alpha-bulnesene

azulene, 1,2,3,5,6,7,8,8a-octahydro-1,4-dimethyl-7-(1-methylethenyl)-, (1S-(1a,4a,7a))-

CAS: 3691-11-0 C15 H24 MW: 204.35628000

Identification

Namealpha-bulnesene
IUPAC(3S,3aS,5R)-3,8-dimethyl-5-prop-1-en-2-yl-1,2,3,3a,4,5,6,7-octahydroazulene
CAS Number3691-11-0
FDA UNIISearch
Molecular FormulaC15 H24
Molecular Weight204.35628000
MDL NumberMFCD10567352
Nikkaji NumberJ14.455J

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 274.00 to 275.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.009000 mmHg @ 25.00 °C. (est)
Flash Point 226.00 °F. TCC ( 107.78 °C. )
logP (o/w) 6.628 (est)
Shelf Life 12.00 month(s) or longer if stored properly.
Storage refrigerate in tightly sealed containers.
Soluble in alcohol
Insoluble in water

No sensory data available

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

Categorynatural substances and extractives
Recommendation for alpha-bulnesene usage levels up tonot for fragrance use.
Recommendation for alpha-bulnesene flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

agarwood oil @ 0.20% Data PMC basil plant basil shoot oil cotton croton cajucara benth. leaf oil brazil @ 0.20% Data eucalyptus globulus bicostata oil @ 0.22% Data eucalyptus globulus maidenii f. muell oil @ 0.32% Data eucalyptus globulus oil @ 0.40% Data galangal root oil @ 0.22% Data geranium rose-scented oil (pelargonium spp.) cuba @ 2.40% Data mandarin oil uruguay @ trace% Data mango fruit manuka var. eximium oil australia @ trace% Data patchouli oil china @ 8.65% Data pepper black pepper fruit oil sage oil dalmatian @ trace% Data sundacarpus amarus (blume) c.n. page leaf oil australia @ 0.10% Data tea tree oil australia @ 0.19% Data zanthoxylum bracchyacanthum l. leaf oil australia @ 0.10% Data

Synonyms

azulene, 1,2,3,5,6,7,8,8a-octahydro-1,4-dimethyl-7-(1-methylethenyl)-, (1S-(1a,4a,7a))- azulene, 1,2,3,5,6,7,8,8a-octahydro-1,4-dimethyl-7-(1-methylethenyl)-, (1S-(1alpha,4alpha,7alpha))- (+)-a- bulnesene (+)-alpha- bulnesene a- bulnesene (3S,3aS,5R)-3,8- dimethyl-5-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene (3S,3aS,5R)-3,8- dimethyl-5-prop-1-en-2-yl-1,2,3,3a,4,5,6,7-octahydroazulene guaia-1(10),11-diene d- guaiene delta- guaiene (1S-(1alpha,4alpha,7alpha))- 1,2,3,5,6,7,8,8a- octahydro-1,4-dimethyl-7-(1-methyl ethenyl) azulene Google Patents: Alpha-bulnesene, its preparation and its use PubMed: [Study of production of sesquiterpenes of Aquilaria senensis stimulated by Lasiodiplodia theobromae]. PubMed: Anti-inflammatory guaiane-type sesquiterpenes from the fruits of Pittosporum undulatum. PubMed: Insecticidal and repellence activity of the essential oil of Pogostemon cablin against urban ants species. PubMed: Identification of genes related to agarwood formation: transcriptome analysis of healthy and wounded tissues of Aquilaria sinensis. PubMed: Platelet-activating factor (PAF)-antagonists of natural origin. PubMed: Quantitative and physical evaluation of patchouli essential oils obtained from different sources of Pogostemon cablin. PubMed: Chemical diversity in the essential oil of Indian valerian (Valeriana jatamansi Jones). PubMed: Acaricidal activity against Tetranychus urticae and essential oil composition of four Croton species from Caatinga biome in northeastern Brazil. PubMed: Phytochemical investigation and antifeedant activity of Premna latifolia leaves. PubMed: A comparison of headspace solid-phase microextraction and classic hydrodistillation for the identification of volatile constituents from Thapsia spp. provides insights into guaianolide biosynthesis in Apiaceae. PubMed: Genomic organization of δ-guaiene synthase genes in Aquilaria crassna and its possible use for the identification of Aquilaria species. PubMed: Effect of water activity on the production of volatile organic compounds by Muscodor albus and their effect on three pathogens in stored potato. PubMed: Chemical composition of volatile oils of Aquilaria malaccensis (Thymelaeaceae) from Malaysia. PubMed: Oil constituents of Artemisia nilagirica var. septentrionalis growing at different altitudes. PubMed: Geranium macrorrhizum L. (Geraniaceae) essential oil: a potent agent against Bacillus subtilis. PubMed: Characterization of delta-guaiene synthases from cultured cells of Aquilaria, responsible for the formation of the sesquiterpenes in agarwood. PubMed: Doubly deuterium-labeled patchouli alcohol from cyclization of singly labeled [2-(2)H(1)]farnesyl diphosphate catalyzed by recombinant patchoulol synthase. PubMed: Chemical composition and antimicrobial activity of the essential oil of Anaphalis nubigena var. monocephala. PubMed: Extraction and separation of volatile and fixed oils from berries of Laurus nobilis L. by Supercritical CO2. PubMed: Essential Oil Composition and Antibacterial Studies of Vitex negundo Linn. Extracts. PubMed: Isolation of cDNAs and functional characterisation of two multi-product terpene synthase enzymes from sandalwood, Santalum album L. PubMed: Muscodor albus E-6, an endophyte of Guazuma ulmifolia making volatile antibiotics: isolation, characterization and experimental establishment in the host plant. PubMed: Alpha-bulnesene, a PAF inhibitor isolated from the essential oil of Pogostemon cablin. PubMed: Syntheses of (+)-alismoxide and (+)-4-epi-alismoxide. PubMed: Alpha-bulnesene, a novel PAF receptor antagonist isolated from Pogostemon cablin. PubMed: GC-MS fingerprint of Pogostemon cablin in China. PubMed: Biotransformation of alpha-bulnesene using a plant pathogenic fungus, Glomerella cingulata as a biocatalyst. PubMed: Application of multidimensional gas chromatography to the enantioselective characterisation of the essential oil of Eupatorium buniifolium Hooker et Arnott. PubMed: [Two chemotypes of Pogostemon cablin and influence of region of cultivation and harvesting time on volatile oil composition]. PubMed: [Constituents analysis on volatile oil of Pogostemon cablin from different collection time cultivated in Hainan]. PubMed: [GC-MS analysis of volatile oil of Herba Pogostemonis collected from Leizhou county]. PubMed: [Study on the chemical constituents of the volatile oil from Lysimachia trientaloides Hemsl]. PubMed: Aroma compound analysis of Piper nigrum and Piper guineense essential oils from Cameroon using solid-phase microextraction-gas chromatography, solid-phase microextraction-gas chromatography-mass spectrometry and olfactometry. PubMed: Synthesis of Hydrazulenes via Zr-Promoted Bicyclization of Enynes and Transition Metal-Catalyzed or Radical Cyclization of Alkenyl Iodides. Efficient Synthesis of (+/-)-7-epi-beta-Bulnesene. PubMed: Behavioral response of femaleHelicoverpa (Heliothis)armigera HB. (Lepidoptera: Noctuidae) moths to synthetic pigeonpea (Cajanus cajan L.) kairomone. PubMed: Purification and characterization of the sesquiterpene cyclase patchoulol synthase from Pogostemon cablin. PubMed: Biosynthesis of the sesquiterpene patchoulol from farnesyl pyrophosphate in leaf extracts of Pogostemon cablin (patchouli): mechanistic considerations. PubMed: [Sesquiterpene hydrocarbons from grapes (author's transl)].