each other.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9971
Blood Brain Barrier + 0.9836
Caco-2 permeable + 0.8084
P-glycoprotein substrate Non-substrate 0.5868
P-glycoprotein inhibitor I Non-inhibitor 0.639
P-glycoprotein inhibitor II Non-inhibitor 0.9104
Renal organic cation transporter Non-inhibitor 0.8103
CYP450 2C9 substrate Non-substrate 0.823
CYP450 2D6 substrate Non-substrate 0.8379
CYP450 3A4 substrate Substrate 0.6692
CYP450 1A2 substrate Non-inhibitor 0.8876
CYP450 2C9 substrate Non-inhibitor 0.9088
CYP450 2D6 substrate Non-inhibitor 0.9696
CYP450 2C19 substrate Non-inhibitor 0.9313
CYP450 3A4 substrate Non-inhibitor 0.9583
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.978
Ames test Non AMES toxic 0.9133
Carcinogenicity Non-carcinogens 0.8235
Biodegradation Not ready biodegradable 0.6872
Rat acute toxicity 1.6328 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.913
hERG inhibition (predictor II) Non-inhibitor 0.8076
Pharmacoeconomics
ManufacturersNot Available
Packagers
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point180 °CPhysProp
boiling point204 °CPhysProp
water solubility1600 mg/L (at 25 °C)YALKOWSKY,SH & HE,Y (2003)
logP2.38DAYLIGHT (1999)
Predicted Properties
PropertyValueSource
Water Solubility0.88ALOGPS
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
Polarizability17.73 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot 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 ReferenceNot Available
External Links
ResourceLink
KEGG DrugD00098
KEGG CompoundC00808
PubChem Compound444294
PubChem Substance46508429
ChemSpider2441
ChEBI36773
ChEMBL
PharmGKBPA448759
HETCAM
Drug Product Database50040
Drugs.comhttp://www.drugs.com/cdi/camphor-liquid.html
WikipediaCamphor
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Camphor 5-monooxygenase

Kind: protein

Organism: Pseudomonas putida

Pharmacological action: unknown

Components

Name UniProt ID Details
Camphor 5-monooxygenase P00183 Details

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
  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

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:15