guaiene
guaia-1(5),7(11)-diene
Identification
| Name | guaiene |
| IUPAC | 1,4-dimethyl-7-propan-2-ylidene-2,3,4,5,6,8-hexahydro-1H-azulene |
| CAS Number | 88-84-6 |
| EINECS | 201-860-1 |
| FDA UNII | 1D018Q907T |
| Molecular Formula | C15 H24 |
| Molecular Weight | 204.35628000 |
| Nikkaji Number | J2.380.967B |
Regulatory
| JECFA Food Flavoring | 1347 guaiene |
| DG SANTE Food Flavourings | 01.026 1(5),7(11)-guaiadiene |
| FDA Mainterm (SATF) | 88-84-6 ; GUAIENE |
| FDA Regulation | FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION |
Physical Properties
| Appearance | green yellow oily liquid (est) |
| Assay | 96.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.91200 to 0.91800 @ 25.00 °C. |
| Pounds per Gallon - (est). | 7.589 to 7.639 |
| Refractive Index | 1.50300 to 1.50900 @ 20.00 °C. |
| Optical Rotation | -18.00 to -30.00 |
| Boiling Point | 123.00 to 124.00 °C. @ 9.00 mm Hg, 128.00 to 129.00 °C. @ 12.00 mm Hg |
| Vapor Pressure | 0.006000 mmHg @ 25.00 °C. (est) |
| Flash Point | 230.00 °F. TCC ( 110.00 °C. ) |
| logP (o/w) | 6.333 (est) |
| Soluble in | alcohol |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | perfuming agents |
Organoleptic Properties
| Odor Description |
at 100.00 %. SWEET, WOODY, BALSAMIC Sweet, balsamic spicy flavor inherent guaiac wood
|
| Odor sample from | Fritzsche Dodge & Olcott, Inc. |
| Taste Description | woody guaiacwood balsamic spicy cascarilla myrrh powdery |
Safety Information
| Human Experience | 2 % solution: no irritation or sensitization. |
| Oral/Parenteral Toxicity | oral-rat LD50 > 5000 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 > 5000 mg/kg |
| 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 | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Recommendation for guaiene usage levels up to | 2.0000 % in the fragrance concentrate. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.012 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA) | 3.00 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 3900 (μg/person/day) |
| Threshold of Concern | 1800 (μg/person/day) |
| Structure Class | I |
| Dairy products, excluding products of category 02.0 (01.0) | 7.00000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | 5.00000 |
| Edible ices, including sherbet and sorbet (03.0) | 10.00000 |
| Processed fruit (04.1) | 7.00000 |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 10.00000 |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | 5.00000 |
| Bakery wares (07.0) | 10.00000 |
| Meat and meat products, including poultry and game (08.0) | 2.00000 |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | 2.00000 |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | 5.00000 |
| Foodstuffs intended for particular nutritional uses (13.0) | 10.00000 |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 5.00000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | 10.00000 |
| Ready-to-eat savouries (15.0) | 20.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | 5.00000 |
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Potential Uses
Natural Occurrence
Synonyms
azulene, 1,2,3,4,5,6,7,8-octahydro-1,4-dimethyl-7-(1-methylethylidene)-, (1S-cis)-
azulene, 1,2,3,4,5,6,7,8-octahydro-1,4-dimethyl-7-(1-methylethylidene)-, (1S,4S)-
2,8-
dimethyl-5-isopropylidene-bicyclo(5.3.0)dec-1(7)-ene
1,4-
dimethyl-7-(propan-2-ylidene)-1,2,3,4,5,6,7,8-octahydroazulene
1,4-
dimethyl-7-propan-2-ylidene-2,3,4,5,6,8-hexahydro-1H-azulene
guaia-1(5),7(11)-diene
1(5),7(11)-
guaiadiene
.beta.-
guaiene
beta-
guaiene
guaiene natural
beta-
guajene
(1S,4S)-1,2,3,4,5,6,7,8-
octahydro-1,4-dimethyl-7-(1-methyl ethylidene) azulene
1,2,3,4,5,6,7,8-
octahydro-1,4-dimethyl-7-(1-methyl ethylidene) azulene
1,2,3,4,5,6,7,8-
octahydro-1,4-dimethyl-7-(1-methylethylidene)-azulene, (1S,cis)
(1S-cis)-1,2,3,4,5,6,7,8-
octahydro-7-isopropylidene-1,4-dimethyl azulene
(1S-cis)-1,2,3,4,5,6,7,8-
octahydro-7-isopropylidene-1,4-dimethylazulene
PubMed:
Antioxidant Activity of Essential Oil and Extracts of Valeriana jatamansi Roots.
PubMed:
[Study of production of sesquiterpenes of Aquilaria senensis stimulated by Lasiodiplodia theobromae].
PubMed:
[Analysis of volatile composition of different specification of Panax notoginseng].
PubMed:
Anti-inflammatory guaiane-type sesquiterpenes from the fruits of Pittosporum undulatum.
PubMed:
Transcriptome Analysis of Thapsia laciniata Rouy Provides Insights into Terpenoid Biosynthesis and Diversity in Apiaceae.
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:
Virtual screening of compounds from the patchouli oil of Pogostemon herba for COX-1 inhibition.
PubMed:
Quantitative and physical evaluation of patchouli essential oils obtained from different sources of Pogostemon cablin.
PubMed:
Essential oil of Azorella cryptantha collected in two different locations from San Juan Province, Argentina: chemical variability and anti-insect and antimicrobial activities.
PubMed:
[Study on chemical constituents of the Ixeris chinensis].
PubMed:
Antioxidant and antiproliferative activity of Hypericum hircinum L. subsp. majus (Aiton) N. Robson essential oil.
PubMed:
In vivo antidepressant activity of sesquiterpenes from the roots of Valeriana fauriei Briq.
PubMed:
Chemical constituents, antioxidant and antimocrobial activity of essential oil of Pogostemon paniculatus (Willd.).
PubMed:
Chemical composition of leaf and root essential oils of Boenninghausenia albiflora Reichb. from northern India.
PubMed:
Chemical diversity in the essential oil of Indian valerian (Valeriana jatamansi Jones).
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:
Chemical composition of volatile oils of Aquilaria malaccensis (Thymelaeaceae) from Malaysia.
PubMed:
Oil constituents of Artemisia nilagirica var. septentrionalis growing at different altitudes.
PubMed:
[Morphology, anatomy, ontogeny and chemical composition of inflorescences volatile secondary metabolites of Lippia alba (Verbenaceae) at three stages of development].
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:
Antibacterial properties of essential oils and methanol extracts of sweet basil Ocimum basilicum occurring in Bangladesh.
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:
The main chemical composition and in vitro antifungal activity of the essential oils of Ocimum basilicum Linn. var. pilosum (Willd.) Benth.
PubMed:
Essential Oil Composition and Antibacterial Studies of Vitex negundo Linn. Extracts.
PubMed:
Microbial transformation of (-)-guaiol and antibacterial activity of its transformed products.
PubMed:
Alpha-bulnesene, a PAF inhibitor isolated from the essential oil of Pogostemon cablin.
PubMed:
Syntheses of (+)-alismoxide and (+)-4-epi-alismoxide.
PubMed:
Isolation of Seseli bocconi Guss., subsp. praecox Gamisans (Apiaceae) volatile oil by supercritical carbon dioxide extraction.
PubMed:
GC-MS fingerprint of Pogostemon cablin in China.
PubMed:
Secondary metabolites of Peucedanum tauricum fruits.
PubMed:
Application of multidimensional gas chromatography to the enantioselective characterisation of the essential oil of Eupatorium buniifolium Hooker et Arnott.
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:
[Two chemotypes of Pogostemon cablin and influence of region of cultivation and harvesting time on volatile oil composition].
PubMed:
Essential oil from fruit of Peucedanum tauricum Bieb.
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:
[GC-MS analysis of volatile oil of herba Pogostemonis collected from Gaoyao 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:
Advantages of soxflo extractions for phytochemical analysis and bioassay screening. 1. Terpenoids.
PubMed:
Phytotoxicity and volatile constituents from leaves of Callicarpa japonica Thunb.
PubMed:
Behavioral response of femaleHelicoverpa (Heliothis)armigera HB. (Lepidoptera: Noctuidae) moths to synthetic pigeonpea (Cajanus cajan L.) kairomone.
PubMed:
[Studies on the chemical components and anti-tumour action of the volatile oils from Pelargonium graveoleus].
PubMed:
[The by-products in the selenium dehydrogenation of guaiene (author's transl)].
PubMed:
Constituents of peppers: IV. The hydrocarbons of pepper essential oil.
PubMed:
[Sesquiterpene hydrocarbons from grapes (author's transl)].