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

2,6-dimethoxy-4-vinyl phenol
2,6-dimethoxy-4-vinylphenol

Supplier Sponsors

Name:4-ethenyl-2,6-dimethoxyphenol
CAS Number: 28343-22-8Picture of molecule3D/inchi
FDA UNII: ZB5OK5EX8B
CoE Number:11229
XlogP3-AA:2.30 (est)
Molecular Weight:180.20324000
Formula:C10 H12 O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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PubMed:Search
NCBI:Search
DG SANTE Food Flavourings:04.061 2,6-dimethoxy-4-vinylphenol
 
Physical Properties:
Appearance:colorless solid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 133.00 to 135.00 °C. @ 760.00 mm Hg
Boiling Point: 314.00 to 315.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.002000 mmHg @ 25.00 °C. (est)
Flash Point: 259.00 °F. TCC ( 126.11 °C. )
logP (o/w): 2.606 (est)
Soluble in:
 alcohol
 water, 947.8 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: animal
phenolic animal leathery
Odor Description:at 10.00 % in dipropylene glycol. phenolic animal leather
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Phenol,4-ethenyl-2,6-dimethoxy-
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
 
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:
flavoring agents
Recommendation for 2,6-dimethoxy-4-vinyl phenol usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 1.20 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 420 (μg/person/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
 
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): 0.500002.50000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 0.200001.00000
Edible ices, including sherbet and sorbet (03.0): 0.500002.50000
Processed fruit (04.1): 0.400002.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 1.000005.00000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 0.200001.00000
Bakery wares (07.0): 2.0000010.00000
Meat and meat products, including poultry and game (08.0): 0.200001.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 0.200001.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 0.300001.50000
Foodstuffs intended for particular nutritional uses (13.0): 0.500002.50000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 0.200001.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 1.000005.00000
Ready-to-eat savouries (15.0): 2.0000010.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 0.400002.00000
 
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):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 22 (FGE.22): Ring-substituted phenolic substances from chemical groups 21 and 25 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Flavouring Group Evaluation 58 (FGE.58) Consideration of phenol derivatives evaluated by JECFA (55th meeting) structurally related to ring substituted phenolic substances evaluated by EFSA in FGE.22 (2006) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 22, Revision 1 (FGE.22Rev1): Ring-substituted phenolic substances from chemical groups 21 and 25
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :35960
National Institute of Allergy and Infectious Diseases:Data
4-ethenyl-2,6-dimethoxyphenol
Chemidplus:0028343228
 
References:
 4-ethenyl-2,6-dimethoxyphenol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):35960
Pubchem (sid):135212462
 
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
Wikipedia:View
 
Potential Blenders and core components note
For Odor
amber
ambrette seed oil CO2 extract
FL/FR
alpha-
ambrinol
FL/FR
animal
6-tert-
butyl-meta-cresol
FL/FR
castoreum liquid
FL/FR
castoreum resinoid
FL/FR
castoreum tincture
FL/FR
civet absolute
FL/FR
para-
cresyl caprylate
FL/FR
para-
cresyl isobutyrate
FL/FR
para-
cresyl phenyl acetate
FL/FR
indole
FL/FR
6-
methyl quinoline
FL/FR
para-
methyl tetrahydroquinoline
FL/FR
piperidine
FL/FR
skatole
FL/FR
1-oxa
spiro-4,7-dodecane
FR
anisic
ortho-
acetanisole
FL/FR
balsamic
amyl phenyl acetate
FL/FR
sumatra
benzoin absolute
FL/FR
opoponax oil (balsamodendron kafal)
FL/FR
camphoreous
dextro-
camphor
FL/FR
chocolate
iso
amyl phenyl acetate
FL/FR
vanillyl ethyl ether
FL/FR
coumarinic
phthalide
FL/FR
creamy
para-
vanillyl alcohol
FL/FR
ethereal
propyl valerate
FL/FR
fatty
delta-
juniper lactone
FL/FR
floral
alpha-
amyl cinnamyl acetate
FL/FR
benzyl alcohol
FL/FR
cananga oil
FL/FR
citronellol
FL/FR
para-
cresyl acetate
FL/FR
dimethyl anthranilate
FL/FR
dimethyl octanol
FL/FR
ortho-
methyl acetophenone
FL/FR
(E)-2,5,9-
trimethyl-4,9-decadien-1-al
FR
fruity
ethyl 3-hydroxyhexanoate
FL/FR
linalyl hexanoate
FL/FR
osmanthus flower absolute
FL/FR
para-
tolualdehyde
FL/FR
meta-
tolualdehyde
FL/FR
green
diphenyl oxide
FL/FR
phenoxyacetaldehyde 50% in benzyl alcohol
FR
seaweed absolute (fucus vesiculosus et serratus)
FL/FR
valerian rhizome oil CO2 extract china
FL/FR
herbal
saffron indenone
FL/FR
valerian rhizome oil
FL/FR
valerian rhizome oil china
FL/FR
yerba mate absolute
FL/FR
honey
phenyl pyruvic acid
FL/FR
leathery
castoreum absolute
FL/FR
medicinal
2,6-
xylenol
FL/FR
minty
piperitenone
FL/FR
mossy
sea resorcylate
FR
veramoss (IFF)
FR
musk
(Z)-
civet decenone
FL/FR
juniper lactone
FL/FR
dextro,laevo-
muscone
FL/FR
musk dimethyl indane
FL/FR
omega-
pentadecalactone
FL/FR
nutty
2,3-
dimethyl pyrazine
FL/FR
nutty cyclohexenone
FL/FR
phenolic
para-
cresol
FL/FR
ortho-
cresyl isobutyrate
FL/FR
2,3-
dimethyl benzofuran
FL/FR
para-alpha-
dimethyl styrene
FL/FR
ortho-
guaiacol
FL/FR
2'-
hydroxyacetophenone
FL/FR
methyl benzoate
FL/FR
4-
methyl-2,6-dimethoxyphenol
FL/FR
2-
propyl phenol
FL/FR
4-
propyl phenol
FL/FR
4-
vinyl phenol
FL/FR
2,3-
xylenol
FL/FR
2,5-
xylenol
FL/FR
smoky
4-
ethyl phenol
FL/FR
pyroligneous acids
FL/FR
spicy
clove bud absolute
FL/FR
cuminyl alcohol
FL/FR
4-
ethyl guaiacol
FL/FR
4-
methyl guaiacol
FL/FR
(E,E)-
piperine
FL/FR
zingerone
FL/FR
tobacco
para-
cresyl isovalerate
FL/FR
3-
ethyl pyridine
FL/FR
methyl benzoxole
FL/FR
tropical
genet absolute
FL/FR
vanilla
ortho-
dimethyl hydroquinone
FL/FR
woody
cistus twig/leaf oil molecular distilled
FL/FR
guaiacyl acetate
FL/FR
methyl cedryl ketone
FL/FR
spikenard oil
FL/FR
beta-
thujaplicin
FR
For Flavor
No flavor group found for these
amyl phenyl acetate
FL/FR
para-
anisic acid
FL
6-tert-
butyl-meta-cresol
FL/FR
ortho-
cresyl isobutyrate
FL/FR
2,4-
dihydroxybenzoic acid
FL
ortho-
dimethyl hydroquinone
FL/FR
2-
furfurylidene butyraldehyde
FL
linalyl hexanoate
FL/FR
3-
methyl crotonic acid
FL
4-
methyl cyclohexanone
FL
4-
methyl salicylaldehyde
FL
para-
methyl tetrahydroquinoline
FL/FR
piperidine
FL/FR
piperitenone
FL/FR
4-
propyl phenol
FL/FR
2-
propyl phenol
FL/FR
propyl valerate
FL/FR
para-
salicylic acid
FL
seaweed absolute (fucus vesiculosus et serratus)
FL/FR
skatole
FL/FR
spikenard oil
FL/FR
amber
amber
ambrette seed oil CO2 extract
FL/FR
alpha-
ambrinol
FL/FR
animal
castoreum liquid
FL/FR
castoreum resinoid
FL/FR
castoreum tincture
FL/FR
civet absolute
FL/FR
para-
cresyl caprylate
FL/FR
indole
FL/FR
6-
methyl quinoline
FL/FR
anisic
ortho-
methyl acetophenone
FL/FR
aromatic
para-
cresyl acetate
FL/FR
para-
cresyl isobutyrate
FL/FR
balsamic
opoponax oil (balsamodendron kafal)
FL/FR
burnt
2,6-
xylenol
FL/FR
caramellic
3-
ethyl pyridine
FL/FR
chemical
2,3-
dimethyl benzofuran
FL/FR
coumarinic
phthalide
FL/FR
creamy
para-
vanillyl alcohol
FL/FR
earthy
alpha-
amyl cinnamyl acetate
FL/FR
fatty
dimethyl octanol
FL/FR
delta-
juniper lactone
FL/FR
fishy
3-
penten-2-one
FL
floral
iso
amyl phenyl acetate
FL/FR
cananga oil
FL/FR
citronellol
FL/FR
fruity
benzyl alcohol
FL/FR
dimethyl anthranilate
FL/FR
ethyl 3-hydroxyhexanoate
FL/FR
osmanthus flower absolute
FL/FR
meta-
tolualdehyde
FL/FR
valerian rhizome oil
FL/FR
valerian rhizome oil china
FL/FR
valerian rhizome oil CO2 extract china
FL/FR
green
diphenyl oxide
FL/FR
hay
genet absolute
FL/FR
herbal
saffron indenone
FL/FR
yerba mate absolute
FL/FR
leathery
castoreum absolute
FL/FR
meaty
2,6-
dimethyl thiophenol
FL
ortho-
thioguaiacol
FL
medicinal
dextro-
camphor
FL/FR
musk
(Z)-
civet decenone
FL/FR
juniper lactone
FL/FR
dextro,laevo-
muscone
FL/FR
musk dimethyl indane
FL/FR
musty
2-
ethoxythiazole
FL
2,5-
xylenol
FL/FR
naphthyl
2'-
hydroxyacetophenone
FL/FR
nutty
2,3-
dimethyl pyrazine
FL/FR
methyl benzoxole
FL/FR
nutty cyclohexenone
FL/FR
phenolic
para-
cresol
FL/FR
para-
cresyl isovalerate
FL/FR
para-
cresyl phenyl acetate
FL/FR
methyl benzoate
FL/FR
4-
methyl-2,6-dimethoxyphenol
FL/FR
phenyl pyruvic acid
FL/FR
4-
vinyl phenol
FL/FR
2,3-
xylenol
FL/FR
powdery
ortho-
acetanisole
FL/FR
roasted
ethyl 3-(furfuryl thio) propionate
FL
rummy
vanillyl ethyl ether
FL/FR
smoky
4-
ethyl phenol
FL/FR
pyroligneous acids
FL/FR
sour
3-
methyl valeric acid
FL
spicy
sumatra
benzoin absolute
FL/FR
clove bud absolute
FL/FR
cuminyl alcohol
FL/FR
para-alpha-
dimethyl styrene
FL/FR
4-
methyl guaiacol
FL/FR
(E,E)-
piperine
FL/FR
para-
tolualdehyde
FL/FR
zingerone
FL/FR
vanilla
omega-
pentadecalactone
FL/FR
woody
cistus twig/leaf oil molecular distilled
FL/FR
4-
ethyl guaiacol
FL/FR
ortho-
guaiacol
FL/FR
guaiacyl acetate
FL/FR
methyl cedryl ketone
FL/FR
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 beer - up to 0.03 mg/kg
Search PMC Picture
 coffee - 1.8 mg/kg
Search PMC Picture
 wort - 0.05 mg/kg
Search Picture
 
Synonyms:
 canolol
2,6-dimethoxy-4-vinylphenol
4-ethenyl-2,6-dimethoxyphenol
 phenol, 4-ethenyl-2,6-dimethoxy-
 

Articles:

PubMed:Cold-pressed and hot-pressed rapeseed oil: The effects of roasting and seed moisture on the antioxi- dant activity, canolol, and tocopherol level.
PubMed:Dehulling and microwave pretreatment effects on the physicochemical composition and antioxidant capacity of virgin rapeseed oil.
PubMed:Mechanical hulling and thermal pre-treatment effects on rapeseed oil antioxidant capacity and related lipophilic and hydrophilic bioactive compounds.
PubMed:Antioxidant (Tocopherol and Canolol) Content in Rapeseed Oil Obtained from Roasted Yellow-Seeded Brassica napus.
PubMed:The effect of microwave pretreatment of seeds on the stability and degradation kinetics of phenolic compounds in rapeseed oil during long-term storage.
PubMed:Potential of endophytic fungus Phomopsis liquidambari for transformation and degradation of recalcitrant pollutant sinapic acid.
PubMed:Flavoromics approach in monitoring changes in volatile compounds of virgin rapeseed oil caused by seed roasting.
PubMed:Changes in 4-vinylsyringol and other phenolics during rapeseed oil refining.
PubMed:Canolol inhibits gastric tumors initiation and progression through COX-2/PGE2 pathway in K19-C2mE transgenic mice.
PubMed:Value-added potential of expeller-pressed canola oil refining: characterization of sinapic acid derivatives and tocopherols from byproducts.
PubMed:Effect of seed roasting on canolol, tocopherol, and phospholipid contents, Maillard type reactions, and oxidative stability of mustard and rapeseed oils.
PubMed:Influence of microwaves treatment of rapeseed on phenolic compounds and canolol content.
PubMed:Endogenous Phenolics in Hulls and Cotyledons of Mustard and Canola: A Comparative Study on Its Sinapates and Antioxidant Capacity.
PubMed:Protection from inflammatory bowel disease and colitis-associated carcinogenesis with 4-vinyl-2,6-dimethoxyphenol (canolol) involves suppression of oxidative stress and inflammatory cytokines.
PubMed:Anticancer effects of 4-vinyl-2,6-dimethoxyphenol (canolol) against SGC-7901 human gastric carcinoma cells.
PubMed:Isolation and identification of a potent radical scavenger (canolol) from roasted high erucic mustard seed oil from Nepal and its formation during roasting.
PubMed:Protective effect of canolol from oxidative stress-induced cell damage in ARPE-19 cells via an ERK mediated antioxidative pathway.
PubMed:Canolol: a promising chemical agent against oxidative stress.
PubMed:Therapeutic strategies by modulating oxygen stress in cancer and inflammation.
PubMed:4-Vinyl-2,6-dimethoxyphenol (canolol) suppresses oxidative stress and gastric carcinogenesis in Helicobacter pylori-infected carcinogen-treated Mongolian gerbils.
PubMed:Isolation, identification, and structure of a potent alkyl-peroxyl radical scavenger in crude canola oil, canolol.
PubMed:Antioxidative and antimutagenic activities of 4-vinyl-2,6-dimethoxyphenol (canolol) isolated from canola oil.
 
Notes:
None found
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