sesquiphellandrene
3-(1,5-dimethyl-4-hexenyl)-6-methylene cyclohexene
 
Notes:
Flavouring compound [Flavornet]
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3-(6-methylhept-5-en-2-yl)-6-methylidenecyclohexene (Click)
CAS Number: 73744-93-1Picture of molecule
Nikkaji Web: J2.380.962A
XlogP3-AA: 5.40 (est)
Molecular Weight: 204.35628000
Formula: C15 H24
NMR Predictor: Predict (works with chrome 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
IBM Patents: Obtain
Pubchem Patents: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 271.00 to  272.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.011000 mm/Hg @ 25.00 °C. (est)
Flash Point: 225.00 °F. TCC ( 107.22 °C. )
logP (o/w): 6.353 (est)
Soluble in:
 alcohol
 water, 0.01283 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
Odor Type: fruity
Odor Strength: medium
 sweet  fruity  herbal  
Odor Description:
at 100.00 %. 
sweet fruity herbal
  
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Cosmetic Information:
None found
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Suppliers:
 None found
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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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for sesquiphellandrene usage levels up to:
 not for fragrance use.
 
Recommendation for sesquiphellandrene flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 519764
National Institute of Allergy and Infectious Diseases: Data
 3-(6-methylhept-5-en-2-yl)-6-methylidenecyclohexene
Chemidplus: 0020307839
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References:
 3-(6-methylhept-5-en-2-yl)-6-methylidenecyclohexene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 519764
Pubchem (sid): 135231218
Flavornet: 73744-93-1
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (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: FDB029692
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 ginger
Search Trop  Picture
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Synonyms:
3-(1,5-dimethyl-4-hexenyl)-6-methylene cyclohexene
3-(6-methylhept-5-en-2-yl)-6-methylidenecyclohexene
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Articles:
PubMed: Psychoneuropharmacological activities and chemical composition of essential oil of fresh fruits of Piper guineense (Piperaceae) in mice.
PubMed: Inhibitory Effects of Chrysanthemum boreale Essential Oil on Biofilm Formation and Virulence Factor Expression of Streptococcus mutans.
PubMed: Medicinal plants from the genus Acalypha (Euphorbiaceae)--a review of their ethnopharmacology and phytochemistry.
PubMed: Evaluation of chemical profile and antioxidant activity of Tripleurospermum insularum, a new species from Turkey.
PubMed: Chemical composition, antimicrobial and antioxidant activities of the essential oil of Psammogetoncanescens.
PubMed: Engineering the lactococcal mevalonate pathway for increased sesquiterpene production.
PubMed: Functional characterization of sesquiterpene synthase from Polygonum minus.
PubMed: Chemical composition, antioxidant, anti-inflammatory and anti-proliferative activities of essential oils of plants from Burkina Faso.
PubMed: Chemical composition and biological activity of Conyza bonariensis essential oil collected in Mérida, Venezuela.
PubMed: Variability of the root essential oils of Seseli rigidum Waldst. & Kit. (Apiaceae) from different populations in Serbia.
PubMed: Antioxidant, anti-inflammatory and antinociceptive activities of essential oil from ginger.
PubMed: [Influence of processing methods on the chemical composition of the essential oil from Aucklandia lappa].
PubMed: Overexpressing 3-hydroxy-3-methylglutaryl coenzyme A reductase (HMGR) in the lactococcal mevalonate pathway for heterologous plant sesquiterpene production.
PubMed: Suites of terpene synthases explain differential terpenoid production in ginger and turmeric tissues.
PubMed: Chemical constituents of the leaf of Alpinia mutica Roxb.
PubMed: Differences in the volatile compositions of ginseng species (Panax sp.).
PubMed: Chemotypification of Astrantia major L. (Apiaceae): essential-oil and lignan profiles of fruits.
PubMed: Essential oil of Curcuma longa inhibits Streptococcus mutans biofilm formation.
PubMed: A single amino acid determines the site of deprotonation in the active center of sesquiterpene synthases SbTPS1 and SbTPS2 from Sorghum bicolor.
PubMed: Pheromonal cross-attraction in true bugs (Heteroptera): attraction of Piezodorus hybneri (Pentatomidae) to its pheromone versus the pheromone of Riptortus pedestris (Alydidae).
PubMed: Chemical composition of the essential oil of aerial parts of Haussknechtia elymaitica Boiss. from Iran: a good natural source for trans-asaron.
PubMed: Distribution and chemical polymorphism of the essential oils of Achillea cartilaginea growing wild in Lithuania.
PubMed: Dynamic evolution of herbivore-induced sesquiterpene biosynthesis in sorghum and related grass crops.
PubMed: Chemical compositions of the rhizome oils of two Alpinia species of Malaysia.
PubMed: Invasion inhibitors of human fibrosarcoma HT 1080 cells from the rhizomes of Zingiber cassumunar: structures of phenylbutanoids, cassumunols.
PubMed: Behavioral responses of the leafhopper, Cicadulina storeyi China, a major vector of maize streak virus, to volatile cues from intact and leafhopper-damaged maize.
PubMed: Free radical scavenging activity and characterization of sesquiterpenoids in four species of Curcuma using a TLC bioautography assay and GC-MS analysis.
PubMed: Chemical composition and antibacterial activity of essential oils of Tripleurospermum disciforme in three developmental stages.
PubMed: Immunotoxicity activity of the major essential oils of Valeriana fauriei Briq against Aedes aegypti L.
PubMed: Chemical composition of the essential oils from the roots of Erigeron acris L. and Erigeron annuus (L.) Pers.
PubMed: [Analysis of volatile and non-volatile compositions in ginger oleoresin by gas chromatography-mass spectrometry].
PubMed: [Characterization of chemical components of essential oil from flowers of Chrysanthemum morifolium produced in Anhui province].
PubMed: The chemical volatiles (semiochemicals) produced by neotropical stink bugs (Hemiptera: Pentatomidae).
PubMed: Chemical composition of the essential oil of Elephantopus scaber from Southern China.
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: A male-produced sex pheromone from the neotropical redbanded stink bug, Piezodorus guildinii (W).
PubMed: An evaluation of the allelopathic potential of selected perennial groundcovers: foliar volatiles of catmint (Nepeta x faassenii) inhibit seedling growth.
PubMed: Development of gas chromatography-mass spectrometry with microwave distillation and simultaneous solid-phase microextraction for rapid determination of volatile constituents in ginger.
PubMed: Essential oil composition of diploid and tetraploid clones of ginger (Zingiber officinale Roscoe) grown in Australia.
PubMed: A chemical investigation by headspace SPME and GC-MS of volatile and semi-volatile terpenes in various olibanum samples.
PubMed: Analysis of leaf surface sesquiterpenes in potato varieties.
PubMed: Chemical composition, antimicrobial and antioxidant activity of the essential oil of Teucrium marum (Lamiaceae).
PubMed: Identification of an EcoRI restriction site for a rapid and precise determination of beta-asarone-free Acorus calamus cytotypes.
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: [Chemical constituents in volatile oil from the flos of Dendranthema indicum var. aromaticum var. nov].
PubMed: Sex attractant pheromone of the red-shouldered stink bug Thyanta pallidovirens: a pheromone blend with multiple redundant components.
PubMed: [Determination of chemical constituents of the volatile oil from Curcuma longa by gas chromatography-mass spectrometry].
PubMed: [Study on chemical constituents of Dendranthema morifolium by GC-MS].
PubMed: Molecular cloning, expression, and characterization of amorpha-4,11-diene synthase, a key enzyme of artemisinin biosynthesis in Artemisia annua L.
PubMed: Isolation of antirhinoviral sesquiterpenes from ginger (Zingiber officinale).
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: Essential Oils of Achillea ptarmica.
PubMed: The essential oil from Thymus praecox ssp. arcticus growing in Iceland.
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