calamenene
naphthalene, 1,2,3,4-tetrahydro-1,6-dimethyl-4-(1-methylethyl)-
Identification
| Name | calamenene |
| IUPAC | 1,6-dimethyl-4-propan-2-yl-1,2,3,4-tetrahydronaphthalene |
| CAS Number | 483-77-2 |
| FDA UNII | R8O22WBF8L |
| Molecular Formula | C15 H22 |
| Molecular Weight | 202.34034000 |
| Nikkaji Number | J412.409J |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 285.00 to 286.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.005000 mmHg @ 25.00 °C. (est) |
| Flash Point | 257.00 °F. TCC ( 125.00 °C. ) |
| logP (o/w) | 6.025 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Organoleptic Properties
| Odor Description | at 100.00 %. |
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for calamenene usage levels up to | not for fragrance use. |
| Recommendation for calamenene flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
cadina-1,3,5-triene
1,6-
dimethyl-4-isopropyltetralin
1,6-
dimethyl-4-propan-2-yl-1,2,3,4-tetrahydronaphthalene
naphthalene, 1,2,3,4-tetrahydro-1,6-dimethyl-4-(1-methylethyl)-
4-iso
propyl-1,6-dimethyl-1,2,3,4-tetrahydronaphthalene
1,2,3,4-
tetrahydro-1,6-dimethyl-4-(1-methylethyl)naphthalene
PubMed:
North American Lauraceae: terpenoid emissions, relative attraction and boring preferences of redbay ambrosia beetle, Xyleborus glabratus (coleoptera: curculionidae: scolytinae).
PubMed:
A new sesquiterpene from the Hainan gorgonian Menella kanisa Grassoff.
PubMed:
Chemical composition, antimicrobial properties and toxicity evaluation of the essential oil of Cupressus lusitanica Mill. leaves from Cameroon.
PubMed:
Antioxidant and antimicrobial activities of 7-hydroxy-calamenene-rich essential oils from Croton cajucara Benth.
PubMed:
Phytochemical analysis and cytotoxicity towards multidrug-resistant leukemia cells of essential oils derived from Lebanese medicinal plants.
PubMed:
Isolation and synthesis of two antiproliferative calamenene-type sesquiterpenoids from Sterculia tavia from the Madagascar rain forest.
PubMed:
Chemical composition, antimicrobial and antitumor activities of the essential oils and crude extracts of Euphorbia macrorrhiza.
PubMed:
Composition of the essential oil of Pogostemon travancoricus var. travancoricus.
PubMed:
Chemical composition of the essential oils of the berries of Juniperus oxycedrus L. ssp. rufescens (L. K.) and Juniperus oxycedrus L. ssp. macrocarpa (S. & m.) Ball. and their antioxidant activities.
PubMed:
Helichrysum gymnocephalum essential oil: chemical composition and cytotoxic, antimalarial and antioxidant activities, attribution of the activity origin by correlations.
PubMed:
Volatile compounds and bioactivity of Eremurus spectabilis (Ciris), a Turkish wild edible vegetable.
PubMed:
Calamenenes--aromatic bicyclic sesquiterpenes--from the Indian gorgonian Subergorgia reticulata (Ellis and Solander, 1786).
PubMed:
Stereoselective syntheses of four diastereomers of 3,9,12-trihydroxycalamenene via a benzobicyclo[3.3.1] intermediate.
PubMed:
Nepetalactone content and antibacterial activity of the essential oils from different parts of Nepeta persica.
PubMed:
[Analysis of volatile oil from Ardisia brevicaulis].
PubMed:
NeoPHOX--an easily accessible P,N-ligand for iridium-catalyzed asymmetric hydrogenation: preparation, scope and application in the synthesis of demethyl methoxycalamenene.
PubMed:
The essential oils of Chamaecyparis obtusa promote hair growth through the induction of vascular endothelial growth factor gene.
PubMed:
Annual changes in forced expiratory flows in toll collectors: results from a four years observation.
PubMed:
Revision of the absolute configuration at C(23) of lanostanoids and isolation of secondary metabolites from formosan soft coral Nephthea erecta.
PubMed:
Enantioselective intramolecular Friedel-Crafts-type alpha-arylation of aldehydes.
PubMed:
Manuka oil and phoebe oil are attractive baits for Xyleborus glabratus (Coleoptera: Scolytinae), the vector of laurel wilt.
PubMed:
Phytotoxicity of constituents of glandular trichomes and the leaf surface of camphorweed, Heterotheca subaxillaris.
PubMed:
Dendritic Cells Promoted by Ginseng Saponins Drive a Potent Th1 Polarization.
PubMed:
Essential oil composition of Hypericum triquetrifolium Turra. aerial parts.
PubMed:
New calamenene sesquiterpenes from Tarenna madagascariensis.
PubMed:
T-cadinol and calamenene induce dendritic cells from human monocytes and drive Th1 polarization.
PubMed:
Chemical composition and antidermatophytic properties of volatile fractions of hexanic extract from leaves of Cupressus lusitanica Mill. from Cameroon.
PubMed:
Gastric antiulcer and anti-inflammatory activities of the essential oil from Casearia sylvestris Sw.
PubMed:
Sesquiterpenes from the New Zealand Liverwort Lepidolaena hodgsoniae.
PubMed:
Composition and antimicrobial activity of the essential oils from invasive species of the Azores, Hedychium gardnerianum and Pittosporum undulatum.
PubMed:
Identification of a hydroxy substituted calamenene--a sesquiterpene associated with wound reactions in non-infected xylem of Tilia spp.
PubMed:
Aroma compound analysis of Piper nigrum and Piper guineense essential oils from Cameroon using solid-phase microextraction-gas chromatography, solid-phase microextraction-gas chromatography-mass spectrometry and olfactometry.
PubMed:
Volatile compounds emitted by sclerotia of Sclerotinia minor, Sclerotinia sclerotiorum, and Sclerotium rolfsii.
PubMed:
The stereochemistry of ledol from Renealmia chrysotrycha: an NMR study.
PubMed:
Chemical, physical and antimicrobial properties of essential oils of Leptospermum scoparium and Kunzea ericoides.
PubMed:
[Sesquiterpene hydrocarbons from grapes (author's transl)].