beta-sesquiphellandrene
(S-(R*,S*))-3-(1,5-dimethyl-4-hexenyl)-6-methylene cyclohexene
 
Notes:
Constit. of the oil of ginger (Zingiber officinale)
Synonyms   Articles   Notes   Search
3-[(2S)-6-methylhept-5-en-2-yl]-6-methylidenecyclohexene (Click)
CAS Number: 20307-83-9Picture of molecule
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:
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PubMed: Search
NCBI: Search
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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 mm/Hg @ 25.00 °C. (est)
Flash Point: 226.00 °F. TCC ( 107.78 °C. )
logP (o/w): 6.522 (est)
Soluble in:
 alcohol
 water, 0.01283 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
Odor Type: herbal
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
 herbal  fruity  woody  
Odor Description:
at 100.00 %. 
herbal fruity woody
  
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
beta-sesquiPhellandrene
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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 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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Safety References:
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5321277
National Institute of Allergy and Infectious Diseases: Data
 3-[(2S)-6-methylhept-5-en-2-yl]-6-methylidenecyclohexene
Chemidplus: 0020307839
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References:
 3-[(2S)-6-methylhept-5-en-2-yl]-6-methylidenecyclohexene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5321277
Pubchem (sid): 135231218
Flavornet: 20307-83-9
Pherobase: View
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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
KEGG (GenomeNet): C16776
HMDB (The Human Metabolome Database): HMDB36163
FooDB: FDB015016
YMDB (Yeast Metabolome Database): YMDB16103
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
 
For Odor
acidic
acidic
2-methyl-2-pentenoic acidFL/FR
alcoholic
 fusel oilFL/FR
anisic
 amyl furoateFL/FR
balsamic
dextro,laevo-isoborneolFL/FR
isobornyl acetateFL/FR
 fir carboxylateFR
camphoreous
dextro-camphorFL/FR
caramellic
 diethyl malateFL/FR
earthy
2-octanoneFL/FR
 spathulenol 
ethereal
 ethyl 4-pentenoateFL/FR
fatty
 hexyl pivalateFR
floral
alpha-amyl cinnamaldehydeFL/FR
isoamyl salicylateFL/FR
 anise indeneFR
 benzyl acetoneFL/FR
 boronia absoluteFL/FR
 butyl tiglateFR
 cassis cyclohexeneFR
 dimethyl benzyl carbinyl butyrateFL/FR
 geranyl tiglateFL/FR
beta-iononeFL/FR
 jasmin absolute egypt (from concrete)FL/FR
(Z)-jasmoneFL/FR
 karo karounde absoluteFR
 lavender oil franceFL/FR
 lavender oil greeceFL/FR
 menthadienyl formateFR
 methyl benzyl acetate (mixed ortho-,meta-,para-)FL/FR
N-methyl iononeFR
alpha-isomethyl ionone (90% min.)FL/FR
 nonan-3-yl acetateFL/FR
3-nonanoneFL/FR
 nonisyl propionateFR
 petitgrain bigarade oilFL/FR
 petitgrain lemon oilFL/FR
 prenyl salicylateFL/FR
 rose undeceneFR
fruity
para-anisyl propionateFL/FR
3-benzyl-4-heptanoneFL/FR
 dihydroactinidolideFL/FR
 green acetateFR
 linalool oxide acetatesFL/FR
para-menth-1-ene-9-olFL/FR
2-methyl butyl isovalerateFL/FR
green
 butyl heptanoateFL/FR
isobutyl heptanoateFL/FR
isobutyl methyl ketoneFL/FR
isocyclocitral (IFF)FL/FR
 hexyl tiglateFL/FR
para-methyl hydratropaldehydeFL/FR
herbal
isoamyl heptanoateFL/FR
 bornyl 2-methyl butyrateFL/FR
 bornyl butyrateFL/FR
beta-bourboneneFL/FR
 buchu mercaptan acetateFL/FR
 butyl levulinateFL/FR
delta-cadinene 
alpha-cadinolFL/FR
 chamomile propionateFR
 chamomile valerateFR
 coriander oleoresinFL/FR
 cuminyl acetateFL/FR
 dimethyl cyclormol (IFF)FR
 herbal undecanoneFR
 immortelle flower oilFL/FR
 linalyl octanoateFL/FR
1-para-menthen-9-yl acetateFL/FR
2-methyl butyl salicylateFL/FR
 methyl cyclogeranateFR
 methyl hexyl etherFL/FR
(1S,5R)-myrtenyl acetateFL/FR
 nonisyl acetateFR
3-octanon-1-olFL/FR
curled parsley leaf oilFL/FR
 rue flower oil colombia 
 rue oilFL/FR
 tagete oil CO2 extractFL/FR
 tagete oil rwandaFL/FR
 tagete oil south africaFL/FR
 tagete oil turkeyFL/FR
 tagete oil zambiaFL/FR
 tea leaf absoluteFL/FR
 thyme oil wild or creepingFL/FR
 tricyclodecenyl propionateFR
 viridiflorolFL/FR
minty
 pennyroyal oilFL/FR
orris
 orris capronateFL/FR
spicy
 cinnamon acroleinFL/FR
 clove bud oilFL/FR
black currant bud absoluteFL/FR
N,N-diethyl octanamideFR
4-isopropyl-2-cyclohexenoneFL/FR
thujonic
common tansy leaf oil dutch 
 woody ketoneFL/FR
woody
(R)-gamma-cadinene 
(+)-campheneFL/FR
 campheneFL/FR
 cistus twig/leaf oilFL/FR
2-decalinyl acetateFR
 marine formateFR
gamma-muurolene 
 myrtenyl isobutyrate 
 patchouli absoluteFR
 polylimoneneFL/FR
 spruce needle oil canadaFL/FR
 
For Flavor
 
No flavor group found for these
 amyl furoateFL/FR
para-anisyl propionateFL/FR
 benzyl methyl tiglateFL
dextro,laevo-isoborneolFL/FR
 bornyl 2-methyl butyrateFL/FR
 bornyl butyrateFL/FR
beta-bourboneneFL/FR
isobutyl heptanoateFL/FR
(R)-gamma-cadinene 
delta-cadinene 
alpha-cadinolFL/FR
(+)-campheneFL/FR
 cistus twig/leaf oilFL/FR
 cuminyl acetateFL/FR
isocyclocitral (IFF)FL/FR
8,9-dehydrotheaspironeFL
 diethyl malateFL/FR
 dihydroactinidolideFL/FR
 ethyl 4-pentenoateFL/FR
 linalool oxide acetatesFL/FR
 methyl benzyl acetate (mixed ortho-,meta-,para-)FL/FR
2-methyl butyl salicylateFL/FR
alpha-isomethyl ionone (90% min.)FL/FR
1-methyl pyrroleFL
gamma-muurolene 
 myrtenyl isobutyrate 
 nonan-3-yl acetateFL/FR
3-nonanoneFL/FR
3-octanon-1-olFL/FR
 polylimoneneFL/FR
4-isopropyl-2-cyclohexenoneFL/FR
 rue flower oil colombia 
 spathulenol 
common tansy leaf oil dutch 
 tea leaf absoluteFL/FR
 viridiflorolFL/FR
 woody ketoneFL/FR
acidic
(E)-2-hexenoic acidFL
camphoreous
 campheneFL/FR
citrus
 petitgrain bigarade oilFL/FR
 petitgrain lemon oilFL/FR
coconut
 butyl heptanoateFL/FR
dairy
2-octanoneFL/FR
ethereal
 methyl hexyl etherFL/FR
floral
 dimethyl benzyl carbinyl butyrateFL/FR
 geranyl tiglateFL/FR
 jasmin absolute egypt (from concrete)FL/FR
fruity
 benzyl acetoneFL/FR
3-benzyl-4-heptanoneFL/FR
 boronia absoluteFL/FR
 buchu mercaptan acetateFL/FR
 fusel oilFL/FR
1-para-menthen-9-yl acetateFL/FR
2-methyl butyl isovalerateFL/FR
 tagete oil CO2 extractFL/FR
 tagete oil rwandaFL/FR
 tagete oil south africaFL/FR
 tagete oil turkeyFL/FR
 tagete oil zambiaFL/FR
green
isoamyl salicylateFL/FR
isobutyl methyl ketoneFL/FR
 coriander oleoresinFL/FR
 hexyl tiglateFL/FR
para-methyl hydratropaldehydeFL/FR
herbal
isoamyl heptanoateFL/FR
 butyl levulinateFL/FR
 immortelle flower oilFL/FR
 lavender oil franceFL/FR
 lavender oil greeceFL/FR
 linalyl octanoateFL/FR
para-menth-1-ene-9-olFL/FR
 orris capronateFL/FR
curled parsley leaf oilFL/FR
 prenyl salicylateFL/FR
 rue oilFL/FR
 thyme oil wild or creepingFL/FR
medicinal
dextro-camphorFL/FR
minty
 pennyroyal oilFL/FR
sour
2-methyl-2-pentenoic acidFL/FR
spicy
 cinnamon acroleinFL/FR
 clove bud oilFL/FR
black currant bud absoluteFL/FR
tropical
alpha-amyl cinnamaldehydeFL/FR
woody
isobornyl acetateFL/FR
beta-iononeFL/FR
(Z)-jasmoneFL/FR
(1S,5R)-myrtenyl acetateFL/FR
 spruce needle oil canadaFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 acacia cassie farnesianaFR
 amberFR
 ambergrisFR
 ambreine 
 amyrisFL/FR
 angelicaFL/FR
 appleFR
 apple crabapple 
 apple greenFR
 apple redFR
 apricotFR
 apricot brandyFL
 arnicaFR
 arrack 
 ash mountain ash 
 ash mountain ash berry 
 bananaFR
 banana quana banana 
 bark 
 basilFL/FR
 bayFL/FR
 bayberryFR
 beech wood tarFL/FR
 benzoin 
 bergamotFR
 berryFR
 berry jamFR
 birch tarFL/FR
 blackberryFR
 blue grass 
 blueberryFR
 blueberry whortleberry red whortleberry 
 bois de rose rosewoodFR
 boroniaFR
 boxwood 
 boxwoodberry 
 boysenberryFR
 bramble arctic bramble blackberry 
 bubble gumFR
 buchuFL/FR
 cabreuvaFR
 cadeFR
 cajuputFL/FR
 calamusFR
 camphorFL/FR
 capsicumFL
 carawayFL/FR
 cardamomFL/FR
 carrotFL
 carrot seedFL/FR
 cascarillaFL/FR
 cassis black currant budFL/FR
 cedarFR
 cedar forestFR
 cedarwoodFR
 cedarwood atlasFR
 celeryFL/FR
 chamomileFR
 cherryFR
 cherry blackFR
 cherry maraschinoFL
 cherry wildFL
 chervil 
 chrysanthemum chrysanthemeFR
 cider 
 cigar box 
 cilantroFL/FR
 cistusFL/FR
 citronellaFL/FR
 clary sageFL/FR
 cloudberry bakeapple 
 corianderFL/FR
 costusFL
 cranberryFR
 cubebFL/FR
 currantFR
 currant blackFR
 currant redFR
 cypressFR
 dateFR
 davanaFL/FR
 deertongueFR
 dillFL/FR
 dogwoodFR
 durianFL
 eglantine sweet briarFR
 elder berryFR
 elder flowerFR
 elemiFL/FR
 estragon tarragonFL/FR
 eucalyptusFL/FR
 fennelFL/FR
 fern fougereFR
 figFR
 fir needle pine needleFL/FR
 flouveFR
 forestFR
 forest pine forestFR
 fruitFR
 fruit dried fruit 
 fruit jam 
 fruit juicy fruit 
 fruit punch 
 fruit tropical fruit 
 galangalFL/FR
 galbanumFL/FR
 genet genista broomFR
 ginFL
 gingerFR
 ginger whiteFR
 gingergrassFR
 gooseberryFR
 grapeFR
 grape concordFR
 grape white grape 
 grass sweetFR
 guaiacwoodFL/FR
 guavaFR
 gurjunFR
 hay new mown hay foin coupeFR
 heatherFR
 herbalFR
 hibiscusFR
 hinokiFR
 hollyberryFR
 hops houblonFL/FR
 huckleberry bilberryFR
 hyssopFL/FR
 immortelle helichrysum everlastingFL/FR
 iris blossom 
 ivyFR
 jackfruit 
 jam 
 juniperFR
 juniper berryFR
 kiwiFR
 labdanumFL/FR
 lavandinFL/FR
 lavenderFR
 lavender spikeFL/FR
 lavender waterFL/FR
 loganberry dewberry 
 lovage 
 lycheeFL
 mace 
 maja 
 mangoFL
 marigold tageteFL/FR
 marjoramFL/FR
 mate 
 meadow 
 melissa balm 
 melon 
 melon honeydewFL
 melon watermelonFL
 melon watermelon muskmelon cantaloupe 
 mimosaFL
 mulberry 
 myrtleFL/FR
 niaouli 
 oakwood 
 olibanum frankincense 
 opoponax 
 orange bitter orange 
 oregano 
 orris iris 
 osmanthus 
 papaya 
 parsley 
 parsnip 
 passion blossomFR
 passion fruit 
 patchouliFR
 peach 
 pearFL
 pear bartlett pear 
 pear emperor pear 
 pina coladaFL
 pine dwarf pine 
 pineapple 
 pinon cone 
 plum 
 plum greengage plum 
 plum jam 
 plum mirabelle plum 
 pomegranate 
 prune 
 quince 
 raisinFL
 raspberry 
 raspberry black raspberry 
 raspberry green raspberry 
 raspberry jam 
 raspberry red raspberry 
 redwood 
 reseda mignonette 
 ripe 
 rose wild rose 
 rosemaryFR
 rueFL/FR
 saffron 
 sandalwood 
 savin 
 spikenard 
 spruce 
 starfruit 
 strawberry 
 strawberry jam 
 tamarind 
 tansy tanaisie 
 tea 
 tea black 
 tea china 
 tea green 
 tea herbal 
 tea lemon 
 thyme 
 timber 
 tolu balsam 
 tutti frutti 
 valerian 
 vetiver 
 witch hazel 
 woodruff asperulaFR
 woody 
 wormseed chenopodiumFL
 wormwood absinthiumFL/FR
 yew 
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 alpinia galanga oil @ 1.60%
Data  GC  Search Trop  Picture
 boronia absolute @ 0.02%
Data  GC  Search Trop  Picture
 cajuput oil vietnam @ trace%
Data  GC  Search Trop  Picture
 carrot seed oil @ 0.25%
Data  GC  Search Trop  Picture
 ginger rhizome
Search Trop  Picture
 ginger rhizome oil
Search Trop  Picture
 ginger root oil
Search Trop  Picture
 ginger root oil brazil @ 7.00%
Data  GC  Search Trop  Picture
 ginger root oil CO2 extract @ 6.81%
Data  GC  Search Trop  Picture
 ginger root oil CO2 extract australia @ 8.18%
Data  GC  Search Trop  Picture
 jambu flower oil brazil @ 0.10%
Data  GC  Search Trop  Picture
 lime oil expressed florida @ trace%
Data  GC  Search Trop  Picture
 mandarin fruit
Search Trop  Picture
 mayur pankh fruit oil himalaya @ 0.70%
Data  GC  Search Trop  Picture
 oregano plant
Search Trop  Picture
 parsley leaf
Search Trop  Picture
 parsley leaf oil @ 8.51%
Data  GC  Search Trop  Picture
 parsley leaf oil cuba @ 1.04%
Data  GC  Search Trop  Picture
 rosemary
Search Trop  Picture
 tea leaf
Search Trop  Picture
 thymus richardii pers. subsp. nitidus (guss.) jalas oil italy @ 0.70%
Data  GC  Search Trop  Picture
 turmeric rhizome
Search Trop  Picture
 turmeric root oil CO2 extract @ 3.17%
Data  GC  Search Trop  Picture
 turmeric root oil vietnam @ 3.00%
Data  GC  Search Trop  Picture
Synonyms   Articles   Notes   Search   Top
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
Synonyms   Articles   Notes   Search   Top
Articles:
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.
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