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

beta-bisabolol
(1S)-1-((1S)-1,5-dimethyl-4-hexenyl)-4-methyl-3-cyclohexen-1-ol

Supplier Sponsors

Name:4-methyl-1-(6-methylhept-5-en-2-yl)cyclohex-3-en-1-ol
CAS Number: 15352-77-9Picture of molecule3D/inchi
FDA UNII:LP618AV2EA
Nikkaji Web:J37.989A
XlogP3-AA:4.00 (est)
Molecular Weight:222.37142000
Formula:C15 H26 O
NMR Predictor:Predict (works with chrome or firefox)
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:colorless clear viscous liquid (est)
Assay: 97.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.92110 @ 25.00 °C.
Refractive Index:1.49630 @ 20.00 °C.
Boiling Point: 305.00 to 307.00 °C. @ 760.00 mm Hg
Flash Point: 267.00 °F. TCC ( 130.56 °C. )
logP (o/w): 4.639 (est)
Soluble in:
 alcohol
 water, 1.688 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: citrus
Odor Strength:medium
citrus floral tart lemon fresh sweet herbal
Odor Description:at 100.00 %. citrus floral tangy lemon fresh sweet herbal
Flavor Type: citrus
citrus lemon grapefruit
Taste Description: citrus lemon grapefruit
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
beta-Bisabolol > 95%
Odor: characteristic
Use: beta-Bisabolol is a natural monocyclic sesquiterpene alcohol. It has a weak sweet floral aroma and is used in various fragrances. It has also been used for hundreds of years in cosmetics because of its perceived skin healing properties.
 
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:
flavor and fragrance agents
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for beta-bisabolol usage levels up to:
  4.0000 % in the fragrance concentrate.
 
Recommendation for beta-bisabolol flavor usage levels up to:
  30.0000 ppm in the finished product.
 
Safety References:
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 :27208
National Institute of Allergy and Infectious Diseases:Data
4-methyl-1-(6-methylhept-5-en-2-yl)cyclohex-3-en-1-ol
Chemidplus:0015352779
 
References:
 4-methyl-1-(6-methylhept-5-en-2-yl)cyclohex-3-en-1-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):27208
Pubchem (sid):134993116
Flavornet:15352-77-9
Pherobase:View
 
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):HMDB36111
FooDB:FDB014957
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
For Odor
aldehydic
decanal (aldehyde C-10)
FL/FR
mandarine undecenal
FL/FR
TMH aldehyde
FR
aromatic
aromatic woody citrus floral fragrance
FR
balsamic
iso
bornyl acetate
FL/FR
iso
bornyl phenyl acetate
FL/FR
fenchyl acetate
FL/FR
citronella
4,8-
dimethyl-7-nonen-2-ol
FR
citrus
acetaldehyde citronellyl methyl acetal
FR
agrestic specialty
FR
bergamot fragrance
FR
bergamot oil
FL/FR
bergamot oil bergaptene reduced italy
FL/FR
bergamot oil replacer
FR
bergamot oil turkey
FL/FR
bergamot specialty
FR
bergamot vanilla specialty
FR
citral diethyl acetal
FL/FR
citral dimethyl acetal
FL/FR
citronella fragrance
FR
citronella oil ceylon
FL/FR
citrus floral green fragrance
FR
citrus ocimenol
FR
citrus specialty
FR
dihydromyrcenol
FL/FR
2,4-
dimethyl-3-cyclohexene-1-methanyl acetate
FR
2-
dodecanone
FL/FR
2-
ethyl-1-hexanol
FL/FR
citrus
floral fragrance
FR
grapefruit oil terpenes
FL/FR
2-
heptanol
FL/FR
lemon oil terpenes
FL/FR
lemongrass oil
FL/FR
lemongrass oil terpenes
FL/FR
lime fragrance
FR
lime octadienal
FR
lime oil distilled mexico
FL/FR
lime oil replacer
FR
lime oil terpenes
FL/FR
lime specialty
FR
mandarin fragrance
FR
mandarin oil
FL/FR
mandarin oil (citrus reticulata nova var. mandarin) uruguay
FL/FR
mandarin oil italy
FL/FR
mandarin oil replacer
FR
mandarin specialty
FR
3-
methyl-4-(2-methyl butyl oxy) butyraldehyde
FR
nonanal dimethyl acetal
FL/FR
(+)-
nootkatone
FL/FR
petitgrain bergamot oil
FL/FR
petitgrain combava oil
FR
(±)-2,4,8-
trimethyl-7-nonen-2-ol
FL/FR
10-
undecen-1-ol
FL/FR
verbena absolute france
FL/FR
verbena fragrance
FR
verbena oil terpeneless
FL/FR
earthy
(Z)-4-
octen-1-ol
FL/FR
floral
iso
amyl salicylate
FL/FR
bergamot blossom fragrance
FR
bois de rose oil brazil
FL/FR
butyl tiglate
FR
citronellal
FL/FR
2,4-
dimethyl-3-cyclohexene-1-methanol
FR
ethyl linalool
FR
ethyl linalyl acetal
FR
gardenia acetal
FR
herbal pyran
FR
karo karounde absolute
FR
lavandula angustifolia flower oil
FL/FR
lavender oil
FL/FR
lavender oil france
FL/FR
lavender oil greece
FL/FR
linalool
FL/FR
para-
methyl benzyl acetate
FL/FR
methyl benzyl acetate (mixed ortho-,meta-,para-)
FL/FR
(Z)-
methyl epi-jasmonate
FL/FR
muguet nitrile
FR
muguet octadienol
FR
nerol
FL/FR
neroli oil tunisia
FL/FR
nerolidyl acetate
FL/FR
(Z)-beta-
ocimene
FL/FR
palmarosa oil
FL/FR
palmarosa oil replacer
FR
peony acetonitrile
FR
petitgrain concrete
FR
petitgrain grapefruit oil
FL/FR
petitgrain lemon oil
FL/FR
petitgrain oil morocco
FL/FR
petitgrain oil terpeneless
FL/FR
iso
phytol
FL/FR
prenyl salicylate
FL/FR
rose undecene
FR
terpinyl isobutyrate
FL/FR
tetrahydrolinalyl acetate
FR
undecanal dimethyl acetal
FR
fresh
fresh & clean fragrance
FR
fruity
ethyl 3-hydroxyhexanoate
FL/FR
eucalyptus staigeriana oil
FR
fungal
hydroxymethyl hexyl ethyl ketone
FL/FR
green
iso
butyl benzyl carbinol
FL/FR
cucumber fragrance
FR
heptyl formate
FL/FR
herbal
arnica flower oil
FR
carrot seed oil (daucus carota ssp. gummifer hook. fil.) spain
FR
chamomile isobutyrate
FR
chrysanthemum ketone
FR
freesia heptanol
FL/FR
abrialis
lavandin oil
FL/FR
lavender absolute bulgaria
FL/FR
lavender absolute france
FL/FR
lavender concrete
FL/FR
lavender oil terpeneless
FL/FR
lavender stem oil lithuania
FR
matricaria chamomilla flower oil
FL/FR
myrtle oil
FL/FR
tea leaf absolute
FL/FR
alpha-
terpinyl acetate
FL/FR
pine
dihydroterpineol
FR
spicy
caraway seed oleoresin
FL/FR
gingergrass oil
FR
sulfurous
4-
tropical oxathiane
FL/FR
terpenic
(E,E)-2,6-allo
ocimene
FL/FR
alpha-
terpineol
FL/FR
tobacco
2,6,6-
trimethyl-2-hydroxycyclohexanone
FL/FR
waxy
decanal dimethyl acetal
FL/FR
1-
undecanol
FL/FR
woody
2-
decalinyl acetate
FR
alpha-
terpinene
FL/FR
zdravetz oil
FL/FR
For Flavor
No flavor group found for these
iso
bornyl phenyl acetate
FL/FR
capsicum oleoresin CO2 extract
FL
decanal dimethyl acetal
FL/FR
8,9-
dehydrotheaspirone
FL
hydroxymethyl hexyl ethyl ketone
FL/FR
mandarine undecenal
FL/FR
methyl benzyl acetate (mixed ortho-,meta-,para-)
FL/FR
nerolidyl acetate
FL/FR
(E,E)-2,6-allo
ocimene
FL/FR
(Z)-4-
octen-1-ol
FL/FR
terpinyl isobutyrate
FL/FR
2,6,6-
trimethyl-2-hydroxycyclohexanone
FL/FR
10-
undecen-1-ol
FL/FR
zdravetz oil
FL/FR
acidic
acidic
(E)-2-
hexenoic acid
FL
aldehydic
1-
undecanol
FL/FR
amber
iso
butyl benzyl carbinol
FL/FR
berry
berry lemon flavor
FL
buttery
butter lemon flavor
FL
citrus
bergamot oil
FL/FR
bergamot oil bergaptene reduced italy
FL/FR
bergamot oil turkey
FL/FR
citral diethyl acetal
FL/FR
citral dimethyl acetal
FL/FR
citron flavor
FL
citronella oil ceylon
FL/FR
freesia heptanol
FL/FR
grapefruit oil terpenes
FL/FR
lemon berry flavor
FL
lemon oil terpenes
FL/FR
lemon tarragon flavor
FL
lemongrass flavor
FL
lemongrass oil
FL/FR
lemongrass oil terpenes
FL/FR
lime oil distilled mexico
FL/FR
lime oil terpenes
FL/FR
linalool
FL/FR
mandarin oil
FL/FR
mandarin oil (citrus reticulata nova var. mandarin) uruguay
FL/FR
mandarin oil italy
FL/FR
nerol
FL/FR
neroli oil tunisia
FL/FR
(+)-
nootkatone
FL/FR
petitgrain bergamot oil
FL/FR
petitgrain grapefruit oil
FL/FR
petitgrain lemon oil
FL/FR
petitgrain oil morocco
FL/FR
petitgrain oil terpeneless
FL/FR
alpha-
terpineol
FL/FR
(±)-2,4,8-
trimethyl-7-nonen-2-ol
FL/FR
verbena absolute france
FL/FR
verbena oil terpeneless
FL/FR
fatty
2-
dodecanone
FL/FR
2-
ethyl-1-hexanol
FL/FR
heptyl formate
FL/FR
floral
bois de rose oil brazil
FL/FR
citronellal
FL/FR
pseudo
ionone
FL
(Z)-
methyl epi-jasmonate
FL/FR
fruity
blueberry lemon flavor
FL
ethyl 3-hydroxyhexanoate
FL/FR
2-
heptanol
FL/FR
para-
methyl benzyl acetate
FL/FR
4-
tropical oxathiane
FL/FR
grassy
palmarosa oil
FL/FR
green
iso
amyl salicylate
FL/FR
dihydromyrcenol
FL/FR
(E,E)-2,4-
hexadienal
FL
nonanal dimethyl acetal
FL/FR
(Z)-beta-
ocimene
FL/FR
herbal
abrialis
lavandin oil
FL/FR
lavandula angustifolia flower oil
FL/FR
lavender absolute bulgaria
FL/FR
lavender absolute france
FL/FR
lavender concrete
FL/FR
lavender oil
FL/FR
lavender oil france
FL/FR
lavender oil greece
FL/FR
lavender oil terpeneless
FL/FR
matricaria chamomilla flower oil
FL/FR
prenyl salicylate
FL/FR
oily
iso
phytol
FL/FR
spicy
caraway seed oleoresin
FL/FR
myrtle oil
FL/FR
tea
tea leaf absolute
FL/FR
terpenic
alpha-
terpinene
FL/FR
waxy
decanal (aldehyde C-10)
FL/FR
woody
iso
bornyl acetate
FL/FR
fenchyl acetate
FL/FR
alpha-
terpinyl acetate
FL/FR
 
Potential Uses:
 fixer
FRginger
FRgrapefruit
FRlemon
FRlime
FRorange
 
Occurrence (nature, food, other):note
 ayou wood oil @ 8.30%
Data GC Search Trop Picture
 bergamot oil @ trace%
Data GC Search Trop Picture
 bombycilaena erecta oil greece @ 0.30%
Data GC Search Trop Picture
 cascarilla bark oil @ trace%
Data GC Search Trop Picture
 cedrela wood oil @ 0.53%
Data GC Search Trop Picture
 cotton levant cotton buds
Search Trop Picture
 curcuma amada roxb. rhizome oil india @ 0.50%
Data GC Search Trop Picture
 ginger rhizome
Search Trop Picture
 ginger rhizome oil
Search Trop Picture
 guava leaf oil cuba @ 3.20%
Data GC Search Trop Picture
 lavandin oil abrialis @ 0.24%
Data GC Search Trop Picture
 lavandin oil grosso @ 0.40%
Data GC Search Trop Picture
 lavender oil spike france @ 0.02%
Data GC Search Trop Picture
 lemon
Search Trop Picture
 lemongrass oil @ 0.37%
Data GC Search Trop Picture
 pepper black pepper fruit oil
Search Trop Picture
 pepper oil black india @ 0.20%
Data GC Search Trop Picture
 phlomis fruticosa l. flower oil greece @ 3.50%
Data GC Search Trop Picture
 phoebe oil brazil @ 2.50%
Data GC Search Trop Picture
 sandalwood oil east indian @ 0.64%
Data GC Search Trop Picture
 
Synonyms:
.beta.-bisabolol
3-cyclohexen-1-ol, 1-(1,5-dimethyl-4-hexenyl)-4-methyl-
(1S)-1-((1S)-1,5-dimethyl-4-hexenyl)-4-methyl-3-cyclohexen-1-ol
(S-(R*,R*))-1-(1,5-dimethyl-4-hexenyl)-4-methyl-3-cyclohexen-1-ol
4-methyl-1-(6-methylhept-5-en-2-yl)cyclohex-3-en-1-ol
 

Articles:

PubMed:Essential oils composition of croton species from the Amazon.
PubMed:Hepatoprotection of sesquiterpenoids: a quantitative structure-activity relationship (QSAR) approach.
PubMed:Hydroxylated bisabolol oxides: evidence for secondary oxidative metabolism in Matricaria chamomilla.
PubMed:Antihyperalgesic and antiedematous activities of bisabolol-oxides-rich matricaria oil in a rat model of inflammation.
PubMed:Chemotaxonomic importance of the essential-oil composition in two subspecies of Teucrium stocksianum Boiss. from Iran.
PubMed:Essential oil of flowers of Anaphalis contorta, an aromatic and medicinal plant from India.
PubMed:α-bisabolol is an effective proapoptotic agent against BCR-ABL(+) cells in synergism with Imatinib and Nilotinib.
PubMed:Fast quality assessment of German chamomile (Matricaria chamomilla L.) by headspace solid-phase microextraction: influence of flower development stage.
PubMed:STAT-3 inhibitory bisabolanes from Carthamus glaucus.
PubMed:Psychopharmacological profile of Chamomile (Matricaria recutita L.) essential oil in mice.
PubMed:Composition and antimicrobial activity of the essential oil of Heracleum thomsonii (Clarke) from the cold desert of the western Himalayas.
PubMed:Inhibitory effects of (-)-α-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:Pro-apoptotic activity of α-bisabolol in preclinical models of primary human acute leukemia cells.
PubMed:Sandalwood fragrance biosynthesis involves sesquiterpene synthases of both the terpene synthase (TPS)-a and TPS-b subfamilies, including santalene synthases.
PubMed:Effect of topical heparin and levomenol on atopic dermatitis: a randomized four-arm, placebo-controlled, double-blind clinical study.
PubMed:Antiplasmodial volatile extracts from Cleistopholis patens Engler & Diels and Uvariastrum pierreanum Engl. (Engl. & Diels) (Annonaceae) growing in Cameroon.
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:alpha-Bisabolol induces dose- and time-dependent apoptosis in HepG2 cells via a Fas- and mitochondrial-related pathway, involves p53 and NFkappaB.
PubMed:Content and composition of the essential oil of Chamomilla recutita (L.) Rauschert from some European countries.
PubMed:Validation of a high-performance liquid chromatography method for the determination of (-)-alpha-bisabolol from particulate systems.
PubMed:Chemical composition and antifungal activity of Arnica longifolia, Aster hesperius, and Chrysothamnus nauseosus essential oils.
PubMed:Chemical composition and antimicrobial activity of volatile components from capitula and aerial parts of Rhaponticum acaule DC growing wild in Tunisia.
PubMed:Analysis of leaf volatiles of Zanthoxylum gillettii used in folk medicine of Cameroon.
PubMed:Phytochemical analysis of the essential oil of Achillea millefolium L. from various European Countries.
PubMed:Synthesis of beta-bisabolol by ring-closing olefin metathesis reaction.
PubMed:Evaluation of mutagenic and antimutagenic activities of alpha-bisabolol in the Salmonella/microsome assay.
PubMed:Effect of magnesium on essential oil formation of genetically transformed and non-transformed chamomile cultures.
PubMed:Determination of alpha-bisabolol in human blood by micro-HPLC-ion trap MS and head space-GC-MS methods.
PubMed:New terpenoids in cultivated and wild chamomile (in vivo and in vitro).
PubMed:Sensitization of Staphylococcus aureus and Escherichia coli to antibiotics by the sesquiterpenoids nerolidol, farnesol, bisabolol, and apritone.
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:Anthocyanin, bisabolol and phenylammonialyase activity in cell cultures of Populus deltoides.
PubMed:[Study of tolerance and efficacy of cosmetic preparations with lenitive action in atopic dermatitis in children].
PubMed:Antennal olfactory responsiveness ofMicroplitis croceipes (Hymenoptera: Braconidae) to cotton plant volatiles.
PubMed:Determination of alpha-bisabolol and d-panthenol in cosmetic products by gas chromatography.
PubMed:Orientation of boll weevil,Anthonomus grandis boh. (Coleoptera: Curculionidae), to pheromone and volatile host compound in the laboratory.
PubMed:Electroantennogram responses ofTrirhabda bacharides (weber) (Coleoptera: Chrysomelidae) to plant volatiles.
PubMed:Olfaction in the boll weevil,Anthonomus grandis Boh. (Coleoptera: Curculionidae): Electroantennogram studies.
PubMed:Isolation and identification of cotton synomones mediating searching behavior by parasitoidCampoletis sonorensis.
PubMed:Identification and quantitative analysis of the volatile substances emitted by maturing cotton in the field.
 
Notes:
Constit. of Gossypium hirsutum (cotton) oil and other essential oils
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