germacrene B
(1E,5E)-8-isopropylidene-1,5-dimethylcyclodeca-1,5-diene
 
Notes:
Constit. of the peel oil of yuzu Citrus junos
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CAS Number: 15423-57-1Picture of molecule3D/inchi
Nikkaji Web: J16.137C
Beilstein Number: 2207171
XlogP3-AA: 4.10 (est)
Molecular Weight: 204.35628000
Formula: C15 H24
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 287.00 to  288.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.004000 mmHg @ 25.00 °C. (est)
Flash Point: 240.00 °F. TCC ( 115.60 °C. ) (est)
logP (o/w): 6.388 (est)
Soluble in:
 alcohol
 water, 0.008994 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: woody
 
 woody  earthy  spicy  
Odor Description:
at 100.00 %. 
woody earthy spicy
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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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 germacrene B usage levels up to:
 not for fragrance use.
 
Recommendation for germacrene B 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 : 5281519
National Institute of Allergy and Infectious Diseases: Data
 (1E,5E)-1,5-dimethyl-8-propan-2-ylidenecyclodeca-1,5-diene
Chemidplus: 0015423571
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References:
 (1E,5E)-1,5-dimethyl-8-propan-2-ylidenecyclodeca-1,5-diene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5281519
Pubchem (sid): 135155992
Flavornet: 15423-57-1
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
CHEMBL: View
KEGG (GenomeNet): C09672
HMDB (The Human Metabolome Database): HMDB36575
FooDB: FDB015483
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
For Odor
No odor group found for these
 salvia atropatana bunge oil iran 
amber
 amber caraneFR
balsamic
isobornyl formateFL/FR
dextro-fenchoneFL/FR
 fir needle oil siberiaFL/FR
 frankincense absoluteFL/FR
 guaiyl acetateFL/FR
citrus
(E+Z)-4,8-dimethyl-3,7-nonadien-2-yl acetateFL/FR
earthy
(-)-alpha-fencholFL/FR
3-octanolFL/FR
3-octen-2-oneFL/FR
floral
 dihydro-alpha-iononeFL/FR
 dihydrojasmoneFL/FR
 linalool oxideFL/FR
 mimosa absolute franceFL/FR
green
isocyclocitral (IFF)FL/FR
 fern absolute 
 galbanum oilFL/FR
 octanal diethyl acetalFL/FR
herbal
 anthemis nobilis flower oil romanFL/FR
 canarium luzonicum oilFL/FR
6-hydroxydihydrotheaspirane (mixture of isomers)FL/FR
curled parsley seed oilFL/FR
alpha-pineneFL/FR
common tansy flower oilFR
common tansy flower oil dutchFR
 theaspiraneFL/FR
mossy
 oakmoss absoluteFL/FR
phenolic
4-methyl-2,6-dimethoxyphenolFL/FR
spicy
 allspice berry absoluteFL/FR
 atractylis root oilFR
 carvacrolFL/FR
4-carvomenthenolFL/FR
 caryophylleneFL/FR
beta-caryophylleneFL/FR
alpha-caryophyllene alcoholFL/FR
beta-caryophyllene alcoholFL/FR
 cinnamon bark oil ceylonFL/FR
 cinnamon leaf oil ceylonFL/FR
 cinnamon oleoresin ceylonFL/FR
 clove bud absoluteFL/FR
 croton eluteria bark oilFL/FR
 galangal root oilFL/FR
 ginger oleoresin africaFL/FR
 ginger root oil brazilFL/FR
 ginger root oil chinaFL/FR
 grains of paradise oilFL/FR
 mace oilFL/FR
 methyl heptadienoneFL/FR
 orthodon dianthera maxim. oil vietnam 
 spicy carbonateFR
(E)-tiglic acidFL/FR
 turmeric root absoluteFL/FR
terpenic
para-cymeneFL/FR
 cypress leaf oilFR
 pine needle oil dwarfFL/FR
thujonic
common tansy leaf oil dutchFR
common tansy oil canadaFR
vanilla
 vanillin propylene glycol acetalFL/FR
woody
isocaryophylleneCS
 caryophyllene alcohol acetateFR
beta-caryophyllene oxideFL/FR
atlas cedarwood oilFR
alpha-copaene 
 cyperus root oil (cyperus scariosus)FR
 dacrydium franklinii wood oilFR
 dihydro-beta-iononeFL/FR
 frankincense resinoidFL/FR
(E)-germacrene DFL/FR
 guaiacwood oilFL/FR
 herbal norbornaneFR
 juniper berry oleoresinFL/FR
gamma-muurolene 
 orris hexanoneFR
 patchouli absoluteFR
 patchouli oilFL/FR
 pinacolFR
 rhubarb oxiraneFR
 spicy pentanoneFL/FR
 spikenard oilFL/FR
beta-terpineolFL/FR
 vetiver oil haitiFL/FR
 zedoary bark oilFL/FR
 
For Flavor
 
No flavor group found for these
alpha-caryophyllene alcoholFL/FR
beta-caryophyllene alcoholFL/FR
alpha-copaene 
(E+Z)-4,8-dimethyl-3,7-nonadien-2-yl acetateFL/FR
 fern absolute 
(E)-germacrene DFL/FR
 grains of paradise oilFL/FR
 guaiyl acetateFL/FR
gamma-muurolene 
 orthodon dianthera maxim. oil vietnam 
 salvia atropatana bunge oil iran 
 spikenard oilFL/FR
beta-terpineolFL/FR
balsamic
 fir needle oil siberiaFL/FR
berry
 dihydro-alpha-iononeFL/FR
brown
(E)-tiglic acidFL/FR
camphoreous
(-)-alpha-fencholFL/FR
6-hydroxydihydrotheaspirane (mixture of isomers)FL/FR
cooling
4-carvomenthenolFL/FR
dextro-fenchoneFL/FR
 theaspiraneFL/FR
creamy
3-octen-2-oneFL/FR
floral
 dihydrojasmoneFL/FR
fruity
 spicy pentanoneFL/FR
green
 canarium luzonicum oilFL/FR
isocyclocitral (IFF)FL/FR
 galbanum oilFL/FR
 linalool oxideFL/FR
 methyl heptadienoneFL/FR
 oakmoss absoluteFL/FR
 octanal diethyl acetalFL/FR
herbal
 anthemis nobilis flower oil romanFL/FR
curled parsley seed oilFL/FR
medicinal
 frankincense absoluteFL/FR
musty
3-octanolFL/FR
phenolic
4-methyl-2,6-dimethoxyphenolFL/FR
pine
 pine needle oil dwarfFL/FR
solvent
 methyl phenyl sulfideFL
spicy
 allspice berry absoluteFL/FR
 carvacrolFL/FR
 caryophylleneFL/FR
beta-caryophylleneFL/FR
 cinnamon bark oil ceylonFL/FR
 cinnamon leaf oil ceylonFL/FR
 cinnamon oleoresin ceylonFL/FR
 clove bud absoluteFL/FR
 croton eluteria bark oilFL/FR
 galangal root oilFL/FR
 ginger oleoresin africaFL/FR
 ginger root oil brazilFL/FR
 ginger root oil chinaFL/FR
 mace oilFL/FR
 turmeric oleoresinFL
 turmeric root absoluteFL/FR
terpenic
para-cymeneFL/FR
vanilla
 vanillin propylene glycol acetalFL/FR
waxy
 mimosa absolute franceFL/FR
woody
isobornyl formateFL/FR
beta-caryophyllene oxideFL/FR
 dihydro-beta-iononeFL/FR
 frankincense resinoidFL/FR
 guaiacwood oilFL/FR
 juniper berry oleoresinFL/FR
 patchouli oilFL/FR
alpha-pineneFL/FR
 vetiver oil haitiFL/FR
 zedoary bark oilFL/FR
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 backhousia citriodora f. muell. leaf oil @ 0.10%
Data  GC  Search Trop  Picture
 basil flower oil sweet @ trace%
Data  GC  Search Trop  Picture
 basil leaf oil sweet (ocimum basilicum) @ 0.01%
Data  GC  Search Trop  Picture
 bergamot oil @ 0.000-0.001%
Data  GC  Search Trop  Picture
 cabocla flower oil brazil @ 1.40%
Data  GC  Search Trop  Picture
 cassis bud oil @ 0.00-1.12%
Data  GC  Search Trop  Picture
 cinnamon fruit oil india @ 1.7-2.0%
Data  GC  Search Trop  Picture
 coriander leaf oil @ 0.10-0.18%
Data  GC  Search Trop  Picture
 croton cajucara benth. leaf oil brazil @ 2.10%
Data  GC  Search Trop  Picture
 jambu flower oil brazil @ 0.10%
Data  GC  Search Trop  Picture
 levisticum officinale flower oil @ 0.37%
Data  GC  Search Trop  Picture
 levisticum officinale seed oil @ 0.47%
Data  GC  Search Trop  Picture
 lime fruit
Search Trop  Picture
 lime oil CO2 extract mexico @ 0.21%
Data  GC  Search Trop  Picture
 lime oil distilled mexico @ 0.03%
Data  GC  Search Trop  Picture
 lime oil distilled peru @ 0.05%
Data  GC  Search Trop  Picture
 lime oil expressed florida @ 0.1%
Data  GC  Search Trop  Picture
 mandarin oil uruguay @ 0.01%
Data  GC  Search Trop  Picture
 marsypianthes chamaedrys (vahl) kuntze oil brazil @ 0.30%
Data  GC  Search Trop  Picture
 mikania cordata (burm. f.) b.l. robinson var. cordata leaf oil france @ 1.40%
Data  GC  Search Trop  Picture
 oregano plant
Search Trop  Picture
 pepper black pepper fruit oil
Search Trop  Picture
 pepper black pepper seed oil
Search Trop  Picture
 petitgrain bigarade oil @ trace%
Data  GC  Search Trop  Picture
 phlomis fruticosa l. flower oil greece @ 0.90%
Data  GC  Search Trop  Picture
 prangos uechtritzii boiss. et hausskn. fruit oil turkey @ 1.50%
Data  GC  Search Trop  Picture
 protium heptaphyllum (aubl.) march leaf oil brazil @ 1.60%
Data  GC  Search Trop  Picture
 protium heptaphyllum (aubl.) march resin oil brazil @ 0.20%
Data  GC  Search Trop  Picture
 sage oil albania @ 0.10%
Data  GC  Search Trop  Picture
 salvia atropatana bunge oil iran @ 10.00%
Data  GC  Search Trop  Picture
 salvia officinalis seed oil tunisia @ 0.08%
Data  GC  Search Trop  Picture
 salvia plebeia oil @ 0.27%
Data  GC  Search Trop  Picture
 salvia sclarea seed oil tunisia @ 1.29%
Data  GC  Search Trop  Picture
 santolina oil @ 0.73%
Data  GC  Search Trop  Picture
 tagete oil zambia @ 0.50%
Data  GC  Search Trop  Picture
 zinnia elegans jacq. flower oil brazil @ 1.40%
Data  GC  Search Trop  Picture
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Synonyms:
1,5-cyclodecadiene, 1,5-dimethyl-8-(1-methylethylidene)-, (1E,5E)-
1,5-cyclodecadiene, 1,5-dimethyl-8-(1-methylethylidene)-, (E,E)-
(1E,5E)-1,5-dimethyl cyclodeca-8-(propan-2-ylidene)-1,5-diene
1,5-dimethyl-8-(1-methyl ethylidene)-1,5-cyclodecadiene
(1E,5E)-1,5-dimethyl-8-(propan-2-ylidene)cyclodeca-1,5-diene
(1E,5E)-1,5-dimethyl-8-propan-2-ylidenecyclodeca-1,5-diene
(1E,5E)-1,5-dimethylcyclodeca-8-(propan-2-ylidene)1,5-diene
 germacra-1(10),4,7(11)-triene
(1E,4E)-germacra-1(10),4,7(11)-triene
(E,E)-germacra-1(10),4,7(11)-triene
(1E,4E)-germacrene B
(E,E)-germacrene B
(1E,5E)-8-isopropylidene-1,5-dimethyl cyclodeca-1,5-diene
(1E,5E)-8-isopropylidene-1,5-dimethylcyclodeca-1,5-diene
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Articles:
PubMed: Isolation and characterization of steroids, phthalide and essential oil of the fruits of Kelussia odoratissima Mozaff., an endemic mountain celery.
J-Stage: Characteristic Odor Components of Essential Oil from Scutellaria laeteviolacea
PubMed: Chemical composition of the essential oil from the leaves of Carapa guianensis collected from Venezuelan Guayana and the antimicrobial activity of the oil and crude extracts.
PubMed: Essential oil composition of Aegle marmelos (L.) Correa: chemotypic and seasonal variations.
PubMed: Chemical variability of Cleistopholis patens (Benth.) Engl. et Diels leaf oil from ivory coast.
PubMed: Analysis of essential oil constituents of three Dasymaschalon species (Annonaceae) from Vietnam.
PubMed: Seasonal trends of biogenic terpene emissions.
PubMed: Chemical composition and antimicrobial activity of three essential oils from Curcuma wenyujin.
PubMed: Chemical composition and anti-Trypanosoma cruzi activity of essential oils obtained from leaves of Xylopia frutescens and X. laevigata (Annonaceae).
PubMed: Analysis of Cleistopholis patens leaf and trunk bark oils using combined GC- flame ionisation detection, GC-retention index, GC-MS and (13) C-NMR.
PubMed: Antitumor effect of the essential oil from leaves of Guatteria pogonopus (Annonaceae).
PubMed: Chemical composition and antibacterial activity of essential oils from Myrcia alagoensis (Myrtaceae).
PubMed: Characteristic odor components of essential oil from Scutellaria laeteviolacea.
PubMed: Characterisation of the essential oil from different aerial parts of Lindera chunii Merr. (Lauraceae).
PubMed: Chemical constituents and anticancer effects of the essential oil from leaves of Xylopia laevigata.
PubMed: Chemical composition, antimicrobial, cytotoxic and antioxidant activities of the essential oil of Artemisia indica Willd.
PubMed: Composition of the essential oil of Pogostemon travancoricus var. travancoricus.
PubMed: Chemical and genetic differentiation of two Mediterranean subspecies of Teucrium scorodonia L.
PubMed: Multidimensional enantio gas chromtography/mass spectrometry and gas chromatography-combustion-isotopic ratio mass spectrometry for the authenticity assessment of lime essential oils (C. aurantifolia Swingle and C. latifolia Tanaka).
PubMed: Antifungal activity and chemical composition of essential oils from Smyrnium olusatrum L. (Apiaceae) from Italy and Portugal.
PubMed: Antiplasmodial volatile extracts from Cleistopholis patens Engler & Diels and Uvariastrum pierreanum Engl. (Engl. & Diels) (Annonaceae) growing in Cameroon.
PubMed: Genome mining in Streptomyces avermitilis: cloning and characterization of SAV_76, the synthase for a new sesquiterpene, avermitilol.
PubMed: Lovesongs and period gene polymorphisms indicate Lutzomyia cruzi (Mangabeira, 1938) as a sibling species of the Lutzomyia longipalpis (Lutz and Neiva, 1912) complex.
PubMed: [Terpenoids of Heteroplexis micocephala and their bioactivities].
PubMed: The role of secreting structures position on the leaf volatile organic compounds of Hypericum androsaemum.
PubMed: Essential oil composition from two species of Piperaceae family grown in Colombia.
PubMed: Application of histograms in evaluation of large collections of gas chromatographic retention indices.
PubMed: Phytotoxic compounds from roots of Centaurea diffusa Lam.
PubMed: Transcriptome analysis approaches for the isolation of trichome-specific genes from the medicinal plant Cistus creticus subsp. creticus.
PubMed: The volatile constituents analysis of Eremostachys macrophylla Montbr. & Auch. from Iran.
PubMed: From terpenoids to aliphatic acids: further evidence for late-instar switch in osmeterial defense as a characteristic trait of swallowtail butterflies in the tribe papilionini.
PubMed: An evaluation of the allelopathic potential of selected perennial groundcovers: foliar volatiles of catmint (Nepeta x faassenii) inhibit seedling growth.
PubMed: Cloning, expression, purification and characterization of recombinant (+)-germacrene D synthase from Zingiber officinale.
PubMed: Antioxidant and biocidal activities of Carum nigrum (seed) essential oil, oleoresin, and their selected components.
PubMed: Male sex pheromones and the phylogeographic structure of the Lutzomyia longipalpis species complex (Diptera: Psychodidae) from Brazil and Venezuela.
PubMed: Gastric antiulcer and anti-inflammatory activities of the essential oil from Casearia sylvestris Sw.
PubMed: Essential oils of the leaves of the Raukaua genus (Araliaceae).
PubMed: Volatile constituents from the leaves of Callicarpa japonica Thunb. and their antibacterial activities.
PubMed: Genetic identification of two sibling species of Lutzomyia longipalpis (Diptera: Psychodidae) that produce distinct male sex pheromones in Sobral, Ceará State, Brazil.
PubMed: Insecticidal activity and chemical composition of volatile oils from Hyptis martiusii Benth.
PubMed: Interspecific variation in terpenoid composition of defensive secretions of European Reticulitermes termites.
PubMed: [GC-MS analysis and inhibitory activity of the essential oil extracted from the leaves of Lindera communis].
PubMed: Chemical analysis and antifungal activity of the essential oil of Calea clematidea.
PubMed: Phytotoxicity and volatile constituents from leaves of Callicarpa japonica Thunb.
PubMed: Comparison of the essential oils of Glehnia littoralis from Northern and Southern Japan.
PubMed: About the Chiral Stability of Germacrene B and the Biomimetic Synthesis of Guaiane Sesquiterpenes.
PubMed: Correspondence of soldier defense secretion mixtures with cuticular hydrocarbon phenotypes for chemotaxonomy of the termite genus Reticulitermes in North America.
PubMed: Genetic control and evolution of sesquiterpene biosynthesis in Lycopersicon esculentum and L. hirsutum.
PubMed: Germacrene C synthase from Lycopersicon esculentum cv. VFNT cherry tomato: cDNA isolation, characterization, and bacterial expression of the multiple product sesquiterpene cyclase.
PubMed: Composition of the Essential Oil of Agastache foeniculum.
PubMed: Larval osmeterial secretions of the swallowtails (Papilio).
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