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

alpha-bisabolol
(2R)-6-methyl-2-[(1R)-4-methyl-1-cyclohex-3-enyl]hept-5-en-2-ol

Sponsors

Name:(2R)-6-methyl-2-[(1R)-4-methyl-1-cyclohex-3-enyl]hept-5-en-2-ol
CAS Number: 515-69-5Picture of molecule3D/inchi
Other:21090-60-8
ECHA EINECS - REACH Pre-Reg:208-205-9
FDA UNII:36HQN158VC
Nikkaji Web:J144.007A
Beilstein Number:5733954
MDL:MFCD00129082
CoE Number:10178
XlogP3-AA:3.80 (est)
Molecular Weight:222.37142000
Formula:C15 H26 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
EFSA/JECFA Comments:
Register name to be changed to (l)-alpha-Bisabolol. Secondary components (no amount given): (d)-alpha-Bisabolol (CAS No. 23178-88-3), (l)-epi-alpha-Bisabolol (CAS No.78148-59-1), (d)-epi-alpha-Bisabolol (CAS No. 76738-75-5).
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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NCBI:Search
FLAVIS Number:02.129 (Old)
DG SANTE Food Flavourings:02.129 alpha-bisabolol
FEMA Number:4666 alpha-bisabolol
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: ALPHA-BISABOLOL
 
Physical Properties:
Appearance:colorless clear viscous liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 314.00 to 315.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.000040 mm/Hg @ 25.00 °C. (est)
Flash Point: 275.00 °F. TCC ( 135.00 °C. )
logP (o/w): 5.070 (est)
Soluble in:
 alcohol
 water, 1.688 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: floral
Odor Strength:low
floral peppery clean
Odor Description:at 100.00 %. mild floral peppery clean
Odor and/or flavor descriptions from others (if found).
Symrise
Dragosantol® 100 Life Essentials - Actives
Odor Description:characteristc
Dragosantol® 100 is a monocyclic unsaturated sesquiterpene alcohol, alpha-bisabolol. Dragosantol® 100 contains at least 95 % of alpha-bisabolol. The content of farnesol is less than 0.1 % / 1000 ppm. Alpha-bisabolol is quite close to a known ingredient of chamomile. Like chamomile it is known for its soothing effect and widely used in skin care cosmetics. Dragosantol® 100 is an ideal ingredient for stressed and sensitive skin cosmetics
Pell Wall Perfumes
Bisabolol
Odor Description:Floral, sweet, balsamic. Mild. Fixative
Arctander describes it as "Sweet and very mild, delicately floral odor.” and goes on to point out that at that time “Although not regularly available or generally offered as a synthetic material yet, this sesquiterpene alcohol should soon become known and possibly find use as a blender / fixative of very versatile use. Its acceptability and popularity will, of course, largely depend upon the cost level. But with the enormous drop in the cost of synthetic Nerolidol over a period of less than 10 years to a level where this alcohol can be used in almost any type of fragrance, there may be good hope that Bisabolol can achieve a similar level of popuIarity."
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: masking agents
skin conditioning
soothing agents
 
Suppliers:
BOC Sciences
For experimental / research use only.
alpha-Bisabolol >75.0%(GC)
ECSA Chemicals
alpha-Bisabolol
Company Profile
Ernesto Ventós
BISABOLOL ALPHA NATURAL
George Uhe Company
a-Bisabolol Natural
HallStar
RTD ALPHA-BISABOLOL NATURAL
Odor: characteristic
Use: Natural alpha-Bisabolol, also known as Levomenol, may be obtained from the direct distillation of the oil from the tropical shrub candeia. This shrub, Linnean name Vanillosmopsis erythropappa, which is of the Asteraceae family, grows in the southeast and midwest regions of Brazil. This tree yields a white, hard, resinous wood and its leaves, flowers and oil have medicinal properties. Natural alpha-Bisabolol is also a major constituent of German Chamomile [Chamomilla Recutita (Matricaria) Flower Oil], which has been used in the traditional medicines of Europe for hundreds of years. The essential oil of chamomile contains up to 50% 1-alpha-bisabolol. RTD Alpha-Bisabolol Natural is an optically active viscous colorless to somewhat yellow liquid with slight characteristic floral wood odor. It contains at least 95% (-)-1-alpha-bisabolol, a monocyclic unsaturated sesquiterpene alcohol. Alpha-Bisabolol, which is nontoxic and nonirritating to the skin, has been shown to possess anti-inflammatory and wound healing properties, as well as antimycotic and antibacterial effects. Specifically, it is a potent inhibitor of fungi, Candida albicans and gram-positive bacteria. RTD Alpha-Bisabolol Natural is suitable for use in skin care products where the formulator wishes to take advantage of its anti-inflammatory, bactericidal and antimycotic properties, which make it a preferred active ingredient for protection of skin against stresses including cleansing, shaving, depilation, and sun exposure. When RTD Alpha-Bisabolol Natural is used at low levels (0.1 - 1.0% is recommended), it is active, safe, and skin compatible. NATURAL VS. SYNTHETIC BISABOLOL As previously noted, the essential oils of both chamomile and candeia are good botanical sources for preparing 95+% pure (-) alpha-Bisabolol. Bisabolol can also be made by chemical synthesis. The substance thus obtained, however, is only about 85% pure Bisabolol and, further, is a racemic mixture of both levorotary and dextrorotary isomers. So the synthetic product contains only about 42% of active (-) isomer. When considering the cost effectiveness of natural vs. synthetic material, remember that 1 kg natural Alpha-Bisabolol contains a minimum of 950 g active (-) Alpha-Bisabolol, while 1 kg synthetic Alpha-Bisabolol contains only about 425 g active (-) Alpha-Bisabolol. So on an “actives" basis, RTD Alpha-Bisabolol Natural is about 2.24 times more potent than synthetic material.
Kingyoung Bio Technical
Bisabolol
Lipo Chemicals
Lipo® Bisabolol
Odor: characteristic
Use: Lipo® Bisabolol is a plant-derived ingredient, extracted from Vanillosmopsis erythropappa, which reduces irritation, smoothes and soothes the skin.
Pangaea Sciences
alpha-Bisabolol Natural
Pell Wall Perfumes
Bisabolol
Odor: Floral, sweet, balsamic. Mild. Fixative
Use: Arctander describes it as "Sweet and very mild, delicately floral odor.” and goes on to point out that at that time “Although not regularly available or generally offered as a synthetic material yet, this sesquiterpene alcohol should soon become known and possibly find use as a blender / fixative of very versatile use. Its acceptability and popularity will, of course, largely depend upon the cost level. But with the enormous drop in the cost of synthetic Nerolidol over a period of less than 10 years to a level where this alcohol can be used in almost any type of fragrance, there may be good hope that Bisabolol can achieve a similar level of popuIarity."
Penta International
alpha-BISABOLOL, Kosher, Halal
Penta International
alpha-BISABOLOL, NATURAL, Kosher, Halal
Phoenix Aromas & Essential Oils
Alpha-Bisabolol Natural
Santa Cruz Biotechnology
For experimental / research use only.
a-Bisabolol
Symrise
Dragosantol® 100
Life Essentials - Actives
Odor: characteristc
Use: Dragosantol® 100 is a monocyclic unsaturated sesquiterpene alcohol, alpha-bisabolol. Dragosantol® 100 contains at least 95 % of alpha-bisabolol. The content of farnesol is less than 0.1 % / 1000 ppm. Alpha-bisabolol is quite close to a known ingredient of chamomile. Like chamomile it is known for its soothing effect and widely used in skin care cosmetics. Dragosantol® 100 is an ideal ingredient for stressed and sensitive skin cosmetics
Symrise
Dragosantol®
Bisabolol and Farnesol
TCI AMERICA
For experimental / research use only.
(±)-a-Bisabolol >80.0%(GC)
Treatt
alpha-Bisabolol ex Lemon Natural
Odor: Lemon, citrus, floral, tangy, fresh and clean
TRI-K Industries
alpha-bisabolol
Vigon International
Dragosantol 100 (Alpha Bisabalol Synthetic - High Purity)
 
Safety Information:
Preferred SDS: View
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 > 5000 mg/kg
International Journal of Toxicology. Vol. 18

intraperitoneal-mouse LD50 633 mg/kg
BEHAVIORAL: TREMOR SKIN AND APPENDAGES (SKIN): HAIR: OTHER LUNGS, THORAX, OR RESPIRATION: DYSPNEA
International Journal of Toxicology. Vol. 18(Suppl

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
maximum skin levels for fine fragrances:
  0.0800 % and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey). (IFRA, 2006)
Recommendation for alpha-bisabolol usage levels up to:
  8.0000 % in the fragrance concentrate.
use level in formulae for use in cosmetics:
  0.0050 %
Dermal Systemic Exposure in Cosmetic Products:
 0.0001 mg/kg/day (IFRA, 2006)
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 27.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 5700 (μg/person/day)
Threshold of Concern:90 (μg/person/day)
Structure Class: III
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: 24
 average usual ppmaverage maximum ppm
baked goods: 4.0000020.00000
beverages(nonalcoholic): 10.0000030.00000
beverages(alcoholic): 10.0000030.00000
breakfast cereal: 10.0000030.00000
cheese: --
chewing gum: 50.00000500.00000
condiments / relishes: --
confectionery froastings: 20.00000100.00000
egg products: --
fats / oils: 10.0000050.00000
fish products: --
frozen dairy: 8.0000050.00000
fruit ices: 8.0000050.00000
gelatins / puddings: 8.0000050.00000
granulated sugar: --
gravies: --
hard candy: 20.00000100.00000
imitation dairy: 10.0000030.00000
instant coffee / tea: 10.0000050.00000
jams / jellies: --
meat products: --
milk products: 10.0000030.00000
nut products: --
other grains: --
poultry: --
processed fruits: 10.0000030.00000
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: 20.00000100.00000
snack foods: --
soft candy: 20.00000100.00000
soups: 8.0000050.00000
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): 10.0000050.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 10.0000050.00000
Edible ices, including sherbet and sorbet (03.0): 8.0000050.00000
Processed fruit (04.1): 10.0000030.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 20.00000100.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 10.0000030.00000
Bakery wares (07.0): 4.0000020.00000
Meat and meat products, including poultry and game (08.0): --
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): --
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 20.00000100.00000
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 10.0000030.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 10.0000030.00000
Ready-to-eat savouries (15.0): --
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 10.00000500.00000
 
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 18, Revision 2 (FGE.18Rev2): Aliphatic, alicyclic and aromatic saturated and unsaturated tertiary alcohols, aromatic tertiary alcohols and their esters from chemical groups 6 and 8.
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 18, Revision 3 (FGE.18Rev3): Aliphatic, alicyclic and aromatic saturated and unsaturated tertiary alcohols, aromatic tertiary alcohols and their esters from chemical groups 6 and 8.
View page or View pdf

EPI System: View
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):515-69-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :1549992
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(2R)-6-methyl-2-[(1R)-4-methyl-1-cyclohex-3-enyl]hept-5-en-2-ol
Chemidplus:0000515695
RTECS:MJ9685000 for cas# 515-69-5
 
References:
 (2R)-6-methyl-2-[(1R)-4-methyl-1-cyclohex-3-enyl]hept-5-en-2-ol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:515-69-5
Pubchem (cid):1549992
Pubchem (sid):134975910
Flavornet:515-69-5
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
CHEMBL:View
HMDB (The Human Metabolome Database):Search
FooDB:FDB021850
Export Tariff Code:2906.19.5000
Household Products:Search
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
For Odor
No odor group found for these
(R)-
limonene-10-ol
FL/FR
aldehydic
aldehydic
adoxal (Givaudan)
FL/FR
citronellyl oxyacetaldehyde
FL/FR
9-
decenal
FL/FR
mandarine undecenal
FL/FR
muguet undecadienal
FR
(Z)-8-
undecenal
FR
animal
iso
butyl quinoline
FR
balsamic
benzyl cinnamate
FL/FR
cinnamyl cinnamate
FL/FR
cinnamyl formate
FL/FR
alpha-
methyl cinnamyl alcohol
FR
tolu balsam oil
FL/FR
citrus
citronellyl nitrile
FR
grapefruit pentanol
FR
10-
undecen-1-ol
FL/FR
ethereal
ethyl 4-pentenoate
FL/FR
fatty
2-
decenal
FL/FR
(E)-2-
octenal
FL/FR
floral
amyl benzoate
FL/FR
alpha-
butyl cinnamaldehyde
FL/FR
cananga oil
FL/FR
cananga oil china
FL/FR
citronellyl acetate
FL/FR
citronellyl acetone
FL/FR
citronellyl propionate
FL/FR
citrus propanol
FR
cumin carbinol
FR
cyclohexyl ethyl alcohol
FL/FR
cyclohexyl salicylate
FR
dihydrogeranyl linalool
FR
dihydrorose oxide
FR
dimethyl benzyl carbinol
FL/FR
dimethyl benzyl carbinyl butyrate
FL/FR
6,8-
dimethyl-2-nonanol
FR
2,4-
dimethyl-3-cyclohexene-1-methanol
FR
floral butanal
FR
floral undecenone
FR
geranium oil africa
FL/FR
geranium oil bourbon
FL/FR
geranium oil egypt
FL/FR
geranyl acetone
FL/FR
geranyl isobutyrate
FL/FR
(Z)-3-
hexen-1-yl salicylate
FL/FR
hexyl 2-furoate
FL/FR
alpha-
hexyl cinnamaldehyde
FL/FR
beta-
ionol
FL/FR
jasmin cyclopentanol
FR
jonquil absolute
FR
lily flower absolute
FR
methyl citronellate
FL/FR
mimosa absolute france
FL/FR
neroli oil bigarde
FL/FR
nerolidol
FL/FR
neryl formate
FL/FR
3-
nonanon-1-yl acetate
FL/FR
orange leaf absolute
FL/FR
papaya isobutyrate
FL/FR
2-
pentyl cyclopentanone
FR
phenethyl hexanoate
FL/FR
phenethyl salicylate
FL/FR
2-
phenyl propionaldehyde ethylene glycol acetal
FR
1-
phenyl propyl alcohol
FL/FR
3-
phenyl propyl propionate
FL/FR
4-
phenyl-3-buten-2-ol
FL/FR
(Z,E)-
phytol
FL/FR
iso
phytol
FL/FR
rose butanoate
FL/FR
rose pyran
FR
sweet pea absolute
FR
verdyl acetate
FR
fruity
benzyl propionate
FL/FR
cyclohexyl crotonate
FR
ethyl methyl-para-tolyl glycidate
FL/FR
methyl heptanoate
FL/FR
tropical indene
FR
green
iso
butyl heptanoate
FL/FR
iso
butyl methyl ketone
FL/FR
2-sec-
butyl thiazole
FL/FR
heptanal (aldehyde C-7)
FL/FR
1-
heptanol
FL/FR
heptyl formate
FL/FR
(Z)-4-
hexen-1-ol
FL/FR
(Z)-3-
hexen-1-yl benzoate
FL/FR
3-
hexenyl 2-methyl butyrate
FL/FR
hexyl hexanoate
FL/FR
ivy dioxolane
FR
english
ivy leaf absolute
FR
para-
methyl hydratropaldehyde
FL/FR
methyl octine carbonate
FL/FR
octanal dimethyl acetal
FL/FR
seaweed absolute (fucus vesiculosus et serratus)
FL/FR
herbal
6-
acetoxydihydrotheaspirane
FL/FR
alpha-
amyl cinnamyl formate
FL/FR
anethum graveolens herb oil
FL/FR
anthemis nobilis flower oil roman
FL/FR
sweet
basil absolute
FL/FR
(+)-alpha-
campholenic aldehyde
FL/FR
dill weed oil cuba
FL/FR
dill weed oil reunion
FL/FR
dimethyl benzyl carbinyl formate
FL/FR
eucalyptus citriodora oil
FR
cis-
herbal cyclohexane
FR
herbal dioxane
FR
herbal heptane
FR
hop absolute
FL/FR
hop oil
FL/FR
linalyl formate
FL/FR
linalyl octanoate
FL/FR
marigold oil mexico
FL/FR
melaleuca leucadendron var. cajuputi leaf oil
FL/FR
(E)-6-
methyl-3-hepten-2-one
FL/FR
nonisyl formate
FR
1-
octen-3-yl acetate
FL/FR
origanum oil
FL/FR
origanum oil greece
FL/FR
perillaldehyde
FL/FR
reseda absolute
FR
tagete oil CO2 extract
FL/FR
tagete oil rwanda
FL/FR
tagete oil south africa
FL/FR
theaspirane
FL/FR
tricyclodecyl acetate
FR
viridiflorol
FL/FR
wormwood oil america
FL/FR
honey
methyl hydrocinnamate
FL/FR
minty
(-)-iso
pulegol
FL/FR
pine
dipentene terpene hydrocarbon byproducts
FR
spicy
amyl isoeugenol
FR
iso
butyl angelate
FL/FR
cubeb oil CO2 extract (piper cubeba)
FL/FR
(-)-
cubenol
FL/FR
cuminaldehyde
FL/FR
iso
cyclogeraniol (IFF)
FR
terpenic
laevo-
limonene
FL/FR
waxy
3-
decanone
FL/FR
ethyl laurate
FL/FR
hexadecanol
FL/FR
woody
abies grandis oil canada
FR
methyl vetivate
FR
sandal cyclopropane
FL/FR
verdoxan
FR
For Flavor
No flavor group found for these
6-
acetoxydihydrotheaspirane
FL/FR
amyl benzoate
FL/FR
alpha-
amyl cinnamyl formate
FL/FR
iso
butyl heptanoate
FL/FR
4-
butyl thiazole
FL
2-sec-
butyl thiazole
FL/FR
citronellyl acetone
FL/FR
3-
decanone
FL/FR
9-
decenal
FL/FR
dimethyl benzyl carbinyl formate
FL/FR
ethyl 4-pentenoate
FL/FR
fig leaf absolute
FL
(E,E)-2,4-
hexadien-1-ol
FL
(R)-
limonene-10-ol
FL/FR
linalyl formate
FL/FR
mandarine undecenal
FL/FR
melaleuca leucadendron var. cajuputi leaf oil
FL/FR
methyl hydrocinnamate
FL/FR
(E)-6-
methyl-3-hepten-2-one
FL/FR
3-
phenyl propyl propionate
FL/FR
2-
propyl thiazole
FL
seaweed absolute (fucus vesiculosus et serratus)
FL/FR
10-
undecen-1-ol
FL/FR
viridiflorol
FL/FR
alpha-
butyl cinnamaldehyde
FL/FR
amber
amber
sandal cyclopropane
FL/FR
balsamic
1-
phenyl propyl alcohol
FL/FR
(Z,E)-
phytol
FL/FR
tolu balsam oil
FL/FR
citrus
citronellyl oxyacetaldehyde
FL/FR
cooling
theaspirane
FL/FR
fatty
2-
decenal
FL/FR
heptyl formate
FL/FR
(Z)-3-
hexen-1-yl benzoate
FL/FR
(E)-2-
octenal
FL/FR
floral
cananga oil
FL/FR
cananga oil china
FL/FR
citronellyl acetate
FL/FR
citronellyl propionate
FL/FR
dimethyl benzyl carbinyl butyrate
FL/FR
geranium oil africa
FL/FR
geranium oil bourbon
FL/FR
geranium oil egypt
FL/FR
geranyl acetone
FL/FR
geranyl isobutyrate
FL/FR
beta-
ionol
FL/FR
pseudo
ionone
FL
methyl citronellate
FL/FR
neroli oil bigarde
FL/FR
orange leaf absolute
FL/FR
fruity
benzyl propionate
FL/FR
ethyl methyl-para-tolyl glycidate
FL/FR
hexyl hexanoate
FL/FR
linalyl octanoate
FL/FR
methyl heptanoate
FL/FR
neryl formate
FL/FR
3-
nonanon-1-yl acetate
FL/FR
rose butanoate
FL/FR
tagete oil CO2 extract
FL/FR
tagete oil rwanda
FL/FR
tagete oil south africa
FL/FR
green
iso
butyl angelate
FL/FR
iso
butyl methyl ketone
FL/FR
(+)-alpha-
campholenic aldehyde
FL/FR
cyclohexyl ethyl alcohol
FL/FR
heptanal (aldehyde C-7)
FL/FR
(Z)-4-
hexen-1-ol
FL/FR
(Z)-3-
hexen-1-yl salicylate
FL/FR
3-
hexenyl 2-methyl butyrate
FL/FR
hexyl 2-furoate
FL/FR
para-
methyl hydratropaldehyde
FL/FR
methyl octine carbonate
FL/FR
nerolidol
FL/FR
octanal dimethyl acetal
FL/FR
1-
octen-3-yl acetate
FL/FR
papaya isobutyrate
FL/FR
herbal
anethum graveolens herb oil
FL/FR
anthemis nobilis flower oil roman
FL/FR
sweet
basil absolute
FL/FR
dill weed oil cuba
FL/FR
dill weed oil reunion
FL/FR
hop absolute
FL/FR
hop oil
FL/FR
marigold oil mexico
FL/FR
origanum oil
FL/FR
origanum oil greece
FL/FR
wormwood oil america
FL/FR
medicinal
dimethyl benzyl carbinol
FL/FR
phenethyl salicylate
FL/FR
minty
(-)-iso
pulegol
FL/FR
oily
iso
phytol
FL/FR
solvent
1-
heptanol
FL/FR
spicy
benzyl cinnamate
FL/FR
cinnamyl cinnamate
FL/FR
cinnamyl formate
FL/FR
cubeb oil CO2 extract (piper cubeba)
FL/FR
(-)-
cubenol
FL/FR
cuminaldehyde
FL/FR
perillaldehyde
FL/FR
terpenic
laevo-
limonene
FL/FR
waxy
adoxal (Givaudan)
FL/FR
ethyl laurate
FL/FR
hexadecanol
FL/FR
alpha-
hexyl cinnamaldehyde
FL/FR
mimosa absolute france
FL/FR
phenethyl hexanoate
FL/FR
4-
phenyl-3-buten-2-ol
FL/FR
 
Potential Uses:
FRbergamot
FLcarrot
FRfloral
FRginger
FRgrapefruit
FRguava
FRlavender
FRlemon
FRlime
FRorange
FRpepper
FRsandalwood
FRylang ylang
 
Occurrence (nature, food, other):note
 abies holophylla
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 artemisia campestris spp. glutinosa flower oil italy @ 7.00%
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 artemisia variabilis flower oil italy @ 1.00%
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 basil oil
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 bergamot oil @ 0.007-0.030%
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 bergamot oil @ trace%
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 camomile flowers
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 carrot seed oil @ 0.21%
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 cascarilla bark oil @ trace%
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 cedarwood oil atlanta @ 0.30%
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 cedarwood oil china @ 0.80%
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 cedarwood oil texas @ 0.40%
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 cedarwood oil virginia @ 0.60%
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 chamomile flower oil germany @ 0.51%
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 chamomile sweet false chamomile flower
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 corn oil
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 corn seed oil
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 croton cajucara benth. leaf oil brazil @ 0.40%
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 cubeb oil @ 0.37%
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 fleabane oil @ 0.40%
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 ginger root oil CO2 extract australia @ 0.14%
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 guava fruit oil reunion @ 0.70%
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 guava leaf oil cuba @ 3.20%
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 juniper branch oil @ 0.20%
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 lavender oil CO2 extract france @ 2.09%
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 lavender oil spike spain @ 0.23%
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 lemon oil california @ 0.04%
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 lime oil distilled mexico @ 0.06%
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 lime oil distilled peru @ 0.06%
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 lime oil expressed florida @ trace%
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 nepeta betonicifolia c.a. meyer oil turkey @ 0.20%
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 orange oil
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 phoebe oil brazil @ 3.33%
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 pine needle oil dwarf @ trace%
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 plinia cerrocampanensis barrie
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 prangos uechtritzii boiss. et hausskn. fruit oil turkey @ 2.10%
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 pteronia oil @ 0.70%
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 rosemary oil france @ 0.00-0.27%
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 sandalwood oil east indian @ 0.26%
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 tansy oil marocco @ 0.60%
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 wormwood oil italy @ trace%
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 wormwood oil poland @ 0.74%
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 yarrow oil greece @ 0.10%
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 ylang ylang oil @ 0.07%
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 ylang ylang oil CO2 extract @ 0.61%
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 zingiber officinale root oil china @ 0.78%
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Synonyms:
 bisabola-1,12-dien-8-ol
 bisabolol
dextro,laevo-alpha-bisabolol
DL-alpha-bisabolol
 bisabolol alpha racemic synthetic
alpha-bisabolol ex lemon natural
alpha-bisabolol nat.
alpha-bisabolol natural
alpha-bisabolol rac.
3-cyclohexene-1-methanol, a,4-dimethyl-a-(4-methyl-3-penten-1-yl)-, (aR,1R)-
3-cyclohexene-1-methanol, a,4-dimethyl-a-(4-methyl-3-pentenyl)-, (aR,1R)-rel-
(R*,R*)-6-dethyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol
(R*,R*)-(1)-alpha,4-dimethyl-alpha-(4-methyl-3-pentenyl) cyclohex-3-ene-1-methanol
(R*,R*)-alpha,4-dimethyl-alpha-(4-methyl-3-pentenyl) cyclohex-3-ene-1-methanol
alpha,4-dimethyl-alpha-(4-methyl-3-pentenyl)-3-cyclohexene-1-methanol
 dragosantol 100 (Symrise)
(2R)-6-methyl-2-((1R)-4-methylcyclohex-3-en-1-yl)hept-5-en-2-ol
(R)-6-methyl-2-((R)-4-methyl-cyclohex-3-enyl)-hept-5-en-2-ol
(R)-6-methyl-2-((R)-4-methylcyclohex-3-en-1-yl)hept-5-en-2-ol
6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol
(2R)-6-methyl-2-[(1R)-4-methyl-1-cyclohex-3-enyl]hept-5-en-2-ol
(2R)-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol
rel-(2R)-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol
1-methyl-4-(1-hydroxy-1,5,5-trimethyl-4-pentenyl) cyclohex-1-ene
 

Articles:

PubMed:The essential oil of Populus balsamifera buds: its chemical composition and cytotoxic activity.
PubMed:Antinociceptive and anti-edematous activities of the essential oils of two Balkan endemic Laserpitium species.
PubMed:Antitumor activity of the protein and small molecule component fractions from Agrocybe aegerita through enhancement of cytokine production.
PubMed:Chemical composition, antibacterial, antifungal and antioxidant activities of Algerian Eryngium tricuspidatum L. essential oil.
PubMed:Hepatoprotection of sesquiterpenoids: a quantitative structure-activity relationship (QSAR) approach.
PubMed:Antimicrobial activity of essential oils and five terpenoid compounds against Campylobacter jejuni in pure and mixed culture experiments.
PubMed:Antihyperalgesic and antiedematous activities of bisabolol-oxides-rich matricaria oil in a rat model of inflammation.
PubMed:Chemical composition and biological activities of essential oils of Eremanthus erythropappus (DC) McLeisch (Asteraceae).
PubMed:In Vitro Antileishmanial Activity of Essential Oil of Vanillosmopsis arborea (Asteraceae) Baker.
PubMed:Distinct mechanisms of relaxation to bioactive components from chamomile species in porcine isolated blood vessels.
PubMed:Chemical composition and biological activity of the essential oil of Amomum biflorum.
PubMed:Rational engineering of plasticity residues of sesquiterpene synthases from Artemisia annua: product specificity and catalytic efficiency.
PubMed:VOC contamination in hospital, from stationary sampling of a large panel of compounds, in view of healthcare workers and patients exposure assessment.
PubMed:Genome mining reveals two novel bacterial sesquiterpene cyclases: (-)-germacradien-4-ol and (-)-epi-╬▒-bisabolol synthases from Streptomyces citricolor.
PubMed:Chemical composition and antiphytoviral activity of essential oil of Micromeria graeca.
PubMed:╬▒-bisabolol is an effective proapoptotic agent against BCR-ABL(+) cells in synergism with Imatinib and Nilotinib.
PubMed:An untargeted metabolomic approach in the chemotaxonomic assessment of two Salvia species as a potential source of ╬▒-bisabolol.
PubMed:The antimicrobial activity of alpha-bisabolol and tea tree oil against Solobacterium moorei, a Gram-positive bacterium associated with halitosis.
PubMed:Molecular cloning and characterization of (+)-epi-╬▒-bisabolol synthase, catalyzing the first step in the biosynthesis of the natural sweetener, hernandulcin, in Lippia dulcis.
PubMed:Attenuation of visceral nociception by ╬▒-bisabolol in mice: investigation of mechanisms.
PubMed:Bioactivity of the essential oil of an argentine collection of Acanthospermum hispidum (Asteraceae).
PubMed:In vitro and in vivo antimalarial activity of essential oils and chemical components from three medicinal plants found in northeastern Brazil.
PubMed:Composition of the essential oils and antibacterial activities of Hymenocrater yazdianus, Stachys obtusicrena and Nepeta asterotricha three Labiatae herbs growing wild in Iran.
PubMed:Fast quality assessment of German chamomile (Matricaria chamomilla L.) by headspace solid-phase microextraction: influence of flower development stage.
PubMed:Enhanced topical delivery of small hydrophilic or lipophilic active agents and epidermal growth factor by fractional radiofrequency microporation.
PubMed:Activity of Matricaria chamomilla essential oil against anisakiasis.
PubMed:STAT-3 inhibitory bisabolanes from Carthamus glaucus.
PubMed:Control of Tetranychus urticae Koch by extracts of three essential oils of chamomile, marjoram and Eucalyptus.
PubMed:In-vitro characterization of the pharmacological effects induced by (-)-╬▒-bisabolol in rat smooth muscle preparations.
PubMed:Chemical and allelopathic analyses of essential oils of Prangos pabularia Lindl. from Iran.
PubMed:Psychopharmacological profile of Chamomile (Matricaria recutita L.) essential oil in mice.
PubMed:Disulphides in the volatile oil of Ferula behboudiana Rech. f. & Esfand.
PubMed:Enhancement and mechanism of transdermal absorption of terpene-induced propranolol hydrochloride.
PubMed:(-)-╬▒-Bisabolol-induced gastroprotection is associated with reduction in lipid peroxidation, superoxide dismutase activity and neutrophil migration.
PubMed:Antitumor effects of ╬▒-bisabolol against pancreatic cancer.
PubMed:Anti-nociceptive and anti-inflammatory activities of (-)-╬▒-bisabolol in rodents.
PubMed:Composition and antimicrobial activity of the essential oil of Heracleum thomsonii (Clarke) from the cold desert of the western Himalayas.
PubMed:[Analysis of the chemical constituents of essential oil from Anaphalis aureopunctata by GC-MS].
PubMed:A myristicin-rich essential oil from Daucus sahariensis growing in Algeria.
PubMed:Essential oil from aerial parts of of Betonica grandiflora Willd. from Iran.
PubMed:Inhibitory effects of (-)-╬▒-bisabolol on LPS-induced inflammatory response in RAW264.7 macrophages.
PubMed:Composition and antifungal activity of the essential oil from the rhizome and roots of Ferula hermonis.
PubMed:Evaluation of thermal-oxidative stability and antiglioma activity of Zanthoxylum tingoassuiba essential oil entrapped into multi- and unilamellar liposomes.
PubMed:Pro-apoptotic activity of ╬▒-bisabolol in preclinical models of primary human acute leukemia cells.
PubMed:Evaluation of the mutagenicity of sesquiterpenic compounds and their influence on the susceptibility towards antibiotics of two clinically relevant bacterial strains.
PubMed:Persistency assessment and aerobic biodegradation of selected cyclic sesquiterpenes present in essential oils.
PubMed:Hypotensive activity of terpenes found in essential oils.
PubMed:Application of a multidimensional gas chromatography system with simultaneous mass spectrometric and flame ionization detection to the analysis of sandalwood oil.
PubMed:Antiplasmodial volatile extracts from Cleistopholis patens Engler & Diels and Uvariastrum pierreanum Engl. (Engl. & Diels) (Annonaceae) growing in Cameroon.
PubMed:(-)-╬▒-Bisabolol attenuates visceral nociception and inflammation in mice.
PubMed:Composition of volatile organic compounds in flowers of Astragalus sahendi.
PubMed:Chemical composition and antibacterial activity of essential oils of Lantana camara, Ageratum houstonianum and Eupatorium adenophorum.
PubMed:Whitening effect of alpha-bisabolol in Asian women subjects.
PubMed:In vivo effect of alpha-bisabolol, a nontoxic sesquiterpene alcohol, on the induction of spontaneous mammary tumors in HER-2/neu transgenic mice.
PubMed:Variability of the essential oil content and composition of chamomile (Matricaria recutita L.) affected by weather conditions.
PubMed:Antitumor activity of (-)-alpha-bisabolol-based thiosemicarbazones against human tumor cell lines.
PubMed:Volatile compounds of flowers and leaves of Sideritis italica (Miller) Greuter et Burdet (Lamiaceae), a plant used as mountain tea.
PubMed:Essential-oil composition, antileishmanial, and toxicity study of Artemisia abyssinica and Satureja punctata ssp. punctata from Ethiopia.
PubMed:Effect of Matricaria chamomilla L. flower essential oil on the growth and ultrastructure of Aspergillus niger van Tieghem.
PubMed:Differentiating and apoptotic dose-dependent effects in (-)-alpha-bisabolol-treated human endothelial cells.
PubMed:alpha-Bisabolol induces dose- and time-dependent apoptosis in HepG2 cells via a Fas- and mitochondrial-related pathway, involves p53 and NFkappaB.
PubMed:Essential oil from the underground parts of Laserpitium zernyi: potential source of alpha-bisabolol and its antimicrobial activity.
PubMed:Bisabolyl-derived sesquiterpenes from tobacco 5-epi-aristolochene synthase-catalyzed cyclization of (2Z,6E)-farnesyl diphosphate.
PubMed:Evaluation of the sesquiterpene (-)-alpha-bisabolol as a novel peripheral nervous blocker.
PubMed:Bisabolol-induced gastroprotection against acute gastric lesions: role of prostaglandins, nitric oxide, and KATP+ channels.
PubMed:Composition and biological activity of the essential oil from leaves of Plinia cerrocampanensis, a new source of alpha-bisabolol.
PubMed:Content and composition of the essential oil of Chamomilla recutita (L.) Rauschert from some European countries.
PubMed:Essential oil from Zanthoxylum tingoassuiba loaded into multilamellar liposomes useful as antimicrobial agents.
PubMed:Gastroprotection of (-)-alpha-bisabolol on acute gastric mucosal lesions in mice: the possible involved pharmacological mechanisms.
PubMed:Chemical variation of the essential oil of Prangos uloptera DC. at different stages of growth.
PubMed:Activity of (-)alpha-bisabolol against Leishmania infantum promastigotes.
PubMed:Involvement of mitochondrial permeability transition pore opening in alpha-bisabolol induced apoptosis.
PubMed:Treatment of pruritus in mild-to-moderate atopic dermatitis with a topical non-steroidal agent.
PubMed:Comparative analysis of chemical compositions and antimicrobial activities of essential oils from Abies holophylla and Abies koreana activities of essential oils from Abies holophylla and Abies koreana.
PubMed:Essential oil composition of three Peperomia species from the Amazon, Brazil.
PubMed:Validation of a high-performance liquid chromatography method for the determination of (-)-alpha-bisabolol from particulate systems.
PubMed:Volatile composition of Catharanthus roseus (L.) G. Don using solid-phase microextraction and gas chromatography/mass spectrometry.
PubMed:Synthesis and cytotoxicity evaluation of natural alpha-bisabolol beta-D-fucopyranoside and analogues.
PubMed:Gastroprotective mechanism of Vanillosmopsis arborea bark essential oil.
PubMed:Detailed analysis of the essential oil from Cistus albidus L. by combination of GC/RI, GC/MS and 13C-NMR spectroscopy.
PubMed:Determination of radix ginseng volatile oils at different ages by comprehensive two-dimensional gas chromatography/time-of-flight mass spectrometry.
PubMed:Mechanisms of depigmentation by alpha-bisabolol.
PubMed:South African Salvia species: a review of biological activities and phytochemistry.
PubMed:Fragrance material review on alpha-bisabolol.
PubMed:[Characterization of chemical components of essential oil from cupitulum of Chrysanthemum morifolium cultivated in Tongxiang city].
PubMed:Insight into the apoptosis-inducing action of alpha-bisabolol towards malignant tumor cells: involvement of lipid rafts and Bid.
PubMed:Antennal and behavioral responses of Cis boleti to fungal odor of Trametes gibbosa.
PubMed:Alpha-bisabolol: unexpected plant-derived weapon in the struggle against tumour survival?
PubMed:Chemical composition and antifungal activity of Arnica longifolia, Aster hesperius, and Chrysothamnus nauseosus essential oils.
PubMed:Synthetic organic chemistry based on small ring compounds.
PubMed:Quantitative co-occurrence of sesquiterpenes; a tool for elucidating their biosynthesis in Indian sandalwood, Santalum album.
PubMed:Environmental factors influence on chemical polymorphism of the essential oils of Lychnophora ericoides.
PubMed:Anti-irritants II: Efficacy against cumulative irritation.
PubMed:Anti-irritants I: Dose-response in acute irritation.
PubMed:[GC-MS analysis of essential oils from Radix Angelicae Pubescentis].
PubMed:The hairless guinea-pig as a model for treatment of acute irritation in humans.
PubMed:A review of the bioactivity and potential health benefits of chamomile tea (Matricaria recutita L.).
PubMed:The hairless guinea-pig as a model for treatment of cumulative irritation in humans.
PubMed:Secondary metabolites from Ganoderma lucidum and Spongiporus leucomallellus.
PubMed:Microarray expression profiling and functional characterization of AtTPS genes: duplicated Arabidopsis thaliana sesquiterpene synthase genes At4g13280 and At4g13300 encode root-specific and wound-inducible (Z)-gamma-bisabolene synthases.
PubMed:Inhibitory effects of the essential oil of chamomile (Matricaria recutita L.) and its major constituents on human cytochrome P450 enzymes.
PubMed:The in vitro pharmacological activities and a chemical investigation of three South African Salvia species.
PubMed:Evaluation of mutagenic and antimutagenic activities of alpha-bisabolol in the Salmonella/microsome assay.
PubMed:Effect of chemical enhancers on the in vitro percutaneous absorption of sumatriptan succinate.
PubMed:Hydrophilic solutes in modified carbon dioxide extraction-prediction of the extractability using molecular dynamic simulation.
PubMed:Daucane sesquiterpenes from Ferula hermonis.
PubMed:Effect of magnesium on essential oil formation of genetically transformed and non-transformed chamomile cultures.
PubMed:Composition and antibacterial activity of essential oil of Lantana achyranthifolia Desf. (Verbenaceae).
PubMed:Determination of alpha-bisabolol in human blood by micro-HPLC-ion trap MS and head space-GC-MS methods.
PubMed:Comprehensive two-dimensional gas chromatography with flame ionization and time-of-flight mass spectrometry detection: qualitative and quantitative analysis of West Australian sandalwood oil.
PubMed:Chemical composition and insecticidal activity of essential oils from Vanillosmopsis pohlii baker against Bemisia argentifolii.
PubMed:[Investigation of chemical composition of propolis extract].
PubMed:Oxygenated bisabolane fucosides from Carthamus lanatus L.
PubMed:alpha-Bisabolol, a nontoxic natural compound, strongly induces apoptosis in glioma cells.
PubMed:In vitro anti-inflammatory effect of Carthamus lanatus L.
PubMed:New terpenoids in cultivated and wild chamomile (in vivo and in vitro).
PubMed:Analysis by gas chromatography-mass spectrometry of the essential oil from the aerial parts of Pimpinella junoniae Ceb. & Ort., gathered in La Gomera, Canary Islands, Spain.
PubMed:Determination of the ploidy level in chamomile (Chamomilla recutita (L.) Rausch.) strains rich in alpha-bisabolol.
PubMed:The ability of Bipolaris sorokiniana to modify geraniol and (-)-alpha-bisabolol as exogenous substrates.
PubMed:Phase solubility studies of pure (-)-alpha-bisabolol and camomile essential oil with beta-cyclodextrin.
PubMed:Asymmetric epoxidation of homoallylic alcohols and application in a concise total synthesis of (-)-alpha-bisabolol and (-)-8-epi-alpha-bisabolol.
PubMed:[Experimental survey of a new topical anti-oxidant based on furfuryl palmitate in the treatment of child's and baby's dermatitis with eczema: results from a multicenter clinical investigation].
PubMed:Quinoline alkaloids, coumarins and volatile constituents of Helietta longifoliata.
PubMed:(+)-epi-Alpha-bisabolol [correction of bisbolol] is the wound-healing principle of Peperomia galioides: investigation of the in vivo wound-healing activity of related terpenoids.
PubMed:Volatile secondary metabolite pattern of callus cultures of Chamomilla recutita.
PubMed:Anthocyanin, bisabolol and phenylammonialyase activity in cell cultures of Populus deltoides.
PubMed:Production of yarrow (Achillea millefolium L.) in Norway: essential oil content and quality.
PubMed:The cyclization of farnesyl diphosphate and nerolidyl diphosphate by a purified recombinant delta-cadinene synthase.
PubMed:Chemical variations in the essential oil of Sideritis tragoriganum.
PubMed:Molecular cloning, expression, and characterization of amorpha-4,11-diene synthase, a key enzyme of artemisinin biosynthesis in Artemisia annua L.
PubMed:A study of the production of essential oils in chamomile hairy root cultures.
PubMed:[Study of tolerance and efficacy of cosmetic preparations with lenitive action in atopic dermatitis in children].
PubMed:(+)-4-epi-alpha-bisabolol as a major sesquiterepene constituent in the leaves of two Rosa rugosa hybrids, Martin Frobisher and Vanguard.
PubMed:Effects of some components of the essential oil of chamomile, Chamomilla recutita, on histamine release from rat mast cells.
PubMed:Effect of dissolution profile and (-)-alpha-bisabolol on the gastrotoxicity of acetylsalicylic acid.
PubMed:Determination of alpha-bisabolol and d-panthenol in cosmetic products by gas chromatography.
PubMed:Studies on the Origin of (-)-alpha-Bisabolol and Chamazulene in Chamomile Preparations; Part I. Investigations by Isotope Ratio Mass Spectrometry (IRMS).
PubMed:Winter chemical defense of Alaskan balsam poplar against snowshoe hares.
PubMed:Devil's-claw (Proboscidea louisianica), essential oil and its components : Potential allelochemical agents on cotton and wheat.
PubMed:[Absorption, distribution and metabolism of [14C]-levomenol in the skin].
PubMed:[Production of essential oils by cell-suspensions of Matricaria chamomilla in a two phase system.].
PubMed:[Pharmacological studies with compounds of chamomile. IV. Studies on toxicity of (-)-alpha-bisabolol (author's transl)].
PubMed:[Pharmacological investigations with compounds of chamomile ii. new investigations on the antiphlogistic effects of (-)-alpha-bisabolol and bisabolol oxides (author's transl)].
PubMed:[Pharmacological investigations with compounds of chamomile i. on the pharmacology of (-)-alpha-bisabolol and bisabolol oxides (review) (author's transl)].
PubMed:[Biochemical studies on camomile components/III. In vitro studies about the antipeptic activity of (--)-alpha-bisabolol (author's transl)].
PubMed:[Ether and ester of (minus)-alpha-bisabolol and analogous mono- and sesquiterpenoids with antiphlogistic effect].
PubMed:[On the inflammation inhibitory effect of (-)-alpha-bisabolol, an essential component of chamomilla oil].
PubMed:[Synthesis of alpha-bisabolol--a spasmolytically active sequiterpenic alcohol].
 
Notes:
monocyclic sesquiterpene alcohol with strong bacteriocidal effects, especilly against m. tuberc.; isolated from seed plant populus tacamacaha.
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