alpha-zingiberene
1,3-cyclohexadiene, 5-[(1S)-1,5-dimethyl-4-hexen-1-yl]-2-methyl-, (5R)-
 
Notes:
in wild tomato. Constit. of ginger oil. Also from wild thyme (Thymus serpyllum), long pepper (Piper longum) and kua (Curcuma zedoaria)
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      Product(s):
      495-60-3 ZINGIBERENE
       
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CAS Number: 495-60-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 207-804-2
FDA UNII: 8XOC63EI5F
Nikkaji Web: J17.884E
XlogP3-AA: 5.20 (est)
Molecular Weight: 204.35628000
Formula: C15 H24
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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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.
Refractive Index: 1.49160 @  30.00 °C.
Boiling Point: 167.00 to  168.00 °C. @ 50.00 mm Hg
Boiling Point: 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
 water, 0.01498 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: spicy
 
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
 
 spicy  fresh  sharp  
Odor Description:
at 10.00 % in dipropylene glycol. 
spice fresh sharp
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
ZINGIBERENE
Santa Cruz Biotechnology
For experimental / research use only.
a-Zingiberene
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Safety Information:
Preferred SDS: View
 
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
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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.
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Safety References:
EPI System: View
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
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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
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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
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 gingerFR
 orientalFR
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Occurrence (nature, food, other): note
 amyris wood oil @ 3.50%
Data  GC  Search Trop  Picture
 anise plant
Search Trop  Picture
 clove leaf
Search Trop  Picture
 costmary oil @ 0.49%
Data  GC  Search Trop  Picture
 curcuma amada roxb. rhizome oil india @ 1.40%
Data  GC  Search Trop  Picture
 fleabane oil @ 0.20%
Data  GC  Search Trop  Picture
 ginger oil
Search Trop  Picture
 ginger rhizome
Search Trop  Picture
 ginger rhizome oil
Search Trop  Picture
 ginger root
Search Trop  Picture
 ginger root oil
Search Trop  Picture
 ginger root oil brazil @ 19.00%
Data  GC  Search Trop  Picture
 ginger root oil china @ 0.28%
Data  GC  Search Trop  Picture
 ginger root oil CO2 extract @ 24.70%
Data  GC  Search Trop  Picture
 ginger root oil CO2 extract australia @ 25.87%
Data  GC  Search Trop  Picture
 guava leaf oil cuba @ 0.70%
Data  GC  Search Trop  Picture
 kachur oil @ 0.50%
Data  GC  Search Trop  Picture
 lemon verbena oil turkey @ 0.27%
Data  GC  Search Trop  Picture
 parsley leaf oil @ 0.05%
Data  GC  Search Trop  Picture
 pepper black pepper fruit oil
Search Trop  Picture
 pepper black pepper seed oil
Search Trop  Picture
 phlomis fruticosa l. flower oil greece @ 0.80%
Data  GC  Search Trop  Picture
 rosemary sap
Search Trop  Picture
 turmeric oil china @ 8.14%
Data  GC  Search Trop  Picture
 turmeric rhizome
Search Trop  Picture
 turmeric rhizome oil
Search Trop  Picture
 turmeric root
Search Trop  Picture
 turmeric root oil vietnam @ 1.50%
Data  GC  Search Trop  Picture
 violet flower absolute @ %
Data  GC  Search Trop  Picture
 zedoary root
Search Trop  Picture
 zingiber officinale root oil china @ 23.80%
Data  GC  Search Trop  Picture
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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
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Articles:
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].
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