alpha-zingiberene
1,3-cyclohexadiene, 5-[(1S)-1,5-dimethyl-4-hexen-1-yl]-2-methyl-, (5R)-
Identification
| Name | alpha-zingiberene |
| IUPAC | (5R)-2-methyl-5-[(2S)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene |
| CAS Number | 495-60-3 |
| EINECS | 207-804-2 |
| FDA UNII | 8XOC63EI5F |
| Molecular Formula | C15 H24 |
| Molecular Weight | 204.35628000 |
| Nikkaji Number | J17.884E |
Regulatory
Physical Properties
| Appearance | colorless clear oily liquid (est) |
| Assay | 96.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.87310 @ 20.00 °C. |
| Refractive Index | 1.49399 @ 20.00 °C., 1.49160 @ 30.00 °C. |
| Boiling Point | 167.00 to 168.00 °C. @ 50.00 mm Hg, 126.00 to 127.00 °C. @ 10.00 mm Hg |
| Vapor Pressure | 0.011000 mmHg @ 25.00 °C. (est) |
| Flash Point | 225.00 °F. TCC ( 107.22 °C. ) |
| logP (o/w) | 6.375 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Organoleptic Properties
| Odor Description | at 10.00 % in dipropylene glycol. |
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-zingiberene usage levels up to | not for fragrance use. |
| Recommendation for alpha-zingiberene flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
1,3-
cyclohexadiene, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, [S-(R*,S*)]-
1,3-
cyclohexadiene, 5-[(1S)-1,5-dimethyl-4-hexen-1-yl]-2-methyl-, (5R)-
(S-(R*,S*))-5-(1,5-
dimethyl hexen-4-yl)-2-methyl-1,3-cyclohexa-1,3-diene
(S-(R,S))-5-(1,5-
dimethyl-4-hexenyl)-2-methyl-1,3-cyclohexadiene
(5R)-5-[(1S)-1,5-
dimethyl-4-hexenyl]-2-methyl-1,3-cyclohexadiene
(5R)-5-[(1S)-1,5-
dimethylhex-4-en-1-yl]-2-methylcyclohexa-1,3-diene
[S-(R*,S*)]-5-(1,5-
dimethylhexen-4-yl)-2-methyl-1,3-cyclohexa-1,3-diene
(5R)-2-
methyl-5-[(2S)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene
zingiberene
(-)-
zingiberene
(-)-a-
zingiberene
L-
zingiberene
PubMed:
Antioxidant, anti-inflammatory and antinociceptive activities of essential oil from ginger.
PubMed:
Chemical composition and cytotoxicity evaluation of essential oil from leaves of Casearia sylvestris, its main compound α-zingiberene and derivatives.
PubMed:
Effect of Zingiber officinale essential oil on Fusarium verticillioides and fumonisin production.
PubMed:
In vitro and in vivo anti-tobacco mosaic virus activities of essential oils and individual compounds.
PubMed:
Cytosolic monoterpene biosynthesis is supported by plastid-generated geranyl diphosphate substrate in transgenic tomato fruits.
PubMed:
Essential oils from five species of Annonaceae from Vietnam.
PubMed:
Chemical diversity among the essential oils of wild populations of Stachys lavandulifolia VAHL (Lamiaceae) from Iran.
PubMed:
Suites of terpene synthases explain differential terpenoid production in ginger and turmeric tissues.
PubMed:
Chemical composition and antibacterial activity of the essential oil of Espeletia nana.
PubMed:
Composition of the essential oil of wild growing Artemisia vulgaris from Erie, Pennsylvania.
PubMed:
Essential oil of Curcuma longa inhibits Streptococcus mutans biofilm formation.
PubMed:
Chemical composition of the essential oil of aerial parts of Haussknechtia elymaitica Boiss. from Iran: a good natural source for trans-asaron.
PubMed:
Anti-quorum sensing activity of essential oils from Colombian plants.
PubMed:
[Microscopic anatomy and volatile secondary metabolites at three stages of development of the inflorescences of Lantana camara (Verbenaceae)].
PubMed:
Essential oil constituents and biological activities of Peristrophe bicalyculata and Borreria verticillata.
PubMed:
[Analysis of volatile and non-volatile compositions in ginger oleoresin by gas chromatography-mass spectrometry].
PubMed:
Antioxidant, alpha-amylase inhibitory and brine-shrimp toxicity studies on Centaurea centaurium L. methanolic root extract.
PubMed:
Detailed analysis of the essential oil from Cistus albidus L. by combination of GC/RI, GC/MS and 13C-NMR spectroscopy.
PubMed:
Overexpression of the lemon basil alpha-zingiberene synthase gene increases both mono- and sesquiterpene contents in tomato fruit.
PubMed:
[Analysis of volatile oil in herb of pimpinella candolleana by SPME-GC-MS].
PubMed:
Natural products: repellency and toxicity of wild tomato leaf extracts to the two-spotted spider mite, Tetranychus urticae Koch.
PubMed:
Analysis by gas chromatography-mass spectrometry of the essential oils from the aerial parts of Pimpinella anagodendron Bolle and Pimpinella rupicola Svent., two endemic species to the Canary Islands, Spain.
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:
Zingiberene and curcumene in wild tomato.
PubMed:
[Determination of chemical constituents of the volatile oil from Curcuma longa by gas chromatography-mass spectrometry].