alpha-zingiberene

General Material Information

Preferred name	alpha-zingiberene
Trivial Name	(-)-Zingiberene
Short Description	1,3-cyclohexadiene, 5-[(1S)-1,5-dimethyl-4-hexen-1-yl]-2-methyl-, (5R)-
Formula	C15 H24
CAS Number	495-60-3
ECHA Number	207-804-2
FDA UNII	8XOC63EI5F
Nikkaji Number	J17.884E
xLogP3-AA	5.20 (est)
NMR Predictor	External link
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 (5R)-2-methyl-5-[(2S)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene 1,3-Cyclohexadiene, 5-[(1S)-1,5-dimethyl-4-hexen-1-yl]-2-methyl-, (5R)- 1,3-Cyclohexadiene, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, [S-(R,S)]- 1,3-Cyclohexadiene, 5-[(1S)-1,5-dimethyl-4-hexenyl]-2-methyl-, (5R)- (5R)-5-[(1S)-1,5-Dimethyl-4-hexen-1-yl]-2-methyl-1,3-cyclohexadiene l-Zingiberene (-)-Zingiberene α-Zingiberene α-Sesquiphellandrene

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Literature & References

	(5R)-2-methyl-5-[(2S)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	92776
Pubchem (sid):	135052138
Flavornet:	495-60-3
Pherobase:	View

Publications by PubMed
Antioxidant, anti-inflammatory and antinociceptive activities of essential oil from ginger.
Chemical composition and cytotoxicity evaluation of essential oil from leaves of Casearia sylvestris, its main compound α-zingiberene and derivatives.
Effect of Zingiber officinale essential oil on Fusarium verticillioides and fumonisin production.
In vitro and in vivo anti-tobacco mosaic virus activities of essential oils and individual compounds.
Cytosolic monoterpene biosynthesis is supported by plastid-generated geranyl diphosphate substrate in transgenic tomato fruits.
Essential oils from five species of Annonaceae from Vietnam.
Chemical diversity among the essential oils of wild populations of Stachys lavandulifolia VAHL (Lamiaceae) from Iran.
Suites of terpene synthases explain differential terpenoid production in ginger and turmeric tissues.
Chemical composition and antibacterial activity of the essential oil of Espeletia nana.
Composition of the essential oil of wild growing Artemisia vulgaris from Erie, Pennsylvania.
Essential oil of Curcuma longa inhibits Streptococcus mutans biofilm formation.
Chemical composition of the essential oil of aerial parts of Haussknechtia elymaitica Boiss. from Iran: a good natural source for trans-asaron.
Anti-quorum sensing activity of essential oils from Colombian plants.
[Microscopic anatomy and volatile secondary metabolites at three stages of development of the inflorescences of Lantana camara (Verbenaceae)].
Essential oil constituents and biological activities of Peristrophe bicalyculata and Borreria verticillata.
[Analysis of volatile and non-volatile compositions in ginger oleoresin by gas chromatography-mass spectrometry].
Antioxidant, alpha-amylase inhibitory and brine-shrimp toxicity studies on Centaurea centaurium L. methanolic root extract.
Detailed analysis of the essential oil from Cistus albidus L. by combination of GC/RI, GC/MS and 13C-NMR spectroscopy.
Overexpression of the lemon basil alpha-zingiberene synthase gene increases both mono- and sesquiterpene contents in tomato fruit.
[Analysis of volatile oil in herb of pimpinella candolleana by SPME-GC-MS].
Natural products: repellency and toxicity of wild tomato leaf extracts to the two-spotted spider mite, Tetranychus urticae Koch.
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.
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.
Zingiberene and curcumene in wild tomato.
[Determination of chemical constituents of the volatile oil from Curcuma longa by gas chromatography-mass spectrometry].

Other Information

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
CHEBI:	View
KEGG (GenomeNet):	C09750
HMDB (The Human Metabolome Database):	HMDB36164
FooDB:	FDB015017
Typical G.C.
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View
Wikipedia:	View

Suppliers

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PhysChem Properties

Material listed in food chemical codex	No
Molecular weight	204.35627746582
Specific gravity	@ 20 °C
Pounds per Gallon
Boiling Point	167 to 168°C @ 50 mm Hg
Boiling Point	126 to 127°C @ 10 mm Hg
Vapor Pressure	0.011 mmHg @ 25 °C
Flash Point TCC Value	107.22 °C TCC
logP (o/w)	6.375 est
Solubility
alcohol	Yes
water, 0.01498 mg/L @ 25 °C (est)	Yes
water	No

Organoleptic Properties

Odor Type: Spicy
spicy, fresh, sharp
General comment	At 10.00 % in dipropylene glycol. spice fresh sharp

Occurrences

Potential Uses

Applications	natural substances and extractives
Odor purposes	Ginger, Oriental

Safety Information

Safety information


Hazards identification

Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements

Pictogram

Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

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.

Safety references

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :92776

National Institute of Allergy and Infectious Diseases:Data

(5R)-2-methyl-5-[(2S)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene

Chemidplus:0000495603