pinocarveol
2(10)-pinen-3-ol
 
Notes:
None found
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Synonyms   Articles   Notes   Search
6,6-dimethyl-4-methylidenebicyclo[3.1.1]heptan-3-ol (Click)
CAS Number: 5947-36-4Picture of molecule
ECHA EINECS - REACH Pre-Reg: 227-705-8
FDA UNII: 0WG2C7KI43
Nikkaji Web: J21.517A
CoE Number: 10303
XlogP3-AA: 1.80 (est)
Molecular Weight: 152.23672000
Formula: C10 H16 O
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
EFSA/JECFA Comments: Composition of stereoisomeric mixture to be specified. Racemate (EFFA, 2014).
Category: flavor and fragrance agents
 
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
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 1403  2(10)-pinen-3-ol
Flavis Number: 02.100 (Old)
DG SANTE Food Flavourings: 02.100  pinocarveol
FEMA Number: 3587  2(10)-pinen-3-ol
FDA Mainterm: PINOCARVEOL
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
Synonyms   Articles   Notes   Search   Top
Physical Properties:
Appearance: pale yellow clear viscous liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.97700 to 0.98300 @  25.00 °C.
Pounds per Gallon - (est).: 8.130 to  8.180
Refractive Index: 1.44500 to 1.45100 @  20.00 °C.
Boiling Point: 210.00 °C. @ 760.00 mm Hg
Boiling Point: 88.00 °C. @ 10.00 mm Hg
Acid Value: 1.00 max. KOH/g
Vapor Pressure: 0.028000 mm/Hg @ 25.00 °C. (est)
Flash Point: 194.00 °F. TCC ( 90.00 °C. )
logP (o/w): 2.379 (est)
Soluble in:
 alcohol
 water, 958.1 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
Odor Type: herbal
Odor Strength: medium
 herbal  camphoreous  woody  pine  balsamic  
Odor Description:
at 100.00 %. 
herbal camphor woody pine balsam
 camphoreous  woody  pine  fresh  cooling  minty  
Odor Description:
Camphoreous, woody pine-like with fresh, cooling minty undernotes
Mosciano, Gerard P&F 20, No. 2, 37, (1995)
 camphoreous  woody  pine  green  thyme  fir needle  
Taste Description:
at 25.00 ppm.  
Camphoreous, woody pine-like with a green thymol borneol nuance
Mosciano, Gerard P&F 20, No. 2, 37, (1995)
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
Synonyms   Articles   Notes   Search   Top
Suppliers:
BOC Sciences
For experimental / research use only.
Pinocarveol 80.0%(GC)
CTC Organics
2(10)-pinen-3-ol
Nippon Terpene Chemicals
Pinocarveol 80% up
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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
Synonyms   Articles   Notes   Search   Top
Safety in Use Information:
Category: flavor and fragrance agents
maximum skin levels for fine fragrances:
  0.0010 %  and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey). (IFRA, 2004)
Recommendation for pinocarveol usage levels up to:
  5.0000 % in the fragrance concentrate.
use level in formulae for use in cosmetics:
  0.0060 %
Dermal Systemic Exposure in Cosmetic Products:
 0.0002 mg/kg/day (IFRA, 2004)
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.012 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.01 (μg/capita/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 11
Click here to view publication 11
 average usual ppmaverage maximum ppm
baked goods: -1.00000
beverages(nonalcoholic): -1.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -1.00000
fruit ices: --
gelatins / puddings: -1.00000
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: -1.00000
soups: --
sugar substitutes: --
sweet sauces: --
Synonyms   Articles   Notes   Search   Top
Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of alicyclic substances used as flavor ingredients.View pdf
European Food Safety Athority(efsa): Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Scientific Opinion on Flavouring Group Evaluation 211 (FGE.211): Consideration of genotoxicity data on representatives for one alpha,beta-unsaturated ketone and three precursors from chemical subgroup 2.5 of FGE.19 by EFSA
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 87 Revision 1 (FGE.87Rev1): Consideration of bicyclic secondary alcohols, ketones and related esters evaluated by JECFA (63rd meeting) structurally related to bicyclic secondary alcohols, ketones and related esters evaluated by EFSA in FGE.47 (2008)
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 87, Revision 2 (FGE.87Rev2): Consideration of bicyclic secondary alcohols, ketones and related esters evaluated by JECFA (63rd meeting) structurally related to bicyclic secondary alcohols, ketones and related esters evaluated by EFSA in FGE.47Rev1 (2008)
View page or View pdf
EPI System: View
EPA Substance Registry Services (TSCA): 5947-36-4
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 102667
National Institute of Allergy and Infectious Diseases: Data
 6,6-dimethyl-4-methylidenebicyclo[3.1.1]heptan-3-ol
Chemidplus: 0005947364
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References:
 6,6-dimethyl-4-methylidenebicyclo[3.1.1]heptan-3-ol
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 5947-36-4
Pubchem (cid): 102667
Pubchem (sid): 135060007
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
FDA Everything Added to Food in the United States (EAFUS): View
CHEBI: View
CHEMBL: View
Metabolomics Database: Search
UM BBD: Search
KEGG (GenomeNet): C11941
HMDB (The Human Metabolome Database): HMDB35743
FooDB: FDB014473
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
Read: Under the conditions of intended use - New developments in the FEMA GRAS program and the safety assessment of flavor ingredients
Read: A GRAS assessment program for flavor ingredients
Read: Sensory testing for flavorings with modifying properties. Food Technology
Read: Criteria for the safety evaluation of flavoring substances
Read: A procedure for the safety evaluation of natural flavor complexes used as ingredients in food: essential oils
Read: FEMA Expert Panel: 30 Years of safety evaluation for the flavor industry
Read: Consumption ratio and food predominance of flavoring materials
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
No odor group found for these
(E)-sabinene hydrateFL/FR
balsamic
 bornyl acetateFL/FR
laevo-bornyl acetateFL/FR
 gurjun balsamFR
 myrrh resinoidFR
camphoreous
 camphor tree bark oilFL/FR
 herbal ethanoneFR
fruity
isobutyl furyl propionateFL/FR
green
 galbanum oleoresinFL/FR
 galbanum resinoidFL/FR
 valerian rhizome oil CO2 extract chinaFL/FR
herbal
 canarium luzonicum gumFL/FR
 chamomile oil moroccoFR
 elemi resinoidFL/FR
2,10-epoxypinaneFR
 geranic oxideFL/FR
 herbal dioxaneFR
 lavandin concreteFL/FR
spike lavender absoluteFL/FR
 myrtenolFL/FR
 nopyl acetateFR
 origanum oilFL/FR
 origanum oil greeceFL/FR
laevo-beta-pineneFL/FR
 rosemary absoluteFL/FR
 rosemary oil moroccoFL/FR
 rosemary oil spainFL/FR
 terpinoleneFL/FR
white thyme oilFL/FR
 thyme oil (thymus zygis gracillis) spainFL/FR
 valerian rhizome oilFL/FR
 valerian rhizome oil chinaFL/FR
spicy
 origanum majorana oilFL/FR
 origanum majorana oil cubaFL/FR
woody
 cedarwood oil port orfordFR
 copaiba balsamFL/FR
(E+Z)-4,8-dimethyl-3,7-nonadien-2-olFL/FR
alpha-guaieneFL/FR
alpha-gurjuneneFR
4-hydroxybenzaldehydeFL/FR
 myrtenyl formateFL/FR
 myrtenyl isobutyrate 
 nopyl aldehydeFR
 patchouli oilFL/FR
 sandalwood oilFL/FR
 sandalwood oil west australia (santalum spicata)FR
 santalyl butyrateFL/FR
 
For Flavor
 
No flavor group found for these
laevo-bornyl acetateFL/FR
(E+Z)-4,8-dimethyl-3,7-nonadien-2-olFL/FR
alpha-guaieneFL/FR
 myrtenyl formateFL/FR
 myrtenyl isobutyrate 
laevo-beta-pineneFL/FR
(E)-sabinene hydrateFL/FR
 santalyl butyrateFL/FR
camphoreous
 bornyl acetateFL/FR
 camphor tree bark oilFL/FR
 geranic oxideFL/FR
creamy
4-hydroxybenzaldehydeFL/FR
fruity
isobutyl furyl propionateFL/FR
 valerian rhizome oilFL/FR
 valerian rhizome oil chinaFL/FR
 valerian rhizome oil CO2 extract chinaFL/FR
green
 canarium luzonicum gumFL/FR
 elemi resinoidFL/FR
 galbanum oleoresinFL/FR
 galbanum resinoidFL/FR
 lavandin concreteFL/FR
spike lavender absoluteFL/FR
 origanum majorana oilFL/FR
 origanum oilFL/FR
 origanum oil greeceFL/FR
 rosemary absoluteFL/FR
 rosemary oil moroccoFL/FR
 rosemary oil spainFL/FR
white thyme oilFL/FR
 thyme oil (thymus zygis gracillis) spainFL/FR
minty
 myrtenolFL/FR
spicy
 origanum majorana oil cubaFL/FR
white pepper oleoresinFL
woody
 copaiba balsamFL/FR
 patchouli oilFL/FR
 sandalwood oilFL/FR
 terpinoleneFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 balsamFR
 camphorFL/FR
 chamomileFR
 grapefruitFR
 herbalFR
 mintFR
 spearmintFR
 woodyFR
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 bilberry fruit
Search Trop  Picture
 cascarilla bark oil @ 0.17%
Data  GC  Search Trop  Picture
 chamomile roman chamomile
Search Trop  Picture
 grapefruit oil
Search Trop  Picture
 hop oil
Search Trop  Picture
 hyptis spicigera lam. oil mali @ 0.10-0.30%
Data  GC  Search Trop  Picture
 hyssop oil @ 0.6%
Data  GC  Search Trop  Picture
 myrtle oil
Search Trop  Picture
 pepper black pepper seed
Search Trop  Picture
 rosemary oil corsica @ 0.90%
Data  GC  Search Trop  Picture
 sage oil sardinia @ 6.70%
Data  GC  Search Trop  Picture
 spearmint oil
Search Trop  Picture
 tansy flower oil canada @ 0.57%
Data  GC  Search Trop  Picture
 thyme oil red CO2 extract @ 0.02%
Data  GC  Search Trop  Picture
 wormwood oil italy @ trace%
Data  GC  Search Trop  Picture
Synonyms   Articles   Notes   Search   Top
Synonyms:
 bicyclo[3.1.1]heptan-3-ol, 6,6-dimethyl-2-methylene-
6,6-dimethyl-2-methylene bicyclo(3.1.1)heptan-3-ol
6,6-dimethyl-2-methylene-bicyclo[3.1.1]heptan-3-ol
(1a,3a,5a)-6,6-dimethyl-2-methylenebicyclo(3.1.1)heptan-3-ol
(1R-(1a,3a,5a))-6,6-dimethyl-2-methylenebicyclo(3.1.1)heptan-3-ol
6,6-dimethyl-2-methylenebicyclo(3.1.1)heptan-3-ol
[1R-(1a,3a,5a)]-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol
[1R-(1a,3β,5a)]-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol
6,6-dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol
6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
6,6-dimethyl-3-hydroxy-2-methylene bicyclo(3.1.1)heptane
6,6-dimethyl-4-methylidenebicyclo[3.1.1]heptan-3-ol
3-hydroxy-6,6-dimethyl-2-methylene bicyclo(3.1.1)heptane
3-hydroxy-6,6-dimethyl-2-methylene-bicyclo(3.1.1)heptane
3-hydroxy-6,6-dimethyl-2-methylenebicyclo(3.1.1)heptane
10-pinen-3-ol
2(10)-pinen-3-ol
beta-pinen-3-ol
 pinocarveol
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Chemical composition and antibacterial activities of seven Eucalyptus species essential oils leaves.
PubMed: Fumigant toxicity and acetylcholinesterase inhibitory activity of 4 Asteraceae plant essential oils and their constituents against Japanese termite (Reticulitermes speratus Kolbe).
PubMed: Phytotoxic activity and chemical composition of aqueous volatile fractions from Eucalyptus species.
PubMed: Anti-inflammatory and chondroprotective activity of (+)-╬▒-pinene: structural and enantiomeric selectivity.
PubMed: Volatile composition and sensory properties of Indian herbal medicine-Pavonia odorata-used in Ayurveda.
PubMed: GABA(A) receptor modulation by terpenoids from Sideritis extracts.
PubMed: Essential-oil polymorphism in the 'resurrection plant' Myrothamnus moschatus and associated ethnobotanical knowledge.
PubMed: Regioselective hydroxylation and glucosylation of alpha- and beta-pinenes with cultured cells of Eucalyptus perriniana.
PubMed: Correlation between chemical composition and antibacterial activity of essential oils from fifteen Eucalyptus species growing in the Korbous and Jbel Abderrahman arboreta (North East Tunisia).
PubMed: In vitro biological activities of the essential oil from the 'resurrection plant' Myrothamnus moschatus (Baillon) Niedenzu endemic to Madagascar.
PubMed: Characterization of essential oil and effects on growth of Verbena gratissima plants treated with homeopathic phosphorus.
PubMed: Chemical investigation and antimicrobial properties of mastic water and its major constituents.
PubMed: Chemical composition and herbicidal activity of the essential oil from a Cistus ladanifer L. population from Spain.
PubMed: Essential oil composition of Eucalyptus procera Dehnh. leaves from central Iran.
PubMed: Variation in volatile leaf oils of seven eucalyptus species harvested from Zerniza arboreta (Tunisia).
PubMed: Variation in volatile leaf oils of five Eucalyptus species harvested from Jbel Abderrahman arboreta (Tunisia).
PubMed: GC/MS analysis and antimicrobial activity of the essential oil of fresh leaves of Eucalytus globulus, and leaves and stems of Smyrnium olusatrum from Constantine (Algeria).
PubMed: Composition and intraspecific chemical variability of the essential oil from Artemisia herba-alba growing wild in a Tunisian arid zone.
PubMed: Variation in volatile leaf oils of eleven eucalyptus species harvested from korbous arboreta (Tunisia).
PubMed: A comparative study on chemical composition and antioxidant activity of ginger (Zingiber officinale) and cumin (Cuminum cyminum).
PubMed: Variation in volatile leaf oils of twelve eucalyptus species harvested from Hajeb Layoun arboreta (Tunisia).
PubMed: Evaluating the use of male-produced pheromone components and plant volatiles in two trap designs to monitor Anoplophora glabripennis.
PubMed: Antimicrobial activity of the essential oil obtained from roots and chemical composition of the volatile constituents from the roots, stems, and leaves of Ballota nigra from Serbia.
PubMed: Anchoring effects in a wide binding pocket: the molecular basis of regioselectivity in engineered cytochrome P450 monooxygenase from B. megaterium.
PubMed: Essential oil composition and antioxidant activity of aerial parts of Grindelia robusta from Central Italy.
PubMed: Characterization of volatile constituents of Haplopappus greenei and studies on the antifungal activity against phytopathogens.
PubMed: Electrophysiological and behavioral responses of Dendroctonus frontalis (Coleoptera: Curculionidae) to volatiles isolated from conspecifics.
PubMed: Olfactory receptor neurons in two Heliothine moth species responding selectively to aliphatic green leaf volatiles, aromatic compounds, monoterpenes and sesquiterpenes of plant origin.
PubMed: Enhancement of attraction and trap catches of the old-house borer, Hylotrupes bajulus (Coleoptera: Cerambycidae), by combination of male sex pheromone and monoterpenes.
PubMed: Chemical composition and antimicrobial activity of the essential oils from the gum of Turkish pistachio (Pistacia vera L.).
PubMed: Ovicidal and adulticidal activity of Eucalyptus globulus leaf oil terpenoids against Pediculus humanus capitis (Anoplura: Pediculidae).
PubMed: Transformation of terpenes using a Picea abies suspension culture.
PubMed: Transformation of alpha-pinene using Picea abies suspension culture.
PubMed: Antibacterial and antioxidant activities of Artemisia annua essential oil.
PubMed: Volatile components of green walnut husks.
PubMed: Pheromones in white pine cone beetle,Conophthorus coniperda (schwarz) (Coleoptera: Scolytidae).
PubMed: Volatiles released from individual spruce bark beetle entrance holes Quantitative variations during the first week of attack.
PubMed: Secondary attraction and field activity of beetle-produced volatiles inDendroctonus terebrans.
PubMed: Defensive odor emission from larvae of two sawfly species,Pristiphora erichsonii andP. wesmaeli.
PubMed: Oxygenated monoterpenes produced by yeasts, isolated fromIps typographus (Coleoptera: Scolytidae) and grown in phloem medium.
PubMed: Semiochemicals produced by western balsam bark beetle,Dryocoetes confusus Swaine (Coleoptera: Scolytidae).
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