EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes

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

Supplier Sponsors

Name:1-methyl-4-[(2S)-6-methylhept-5-en-2-yl]benzene
CAS Number: 4176-06-1Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J37.671J
XlogP3-AA:5.40 (est)
Molecular Weight:202.34034000
Formula:C15 H22
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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
 water, 0.1798 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
ar-Curcumene 98%
Odor: characteristic
Use: ar-Curcumene is a component of essential oil of Hedychium larsenii with anti-i
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for (+)-alpha-curcumene usage levels up to:
 not for fragrance use.
 
Recommendation for (+)-alpha-curcumene flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :3083834
National Institute of Allergy and Infectious Diseases:Data
1-methyl-4-[(2S)-6-methylhept-5-en-2-yl]benzene
Chemidplus:0004176061
 
References:
 1-methyl-4-[(2S)-6-methylhept-5-en-2-yl]benzene
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):3083834
Pubchem (sid):135230761
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
FooDB:FDB001523
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 cedrela odorata
Search Trop Picture
 ginger oil
Search Trop Picture
 
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
 

Articles:

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.
PubMed:Essential oil of flowers of Anaphalis contorta, an aromatic and medicinal plant from India.
PubMed:Constituents of Artemisia gmelinii Weber ex Stechm. from Uttarakhand Himalaya: A Source of Artemisia Ketone.
PubMed:Chemical composition and insecticidal activity against Sitophilus zeamais of the essential oils derived from Artemisia giraldii and Artemisia subdigitata.
PubMed:Chemical composition, antimicrobial and antitumor activities of the essential oils and crude extracts of Euphorbia macrorrhiza.
PubMed:Sesquiterpenes from the inner bark of the silver birch and the paper birch.
PubMed:Essential oil composition and larvicidal activity of Saussurea lappa roots against the mosquito Aedes albopictus (Diptera: Culicidae).
PubMed:Comparison of headspace solid-phase microextraction with conventional extraction for the analysis of the volatile components in Melia azedarach.
PubMed:An evaluation of antioxidant, anti-inflammatory, and antinociceptive activities of essential oil from Curcuma longa. L.
PubMed:Bifunctional triterpene/sesquarterpene cyclase: tetraprenyl-β-curcumene cyclase is also squalene cyclase in Bacillus megaterium.
PubMed:Helichrysum gymnocephalum essential oil: chemical composition and cytotoxic, antimalarial and antioxidant activities, attribution of the activity origin by correlations.
PubMed:A short synthesis of bisabolane sesquiterpenes.
PubMed:Catalytic enantioselective β-alkylation of α,β-unsaturated aldehydes by combination of transition-metal- and aminocatalysis: total synthesis of bisabolane sesquiterpenes.
PubMed:Antiinflammatory effects of ginger and some of its components in human bronchial epithelial (BEAS-2B) cells.
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.
PubMed:Composition and antimicrobial activity of the essential oils from flowers of Senecio othonnae, s. racemosus, and s. nemorensis.
PubMed:Bisabolyl-derived sesquiterpenes from tobacco 5-epi-aristolochene synthase-catalyzed cyclization of (2Z,6E)-farnesyl diphosphate.
PubMed:Acetylcholinesterase inhibitory activity of volatile oil from Peltophorum dasyrachis Kurz ex Bakar (yellow batai) and Bisabolane-type sesquiterpenoids.
PubMed:Comparative study of chemical composition and antioxidant activity of fresh and dry rhizomes of turmeric (Curcuma longa Linn.).
PubMed:C(35)-terpenes from Bacillus subtilis KSM 6-10.
PubMed:[Study on the volatile oil of Murraya exotica].
PubMed:trans-Directing ability of the amide group: enabling the enantiocontrol in the synthesis of 1,1-dicarboxy cyclopropanes. Reaction development, scope, and synthetic applications.
PubMed:Kanokonyl acetate-rich Indian valerian from northwestern Himalaya.
PubMed:The role of specific tomato volatiles in tomato-whitefly interaction.
PubMed:Consequences of conformational preorganization in sesquiterpene biosynthesis: theoretical studies on the formation of the bisabolene, curcumene, acoradiene, zizaene, cedrene, duprezianene, and sesquithuriferol sesquiterpenes.
PubMed:[Analysis of volatile and non-volatile compositions in ginger oleoresin by gas chromatography-mass spectrometry].
PubMed:Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods.
PubMed:[Characterization of chemical components of essential oil from flowers of Chrysanthemum morifolium produced in Anhui province].
PubMed:Detailed analysis of the essential oil from Cistus albidus L. by combination of GC/RI, GC/MS and 13C-NMR spectroscopy.
PubMed:Chemical composition and anti-inflammatory effects of essential oil from Farfugium japonicum flower.
PubMed:The bisabolane sesquiterpenoid endoperoxide, 3,6-epidioxy-1,10-bisaboladiene, isolated from Cacalia delphiniifolia inhibits the growth of human cancer cells and induces apoptosis.
PubMed:Overexpression of the lemon basil alpha-zingiberene synthase gene increases both mono- and sesquiterpene contents in tomato fruit.
PubMed:[Characterization of chemical components of essential oil from cupitulum of Chrysanthemum morifolium cultivated in Tongxiang city].
PubMed:Antimicrobial Activities of Essential Oil and Methanol Extract of Teucrium montanum.
PubMed:[Analysis of volatile oil in herb of pimpinella candolleana by SPME-GC-MS].
PubMed:[Antimicrobial activity and constituents in rumput roman extract as a natural food preservative].
PubMed:Synthesis of (R)-curcumene and (R)-xanthorrizol based on 1,2-Aryl migration via phenonium ion.
PubMed:Essential oil constituents from Japanese and Indian Curcuma aromatica rhizomes.
PubMed:Effect of intraspecific competition and substrate type on terpene emissions from some Mediterranean plant species.
PubMed:Quantitative co-occurrence of sesquiterpenes; a tool for elucidating their biosynthesis in Indian sandalwood, Santalum album.
PubMed:The diverse sesquiterpene profile of patchouli, Pogostemon cablin, is correlated with a limited number of sesquiterpene synthases.
PubMed:Quantitative determination of eight components in rhizome (Jianghuang) and tuberous root (Yujin) of Curcuma longa using pressurized liquid extraction and gas chromatography-mass spectrometry.
PubMed:Chemical composition and anti-mosquito potential of rhizome extract and volatile oil derived from Curcuma aromatica against Aedes aegypti (Diptera: Culicidae).
PubMed:Essential oil composition of diploid and tetraploid clones of ginger (Zingiber officinale Roscoe) grown in Australia.
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.
PubMed:Comparative analysis by gas chromatography-mass spectrometry of the essential oils from bark and leaves of Cedrelopsis grevei Baill, an aromatic and medicinal plant from Madagascar.
PubMed:Absolute configuration of (-)-2,6-dimethyl-10-(p-tolyl)-2,6(E)-undecadiene from Cistus monspeliensis.
PubMed:Analysis by gas chromatography-mass spectrometry of the essential oil from the aerial parts of Pimpinella junoniae Ceb. & Ort., gathered in La Gomera, Canary Islands, Spain.
PubMed:Zingiberene and curcumene in wild tomato.
PubMed:Sex attractant pheromone of the red-shouldered stink bug Thyanta pallidovirens: a pheromone blend with multiple redundant components.
PubMed:Composition and antimicrobial activity of the essential oil of Hypericum coris.
PubMed:[Determination of chemical constituents of the volatile oil from Curcuma longa by gas chromatography-mass spectrometry].
PubMed:[Chemical constituents of essential oil from roots and rhizomes of Valeriana alernifolia Bunge].
PubMed:Insect growth inhibition, antifeedant and antifungal activity of compounds isolated/derived from Zingiber officinale Roscoe (ginger) rhizomes.
PubMed:Seasonal variation in chemical constituents of Santolina rosmarinifolia L. ssp. rosmarinifolia.
PubMed:Identification of volatile constituents of Tambourissa leptophylla.
PubMed:An unusual sesquiterpene derivative from the Caribbean gorgonian Pseudopterogorgia rigida.
PubMed:Antimalarial activity of 1,4-epidioxy-bisabola-2,12-diene derivatives.
PubMed:Effect of dietary turmeric (Curcuma longa) on iron-induced lipid peroxidation in the rat liver.
PubMed:Identification of an active principle in essential oils and hexane-soluble fractions of Curcuma xanthorrhiza Roxb. showing triglyceride-lowering action in rats.
PubMed:Novel Allylic Oxidation of alpha-Cedrene to sec-Cedrenol by a Rhodococcus Strain.
PubMed:[Terpenoids and curcuminoids of the rhizoma of Curcuma xanthorrhiza Roxb].
PubMed:[Stomachic principles in ginger. II. Pungent and anti-ulcer effects of low polar constituents isolated from ginger, the dried rhizoma of Zingiber officinale Roscoe cultivated in Taiwan. The absolute stereostructure of a new diarylheptanoid].
PubMed:Anti-inflammatory activity of extracts from Conyza canadensis.
 
Notes:
None found
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