(+)-alpha-curcumene

(S)-1-(1,5-dimethyl-4-hexenyl)-4-methyl benzene

CAS: 4176-06-1 C15 H22 MW: 202.34034000

Identification

Name(+)-alpha-curcumene
IUPAC1-methyl-4-[(2S)-6-methylhept-5-en-2-yl]benzene
CAS Number4176-06-1
FDA UNIISearch
Molecular FormulaC15 H22
Molecular Weight202.34034000
Nikkaji NumberJ37.671J

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 275.00 to 277.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure 0.008000 mmHg @ 25.00 °C. (est)
Flash Point 243.00 °F. TCC ( 117.20 °C. ) (est)
logP (o/w) 6.018 (est)
Soluble in alcohol
Insoluble in water

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for (+)-alpha-curcumene usage levels up tonot for fragrance use.
Recommendation for (+)-alpha-curcumene flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

cedrela odorata ginger oil

Synonyms

benzene, 1-(1,5-dimethyl-4-hexenyl)-4-methyl-, (S)- benzene, 1-[(1S)-1,5-dimethyl-4-hexenyl]-4-methyl- (+)-a- curcumene (S)-(+)- curcumene (S)-1-(1,5- dimethyl-4-hexenyl)-4-methyl benzene 1- methyl-4-[(2S)-6-methylhept-5-en-2-yl]benzene PubMed: Intraspecific variability of the essential oil of Cladanthus mixtus from Morocco. PubMed: Cytotoxic Activity from Curcuma zedoaria Through Mitochondrial Activation on Ovarian Cancer Cells. PubMed: Carboxy-directed asymmetric hydrogenation of α-alkyl-α-aryl terminal olefins: highly enantioselective and chemoselective access to a chiral benzylmethyl center. PubMed: Chemical composition, antibacterial, antifungal and antioxidant activities of Algerian Eryngium tricuspidatum L. essential oil. PubMed: Reprogramming the chemodiversity of terpenoid cyclization by remolding the active site contour of epi-isozizaene synthase. PubMed: Safety Evaluation of Chrysanthemum indicum L. Flower Oil by Assessing Acute Oral Toxicity, Micronucleus Abnormalities, and Mutagenicity. PubMed: Cyclization of squalene from both termini: identification of an onoceroid synthase and enzymatic synthesis of ambrein. PubMed: Comparative study of volatile oil content and antimicrobial activity of pecan cultivars growing in Egypt. PubMed: Chemical composition of the essential oil of Lepidagathis fasciculata from Bondla forest of Goa, India. PubMed: Antioxidant, anti-inflammatory and antinociceptive activities of essential oil from ginger. PubMed: Intermolecular enantioselective Heck-Matsuda arylations of acyclic olefins: application to the synthesis of β-aryl-γ-lactones and β-aryl aldehydes. PubMed: Influence of cultivar and maturity at harvest on the essential oil composition, oleoresin and [6]-gingerol contents in fresh ginger from northeast India. PubMed: Identification of novel sesterterpene/triterpene synthase from Bacillus clausii. 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PubMed: Sesquarterpenes (C35 terpenes) biosynthesized via the cyclization of a linear C35 isoprenoid by a tetraprenyl-β-curcumene synthase and a tetraprenyl-β-curcumene cyclase: identification of a new terpene cyclase. PubMed: [Microscopic anatomy and volatile secondary metabolites at three stages of development of the inflorescences of Lantana camara (Verbenaceae)]. PubMed: Biotransformation of turmerones by Aspergillus niger. PubMed: Tomato-produced 7-epizingiberene and R-curcumene act as repellents to whiteflies. PubMed: Inhibitory effects of ginger (Zingiber officinale Roscoe) essential oil on leukocyte migration in vivo and in vitro. PubMed: The role of polyphenolic antioxidants in health, disease, and aging. PubMed: Chemical composition and antibacterial activity of essential oils of Lantana camara, Ageratum houstonianum and Eupatorium adenophorum. PubMed: Constituents, antileishmanial activity and toxicity profile of volatile oil from berries of Croton macrostachyus. 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PubMed: Natural products: repellency and toxicity of wild tomato leaf extracts to the two-spotted spider mite, Tetranychus urticae Koch. PubMed: Analysis by gas chromatography-mass spectrometry of the essential oils from the aerial parts of Pimpinella anagodendron Bolle and Pimpinella rupicola Svent., two endemic species to the Canary Islands, Spain. PubMed: Chemical composition and in vitro antimicrobial activities of the essential oils from endemic Psiadia species growing in mauritius. PubMed: Headspace solid-phase microextraction for characterization of fragrances of lemon verbena (Aloysia triphylla) by gas chromatography-mass spectrometry. PubMed: Chiral benzyl centers through asymmetric catalysis. a three-step synthesis of (R)-(-)-alpha-curcumene via asymmetric hydrovinylation. PubMed: Antifungal constituents of Melicope borbonica. PubMed: Synthesis of aromatic bisabolene natural products via palladium-catalyzed cross-couplings of organozinc reagents. 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