(4R)-limonene
This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Name
- (4R)-limonene
- Accession Number
- DB08921
- Description
Limonene is common in cosmetic products. As the main odor constituent of citrus (plant family Rutaceae), D-limonene is used in food manufacturing and some medicines, e.g. as a flavoring to mask the bitter taste of alkaloids, and as a fragrant in perfumery.
- Type
- Small Molecule
- Groups
- Investigational
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Learn More- Structure
Structure for (4R)-limonene (DB08921)
- Weight
- Average: 136.234
Monoisotopic: 136.125200512 - Chemical Formula
- C10H16
- Synonyms
- (+)-(4R)-Limonene
- (+)-(R)-Limonene
- (+)-4-isopropenyl-1-methylcyclohexene
- (+)-Limonene
- (4R)-1-methyl-4-isopropenylcyclohex-1-ene
- (4R)-4-isopropenyl-1-methylcyclohexene
- (R)-(+)-limonene
- (R)-(+)-p-mentha-1,8-diene
- (R)-1-methyl-4-(1-methylethenyl)cyclohexene
- (R)-4-isopropenyl-1-methyl-1-cyclohexene
- (R)-p-mentha-1,8-diene
- 4βH-p-mentha-1,8-diene
- D-(+)-limonene
- D-Limonen
- D-limonene
- External IDs
- FEMA NO. 2633
Pharmacology
- Indication
- Not Available
- Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More- Pharmacodynamics
- Not Available
- Mechanism of action
- Not Available
- 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
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- Sub Class
- Monoterpenoids
- Direct Parent
- Menthane monoterpenoids
- Alternative Parents
- Monocyclic monoterpenoids / Branched unsaturated hydrocarbons / Cycloalkenes / Unsaturated aliphatic hydrocarbons
- Substituents
- Aliphatic homomonocyclic compound / Branched unsaturated hydrocarbon / Cyclic olefin / Cycloalkene / Hydrocarbon / Monocyclic monoterpenoid / Olefin / P-menthane monoterpenoid / Unsaturated aliphatic hydrocarbon / Unsaturated hydrocarbon
- Molecular Framework
- Aliphatic homomonocyclic compounds
- External Descriptors
- limonene (CHEBI:15382) / Menthane monoterpenoids, Cyclic monoterpenes (C06099) / Menthane monoterpenoids (LMPR0102090013)
Chemical Identifiers
- UNII
- GFD7C86Q1W
- CAS number
- 5989-27-5
- InChI Key
- XMGQYMWWDOXHJM-JTQLQIEISA-N
- InChI
- InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1
- IUPAC Name
- (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene
- SMILES
- CC(=C)[[email protected]@H]1CCC(C)=CC1
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0004321
- KEGG Drug
- D00194
- KEGG Compound
- C06099
- ChemSpider
- 389747
- 1426476
- ChEBI
- 15382
- ChEMBL
- CHEMBL449062
- ZINC
- ZINC000000967513
- Wikipedia
- Limonene
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 2 Unknown Status Treatment Genital Human Papilloma Virus Infection 1 0 Completed Other Parotid Gland Tumor / Submandibular Gland Tumor 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.457 mg/mL ALOGPS logP 4.5 ALOGPS logP 3.22 ChemAxon logS -2.5 ALOGPS Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 0 ChemAxon Hydrogen Donor Count 0 ChemAxon Polar Surface Area 0 Å2 ChemAxon Rotatable Bond Count 1 ChemAxon Refractivity 46.48 m3·mol-1 ChemAxon Polarizability 17.55 Å3 ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter No ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Drug created on September 03, 2013 14:56 / Updated on June 12, 2020 10:52
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