humulene oxide II
(3E,7E,11R)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene
 
Notes:
Constit. of hops and wild ginger (Zingiber zerumbet)
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      Product(s):
      19888-34-7 Humulene Oxide II
       
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CAS Number: 19888-34-7Picture of molecule3D/inchi
XlogP3-AA: 3.80 (est)
Molecular Weight: 220.35548000
Formula: C15 H24 O
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 to pale yellow clear liquid (est)
Assay: 90.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 285.00 to  286.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.005000 mmHg @ 25.00 °C. (est)
Flash Point: 254.00 °F. TCC ( 123.33 °C. )
logP (o/w): 4.514 (est)
Soluble in:
 alcohol
 water, 0.6155 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
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.
Humulene Oxide II
Coompo
For experimental / research use only.
Humulene Oxide II from Plants ≥96%
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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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for humulene oxide II usage levels up to:
 not for fragrance use.
 
Recommendation for humulene oxide II flavor usage levels up to:
 not for flavor use.
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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 : 5318104
National Institute of Allergy and Infectious Diseases: Data
 (3E,7E,11R)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene
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References:
 (3E,7E,11R)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5318104
Pubchem (sid): 39292209
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
HMDB (The Human Metabolome Database): HMDB38210
FooDB: FDB017452
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 allspice plant
Search Trop  Picture
 cassinia laevis flower oil australia @ 1.00%
Data  GC  Search Trop  Picture
 cassinia laevis leaf oil australia @ 0.70%
Data  GC  Search Trop  Picture
 geranium rose-scented oil (pelargonium spp.) cuba @ 1.80%
Data  GC  Search Trop  Picture
 ginger rhizome
Search Trop  Picture
 guava leaf oil cuba @ 0.20%
Data  GC  Search Trop  Picture
 hop
Search Trop  Picture
 jambu flower oil brazil @ 0.10%
Data  GC  Search Trop  Picture
 mikania cordata (burm. f.) b.l. robinson var. cordata leaf oil france @ 2.70%
Data  GC  Search Trop  Picture
 myrtle oil @ 0.09%
Data  GC  Search Trop  Picture
 nepeta betonicifolia c.a. meyer oil turkey @ 4.70%
Data  GC  Search Trop  Picture
 protium heptaphyllum (aubl.) march leaf oil brazil @ 1.00%
Data  GC  Search Trop  Picture
 rosemary plant
Search Trop  Picture
 sage oil dalmatian @ 1.20%
Data  GC  Search Trop  Picture
 salvia officinalis seed oil tunisia @ 0.25%
Data  GC  Search Trop  Picture
 vassoura oil @ 0.10%
Data  GC  Search Trop  Picture
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Synonyms:
6,7-epoxy-2,9-humuladiene
 humulene epoxide II
(3E,7E,11R)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene
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Articles:
PubMed: ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation.
PubMed: Characterization of novel single-variety oxygenated sesquiterpenoid hop oil fractions via headspace solid-phase microextraction and gas chromatography-mass spectrometry/olfactometry.
PubMed: Chemical composition and biological activities of the essential oil of Athanasia brownii Hochr. (Asteraceae) endemic to Madagascar.
PubMed: Comparison of different extraction methods for the determination of α- and β-thujone in sage (Salvia officinalis L.) herbal tea.
PubMed: Essential oils from the leaves of six medicinal plants of Nigeria.
PubMed: Chemical composition of the essential oil of Zingiber zerumbet var. darcyi.
PubMed: Chemical composition, antimicrobial, and cytotoxicity studies on S. erianthum and S. macranthum essential oils.
PubMed: Isoiridomyrmecin rich essential oil from Nepeta erecta Benth. and its antioxidant activity.
PubMed: Caryophyllene oxide-rich essential oils of Lithuanian Artemisia campestris ssp. campestris and their toxicity.
PubMed: Oil constituents of Artemisia nilagirica var. septentrionalis growing at different altitudes.
PubMed: Chemical composition and larvicidal activity against Aedes aegypti larvae of essential oils from four Guarea species.
PubMed: Chemical composition and evaluation of the anti-hypernociceptive effect of the essential oil extracted from the leaves of Ugni myricoides on inflammatory and neuropathic models of pain in mice.
PubMed: Chemical composition of the essential oils of the flowers, leaves and stems of two senecio polyanthemoides Sch. Bip. samples from South Africa.
PubMed: Suppression of lipopolysaccharide-stimulated inducible nitric oxide synthase (iNOS) expression by a novel humulene derivative in macrophage cells.
PubMed: Anti-inflammatory effects of compounds alpha-humulene and (-)-trans-caryophyllene isolated from the essential oil of Cordia verbenacea.
PubMed: Isolation and identification of mosquito bite deterrent terpenoids from leaves of American (Callicarpa americana) and Japanese (Callicarpa japonica) beautyberry.
PubMed: Antennal responses to floral scents in the butterfly Heliconius melpomene.
PubMed: Inhibitors of nitric oxide production from hops (Humulus lupulus L.).
PubMed: Zerumbone, a Southeast Asian ginger sesquiterpene, markedly suppresses free radical generation, proinflammatory protein production, and cancer cell proliferation accompanied by apoptosis: the alpha,beta-unsaturated carbonyl group is a prerequisite.
PubMed: Composition and some biological activities of the essential oil of Callicarpa americana (L.).
PubMed: Multichemical defense of plant bugHotea gambiae (westwood) (Heteroptera: Scutelleridae) : Sesquiterpenoids from abdominal gland in larvae.
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