alpha-bulnesene
azulene, 1,2,3,5,6,7,8,8a-octahydro-1,4-dimethyl-7-(1-methylethenyl)-, (1S-(1a,4a,7a))-
Identification
| Name | alpha-bulnesene |
| IUPAC | (3S,3aS,5R)-3,8-dimethyl-5-prop-1-en-2-yl-1,2,3,3a,4,5,6,7-octahydroazulene |
| CAS Number | 3691-11-0 |
| FDA UNII | Search |
| Molecular Formula | C15 H24 |
| Molecular Weight | 204.35628000 |
| MDL Number | MFCD10567352 |
| Nikkaji Number | J14.455J |
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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for alpha-bulnesene usage levels up to | not for fragrance use. |
| Recommendation for alpha-bulnesene flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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)].