EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

myrtenal
2-formyl-6,6-dimethylbicyclo[3.1.1]hept-2-ene (myrtenal)

Sponsors

Name:7,7-dimethylbicyclo[3.1.1]hept-3-ene-4-carbaldehyde
CAS Number: 564-94-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:209-274-8
FDA UNII:8J97443QRZ
Nikkaji Web:J121.133A
Beilstein Number:2961587
MDL:MFCD00074768
CoE Number:10379
XlogP3-AA:2.10 (est)
Molecular Weight:150.22078000
Formula:C10 H14 O
NMR Predictor:Predict (works with chrome or firefox)
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:980 2-formyl-6,6-dimethylbicyclo[3.1.1]hept-2-ene (myrtenal)
FLAVIS Number:05.106 (Old)
DG SANTE Food Flavourings:05.106 myrtenal
FEMA Number:3395 2-formyl-6,6-dimethylbicyclo[3.1.1]hept-2-ene (myrtenal)
FDA Mainterm: 2-FORMYL-6,6-DIMETHYLBICYCLO(3.1.1)HEPT-2-ENE
 
Physical Properties:
Appearance:colorless clear liquid (est)
Assay: 98.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.98400 to 0.99000 @ 25.00 °C.
Pounds per Gallon - (est).: 8.188 to 8.238
Refractive Index:1.49600 to 1.50700 @ 20.00 °C.
Boiling Point: 220.00 to 221.00 °C. @ 760.00 mm Hg
Boiling Point: 99.00 to 100.00 °C. @ 15.00 mm Hg
Vapor Pressure:0.145000 mm/Hg @ 25.00 °C. (est)
Flash Point: 174.00 °F. TCC ( 78.89 °C. )
logP (o/w): 2.980
Soluble in:
 alcohol
 dipropylene glycol
 water, 215.9 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: spicy
Odor Strength:medium
Substantivity:48 hour(s) at 100.00 %
sweet spicy cinnamon tonka terpenic camphoreous jammy
Odor Description:at 100.00 %. sweet cinnamon tonka spicy terpene camphor jam
Luebke, William tgsc, (1996)
Odor sample from: Sigma-Aldrich
cooling green minty spicy woody
Odor Description:Cooling, green, minty with spicy woody notes
Mosciano, Gerard P&F 15, No. 1, 19, (1990)
Flavor Type: minty
minty green cooling powdery spicy
Taste Description: at 30.00 ppm. Minty, green and cooling with powdery spicy notes
Mosciano, Gerard P&F 15, No. 1, 19, (1990)
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
BOC Sciences
For experimental / research use only.
Bicyclo[3.1.1]hept-2-ene-2-carboxaldehyde,6,6-dimethyl-
Ernesto Ventós
MYRTENAL
Odor: REFRESHING, HERBACEOUS, SPICY
Moellhausen
MYRTENAL
Nippon Terpene Chemicals
Myrtenal 93% up
Penta International
MYRTENAL, Kosher
Synerzine
Myrtenal
 
Safety Information:
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
 
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:
oral-rat LD50 2300 mg/kg
Food and Chemical Toxicology. Vol. 26, Pg. 329, 1988.

intravenous-mouse LD50 170 mg/kg
Food and Chemical Toxicology. Vol. 26, Pg. 329, 1988.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 26, Pg. 329, 1988.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for myrtenal usage levels up to:
  2.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 4.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 7.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 2100 (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: 7
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): -0.50000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -2.00000
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: --
soups: --
sugar substitutes: --
sweet sauces: --
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 1.000005.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 8.0000050.00000
Edible ices, including sherbet and sorbet (03.0): 2.0000010.00000
Processed fruit (04.1): 1.000005.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): 5.0000020.00000
Confectionery (05.0): 20.00000100.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 1.000005.00000
Bakery wares (07.0): 5.0000020.00000
Meat and meat products, including poultry and game (08.0): 1.000005.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 1.000005.00000
Eggs and egg products (10.0): 1.000005.00000
Sweeteners, including honey (11.0): 1.000005.00000
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 5.0000020.00000
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 1.000005.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 1.000005.00000
Ready-to-eat savouries (15.0): 1.000005.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 1.000005.00000
 
Safety References:
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 208 Revision 1 (FGE.208Rev1): Consideration of genotoxicity data on representatives for 10 alicyclic aldehydes with the a,-unsaturation in ring / side-chain and precursors from chemical subgroup 2.2 of
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 208 Revision 2 (FGE.208Rev2): Consideration of genotoxicity data on alicyclic aldehydes with a,-unsaturation in ring/side-chain and precursors from chemical subgroup 2.2 of FGE.19
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 73, Revision 4 (FGE.73Rev4): consideration of alicyclic alcohols, aldehydes, acids and related esters evaluated by JECFA (59th and 63rd meeting) structurally related to primary saturated or unsaturated alicyclic alcohols, aldehydes, acids and esters evaluated by EFSA in FGE.12Rev5
View page or View pdf
EPI System: View
EPA Substance Registry Services (TSCA):564-94-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :61130
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
7,7-dimethylbicyclo[3.1.1]hept-3-ene-4-carbaldehyde
Chemidplus:0000564943
RTECS:DT5180000 for cas# 564-94-3
 
References:
 7,7-dimethylbicyclo[3.1.1]hept-3-ene-4-carbaldehyde
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:564-94-3
Pubchem (cid):61130
Pubchem (sid):135017862
Pherobase:View
 
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
UM BBD:Search
KEGG (GenomeNet):C11939
HMDB (The Human Metabolome Database):HMDB35250
FooDB:FDB013910
Export Tariff Code:2912.29.5000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
For Odor
animal
6-
methyl quinoline
FL/FR
balsamic
methyl cinnamate
FL/FR
2-
phenoxyethyl formate
FR
3-
phenyl propyl acetate
FL/FR
pine needle absolute
FL/FR
caramellic
immortelle absolute
FL/FR
coconut
coconut decanone methyl
FR
coconut naphthalenone
FL/FR
gamma-
heptalactone
FL/FR
coumarinic
coumane
FL/FR
phthalide
FL/FR
tonka bean oleoresin
FR
tonka bean resinoid
FR
tonka furanone
FL/FR
tonka ketone
FR
tonkavert
FR
creamy
para-
vanillyl alcohol
FL/FR
ethereal
cyclohexyl formate
FL/FR
floral
alpha-
amyl cinnamyl acetate
FL/FR
phenoxyethanol
FL/FR
fruity
iso
amyl isovalerate
FL/FR
green
manzanate (Givaudan)
FL/FR
syringaldehyde
FL/FR
3,5,5-
trimethyl hexanol
FL/FR
hay
hay absolute
FR
herbal
barosma betulina leaf oil
FL/FR
(S)-
campholene acetate
FL/FR
dehydroxylinalool oxide
FL/FR
dill weed oil reunion
FL/FR
6-
hydroxydihydrotheaspirane (mixture of isomers)
FL/FR
hyssop oil
FL/FR
alpha-
pinene
FL/FR
minty
dihydrocarveol
FL/FR
ethyl benzoate
FL/FR
peppermint absolute
FL/FR
peppermint oil america
FL/FR
peppermint oil idaho
FL/FR
iso
propyl tiglate
FL/FR
spearmint absolute
FL/FR
spearmint oil america
FL/FR
powdery
para-
anisyl acetate
FL/FR
spicy
allspice leaf oil
FL/FR
canella bark oil
FR
cassia bark oil china
FL/FR
cassia bark oleoresin
FL/FR
cassia leaf oil
FL/FR
(Z)-
cinnamaldehyde
FL/FR
(E)-
cinnamaldehyde
FL/FR
cinnamaldehyde
FL/FR
cinnamaldehyde / methyl anthranilate schiff's base
FR
cinnamaldehyde ethylene glycol acetal
FL/FR
cinnamon acrolein
FL/FR
cinnamon bark oil (cinnamomum zeylanicum) india
FL/FR
cinnamon bark oil ceylon
FL/FR
cinnamon leaf oil ceylon
FL/FR
cinnamon oleoresin ceylon
FL/FR
cinnamyl acetate
FL/FR
(E)-
cinnamyl nitrile
FR
cinnamyl nitrile
FR
iso
eugenyl phenyl acetate
FL/FR
para-
methoxy-alpha-methyl cinnamaldehyde
FL/FR
(E)-para-
methoxycinnamaldehyde
FL/FR
para-
methoxycinnamaldehyde
FL/FR
ortho-
methoxycinnamaldehyde
FL/FR
alpha-
methyl cinnamaldehyde
FL/FR
para-
methyl cinnamaldehyde
FL/FR
methyl eugenol
FL/FR
methyl heptadienone
FL/FR
alpha-
methyl-(E)-cinnamaldehyde
FL/FR
origanum majorana oil
FL/FR
sulfurous
mango thiol
FL/FR
tonka
6-
amyl-alpha-pyrone
FL/FR
coumarin
FR
deertongue absolute
FR
deertongue oleoresin
FR
flouve absolute
FR
7-
methyl coumarin
CS
octahydrocoumarin
FL/FR
tonka bean absolute
FR
tonka undecanone
FR
whiskey lactone
FL/FR
woody
camphene
FL/FR
cyperus root oil (cyperus scariosus)
FR
For Flavor
No flavor group found for these
coconut naphthalenone
FL/FR
coumane
FL/FR
2-
furfurylidene butyraldehyde
FL
para-
methoxy-alpha-methyl cinnamaldehyde
FL/FR
(E)-para-
methoxycinnamaldehyde
FL/FR
para-
methyl cinnamaldehyde
FL/FR
phenoxyethanol
FL/FR
pine needle absolute
FL/FR
tonka furanone
FL/FR
(R)-
tonka furanone
FL
animal
animal
6-
methyl quinoline
FL/FR
balsamic
3-
phenyl propyl acetate
FL/FR
camphoreous
camphene
FL/FR
6-
hydroxydihydrotheaspirane (mixture of isomers)
FL/FR
cherry
para-
methoxycinnamaldehyde
FL/FR
cocoa
syringaldehyde
FL/FR
coconut
octahydrocoumarin
FL/FR
cooling
manzanate (Givaudan)
FL/FR
peppermint oil america
FL/FR
coumarinic
phthalide
FL/FR
creamy
6-
amyl-alpha-pyrone
FL/FR
dihydrocoumarin
FL
para-
vanillyl alcohol
FL/FR
earthy
alpha-
amyl cinnamyl acetate
FL/FR
fatty
(E,E)-2,4-
heptadienal
FL
fruity
para-
anisyl acetate
FL/FR
green
iso
amyl isovalerate
FL/FR
cyclohexyl formate
FL/FR
dihydrocarveol
FL/FR
immortelle absolute
FL/FR
methyl heptadienone
FL/FR
iso
propyl tiglate
FL/FR
3,5,5-
trimethyl hexanol
FL/FR
herbal
barosma betulina leaf oil
FL/FR
dill weed oil reunion
FL/FR
hyssop oil
FL/FR
origanum majorana oil
FL/FR
jammy
(S)-
campholene acetate
FL/FR
lactonic
gamma-
heptalactone
FL/FR
medicinal
ethyl benzoate
FL/FR
minty
(1R)-(-)-
myrtenal
FL
peppermint absolute
FL/FR
peppermint oil idaho
FL/FR
spearmint absolute
FL/FR
spearmint oil america
FL/FR
nutty
furfural acetone
FL
spicy
allspice leaf oil
FL/FR
benzylidene acetone
FL
cassia bark oil china
FL/FR
cassia bark oleoresin
FL/FR
cassia leaf oil
FL/FR
cinnamaldehyde
FL/FR
(Z)-
cinnamaldehyde
FL/FR
(E)-
cinnamaldehyde
FL/FR
cinnamaldehyde ethylene glycol acetal
FL/FR
cinnamon acrolein
FL/FR
cinnamon bark oil (cinnamomum zeylanicum) india
FL/FR
cinnamon bark oil ceylon
FL/FR
cinnamon leaf oil ceylon
FL/FR
cinnamon oleoresin ceylon
FL/FR
cinnamyl acetate
FL/FR
iso
eugenyl phenyl acetate
FL/FR
levisticum officinale oleoresin
FL
ortho-
methoxycinnamaldehyde
FL/FR
alpha-
methyl cinnamaldehyde
FL/FR
methyl cinnamate
FL/FR
methyl eugenol
FL/FR
alpha-
methyl-(E)-cinnamaldehyde
FL/FR
sulfurous
mango thiol
FL/FR
woody
dehydroxylinalool oxide
FL/FR
alpha-
pinene
FL/FR
whiskey lactone
FL/FR
 
Potential Uses:
FRamber
FRbalsam
FRberry
FRcinnamon
 dry
FRhawthorn
FRhay new mown hay foin coupe
FRlime
 melon watermelon muskmelon cantaloupe
FRmint
FL/FRmyrtle
 oral care agents
FRspice
FRwoody
 
Occurrence (nature, food, other):note
 amomum testaceum ridl. fruit oil malaysia @ 12.70%
Data GC Search Trop Picture
 artemisia campestris spp. glutinosa flower oil italy @ 0.40%
Data GC Search Trop Picture
 artemisia variabilis flower oil italy @ trace%
Data GC Search Trop Picture
 bay laurel leaf
Search Trop Picture
 boldo leaf oil italy @ trace%
Data GC Search Trop Picture
 cardamom fruit oil
Search Trop Picture
 celery seed
Search Trop Picture
 chamomile garden chamomile plant
Search Trop Picture
 chamomile oil @ 0.67%
Data GC Search Picture
 cistus oil @ 0.9%
Data GC Search Trop Picture
 coriander seed oil
Search Trop Picture
 coriander seed oil cuba @ 0.16%
Data GC Search Trop Picture
 cumin seed
Search Trop Picture
 cypress cone oil egypt @ 0.1%
Data GC Search Trop Picture
 cypress oil @ trace%
Data GC Search Trop Picture
 eucalyptus
Search PMC Picture
 eucalyptus globulus pseudoglobulus oil @ 0.11%
Data GC Search Trop Picture
 ginger rhizome
Search Trop Picture
 ginger rhizome oil
Search Trop Picture
 horsemint shoot
Search Trop Picture
 hyssop shoot
Search Trop Picture
 labdanum leaf oil @ 0.50%
Data GC Search Trop Picture
 labdanum oil @ 1.35%
Data GC Search Trop Picture
 laurel leaf oil turkey @ 0.40%
Data GC Search Trop Picture
 layana oil kenya @ trace%
Data GC Search Trop Picture
 lemon verbena oil morocco @ 0.2%
Data GC Search Trop Picture
 mint
Search Trop Picture
 nepeta betonicifolia c.a. meyer oil turkey @ 0.20%
Data GC Search Trop Picture
 nepeta denudata benth. oil iran @ 3.40%
Data GC Search Trop Picture
 parsley leaf oil @ 0.05%
Data GC Search Trop Picture
 pepper black pepper fruit
Search Trop Picture
 pepper black pepper seed
Search Trop Picture
 peppermint leaf
Search Trop Picture
 petitgrain sweet oil @ 0.50%
Data GC Search Picture
 peucedanum petiolare (dc) boiss oil iran @ 0.20%
Data GC Search Trop Picture
 pteronia oil @ 0.50%
Data GC Search Trop Picture
 salvia officinalis seed oil tunisia @ 0.55%
Data GC Search Trop Picture
 santolina oil @ 3.82%
Data GC Search Trop Picture
 satureja viminea l. oil costa rica @ 0.20%
Data GC Search Trop Picture
 spearmint oil
Search Trop Picture
 sunflower flower
Search Trop Picture
 tansy oil marocco @ 0.10%
Data GC Search Trop Picture
 wormwood flower oil annus america @ 0.40%
Data GC Search Trop Picture
 wormwood leaf oil annus america @ 0.20-0.50%
Data GC Search Trop Picture
 wormwood oil annus france @ trace-0.42%
Data GC Search Trop Picture
 wormwood oil italy @ 0.1%
Data GC Search Trop Picture
 yarrow leaf oil @ 0.60%
Data GC Search Trop Picture
 yarrow oil @ 0.80%
Data GC Search Trop Picture
 
Synonyms:
 benihinal
 bicyclo[3.1.1]hept-2-ene-2-carboxaldehyde, 6,6-dimethyl-
6,6-dimethyl bicyclo(3.1.1)hept-2-ene-2-carboxaldehyde
6,6-dimethyl-2-norpinene-2-carboxaldehyde
6,6-dimethylbicyclo(3.1.1)hept-2-ene-2-carboxaldehyde
6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde
6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carboxaldehyde
7,7-dimethylbicyclo[3.1.1]hept-3-ene-4-carbaldehyde
2-formyl-6,6-dimethyl bicyclo(3.1.1)hept-2-ene
2-formyl-6,6-dimethyl-2-norpinene
2-formyl-6,6-dimethylbicyclo(3.1.1)hept-2-ene
2-formyl-6,6-dimethylbicyclo[3.1.1]hept-2-ene (myrtenal)
(±)-myrtenal
 pin-2-ene-1-carbaldehyde
2-norpinene-2-carboxaldehyde, 6,6-dimethyl-
 

Articles:

PubMed:Four-Step Synthesis of the Antimalarial Cardamom Peroxide via an Oxygen Stitching Strategy.
PubMed:Anti-inflammatory and chondroprotective activity of (+)-α-pinene: structural and enantiomeric selectivity.
PubMed:Phytochemical and physical-chemical analysis of Polish willow (Salix spp.) honey: identification of the marker compounds.
PubMed:Aroma chemistry of African Oryza glaberrima and Oryza sativa rice and their interspecific hybrids.
PubMed:Production of flavours and fragrances via bioreduction of (4R)-(-)-carvone and (1R)-(-)-myrtenal by non-conventional yeast whole-cells.
PubMed:Chirality transfer based on reversible C-C bond formation/breaking in nickel(II) complexes.
PubMed:Toxicity of Zanthoxylum piperitum and Zanthoxylum armatum oil constituents and related compounds to Stomoxys calcitrans (Diptera: Muscidae).
PubMed:Myrtenal, a natural monoterpene, down-regulates TNF-α expression and suppresses carcinogen-induced hepatocellular carcinoma in rats.
PubMed:Myrtenal attenuates diethylnitrosamine-induced hepatocellular carcinoma in rats by stabilizing intrinsic antioxidants and modulating apoptotic and anti-apoptotic cascades.
PubMed:Aframomum stipulatum (Gagnep) K. Schum and Aframomum giganteum (Oliv. & Hanb) K. Schum as Aroma Tincto Oleo Crops resources: essential oil, fatty acids, sterols, tocopherols, and tocotrienols composition of different fruit parts of Congo varieties.
PubMed:Evaluation of the antinociceptive, anti-inflammatory and gastric antiulcer activities of the essential oil from Piper aleyreanum C.DC in rodents.
PubMed:Electrophysiological and behavioral responses of the bark beetle Dendroctonus rhizophagus to volatiles from host pines and conspecifics.
PubMed:Insertion of T4-lysozyme (T4L) can be a useful tool for studying olfactory-related GPCRs.
PubMed:Myrtenal ameliorates diethylnitrosamine-induced hepatocarcinogenesis through the activation of tumor suppressor protein p53 and regulation of lysosomal and mitochondrial enzymes.
PubMed:Structure and function analyses of the purified GPCR human vomeronasal type 1 receptor 1.
PubMed:Myrtenal inhibits acetylcholinesterase, a known Alzheimer target.
PubMed:Mutual interactions between an invasive bark beetle and its associated fungi.
PubMed:Myrtenal, a controversial molecule for the proper application of the CIP Sequence Rule for multiple bonds.
PubMed:Direct synthesis of NNN-donor enantiopure scorpionate ligands by an efficient diastereoselective nucleophilic addition to imines.
PubMed:Chemical composition and biological activities of Tunisian Cuminum cyminum L. essential oil: a high effectiveness against Vibrio spp. strains.
PubMed:Absolute configuration of (-)-myrtenal by vibrational circular dichroism.
PubMed:Quantitative variation and biosynthesis of hindgut volatiles associated with the red turpentine beetle, Dendroctonus valens LeConte, at different attack phases.
PubMed:[Analysis of essential oil from different organs of Caryopteris tangutica].
PubMed:On the search for NNO-donor enantiopure scorpionate ligands and their coordination to group 4 metals.
PubMed:Synthesis of phosphatidylated-monoterpene alcohols catalyzed by phospholipase D and their antiproliferative effects on human cancer cells.
PubMed:25 years of natural product R&D with New South Wales agriculture.
PubMed:Highly diastereoselective nucleophilic addition to myrtenal. Straightforward synthesis of an enantiopure scorpionate ligand.
PubMed:Use of gas chromatography-mass spectrometry combined with resolution methods to characterize the essential oil components of Iranian cumin and caraway.
PubMed:Synthesis of a new (1R)-(-)-myrtenal-derived dioxadithiadodecacycle and its use as an efficient chiral auxiliary.
PubMed:Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.
PubMed:New synthetic routes toward enantiopure nitrogen donor ligands.
PubMed:Synthesis and cytotoxicity of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)-3-methylbutane]platinum(II) complexes.
PubMed:Chemical composition, seasonal variability, and antifungal activity of Lavandula stoechas L. ssp. stoechas essential oils from stem/leaves and flowers.
PubMed:The nicholas approach to natural product hybrids.
PubMed:Signal separation and determination of the enantiomeric purity of primary amines with (-)-myrtenal--a 13C NMR study.
PubMed:Electrophysiological and behavioral responses of Dendroctonus frontalis (Coleoptera: Curculionidae) to volatiles isolated from conspecifics.
PubMed:Enantiomerically pure [1, 2-diamino-1-(4-fluorophenyl)butane]platinum(II) complexes: synthesis and antitumor activity against MCF-7 and MDA-MB 231 breast cancer and LnCaP/FGC prostate cancer cell lines.
PubMed:Transformation of terpenes using a Picea abies suspension culture.
PubMed:Synthetic routes for a new family of chiral tetradentate ligands containing pyridine rings.
PubMed:New 1,3-oxathianes derived from myrtenal: synthesis and reactivity.
PubMed:Cobalt-mediated approach for the synthesis of terpene-based hybrids.
PubMed:1H-nuclear magnetic resonance determination of the enantiomeric purity of aliphatic primary amines, beta-aminoalcohols, beta-diamines and alpha-amino-acids with 1R-(-)-myrtenal: scope and limitations.
PubMed:[Chemical constituents in volatile oil from fruits of Alpinia oxyphylla Miq].
PubMed:Ruthenium-catalyzed reaction of alpha,beta-unsaturated imines with carbon monoxide and alkenes leading to beta,gamma-unsaturated gamma-butyrolactams: involvement of direct carbonylation at olefinic C[bond]H Bonds as a key step.
PubMed:Synthesis and antitumor activity of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)propane]dichloroplatinum(II) complexes.
PubMed:Volatile components of green walnut husks.
PubMed:Decomposition of Terpenes by Ozone during Sampling on Tenax.
PubMed:Methyl salicylate and (-)-(1R,5S)-myrtenal are plant-derived repellents for black bean aphid,Aphis fabae Scop. (Homoptera: Aphididae).
PubMed:Volatile compounds in the larval frass ofDendroctonus valens andDendroctonus micans (Coleoptera: Scolytidae) in relation to oviposition by the predator,Rhizophagus grandis (Coleoptera: Rhizophagidae).
PubMed:Olfactory sensitivity of two sympatric species of rice leaf folders (Lepidoptera: Pyralidae) to plant volatiles.
PubMed:Hepatic microsomal oxygenation of aldehydes to carboxylic acids.
PubMed:Terpenoid biotransformation in mammals. V. Metabolism of (+)-citronellal, (+-)-7-hydroxycitronellal, citral, (-)-perillaldehyde, (-)-myrtenal, cuminaldehyde, thujone, and (+-)-carvone in rabbits.
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:The pharmacokinetics of the bronchosecretolytic ozothin after intravenous injection.
PubMed:Composition of essential oil of Ledum palustre.
PubMed:Identification and quantitative analysis of the volatile substances emitted by maturing cotton in the field.
 
Notes:
Occurs in orange, lemon, spearmint, pepper, thyme, juniper, calamus, ginger, myrtle, lemon balm, calabash, nutmeg, parsley seed and other plant oils
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