Name: | (4R,4aS,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one |
CAS Number: | 4674-50-4 | 3D/inchi
|
ECHA EINECS - REACH Pre-Reg: | 225-124-4 |
FDA UNII: | IZ2Y119N4J |
Nikkaji Web: | J14.286G |
Beilstein Number: | 4676969 |
MDL: | MFCD00036591 |
CoE Number: | 11164 |
XlogP3-AA: | 3.90 (est) |
Molecular Weight: | 218.33954000 |
Formula: | C15 H22 O |
BioActivity Summary: | listing |
NMR Predictor: | Predict (works with chrome or firefox) |
Also(can) Contains: | dihydronootkatone 3.00% to 4.00% |
EFSA/JECFA Comments: |
At least 93%; secondary component 3-4% dihydronootkatone. (EFSA)
(+)-Nootkatone which refers to the (4R,4aS,6R)-isomer (EFFA, 2014). According to JECFA: Min. assay value is ”93 %” and secondary components ”2-3 % dihydronootkatone”. |
Category:flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | white crystals (est) |
Assay: | 93.00 to 100.00 sum of isomers
|
Food Chemicals Codex Listed: | No |
Specific Gravity: | 1.00300 to 1.03200 @ 25.00 °C.
|
Pounds per Gallon - (est).: | 8.346 to 8.587
|
Refractive Index: | 1.51000 to 1.52300 @ 20.00 °C.
|
Melting Point: | 32.00 to 37.00 °C. @ 760.00 mm Hg
|
Boiling Point: | 125.00 to 130.00 °C. @ 0.50 mm Hg
|
Boiling Point: | 73.00 to 103.00 °C. @ 0.80 mm Hg
|
Acid Value: | 3.00 max. KOH/g
|
Vapor Pressure: | 0.000358 mmHg @ 25.00 °C. (est) |
Flash Point: | > 200.00 °F. TCC ( > 93.33 °C. )
|
logP (o/w): | 3.840 (est) |
Soluble in: |
| alcohol | | dipropylene glycol | | water, very slightly | | water, 2.375 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
Organoleptic Properties:
Odor Type: citrus |
Odor Strength:medium |
Substantivity:236 hour(s) at 20.00 % in dipropylene glycol |
grapefruit peel citrus gardenia woody |
Odor Description:at 100.00 %. grapefruit peel citrus gardenia woody Luebke, William tgsc, (1988) |
Odor sample from: Bedoukian Research, Inc. |
grapefruit citrus orange sweet peely woody |
Odor Description:Grapefruit, citrus, orange, sweet peely with a woody nuance Mosciano, Gerard P&F 15, No. 3, 51, (1990) |
Flavor Type: citrus |
grapefruit citrus orange bitter |
Taste Description: at 20.00 ppm. Grapefruit, citrus, orange and bitter Mosciano, Gerard P&F 15, No. 3, 51, (1990) |
Odor and/or flavor descriptions from others (if found). |
Bedoukian Research |
NOOTKATONE ≥86.0%, Kosher |
Odor Description:characteristic grapefruit, citrus This material is NOT to be used as a fragrance ingredient. |
Taste Description:grapefruit Used extensively in grapefruit and other citrus flavors. |
Bedoukian Research |
NOOTKATONE CRYSTALS ≥98.0%, Kosher |
Odor Description:bright, characteristically grapefruit Strongly fresh, green, grapefruit, woody, slightly herbal, fruity. Effective at low levels. |
Taste Description:Citrus bitterness associated with grapefruit Adds bitter notes to grapefruit and other citrus flavors. |
Bedoukian Research |
NOOTKATONE 50.0%, Kosher |
Odor Description:A characteristic grapefruit odor with a cedar undertone This material is NOT to be used as a fragrance ingredient. |
Taste Description:grapefruit Used extensively in grapefruit and other citrus flavors. |
Moellhausen |
NOOTKATONE 84% |
Odor Description:citrus, grapefruit, slightly woody |
Taste Description:citrus, grapefruit, orange, bitter |
IFF |
Nootkatone 50-60% |
Odor Description:Extremely powerful citrus, grapefruit aroma with a woody top note |
IFF |
Nootkatone Min. 90% |
Odor Description:Extremely powerful citrus, grapefruit aroma with a woody top note |
IFF |
Nootkatone Crystals |
Odor Description:Extremely powerful citrus, grapefruit aroma with a woody top note |
IFF |
Nootkatone Natural Ex Grapefruit |
Odor Description:Extremely powerful citrus, grapefruit |
IFF |
Nootkatone Natural Crystals |
Odor Description:Extremely powerful citrus, grapefruit |
FCI SAS |
eveNOOTKATONE 85 TM |
Odor Description:Grapefruit peel, Citrus, Gardenia, Woody |
Cosmetic Information:
Suppliers:
Ambles Nature et Chimie |
NOOTKATONE NAT 93 %
|
Artiste |
Nootkatone 50%, Natural
|
Astral Extracts |
Nootkatone (60%-65%)
|
Augustus Oils |
Nootkatone 50%
|
Services |
Augustus Oils |
Nootkatone 80%
|
Axxence Aromatic |
NOOTKATONE 85%, Natural
Kosher |
Sustainability |
Bedoukian Research |
NOOTKATONE CRYSTALS
≥98.0%, Kosher Odor: bright, characteristically grapefruit Use: Strongly fresh, green, grapefruit, woody, slightly herbal, fruity. Effective at low levels. Flavor: Citrus bitterness associated with grapefruit Adds bitter notes to grapefruit and other citrus flavors. |
Bedoukian Research |
NOOTKATONE
≥86.0%, Kosher Odor: characteristic grapefruit, citrus Use: This material is NOT to be used as a fragrance ingredient. Flavor: grapefruit Used extensively in grapefruit and other citrus flavors. |
Bedoukian Research |
NOOTKATONE
50.0%, Kosher Odor: A characteristic grapefruit odor with a cedar undertone Use: This material is NOT to be used as a fragrance ingredient. Flavor: grapefruit Used extensively in grapefruit and other citrus flavors. |
Berjé |
Nootketone
|
Happening at Berje |
BOC Sciences |
For experimental / research use only. |
Nootkatone (crystals 98+%)
|
Citrus and Allied Essences |
Nootkatone 50% (ex-grapefruit oil) (natural)
|
Market Report |
Citrus and Allied Essences |
Nootkatone 65/70% (ex grapefruit oil) (natural)
|
Citrus and Allied Essences |
Nootkatone 65/70%
|
Citrus and Allied Essences |
Nootkatone 98%
|
Coompo |
For experimental / research use only. |
Nootkatone from Plants ≥96%
|
Cvista |
Nootkatone, ex citrus (Purity: 50%)
|
Cvista |
Nootkatone, ex grapefruit (Purity 50%)
|
Ernesto Ventós |
NOOTKATONE 60%
|
Ernesto Ventós |
NOOTKATONE NI 85%
|
Ernesto Ventós |
NOOTKATONE NI 98%
Odor: GRAPEFRUIT, WOODY |
Evolva |
Nootkatone
Flavor: characteristic Through Allylix’ proprietary technology platform, the company can produce sesquiterpenes at a tenth or less of the cost of naturally extracted materials. Allylix has identified a number of sesquiterpene flavors and fragrances where low cost supply would significantly broaden use in a range of applications, including foods, personal care and household products. |
Excellentia International |
Nootkatone Natural
|
ExtraSynthese |
For experimental / research use only. |
Nootkatone (GC) ≥95%
|
FCI SAS |
eveNOOTKATONE 85 TM
Odor: Grapefruit peel, Citrus, Gardenia, Woody |
FCI SAS |
eveNOOTKATONE 98 TM
Odor: Grapefruit peel, Citrus, Gardenia, Woody |
Fleurchem |
nootkatone natural
|
Florida Chemical |
Nootkatone
|
Florida Worldwide Citrus Products |
Nootkatone 50% - ex grapefruit
|
Frutarom |
NOOTKATONE EX VALENCENE 50%
|
Frutarom |
NOOTKATONE EX VALENCENE 60%
|
Frutarom |
NOOTKATONE EX VALENCENE 75%
|
Frutarom |
NOOTKATONE EX VALENCENE 86%
|
Frutarom |
NOOTKATONE EX VALENCENE 98%
|
IFF |
Nootkatone 50-60%
Odor: Extremely powerful citrus, grapefruit aroma with a woody top note |
IFF |
Nootkatone 60-70%
Odor: Extremely powerful citrus, grapefruit aroma with a woody top note |
IFF |
Nootkatone 70-80%
Odor: Extremely powerful citrus, grapefruit aroma with a woody top note |
IFF |
Nootkatone 80-85%
Odor: Extremely powerful citrus, grapefruit aroma with a woody top note |
IFF |
Nootkatone 85-87%
Odor: Extremely powerful citrus, grapefruit aroma with a woody top note |
IFF |
Nootkatone Crystals
Odor: Extremely powerful citrus, grapefruit aroma with a woody top note |
IFF |
Nootkatone Min. 90%
Odor: Extremely powerful citrus, grapefruit aroma with a woody top note |
IFF |
Nootkatone Min. 95%
Odor: Extremely powerful citrus, grapefruit aroma with a woody top note |
IFF |
Nootkatone Natural 50-60%
Odor: Extremely powerful citrus, grapefruit |
IFF |
Nootkatone Natural 60-70%
Odor: Extremely powerful citrus, grapefruit |
IFF |
Nootkatone Natural 70-80%
Odor: Extremely powerful citrus, grapefruit |
IFF |
Nootkatone Natural 80-85%
Odor: Extremely powerful citrus, grapefruit |
IFF |
Nootkatone Natural 85-87%
Odor: Extremely powerful citrus, grapefruit |
IFF |
Nootkatone Natural Crystals
Odor: Extremely powerful citrus, grapefruit |
IFF |
Nootkatone Natural Ex Grapefruit
Odor: Extremely powerful citrus, grapefruit |
IFF |
Nootkatone Natural Min. 93%
Odor: Extremely powerful citrus, grapefruit |
IFF |
Nootkatone Natural Min. 95%
Odor: Extremely powerful citrus, grapefruit |
Indukern F&F |
NOOTKATONE 50-60% EX-VALENCENE
Odor: GRAPEFRUIT, WOODY |
Indukern F&F |
NOOTKATONE 60-70% EX-VALENCENE
Odor: CITRUS, GRAPEFRUIT, WOODY |
Indukern F&F |
NOOTKATONE 80-85% EX-VALENCENE
Odor: CITRUS, GRAPEFRUIT |
Isobionics |
Natural Nootkatone
Flavor: citrus, grapefruit-like, slightly woody Nootkatone is mainly used in flavours for the beverage industry (Grapefruit) and in fragrances
Isobionics offers 5 qualities of Nootkatone with a minimal purity of 70%, 80%, 95% and 98%.
Nootkatone is certified to be Kosher & Halal and Foodgrade. |
Jiangyin Healthway |
Nootkanone
|
New functional food ingredients |
Jiangyin Healthway |
Nootkatone
|
Lluch Essence |
NOOTKATONE 50-60% NATURAL
|
Lluch Essence |
NOOTKATONE 80-85% NATURAL
|
Lluch Essence |
NOOTKATONE CRYSTAL NATURAL 98%
|
M&U International |
NOOTKATONE 86%
|
M&U International |
Nootkatone 98%
|
Moellhausen |
NOOTKATONE 84%
Odor: citrus, grapefruit, slightly woody Flavor: citrus, grapefruit, orange, bitter |
Penta International |
NOOTKATONE 65-70%
|
Penta International |
NOOTKATONE 98% CRYSTALS
|
Penta International |
NOOTKATONE DISTILLED 50%
|
Penta International |
NOOTKATONE EX VALENCENE 85%
|
Penta International |
NOOTKATONE EX-CITRUS 50% NATURAL
|
Penta International |
NOOTKATONE EX-CITRUS 60-70% NATURAL
|
Penta International |
NOOTKATONE EX-VALENCENE 95%
|
Penta International |
NOOTKATONE NATURAL EX-CITRUS 70 - 80%
|
Penta International |
NOOTKATONE-55/60%
|
Prodasynth |
NOOTKATONE 80%, NATURAL
(> 80%) |
Prodasynth |
NOOTKATONE PURE, NATURAL
(> 98%) Odor: GRAPEFRUIT, CITRUS, WOODY |
R C Treatt & Co Ltd |
Nootkatone 65-70% Ex Grapefruit Natural
|
Reincke & Fichtner |
Nootkatone natural
|
Reincke & Fichtner |
Nootkatone
|
Sigma-Aldrich |
Nootkatone, ≥98%, FG
|
Certified Food Grade Products |
Synerzine |
Nootkatone - 50%
|
Taytonn |
Nootkatone 85 - 87%
|
TCI AMERICA |
For experimental / research use only. |
(+)-Nootkatone >97.0%(GC)
|
The Lermond Company |
NOOTKATONE 60%
|
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | Xi - Irritant |
R 36/38 - Irritating to skin and eyes. S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36 - Wear suitable protective clothing.
|
|
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 > 8000 mg/kg
oral-mouse LD50 2000 - 4000 mg/kg
|
Dermal Toxicity: |
skin-rabbit LD50 > 3000 mg/kg
|
Inhalation Toxicity: |
Not determined
|
Safety in Use Information:
Category: | flavor and fragrance agents |
IFRA Critical Effect: | Sensitization |
IFRA Purity Specification: | min. 98% |
IFRA fragrance material specification: | | Nootkatone used as a fragrance ingredient should be at least 98% pure, with a melting point of at least 32°C. Lower purity grades may not be used as a fragrance ingredient.
Methods for the determination of purity of nootkatone are provided on the IFRA website |
IFRA: | View Standard |
Recommendation for (+)-nootkatone usage levels up to: | | 2.0000 % in the fragrance concentrate.
|
|
Maximised Survey-derived Daily Intakes (MSDI-EU): | 130.00 (μg/capita/day) |
Maximised Survey-derived Daily Intakes (MSDI-USA): | 20.00 (μg/capita/day) |
Threshold of Concern: | 540 (μg/person/day) |
Structure Class: | II |
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: 4 |
Click here to view publication 4 |
| average usual ppm | average maximum ppm |
baked goods: | - | - |
beverages(nonalcoholic): | - | 10.00000 |
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: | - | 10.00000 |
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: | - | - |
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):
|
Flavouring Group Evaluation 213: alpha,beta-Unsaturated alicyclic ketones and precursors from chemical subgroup 2.7 of FGE.19 View page or View pdf
|
List of apha, beta-Unsaturated Aldehydes and Ketones representative of FGE.19 substances for Genotoxicity Testing [1] - Statement of the Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF) View page or View pdf
|
Scientific Opinion on Flavouring Group Evaluation 73, Revision 3 (FGE.73Rev3): 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.12Rev4 (2013) View page or View pdf
|
Scientific Opinion on Flavouring Group Evaluation 9, Revision 5 (FGE.09Rev5): Secondary alicyclic saturated and unsaturated alcohols, ketones and esters containing secondary alicyclic alcohols from chemical group 8 and 30, and an ester of a phenol derivative from chemical group 25 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
|
Scientific Opinion on Flavouring Group Evaluation 213, Revision 2 (FGE.213Rev2): Consideration of genotoxic potential for a,ß-unsaturated alicyclic ketones and precursors from chemical subgroup 2.7 of FGE.19 View page or View pdf
|
Safety and efficacy of secondary alicyclic saturated and unsaturated alcohols, ketones, ketals and esters with ketals containing alicyclic alcohols or ketones and esters containing secondary alicyclic alcohols from chemical group 8 when used as flavourings for all animal species View page or View pdf
|
EPI System: View |
Cancer Citations:Search |
Toxicology Citations:Search |
EPA Substance Registry Services (TSCA):4674-50-4 |
EPA ACToR:Toxicology Data |
EPA Substance Registry Services (SRS):Registry |
Laboratory Chemical Safety Summary :1268142 |
National Institute of Allergy and Infectious Diseases:Data |
WGK Germany:2 |
(4R,4aS,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one |
Chemidplus:0004674504 |
References:
Other Information:
Potential Blenders and core components note
For Odor |
No odor group found for these |
2- ethyl-N-methyl-N-(3-methyl phenyl) butyramide FR |
aldehydic |
aldehydic |
agrumen nitrile FR |
citrus carbaldehyde FR |
decanal (aldehyde C-10) FL/FR |
dodecanal (aldehyde C-12 lauric) FL/FR |
2- methyl undecanal (aldehyde C-12 mna) FL/FR |
nonanal (aldehyde C-9) FL/FR |
octanal (aldehyde C-8) FL/FR |
tridecanal FL/FR |
anise |
anise seed oil FL/FR |
sweet fennel seed oil FL/FR |
anisic |
ethyl para-anisate FL/FR |
balsamic |
iso amyl benzoate FL/FR |
amyris wood oil FL/FR |
siam benzoin resinoid FL/FR |
benzophenone FR |
benzyl cinnamate FL/FR |
benzyl salicylate FL/FR |
cinnamyl alcohol FL/FR |
clover nitrile FR |
ethyl cinnamate FL/FR |
fir needle oil siberia FL/FR |
methyl (E)-cinnamate FL/FR |
3- phenyl propyl alcohol FL/FR |
berry |
raspberry ketone methyl ether FL/FR |
caramellic |
strawberry furanone FL/FR |
citronella |
4,8- dimethyl-7-nonen-2-ol FR |
citrus |
benzyl anthranilate FR |
bergamot oil bergaptene reduced italy FL/FR |
beta- bisabolol FL/FR |
citral FL/FR |
citral dimethyl acetal FL/FR |
citronellyl nitrile FR |
citrus grandis fruit extract FL/FR |
citrus grandis fruit water FR |
citrus grandis peel FL/FR |
citrus grandis peel extract FR |
citrus grandis peel oil FL/FR |
citrus grandis peel powder FL/FR |
citrus paradisi peel extract FL/FR |
citrus paradisi peel oil bergaptene reduced FL/FR |
citrus paradisi peel oil washed FL/FR |
citrus paradisi peel water FL/FR |
dihydromyrcenol FL/FR |
dimethyl octenone FR |
2,4- dimethyl-3-cyclohexene-1-methanyl acetate FR |
grapefruit carbonyls FL/FR |
grapefruit essence FL/FR |
grapefruit fragrance FR |
grapefruit indene FR |
grapefruit mercaptan FL/FR |
grapefruit nitrile FR |
grapefruit oil FL/FR |
grapefruit oil c.p. argentina FL/FR |
grapefruit oil c.p. california FL/FR |
grapefruit oil c.p. florida FL/FR |
grapefruit oil c.p. israel FL/FR |
grapefruit oil CO2 extract (citrus paradisi macf. var. falvedo) FL/FR |
grapefruit oil folded FL/FR |
grapefruit oil folded california FL/FR |
grapefruit oil folded florida FL/FR |
grapefruit oil replacer FL/FR |
grapefruit oil terpeneless FL/FR |
grapefruit oil terpenes FL/FR |
grapefruit pentanol FR |
grapefruit specialty FR |
lemon oil c.p. california FL/FR |
lemon oil residues FL/FR |
lemongrass oil FL/FR |
lime oil distilled mexico FL/FR |
dextro- limonene FL/FR |
litsea cubeba fruit oil FL/FR |
mandarin oil (citrus reticulata var. ponkan) FL/FR |
5- mercapto-5-methyl-3-hexanone FL/FR |
methyl heptenone FL/FR |
methyl indole-1-carboxylate FR |
1- methyl-4-methyl ethenyl cyclohexene sulfurized FL/FR |
myrmac aldehyde FR |
blood orange oil italy FL/FR |
bitter orange peel oil brazil FL/FR |
sweet orange peel oil c.p. brazil FL/FR |
bitter orange peel oil terpeneless FL/FR |
wild sweet orange peel oil west indian FL/FR |
philodendron solimoesense specialty FR |
rhubafuran FR |
tangerine oil america FL/FR |
alpha- terpinyl methyl ether FL/FR |
tetrahydromyrcenol FR |
(±)-2,4,8- trimethyl-7-nonen-2-ol FL/FR |
valencene FL/FR |
yuzu specialty FR |
ethereal |
ethyl acetate FL/FR |
2- methyl valeraldehyde FL/FR |
fatty |
decanol FL/FR |
floral |
acetyl tetralin FR |
allyl anthranilate FL/FR |
amyl anthranilate FL/FR |
alpha- amyl cinnamaldehyde FL/FR |
iso amyl salicylate FL/FR |
benzyl acetate FL/FR |
benzyl alcohol FL/FR |
benzyl isobutyrate FL/FR |
bigarade oxide FR |
bois de rose oil brazil FL/FR |
cassis oxime 10% FR |
citronellyl acetate FL/FR |
coriander seed oil FL/FR |
cyclamen aldehyde FL/FR |
cyclohexyl ethyl alcohol FL/FR |
beta- damascenone FL/FR |
decyl anthranilate FR |
dimethyl anthranilate FL/FR |
2,4- dimethyl cyclohexyl methyl acetate FR |
ethyl anthranilate FL/FR |
ethyl ortho-anisate FL/FR |
ethyl phenyl acetate FL/FR |
floral pyranol FR |
gardenia acetal FR |
gardenia amide FR |
gardenia decalone FR |
gardenia pentyl acetate FR |
geraniol FL/FR |
geranium oil bourbon FL/FR |
geranyl acetate FL/FR |
(E)- geranyl acetone FL/FR |
alpha- hexyl cinnamaldehyde FL/FR |
ho leaf oil FR |
leerall FR |
laevo- linalool FL/FR |
linalool FL/FR |
linalool oxide FL/FR |
linalyl anthranilate FL/FR |
magnolia indene FR |
methyl dihydrojasmonate FL/FR |
mimosa absolute france FL/FR |
muguet octadienol FR |
beta- naphthyl anthranilate FL/FR |
beta- naphthyl methyl ketone FL/FR |
nerol FL/FR |
neroli oil bigarde FL/FR |
neryl acetate FL/FR |
neryl isovalerate FL/FR |
nonanol FL/FR |
ocean propanal FL/FR |
octanal / methyl anthranilate schiff's base FR |
bitter orangeflower absolute morocco FL/FR |
orris pyridine 25% IPM FR |
peony acetonitrile FR |
petitgrain grapefruit oil FL/FR |
petitgrain mandarin oil FL/FR |
petitgrain mandarin oil terpeneless FL/FR |
petitgrain oil paraguay FL/FR |
phenethyl acetate FL/FR |
phenethyl anthranilate FL/FR |
phenethyl isobutyrate FL/FR |
phenethyl propionate FL/FR |
4- phenyl-3-buten-2-ol FL/FR |
tetrahydrolinalool FL/FR |
violet methyl carbonate FR |
ylang ylang flower oil FL/FR |
fruity |
acetoin acetate FL/FR |
allyl amyl glycolate FR |
allyl cyclohexyl propionate FL/FR |
allyl hexanoate FL/FR |
iso amyl acetate FL/FR |
iso amyl butyrate FL/FR |
apple crotonate FR |
benzyl propionate FL/FR |
iso butyl anthranilate FL/FR |
butyl anthranilate FL/FR |
(E)- cinnamyl propionate FL/FR |
cyclohexyl anthranilate FL/FR |
(E)-alpha- damascone FL/FR |
gamma- decalactone FL/FR |
diethyl malonate FL/FR |
ethyl 2-methyl butyrate FL/FR |
ethyl 3-hydroxyhexanoate FL/FR |
ethyl acetoacetate FL/FR |
ethyl butyrate FL/FR |
ethyl heptanoate FL/FR |
ethyl propionate FL/FR |
grape butyrate FL/FR |
grape essence FL/FR |
grape fragrance FR |
concord grape fragrance FR |
grapefruit acetal FR |
green acetate FR |
heptyl isobutyrate FL/FR |
3- hexanone FL/FR |
(Z)-3- hexen-1-yl anthranilate FL/FR |
hexyl acetate FL/FR |
hexyl isovalerate FL/FR |
methyl 2-methyl valerate FL/FR |
methyl anthranilate FL/FR |
neryl propionate FL/FR |
(Z)-3- octen-1-yl propionate FL/FR |
3- phenyl propyl isobutyrate FL/FR |
propyl heptanoate FL/FR |
tropical trithiane FL/FR |
gamma- undecalactone (aldehyde C-14 (so-called)) FL/FR |
grape |
muscadine fragrance FR |
green |
cortex pyridine FL/FR |
ethyl (E,Z)-2,4-decadienoate FL/FR |
galbanum oil FL/FR |
green carboxylate FR |
(Z)-3- hexen-1-ol FL/FR |
(Z)-3- hexen-1-yl acetate FL/FR |
(Z)-3- hexen-1-yl butyrate FL/FR |
(E)-2- hexen-1-yl isovalerate FL/FR |
(Z)-3- hexen-1-yl propionate FL/FR |
(Z)-3- hexen-1-yl tiglate FL/FR |
hexyl 2-methyl butyrate FL/FR |
2,4- ivy carbaldehyde FL/FR |
(Z)- leaf acetal FL/FR |
melon nonenoate FL/FR |
(2- methoxy-1-methyl butyl) benzene FR |
[(4E,4Z)-5- methoxy-3-methyl-4-penten-1-yl] benzene FR |
phenyl acetaldehyde dimethyl acetal FL/FR |
styralyl acetate FL/FR |
hay |
beeswax absolute FL/FR |
herbal |
6- acetoxydihydrotheaspirane FL/FR |
cardamom liquid resin FR |
carum carvi fruit oil FL/FR |
chrysanthemum ketone FR |
clary sage oil france FL/FR |
lavender absolute bulgaria FL/FR |
linalyl acetate FL/FR |
3- octyl acetate FL/FR |
alpha- terpinyl acetate FL/FR |
licorice |
(E)- anethol FL/FR |
melon |
melon heptenal FL/FR |
watermelon ketone FR |
minty |
ethyl benzoate FL/FR |
mossy |
veramoss (IFF) FR |
naphthyl |
beta- naphthyl ethyl ether FL/FR |
powdery |
para- anisyl acetate FL/FR |
para- anisyl alcohol FL/FR |
pulpy |
grapefruit isolate FL/FR |
spicy |
cassia bark oil china FL/FR |
cinnamyl propionate FL/FR |
black currant bud absolute FL/FR |
elettaria cardamomum seed oil FL/FR |
sulfurous |
ethyl 3-mercaptopropionate FL/FR |
grapefruit menthane FL/FR |
4- methoxy-2-methyl butane thiol FL/FR |
3- thiohexanol FL/FR |
4- tropical oxathiane FL/FR |
terpenic |
juniperus communis fruit oil FL/FR |
alpha- terpineol FL/FR |
tonka |
tonka bean absolute FR |
vanilla |
ethyl vanillin FL/FR |
vanilla bean absolute (vanilla planifolia) FL/FR |
vanillin FL/FR |
vanillyl acetate FL/FR |
waxy |
ethyl decanoate FL/FR |
ethyl nonanoate FL/FR |
octanol FL/FR |
woody |
gurjun balsam oil FR |
patchouli ethanone FR |
santall FR |
(Z)- woody amylene FR |
For Flavor |
No flavor group found for these |
6- acetoxydihydrotheaspirane FL/FR |
allyl anthranilate FL/FR |
amyl anthranilate FL/FR |
(E)- cinnamyl propionate FL/FR |
dihydronootkatone FL |
ethyl 3-mercaptopropionate FL/FR |
ethyl ortho-anisate FL/FR |
lemon oil residues FL/FR |
4- mercapto-4-methyl-2-pentanol FL |
5- mercapto-5-methyl-3-hexanone FL/FR |
3- mercaptooctanal FL |
methyl (E)-cinnamate FL/FR |
aldehydic |
aldehydic |
nonanal (aldehyde C-9) FL/FR |
octanal (aldehyde C-8) FL/FR |
anise |
(E)- anethol FL/FR |
anise seed oil FL/FR |
ethyl para-anisate FL/FR |
sweet fennel seed oil FL/FR |
balsamic |
siam benzoin resinoid FL/FR |
benzyl salicylate FL/FR |
ethyl cinnamate FL/FR |
fir needle oil siberia FL/FR |
berry |
heptyl isobutyrate FL/FR |
raspberry ketone methyl ether FL/FR |
brown |
beeswax absolute FL/FR |
caramellic |
caramel furanone FL |
strawberry furanone FL/FR |
citrus |
bergamot oil bergaptene reduced italy FL/FR |
beta- bisabolol FL/FR |
citral FL/FR |
citral dimethyl acetal FL/FR |
citrus enhancer FL |
citrus grandis fruit extract FL/FR |
citrus grandis peel FL/FR |
citrus grandis peel oil FL/FR |
citrus grandis peel powder FL/FR |
citrus paradisi peel extract FL/FR |
citrus paradisi peel oil bergaptene reduced FL/FR |
citrus paradisi peel oil washed FL/FR |
citrus paradisi peel water FL/FR |
curacao flavor FL |
dehydronootkatone FL |
grapefruit carbonyls FL/FR |
grapefruit essence FL/FR |
pink grapefruit flavor FL |
grapefruit flavor FL |
grapefruit green flavor FL |
grapefruit juice FL |
grapefruit key FL |
grapefruit mercaptan FL/FR |
grapefruit oil FL/FR |
grapefruit oil c.p. argentina FL/FR |
grapefruit oil c.p. california FL/FR |
grapefruit oil c.p. florida FL/FR |
grapefruit oil c.p. israel FL/FR |
grapefruit oil CO2 extract (citrus paradisi macf. var. falvedo) FL/FR |
grapefruit oil folded FL/FR |
grapefruit oil folded california FL/FR |
grapefruit oil folded florida FL/FR |
grapefruit oil replacer FL/FR |
grapefruit oil sesquiterpeneless FL |
grapefruit oil terpeneless FL/FR |
grapefruit oil terpenes FL/FR |
lemon carbonyls FL |
lemon oil c.p. california FL/FR |
lemongrass oil FL/FR |
lime oil distilled mexico FL/FR |
dextro- limonene FL/FR |
laevo- linalool FL/FR |
linalool FL/FR |
litsea cubeba fruit oil FL/FR |
mandarin oil (citrus reticulata var. ponkan) FL/FR |
3- mercaptoheptyl acetate FL |
1- methyl-4-methyl ethenyl cyclohexene sulfurized FL/FR |
nerol FL/FR |
blood orange oil italy FL/FR |
sweet orange peel oil c.p. brazil FL/FR |
bitter orange peel oil terpeneless FL/FR |
wild sweet orange peel oil west indian FL/FR |
petitgrain grapefruit oil FL/FR |
petitgrain mandarin oil FL/FR |
pomelo essence oil FL |
pomelo flavor FL |
tangerine oil america FL/FR |
alpha- terpineol FL/FR |
(±)-2,4,8- trimethyl-7-nonen-2-ol FL/FR |
valencene FL/FR |
verbena oil france FL |
creamy |
gamma- undecalactone (aldehyde C-14 (so-called)) FL/FR |
earthy |
(±)-2- mercapto-5-methylheptan-4-one FL |
estery |
ethyl acetoacetate FL/FR |
ethereal |
ethyl acetate FL/FR |
fatty |
(E,E)-2,4- dodecadienal FL |
floral |
bois de rose oil brazil FL/FR |
cinnamyl propionate FL/FR |
citronellyl acetate FL/FR |
geraniol FL/FR |
geranium oil bourbon FL/FR |
(E)- geranyl acetone FL/FR |
(Z)-3- hexen-1-yl anthranilate FL/FR |
linalyl acetate FL/FR |
linalyl anthranilate FL/FR |
methyl dihydrojasmonate FL/FR |
beta- naphthyl methyl ketone FL/FR |
neroli oil bigarde FL/FR |
neryl acetate FL/FR |
ocean propanal FL/FR |
bitter orangeflower absolute morocco FL/FR |
phenethyl anthranilate FL/FR |
phenethyl propionate FL/FR |
tetrahydrolinalool FL/FR |
ylang ylang flower oil FL/FR |
fruity |
acetoin acetate FL/FR |
allyl cyclohexyl propionate FL/FR |
allyl hexanoate FL/FR |
iso amyl acetate FL/FR |
iso amyl benzoate FL/FR |
para- anisyl acetate FL/FR |
para- anisyl alcohol FL/FR |
benzyl acetate FL/FR |
benzyl alcohol FL/FR |
benzyl isobutyrate FL/FR |
benzyl propionate FL/FR |
butyl anthranilate FL/FR |
iso butyl anthranilate FL/FR |
cyclohexyl anthranilate FL/FR |
(E)-alpha- damascone FL/FR |
gamma- decalactone FL/FR |
diethyl malonate FL/FR |
dimethyl anthranilate FL/FR |
ethyl 2-methyl butyrate FL/FR |
ethyl 3-hydroxyhexanoate FL/FR |
ethyl anthranilate FL/FR |
ethyl butyrate FL/FR |
ethyl heptanoate FL/FR |
ethyl propionate FL/FR |
furfuryl butyrate FL |
furfuryl isovalerate FL |
grape concentrate FL |
grape enhancer FL |
grape essence FL/FR |
grape flavor FL |
concord grape flavor FL |
red grape flavor FL |
green grape flavor FL |
white grape flavor FL |
muscatine grape flavor FL |
grape juice concentrate FL |
3- hexanone FL/FR |
hexyl acetate FL/FR |
mango papaya grapefruit flavor FL |
methyl 2-methyl valerate FL/FR |
methyl anthranilate FL/FR |
beta- naphthyl anthranilate FL/FR |
neryl isovalerate FL/FR |
(Z)-3- octen-1-yl propionate FL/FR |
bitter orange peel oil brazil FL/FR |
petitgrain mandarin oil terpeneless FL/FR |
3- phenyl propyl isobutyrate FL/FR |
styralyl acetate FL/FR |
4- tropical oxathiane FL/FR |
tropical trithiane FL/FR |
green |
iso amyl salicylate FL/FR |
cinnamyl alcohol FL/FR |
cortex pyridine FL/FR |
cyclamen aldehyde FL/FR |
cyclohexyl ethyl alcohol FL/FR |
dihydromyrcenol FL/FR |
ethyl (E,Z)-2,4-decadienoate FL/FR |
galbanum oil FL/FR |
geranyl acetate FL/FR |
grape butyrate FL/FR |
(Z)-3- hexen-1-ol FL/FR |
(Z)-3- hexen-1-yl acetate FL/FR |
(Z)-3- hexen-1-yl butyrate FL/FR |
(E)-2- hexen-1-yl isovalerate FL/FR |
(Z)-3- hexen-1-yl propionate FL/FR |
(Z)-3- hexen-1-yl tiglate FL/FR |
hexyl 2-methyl butyrate FL/FR |
hexyl isovalerate FL/FR |
2,4- ivy carbaldehyde FL/FR |
(Z)- leaf acetal FL/FR |
linalool oxide FL/FR |
melon heptenal FL/FR |
melon nonenoate FL/FR |
methyl heptenone FL/FR |
neryl propionate FL/FR |
3- octyl acetate FL/FR |
phenyl acetaldehyde dimethyl acetal FL/FR |
herbal |
carum carvi fruit oil FL/FR |
clary sage oil france FL/FR |
coriander seed oil FL/FR |
lavender absolute bulgaria FL/FR |
petitgrain oil paraguay FL/FR |
honey |
ethyl phenyl acetate FL/FR |
phenethyl acetate FL/FR |
phenethyl isobutyrate FL/FR |
medicinal |
ethyl benzoate FL/FR |
musty |
propionaldehyde FL |
powdery |
beta- naphthyl ethyl ether FL/FR |
pulpy |
grapefruit isolate FL/FR |
soapy |
dodecanal (aldehyde C-12 lauric) FL/FR |
spicy |
benzyl cinnamate FL/FR |
cassia bark oil china FL/FR |
black currant bud absolute FL/FR |
elettaria cardamomum seed oil FL/FR |
3- phenyl propyl alcohol FL/FR |
sulfurous |
grapefruit menthane FL/FR |
4- methoxy-2-methyl butane thiol FL/FR |
3- thiohexanol FL/FR |
terpenic |
juniperus communis fruit oil FL/FR |
tropical |
alpha- amyl cinnamaldehyde FL/FR |
anacardium occidentale fruit puree FL |
vanilla |
ethyl vanillin FL/FR |
vanilla bean absolute (vanilla planifolia) FL/FR |
vanillin FL/FR |
vanillyl acetate FL/FR |
vegetable |
2- methyl valeraldehyde FL/FR |
waxy |
iso amyl butyrate FL/FR |
decanal (aldehyde C-10) FL/FR |
decanol FL/FR |
ethyl decanoate FL/FR |
ethyl nonanoate FL/FR |
alpha- hexyl cinnamaldehyde FL/FR |
2- methyl undecanal (aldehyde C-12 mna) FL/FR |
mimosa absolute france FL/FR |
nonanol FL/FR |
octanol FL/FR |
4- phenyl-3-buten-2-ol FL/FR |
propyl heptanoate FL/FR |
tridecanal FL/FR |
woody |
amyris wood oil FL/FR |
beta- damascenone FL/FR |
alpha- terpinyl acetate FL/FR |
alpha- terpinyl methyl ether FL/FR |
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
(+)-4a,5- | dimethyl-1,2,3,4,4a,5,6,7-octahydro-7-keto-3-isopropenyl naphthalene | 4alpha,5- | dimethyl-1,2,3,4,4alpha,5,6,7-octahydro-7-keto-3-isopropenyl naphthalene | (4R,4aS,6R)-4,4a- | dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one | (4R,4aS,6R)-4,4a- | dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one | (+)-5,6- | dimethyl-8-isopropenyl bicyclo(4.4.0)dec-1-en-3-one | 4betaH,5alpha- | eremophila-1(10),11-dien-2-one | 1(10),11- | eremophiladien-2-one | (4R- (4alpha,4aalpha,6beta))- 4,4a,5,6,7,8- | hexahydro-4,4a-dimethyl-6-(1-methyl vinyl) naphthalen-2(3H)-one | 4,4a,5,6,7,8- | hexahydro-6-isopropenyl-4,4a-dimethyl-2(3H)-naphthalenone | 4,4alpha,5,6,7,8- | hexahydro-6-isopropenyl-4,4alpha-dimethyl-2,3H-naphthalenone | 2(3H)- | naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R,4aS,6R)- | | nootkatone 50-60% ex-valencene | | nootkatone 50% (ex-grapefruit oil) (natural) | | nootkatone 55-60% | | nootkatone 65-70% | | nootkatone 65-70% ex grapefruit natural | | nootkatone 65/70% (ex grapefruit oil) (natural) | | nootkatone 80-85% ex-valencene | | nootkatone 90-95% | | nootkatone 98% crystals | | nootkatone crystals | | nootkatone crystals, natural | | nootkatone distilled 50% | | nootkatone ex citrus 50% (natural) | | nootkatone ex citrus 70% (natural) | | nootkatone ex grapefruit (natural) | | nootkatone ex-citrus 50% natural | | nootkatone ex-citrus 70% natural | | nootkatone, 50 - 60%, natural | | nootkatone, 60 - 70%, natural | | nootkatone, 70 - 80%, natural | | nootkatone, 80 - 85%, natural | | nootkatone, 85 - 87%, natural | (4R,4aS,6R)-6-iso | propenyl-4,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one |
Articles:
Perfumer & Flavorist:Molecule of the Month: Nootkatone |
US Patents:6,200,786 - Process for the preparation of nootkatone by laccase catalysis |
PubMed:Production of the sesquiterpenoid (+)-nootkatone by metabolic engineering of Pichia pastoris. |
PubMed:Different Accumulation Profiles of Multiple Components Between Pericarp and Seed of Alpinia oxyphylla Capsular Fruit as Determined by UFLC-MS/MS. |
PubMed:(+)-Nootkatone inhibits tumor necrosis factor α/interferon γ-induced production of chemokines in HaCaT cells. |
PubMed:Valencene oxidase CYP706M1 from Alaska cedar (Callitropsis nootkatensis). |
PubMed:Valencene synthase from the heartwood of Nootka cypress (Callitropsis nootkatensis) for biotechnological production of valencene. |
PubMed:Modification of valencene by bio- and chemical transformation. |
PubMed:Quantitative analysis of the major constituents in Chinese medicinal preparation SuoQuan formulae by ultra fast high performance liquid chromatography/quadrupole tandem mass spectrometry. |
PubMed:Ready access to functionally embellished cis-hydrindanes and cis-decalins: protecting group-free total syntheses of (±)-Nootkatone and (±)-Noreremophilane. |
PubMed:Anti-diarrheal constituents of Alpinia oxyphylla. |
PubMed:Challenges and pitfalls of P450-dependent (+)-valencene bioconversion by Saccharomyces cerevisiae. |
PubMed:Compositions of the volatile oils of Citrus macroptera and C. maxima. |
PubMed:Characterisation of commercial aromatised vinegars: phenolic compounds, volatile composition and antioxidant activity. |
PubMed:Efficacy and environmental persistence of nootkatone for the control of the blacklegged tick (Acari: Ixodidae) in residential landscapes. |
PubMed:HPTLC and reverse phase HPLC methods for the simultaneous quantification and in vitro screening of antioxidant potential of isolated sesquiterpenoids from the rhizomes of Cyperus rotundus. |
PubMed:Efficacy of plant-derived and synthetic compounds on clothing as repellents against Ixodes scapularis and Amblyomma americanum (Acari: Ixodidae). |
PubMed:Experimental use of two standard tick collection methods to evaluate the relative effectiveness of several plant-derived and synthetic repellents against Ixodes scapularis and Amblyomma americanum (Acari: Ixodidae). |
PubMed:Functional expression of a valencene dioxygenase from Pleurotus sapidus in E. coli. |
PubMed:A formulation to encapsulate nootkatone for tick control. |
PubMed:CYP264B1 from Sorangium cellulosum So ce56: a fascinating norisoprenoid and sesquiterpene hydroxylase. |
PubMed:A-Z of nutritional supplements: dietary supplements, sports nutrition foods and ergogenic aids for health and performance--Part 27. |
PubMed:Toxic effects of Citrus aurantium and C. limon essential oils on Spodoptera frugiperda (Lepidoptera: Noctuidae). |
PubMed:(+)-Nootkatone and (+)-valencene from rhizomes of Cyperus rotundus increase survival rates in septic mice due to heme oxygenase-1 induction. |
PubMed:Biologically important eremophilane sesquiterpenes from alaska cedar heartwood essential oil and their semi-synthetic derivatives. |
PubMed:Suppression of host-seeking Ixodes scapularis and Amblyomma americanum (Acari: Ixodidae) nymphs after dual applications of plant-derived acaricides in New Jersey. |
PubMed:Susceptibility of four tick species, Amblyomma americanum, Dermacentor variabilis, Ixodes scapularis, and Rhipicephalus sanguineus (Acari: Ixodidae), to nootkatone from essential oil of grapefruit. |
PubMed:Determination of volatile, phenolic, organic acid and sugar components in a Turkish cv. Dortyol (Citrus sinensis L. Osbeck) orange juice. |
PubMed:[Study on quality standards of decoction pieces of salt Alpinia]. |
PubMed:Anti-allergic activity of sesquiterpenes from the rhizomes of Cyperus rotundus. |
PubMed:Microbial transformation of (+)-nootkatone and the antiproliferative activity of its metabolites. |
PubMed:Antiplatelet effects of Cyperus rotundus and its component (+)-nootkatone. |
PubMed:Chemical composition and cytotoxicity of oils and eremophilanes derived from various parts of Eremophila mitchellii Benth. (Myoporaceae). |
PubMed:Mode of action for natural products isolated from essential oils of two trees is different from available mosquito adulticides. |
PubMed:A chicory cytochrome P450 mono-oxygenase CYP71AV8 for the oxidation of (+)-valencene. |
PubMed:Structural requirements for repellency: norsesquiterpenes and sesquiterpenoid derivatives of nootkatone against the Formosan subterranean termite (Isoptera: Rhinotermitidae). |
PubMed:Catalytic oxidation of concentrated orange oil phase by synthetic metallic complexes biomimetic to MMO enzyme. |
PubMed:Nootkatone, a characteristic constituent of grapefruit, stimulates energy metabolism and prevents diet-induced obesity by activating AMPK. |
PubMed:Isolation and purification of nootkatone from the essential oil of fruits of Alpinia oxyphylla Miquel by high-speed counter-current chromatography. |
PubMed:Ability of two natural products, nootkatone and carvacrol, to suppress Ixodes scapularis and Amblyomma americanum (Acari: Ixodidae) in a Lyme disease endemic area of New Jersey. |
PubMed:A dioxygenase of Pleurotus sapidus transforms (+)-valencene regio-specifically to (+)-nootkatone via a stereo-specific allylic hydroperoxidation. |
PubMed:Genome mining in Sorangium cellulosum So ce56: identification and characterization of the homologous electron transfer proteins of a myxobacterial cytochrome P450. |
PubMed:An efficient and economic asymmetric synthesis of (+)-nootkatone, tetrahydronootkatone, and derivatives. |
PubMed:Regioselective biooxidation of (+)-valencene by recombinant E. coli expressing CYP109B1 from Bacillus subtilis in a two-liquid-phase system. |
PubMed:Nootkatone--a biotechnological challenge. |
PubMed:[GC-MS analysis of volatile constituents from five different kinds of Chinese eaglewood]. |
PubMed:Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells. |
PubMed:Repellent activity of fractioned compounds from Chamaecyparis nootkatensis essential oil against nymphal Ixodes scapularis (Acari: Ixodidae). |
PubMed:Volatile constituents of redblush grapefruit (Citrus paradisi) and pummelo (Citrus grandis) peel essential oils from Kenya. |
PubMed:Changes in heartwood chemistry of dead yellow-cedar trees that remain standing for 80 years or more in southeast Alaska. |
PubMed:Highly efficient production of nootkatone, the grapefruit aroma from valencene, by biotransformation. |
PubMed:Biotransformation of citrus aromatics nootkatone and valencene by microorganisms. |
PubMed:Use of novel compounds for pest control: insecticidal and acaricidal activity of essential oil components from heartwood of Alaska yellow cedar. |
PubMed:Bioconversion of (+)-valencene in submerged cultures of the ascomycete Chaetomium globosum. |
PubMed:Biotransformation of the sesquiterpene (+)-valencene by cytochrome P450cam and P450BM-3. |
PubMed:Toxicity and behavioral effects of nootkatone, 1,10-dihydronootkatone, and tetrahydronootkatone to the formosan subterranean termite (Isoptera: Rhinotermitidae). |
PubMed:Structure-activity of valencenoid derivatives and their repellence to the Formosan subterranean termite. |
PubMed:Induction of apoptosis by Citrus paradisi essential oil in human leukemic (HL-60) cells. |
PubMed:Citrus fruit flavor and aroma biosynthesis: isolation, functional characterization, and developmental regulation of Cstps1, a key gene in the production of the sesquiterpene aroma compound valencene. |
PubMed:The sesquiterpenoid nootkatone and the absolute configuration of a dibromo derivative. |
PubMed:[Grapefruit juice and drugs: a hazardous combination?]. |
PubMed:Comparative effects of vetiver oil, nootkatone and disodium octaborate tetrahydrate on Coptotermes formosanus and its symbiotic fauna. |
PubMed:Absolute stereostructures of three new sesquiterpenes from the fruit of Alpinia oxyphylla with inhibitory effects on nitric oxide production and degranulation in RBL-2H3 cells. |
PubMed:Use of nootkatone as a senescence indicator for Rouge La Toma Cv. grapefruit (Citrus paradisi Macf.). |
PubMed:Inhibition of acetylcholinesterase activity by essential oil from Citrus paradisi. |
PubMed:Aroma composition changes in early season grapefruit juice produced from thermal concentration. |
PubMed:Modulation of radioligand binding to the GABA(A)-benzodiazepine receptor complex by a new component from Cyperus rotundus. |
PubMed:Efficacy of vetiver oil and nootkatone as soil barriers against Formosan subterranean termite (Isoptera: Rhinotermitidae). |
PubMed:Nootkatone is a repellent for Formosan subterranean termite (Coptotermes formosanus). |
PubMed:Determination of Key Flavor Components in Methylene Chloride Extracts from Processed Grapefruit Juice. |
PubMed:Insecticidal sesquiterpene from Alpinia oxyphylla against Drosophila melanogaster. |
PubMed:Inhibition selectivity of grapefruit juice components on human cytochromes P450. |
PubMed:Grapefruit gland oil composition is affected by wax application, storage temperature, and storage time. |
PubMed:Effect of ethylene on naringin, narirutin and nootkatone accumulation in grapefruit. |
PubMed:Accumulation of the sesquiterpenes nootkatone and valencene by callus cultures of Citrus paradisi, Citrus limonia and Citrus aurantium. |
PubMed:Anti-ulcer effect in rats of bitter cardamon constituents. |
PubMed:Terpenoid biotransformation in mammals. IV Biotransformation of (+)-longifolene, (-)-caryophyllene, (-)-caryophyllene oxide, (-)-cyclocolorenone, (+)-nootkatone, (-)-elemol, (-)-abietic acid and (+)-dehydroabietic acid in rabbits. |
PubMed:Regioselective biotransformation of valencene in cell suspension cultures of Citrus sp. |
|