beta-bisabolol

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

CAS: 15352-77-9 C15 H26 O MW: 222.37142000 citrus citrus

Identification

Namebeta-bisabolol
IUPAC4-methyl-1-(6-methylhept-5-en-2-yl)cyclohex-3-en-1-ol
CAS Number15352-77-9
FDA UNIILP618AV2EA
Molecular FormulaC15 H26 O
Molecular Weight222.37142000
Nikkaji NumberJ37.989A

Regulatory

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
Insoluble in water

Organoleptic Properties

Odor Description at 100.00 %.
Taste Description citrus lemon grapefruit

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for beta-bisabolol usage levels up to4.0000 % in the fragrance concentrate.
Recommendation for beta-bisabolol flavor usage levels up to30.0000 ppm in the finished product.

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Potential Uses

fixer FR ginger FR grapefruit FR lemon FR lime FR orange

Natural Occurrence

ayou wood oil @ 8.30% Data bergamot oil @ trace% Data bombycilaena erecta oil greece @ 0.30% Data cascarilla bark oil @ trace% Data cedrela wood oil @ 0.53% Data cotton levant cotton buds curcuma amada roxb. rhizome oil india @ 0.50% Data ginger rhizome ginger rhizome oil guava leaf oil cuba @ 3.20% Data lavandin oil abrialis @ 0.24% Data lavandin oil grosso @ 0.40% Data lavender oil spike france @ 0.02% Data lemon lemongrass oil @ 0.37% Data pepper black pepper fruit oil pepper oil black india @ 0.20% Data phlomis fruticosa l. flower oil greece @ 3.50% Data phoebe oil brazil @ 2.50% Data sandalwood oil east indian @ 0.64% Data

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 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.