beta-sesquiphellandrene
(S-(R*,S*))-3-(1,5-dimethyl-4-hexenyl)-6-methylene cyclohexene
Identification
| Name | beta-sesquiphellandrene |
| IUPAC | 3-[(2S)-6-methylhept-5-en-2-yl]-6-methylidenecyclohexene |
| CAS Number | 20307-83-9 |
| FDA UNII | Search |
| Molecular Formula | C15 H24 |
| Molecular Weight | 204.35628000 |
Regulatory
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 96.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 270.00 to 272.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.011000 mmHg @ 25.00 °C. (est) |
| Flash Point | 226.00 °F. TCC ( 107.78 °C. ) |
| logP (o/w) | 6.522 (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 beta-sesquiphellandrene usage levels up to | not for fragrance use. |
| Recommendation for beta-sesquiphellandrene flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(S-(R*,S*))-3-(1,5-
dimethyl-4-hexenyl)-6-methylene cyclohexene
(R)-3-
methylene-6-((S)-6-methyl hept-5-en-2-yl) cyclohex-1-ene
3-[(2S)-6-
methylhept-5-en-2-yl]-6-methylidenecyclohexene
PubMed:
Psychoneuropharmacological activities and chemical composition of essential oil of fresh fruits of Piper guineense (Piperaceae) in mice.
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:
[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:
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.