Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C10H16 |
Molecular Weight | 136.234 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=C)[C@@H]1CCC(C)=CC1
InChI
InChIKey=XMGQYMWWDOXHJM-JTQLQIEISA-N
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1
Molecular Formula | C10H16 |
Molecular Weight | 136.234 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www3.epa.gov/pesticides/chem_search/reg_actions/reregistration/tred_PC-079701_24-Jan-05.pdfCurator's Comment: description was created based on several sources, including:
https://archive.epa.gov/pesticides/reregistration/web/pdf/3083fact.pdf
https://www.ncbi.nlm.nih.gov/pubmed/18072821
Sources: https://www3.epa.gov/pesticides/chem_search/reg_actions/reregistration/tred_PC-079701_24-Jan-05.pdf
Curator's Comment: description was created based on several sources, including:
https://archive.epa.gov/pesticides/reregistration/web/pdf/3083fact.pdf
https://www.ncbi.nlm.nih.gov/pubmed/18072821
Limonene is a naturally occurring chemical which is used in many food products, soaps and perfumes for its lemon-like flavor and odor. Limonene also is a registered active ingredient in 15 pesticide products used as insecticides, insect repellents, and dog and cat repellents. Pesticide products containing limonene are used for flea and tick control on pets, as an insecticide spray, an outdoor dog and cat repellent. It has also been used for relief of heartburn and gastroesophageal reflux (GERD). D-limonene has well-established chemopreventive activity against many types of cancer. Limonene and its oxidation products are skin and respiratory irritants.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2095177 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26526880 |
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Target ID: CHEMBL302 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26526880 |
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Target ID: GO:1904223 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15161036 |
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Target ID: CHEMBL1869 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10417763 |
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Target ID: GO:0018342 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Rowachol Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Attraction of a leaf beetle (Oreina cacaliae) to damaged host plants. | 2001 Apr |
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Ozone removal in the sampling of parts per billion levels of terpenoid compounds: an evaluation of different scrubber materials. | 2001 Apr 1 |
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Response of plum curculio (Coleoptera: Curculionidae) to odor-baited traps near woods. | 2001 Dec |
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[Allergic contact dermatitis to cosmetics containing Melaleuca alternifolia (tea tree oil)]. | 2001 Feb |
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Bioconversion of limonene to increased concentrations of perillic acid by Pseudomonas putida GS1 in a fed-batch reactor. | 2001 Jul |
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Chemical and biological evaluation of a reaction mixture of R-(+)-limonene/ozone: formation of strong airway irritants. | 2001 Jun |
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Fumigant toxicity of volatile natural products from Korean spices and medicinal plants towards the rice weevil, Sitophilus oryzae (L). | 2001 Jun |
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Asymmetric synthesis of the tricyclic core of NGF-inducing cyathane diterpenes via a transition-metal-catalyzed [5 + 2] cycloaddition. | 2001 Jun 28 |
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Multivariate calibration for the determination of total azadirachtin-related limonoids and simple terpenoids in neem extracts using vanillin assay. | 2001 Mar |
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Effects of chiral fragrances on human autonomic nervous system parameters and self-evaluation. | 2001 Mar |
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The effects of terpene enhancers on the percutaneous permeation of drugs with different lipophilicities. | 2001 Mar 14 |
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Chemical intra-Mediterranean variation and insecticidal activity of Crithmum maritimum. | 2001 Mar-Apr |
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Indoor environmental quality in six commercial office buildings in the midwest United States. | 2001 Nov |
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Comparison of the essential oils of Glehnia littoralis from Northern and Southern Japan. | 2001 Nov |
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Seasonal changes in the composition of the essential oil extract of East Mediterranean sage (Salvia libanotica) and its toxicity in mice. | 2001 Oct |
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Chiral discrimination of limonene by use of beta-cyclodextrin-coated quartz-crystal-microbalances (QCMs) and data evaluation by artificial neuronal networks. | 2001 Sep |
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Distribution and immune responses resulting from oral administration of D-limonene in rats. | 2002 Apr |
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Composition and antifungal activity of the essential oil of Solidago chilensis. | 2002 Feb |
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Additive toxicity of limonene and 50% oxygen and the role of glutathione in detoxification in human lung cells. | 2002 Jan 15 |
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Composition and seasonal variation of the essential oil from leaves and peel of a Cretan lemon variety. | 2002 Jan 2 |
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Background odour induces adaptation and sensitization of olfactory receptors in the antennae of houseflies. | 2002 Jun |
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Diet and breast cancer. | 2002 Jun |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23554130
take 2 grams of limonene daily for two to six weeks
Route of Administration:
Oral
Fungal inhibiton range (in %) of limonene enantiomers at concentration 10ul/ml is 54-91. Antifungal action was assessed against eight different species of fungi: Aspergillus niger, A. ochraceus, A. flavus, A.parasiticus, Alternaria alternata, Chaetomium sp., Fusarium culmorum. and Penicillium citratum. The fungi were introduced at l flL mL and 10 flL mL in 10 mL of YES broth (2% yeast extract in 15% sucrose); after 10 days the weights of
fungi were recorded after drying and compared with untreated fungal weights.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:24:49 UTC 2023
by
admin
on
Fri Dec 15 15:24:49 UTC 2023
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Record UNII |
GFD7C86Q1W
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C68542
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JECFA EVALUATION |
D-LIMONENE
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EPA PESTICIDE CODE |
179701
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4186
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C61714
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GFD7C86Q1W
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440917
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1426476
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d-limonene
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DB08921
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5989-27-5
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GFD7C86Q1W
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DTXSID1020778
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757069
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SUB126224
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15382
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227-813-5
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1325
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100000151802
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CHEMBL449062
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68647-72-3
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