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ipsenol
7-octen-4-ol, 2-methyl-6-methylene-, (S)-

Supplier Sponsors

Name:(4S)-2-methyl-6-methylideneoct-7-en-4-ol
CAS Number: 35628-05-8Picture of molecule3D/inchi
Other(deleted CASRN):6994-88-3
FDA UNII: 02H2YW09TH
Nikkaji Web:J19.908G
MDL:MFCD00151184
XlogP3-AA:3.40 (est)
Molecular Weight:154.25266000
Formula:C10 H18 O
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 222.23 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.021000 mmHg @ 25.00 °C. (est)
Flash Point: 182.00 °F. TCC ( 83.40 °C. ) (est)
logP (o/w): 2.761 (est)
Soluble in:
 alcohol
 water, 280 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.
(S)-2-Methyl-6-methylene-7-octen-4-ol 95%
 
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 ipsenol usage levels up to:
 not for fragrance use.
 
Recommendation for ipsenol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):35628-05-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :93186
National Institute of Allergy and Infectious Diseases:Data
(4S)-2-methyl-6-methylideneoct-7-en-4-ol
Chemidplus:0035628058
 
References:
 (4S)-2-methyl-6-methylideneoct-7-en-4-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):93186
Pubchem (sid):135051845
Pherobase:View
 
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
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 juniper formosan juniper
Search Trop Picture
 
Synonyms:
(S)-2-methyl-6-methylene-7-octen-4-ol
(4S)-2-methyl-6-methylideneoct-7-en-4-ol
7-octen-4-ol, 2-methyl-6-methylene-, (4S)-
7-octen-4-ol, 2-methyl-6-methylene-, (S)-
 

Articles:

PubMed:Trap lure blend of pine volatiles and bark beetle pheromones for Monochamus spp. (Coleoptera: Cerambycidae) in pine forests of Canada and the United States.
PubMed:Saproxylic community, guild and species responses to varying pheromone components of a pine bark beetle.
PubMed:Attaching lures to multiple-funnel traps targeting saproxylic beetles (Coleoptera) in pine stands: inside or outside funnels?
PubMed:Role of ipsdienol, ipsenol, and cis-verbenol in chemical ecology of Ips avulsus, Ips calligraphus, and Ips grandicollis (Coleoptera: Curculionidae: Scolytinae).
PubMed:Ipsdienol dehydrogenase (IDOLDH): a novel oxidoreductase important for Ips pini pheromone production.
PubMed:Olfactory experience modifies semiochemical responses in a bark beetle predator.
PubMed:Bark beetle pheromones and pine volatiles: attractant kairomone lure blend for longhorn beetles (Cerambycidae) in pine stands of the southeastern United States.
PubMed:Variation in enantiospecific attraction of Ips avulsus (Coleoptera: Curculionidae) to the pheromone ipsdienol in Georgia.
PubMed:Effects of habitat type and trap placement on captures of bark (Coleoptera: Scolytidae) and longhorned (Coleoptera: Cerambycidae) beetles in semiochemical-baited traps.
PubMed:Test of nonhost angiosperm volatiles and verbenone to protect trap trees for Sirex noctilio (Hymenoptera: Siricidae) from attacks by bark beetles (Coleoptera: Scolytidae) in the northeastern United States.
PubMed:Pheromone production in bark beetles.
PubMed:Identification and field activity of a male-produced aggregation pheromone in the pine sawyer beetle, Monochamus galloprovincialis.
PubMed:Aggregation pheromone of the Qinghai spruce bark beetle, Ips nitidus eggers.
PubMed:Specificity and redundancy in the olfactory system of the bark beetle Ips typographus: single-cell responses to ecologically relevant odors.
PubMed:Myrcene hydroxylases do not determine enantiomeric composition of pheromonal ipsdienol in Ips spp.
PubMed:Traps and attractants for wood-boring insects in ponderosa pine stands in the Black Hills, South Dakota.
PubMed:Comparison of arboreal beetle catches in wet and dry collection cups with Lindgren multiple funnel traps.
PubMed:Can chemical communication be cryptic? Adaptations by herbivores to natural enemies exploiting prey semiochemistry.
PubMed:Electrophysiological and behavioral responses of Ips duplicatus to aggregation pheromone in Inner Mongolia, China: amitinol as a potential pheromone component.
PubMed:Electrophysiological and behavioral responses of Ips subelongatus to semiochemicals from its hosts, non-hosts, and conspecifics in China.
PubMed:Attraction of southern pine engravers and associated bark beetles (Coleoptera: Scolytidae) to ipsenol, ipsdienol, and lanierone in southeastern United States.
PubMed:Ipsenol and ipsdienol attract Monochamus titillator (Coleoptera: Cerambycidae) and associated large pine woodborers in southeastern United States.
PubMed:Electrophysiological and olfactometer responses of two histerid predators to three pine bark beetle pheromones.
PubMed:Disruption by conophthorin of the kairomonal response of sawyer beetles to bark beetle pheromones.
PubMed:Biochemistry and molecular biology of de novo isoprenoid pheromone production in the Scolytidae.
PubMed:Kairomonal response by four Monochamus species (Coleoptera: Cerambycidae) to bark beetle pheromones.
PubMed:Proline-catalyzed asymmetric aldol reactions between ketones and alpha-unsubstituted aldehydes.
PubMed:De novo biosynthesis of the aggregation pheromone components ipsenol and ipsdienol by the pine bark beetles Ips paraconfusus Lanier and Ips pini (Say) (Coleoptera: Scolytidae).
PubMed:Enantiomeric composition of ipsdienol: A chemotaxonomic character for north American populations ofIps spp. in thepini subgeneric group (coleoptera: Scolytidae).
PubMed:Role of chirality in olfactory-directed behavior: Aggregation of pine engraver beetles in the genusIps (Coleoptera: Scolytidae).
PubMed:Interactions between components of the aggregation pheromone during chemotaxis by the bark beetleIps paraconfusus.
PubMed:Olfactory receptor cell responses ofIps grandicollis (eichhoff) (Coleoptera: Scolytidae) to intra- and interspecific behavioral chemicals.
PubMed:(S)-(+)-Ipsdienol: Interspecific inhibition ofIps latidens (leconte) byIps pini (Say) (Coleoptera: Scolytidae).
PubMed:Ipsenol: an aggregation pheromone forIps latidens (Leconte) (Coleoptera: Scolytidae).
PubMed:Antennal olfactory responses of black turpentine beetle,Dendroctonus terebrans (Olivier), to bark beetle pheromones and host terpenes.
PubMed:Inhibition of attraction to aggregation pheromone by verbenone and ipsenol : Density regulation mechanisms in bark beetleIps typographus.
PubMed:Terpene alcohol pheromone production byDendroctonus ponderosae andIps paraconfusus (Coleoptera: Scolytidae) in the absence of readily culturable microorganisms.
PubMed:Olfactory orientation responses by walking femaleIps paraconfusus bark beetles I. Chemotaxis assay.
PubMed:Individual variation in aggregation pheromone content of the bark beetle,Ips typographus.
PubMed:Antennal olfactory responsiveness of three sympatricIps species [Ips avulsus (Eichhoff),Ips calligraphus (Germar),Ips grandicollis (Eichhoff)], to intra- and interspecific behavioral chemicals.
PubMed:Effect of juvenile hormone analog, fenoxycarb, on pheromone production byIps paraconfusus (Coleoptera: Scolytidae).
PubMed:Attraction to pheromone sources of different quantity, quality, and spacing: Density-regulation mechanisms in bark beetleIps typographus.
PubMed:Chiral allenylboronic esters as practical reagents for enantioselective carbon-carbon bond formation. Facile synthesis of (-)-ipsenol.
PubMed:Pheromone biosynthetic pathways: Conversion of ipsdienone to (-)-ipsdienol, a mechanism for enantioselective reduction in the male bark beetle,Ips paraconfusus.
PubMed:Quantitative variation of pheromone components in the spruce bark beetleIps typographus from different attack phases.
PubMed:Pheromone production by axenically rearedDendroctonus ponderosae andIps paraconfusus (Coleoptera: Scolytidae).
PubMed:Response of the clerid predatorThanasimus dubius (F.) to bark beetle pheromones and tree volatiles in a wind tunnel.
PubMed:Sensitivity of antennae of male and femaleIps paraconfusus (Coleoptera: Scolytidae) to its pheromone and other behavior-modifying chemicals.
PubMed:Sensitivity of antennae of male and femaleIps paraconfusus (Coleoptera: Scolytidae) to their natural aggregation pheromone and its enantiomeric components.
PubMed:Effect of mating on terminating aggregation during host colonization in the bark beetle,Ips paraconfusus.
PubMed:Antibiotic-induced inhibition of pheromone synthesis in a bark beetle.
PubMed:Kairomone response inThanasimus predators to pheromone components ofIps typographus.
PubMed:Interspecific effects of pheromones on the attraction of the bark beetles,Dendroctonus brevicomis andIps paraconfusus in the laboratory.
 
Notes:
None found
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