beta-bourbonene
1,2,3,3a, 3bbeta, 4,5,6,6abeta, 6balpha-decahydro-1alpha-isopropyl-3aalpha-methyl-6-methylene cyclobuta(1,2:3,4)dicyclopentene
 
Notes:
Flavouring agent
Synonyms   Articles   Notes   Search
CAS Number: 5208-59-3Picture of molecule
Other: 13833-27-7
FDA UNII: KIZ51R7NTL
CoE Number: 11931
XlogP3-AA: 4.70 (est)
Molecular Weight: 204.35628000
Formula: C15 H24
BioActivity Summary: listing
EFSA/JECFA Comments: EFSA conclusion: additional data required (EFSA, 2009j). MSDI based on USA production figure. Stereoisomeric composition specified by CASrn and name in Register. According to JECFA: Min. assay value is "96 %" and "may include traces of other C15H24 compounds (cadinene, guaiene, farnesene)". Composition of mixture to be specified. Stereoisomeric composition specified by CASrn and name in Register. According to JECFA: Min. assay value is ”96 %” and ”may include traces of other C15H24 compounds (cadinene, guaiene, farnesene)”. 4% consist of C15H24 compounds.
Category: flavor and fragrance agents
 
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
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 1345  beta-bourbonene
Flavis Number: 01.024 (Old)
DG SANTE Food Flavourings: 01.024  beta-bourbonene
FDA Mainterm: BETA-BOURBONENE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
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Physical Properties:
Appearance: colorless to pale yellow clear liquid (est)
Assay: 96.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.89900 to 0.90800 @  25.00 °C.
Pounds per Gallon - (est).: 7.481 to  7.555
Refractive Index: 1.50000 to 1.50700 @  20.00 °C.
Boiling Point: 121.00 °C. @ 11.00 mm Hg
Boiling Point: 255.00 to  256.00 °C. @ 760.00 mm Hg
Acid Value: 1.00 max. KOH/g
Vapor Pressure: 0.025000 mm/Hg @ 25.00 °C. (est)
Flash Point: 220.00 °F. TCC ( 104.44 °C. )
logP (o/w): 6.128 (est)
Soluble in:
 alcohol
 water, 0.1383 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
Odor Type: herbal
Odor Strength: medium
 herbal  woody  
Odor Description:
at 100.00 %. 
herbal woody
  
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Cosmetic Information:
None found
Synonyms   Articles   Notes   Search   Top
Suppliers:
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
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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: flavor and fragrance agents
Recommendation for beta-bourbonene usage levels up to:
  5.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.012 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.20 (μg/capita/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
Synonyms   Articles   Notes   Search   Top
Safety References:
European Food Safety Athority(efsa): Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Flavouring Group Evaluation 25, (FGE.25)[1] - Aliphatic and aromatic hydrocarbons from chemical group 31 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf
Flavouring Group Evaluation 78 (FGE.78)[1] - Consideration of Aliphatic and alicyclic and aromatic hydrocarbons evaluated by JECFA (63rd meeting) structurally related to aliphatic and aromatic hydrocarbons evaluated by EFSA in FGE.25 - Scientific Opinion of the Panel on Food Additives,Flavourings, Processing Aids and Materials in Contact with Food (AFC)
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 25Rev1: Aliphatic and aromatic hydrocarbons from chemical group 31
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 78, Revision 1 (FGE.78Rev1): Consideration of aliphatic and alicyclic and aromatic hydrocarbons evaluated by JECFA (63rd meeting) structurally related to aliphatic and aromatic hydrocarbons evaluated by EFSA in FGE.25Rev2
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 25, Revision 2 (FGE.25Rev2): Aliphatic and aromatic hydrocarbons from chemical group 31
View page or View pdf
Statement on List of Representative Substances for Testing. The current Statement lays down a list of substances in sub-groups with representative substances for which additional data are required prior to their evaluation through the Procedure (Regulation (EC) No 1565/2000).
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 78, Revision 2 (FGE.78Rev2): Consideration of aliphatic and alicyclic and aromatic hydrocarbons evaluated by JECFA (63rd meeting) structurally related to aliphatic hydrocarbons evaluated by EFSA in FGE.25Rev3
View page or View pdf
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 324224
National Institute of Allergy and Infectious Diseases: Data
Chemidplus: 0005208593
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 324224
Pubchem (sid): 135020870
Flavornet: 5208-59-3
Pherobase: View
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
CHEBI: View
HMDB (The Human Metabolome Database): HMDB38155
FooDB: FDB017384
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
No odor group found for these
 cymbopogon citratus dc. stapf. oil cubaFR
aldehydic
 nonanal (aldehyde C-9)FL/FR
amber
 acetoxymethyl isolongifoleneFR
 formoxymethyl isolongifoleneFR
 hydroxymethyl isolongifolene 50% in dpgFR
anisic
para-anisyl propanalFR
balsamic
dextro,laevo-isoborneolFL/FR
isobornyl acetateFL/FR
 sclareolFL/FR
camphoreous
dextro-camphorFL/FR
citrus
 acetaldehyde citronellyl methyl acetalFR
 agathis australis oil 
beta-bisabololFL/FR
 cedrat peel oilFL/FR
 citralFL/FR
 citral / methyl anthranilate schiff's baseFR
 citral diethyl acetalFL/FR
 citral propylene glycol acetalFL/FR
 citronella oil ceylonFL/FR
 citronellyl nitrileFR
(E+Z)-4,8-dimethyl-3,7-nonadien-2-yl acetateFL/FR
homogeranyl nitrileFR
2-heptanolFL/FR
 heptyl phenyl acetateFL/FR
 kauri-copal leaf oil 
 lemon hexadieneFL/FR
 lemon oil c.p. californiaFL/FR
 lemon oil c.p. furocoumarin reducedFL/FR
 lemon oil italyFL/FR
 lemon oil terpenelessFL/FR
 lemongrass oilFL/FR
 lemongrass oil guatemalaFL/FR
 lemongrass oil moroccoFL/FR
 litsea cubeba fruit oilFL/FR
 litsea cubeba oil terpenelessFL/FR
 neroli ketoneFR
 ocimenolFL/FR
 tetrahydrocitralFL/FR
 trimethyl cyclohexeneFR
 verbena oil spainFL/FR
 verbena oil terpenelessFL/FR
earthy
2-octanoneFL/FR
 octyl phenyl acetateFL/FR
floral
isoamyl salicylateFL/FR
 anise indeneFR
 citronellyl benzoateFL/FR
(Z)-jasmoneFL/FR
 karo karounde absoluteFR
 lavandula angustifolia flower oilFL/FR
 lavender oil franceFL/FR
 lavender oil greeceFL/FR
 lemon oil distilledFL/FR
 lilac absoluteFR
 nonisyl propionateFR
 petitgrain bigarade oilFL/FR
 petitgrain oil paraguayFL/FR
 phenyl amyl alcoholFL/FR
 prenyl salicylateFL/FR
 rhodinyl propionateFL/FR
fruity
3-benzyl-4-heptanoneFL/FR
 heptanal cyclic ethylene acetalFR
green
isocyclocitral (IFF)FL/FR
 magnolia flower oilFL/FR
para-methyl hydratropaldehydeFL/FR
herbal
 bergamot mint herb oilFR
 bornyl 2-methyl butyrateFL/FR
 bornyl butyrateFL/FR
delta-cadinene 
alpha-cadinolFL/FR
 canarium luzonicum oilFL/FR
 clary acetateFR
 clary propyl acetateFR
 clary sage resin americaFR
 coriander oleoresinFL/FR
 costmary oil (chrysanthemum balsamita)FR
 dimethyl cyclormol (IFF)FR
 herbal acetalFR
 herbal careneFR
 herbal undecanoneFR
 immortelle flower oilFL/FR
 ocimene oxiraneFR
curled parsley leaf oilFL/FR
 tea leaf absoluteFL/FR
 thyme oil wild or creepingFL/FR
 tricyclodecenyl isobutyrateFR
 tricyclodecenyl propionateFR
 tricyclodecyl acetateFR
licorice
sweet basil oleoresinFL/FR
minty
 pennyroyal oilFL/FR
orris
para-isopropyl acetophenoneFL/FR
spicy
 cinnamon acroleinFL/FR
black currant bud absoluteFL/FR
4-isopropyl-2-cyclohexenoneFL/FR
terpenic
 cassis bud oilFL/FR
thujonic
common tansy flower oil argentinaFL/FR
common tansy leaf oil dutch 
 woody ketoneFL/FR
woody
(R)-gamma-cadinene 
(+)-campheneFL/FR
 campheneFL/FR
 cistus twig/leaf oilFL/FR
 marine formateFR
gamma-muurolene 
 origanum vulgare ssp. vulgare oil himalaya 
 polylimoneneFL/FR
 sclarene 
 spruce needle oil canadaFL/FR
 
For Flavor
 
No flavor group found for these
 agathis australis oil 
dextro,laevo-isoborneolFL/FR
 bornyl 2-methyl butyrateFL/FR
 bornyl butyrateFL/FR
delta-cadinene 
(R)-gamma-cadinene 
alpha-cadinolFL/FR
(+)-campheneFL/FR
 cedrat peel oilFL/FR
 cistus twig/leaf oilFL/FR
 citral propylene glycol acetalFL/FR
 citronellyl benzoateFL/FR
isocyclocitral (IFF)FL/FR
(E+Z)-4,8-dimethyl-3,7-nonadien-2-yl acetateFL/FR
 heptyl phenyl acetateFL/FR
 kauri-copal leaf oil 
 magnolia flower oilFL/FR
1-methyl pyrroleFL
gamma-muurolene 
 ocimenolFL/FR
 octyl phenyl acetateFL/FR
 origanum vulgare ssp. vulgare oil himalaya 
 phenyl amyl alcoholFL/FR
 polylimoneneFL/FR
4-isopropyl-2-cyclohexenoneFL/FR
 sclarene 
 sclareolFL/FR
common tansy leaf oil dutch 
 tea leaf absoluteFL/FR
 tetrahydrocitralFL/FR
 woody ketoneFL/FR
aldehydic
 nonanal (aldehyde C-9)FL/FR
camphoreous
 campheneFL/FR
citrus
beta-bisabololFL/FR
 citralFL/FR
 citral diethyl acetalFL/FR
 citronella oil ceylonFL/FR
 lemon hexadieneFL/FR
 lemon oil c.p. californiaFL/FR
 lemon oil c.p. furocoumarin reducedFL/FR
 lemon oil distilledFL/FR
 lemon oil italyFL/FR
 lemon oil terpenelessFL/FR
 lemongrass oilFL/FR
 lemongrass oil guatemalaFL/FR
 lemongrass oil moroccoFL/FR
 litsea cubeba fruit oilFL/FR
 petitgrain bigarade oilFL/FR
 petitgrain oil paraguayFL/FR
 verbena oil franceFL
 verbena oil spainFL/FR
 verbena oil terpenelessFL/FR
dairy
2-octanoneFL/FR
fruity
3-benzyl-4-heptanoneFL/FR
 cassis bud oilFL/FR
2-heptanolFL/FR
 rhodinyl propionateFL/FR
green
isoamyl salicylateFL/FR
 canarium luzonicum oilFL/FR
 coriander oleoresinFL/FR
para-methyl hydratropaldehydeFL/FR
herbal
 immortelle flower oilFL/FR
 lavandula angustifolia flower oilFL/FR
 lavender oil franceFL/FR
 lavender oil greeceFL/FR
curled parsley leaf oilFL/FR
 prenyl salicylateFL/FR
 thyme oil wild or creepingFL/FR
lemon
 litsea cubeba oil terpenelessFL/FR
licorice
sweet basil oleoresinFL/FR
medicinal
dextro-camphorFL/FR
minty
 pennyroyal oilFL/FR
spicy
 cinnamon acroleinFL/FR
black currant bud absoluteFL/FR
para-isopropyl acetophenoneFL/FR
thujonic
common tansy flower oil argentinaFL/FR
woody
isobornyl acetateFL/FR
(Z)-jasmoneFL/FR
 spruce needle oil canadaFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
None Found
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 basil oil sweet poland @ 0.70%
Data  GC  Search Trop  Picture
 basil shoot oil
Search Trop  Picture
 bergamot plant wild
Search Trop  Picture
 calamintha nepeta (l.) savi subsp. glandulosa oil greece @ trace%
Data  GC  Search Trop  Picture
 calamus leaf oil @ 0.05%
Data  GC  Search Trop  Picture
 carrot leaf oil @ 0.99%
Data  GC  Search Trop  Picture
 chamomile garden chamomile plant
Search Trop  Picture
 citronella oil ceylon @ 0.18%
Data  GC  Search Trop  Picture
 citronella oil china @ 0.12%
Data  GC  Search Trop  Picture
 citronella oil java @ 0.10%
Data  GC  Search Trop  Picture
 clary sage oil france @ trace%
Data  GC  Search Trop  Picture
 clary sage oil greece @ 0.15%
Data  GC  Search Trop  Picture
 clary sage oil spain @ 0.27%
Data  GC  Search Trop  Picture
 clove leaf
Search Trop  Picture
 cornmint oil
Search Trop  Picture
 croton cajucara benth. leaf oil brazil @ 2.00%
Data  GC  Search Trop  Picture
 croton flavens l. (welensali) leaf oil curacao @ 0.30%
Data  GC  Search Trop  Picture
 curry wood leaf oil australia @ 0.20%
Data  GC  Search Trop  Picture
 eucalyptus globulus bud oil @ 1.57%
Data  GC  Search Trop  Picture
 eucalyptus globulus fruit oil @ 2.40%
Data  GC  Search Trop  Picture
 geranium leaf oil india @ 0.45%
Data  GC  Search Trop  Picture
 geranium oil rwanda @ 0.54%
Data  GC  Search Trop  Picture
 geranium petiole oil india @ 0.08%
Data  GC  Search Trop  Picture
 geranium rose-scented oil (pelargonium spp.) cuba @ 0.80%
Data  GC  Search Trop  Picture
 geranium stem oil india @ 0.15%
Data  GC  Search Trop  Picture
 ginger
Search Trop  Picture
 horsemint shoot
Search Trop  Picture
 hyptis spicigera lam. oil mali @ 0.10-0.20%
Data  GC  Search Trop  Picture
 hyssop oil @ 1.2%
Data  GC  Search Trop  Picture
 lallemantia peltata (l.) fisch. et mey. oil turkey @ 6.90%
Data  GC  Search Trop  Picture
 lavender oil spike spain @ 0.19%
Data  GC  Search Trop  Picture
 lemon balm
Search Trop  Picture
 lemon balm shoot
Search Trop  Picture
 lemon verbena oil morocco @ 0.8%
Data  GC  Search Trop  Picture
 lemon verbena oil turkey @ 0.56%
Data  GC  Search Trop  Picture
 marjoram oil sweet cuba @ 0.10%
Data  GC  Search Trop  Picture
 marsypianthes chamaedrys (vahl) kuntze oil brazil @ 1.40%
Data  GC  Search Trop  Picture
 melissa oil slovak republic @ 0.06%
Data  GC  Search Trop  Picture
 mikania cordata (burm. f.) b.l. robinson var. cordata leaf oil france @ 0.80%
Data  GC  Search Trop  Picture
 nepeta betonicifolia c.a. meyer oil turkey @ 2.90%
Data  GC  Search Trop  Picture
 nepeta racemosa lam. oil iran @ 0.50%
Data  GC  Search Trop  Picture
 oregano plant
Search Trop  Picture
 oregano shoot oil
Search Trop  Picture
 orthodon dianthera maxim. oil vietnam @ trace%
Data  GC  Search Trop  Picture
 pennyroyal oil
Search Trop  Picture
 pennyroyal oil @ trace%
Data  GC  Search Trop  Picture
 pennyroyal oil cuba @ 0.10%
Data  GC  Search Trop  Picture
 peppermint oil
Search Trop  Picture
 peppermint oil CO2 extract @ 0.70%
Data  GC  Search Trop  Picture
 phlomis fruticosa l. flower oil greece @ 2.60%
Data  GC  Search Trop  Picture
 pine needle oil dwarf @ 0.13%
Data  GC  Search Trop  Picture
 pinus sylvestris l. needle oil estonia @ 0.10%
Data  GC  Search Trop  Picture
 plectranthus glandulosus hook f. leaf oil cameroon @ trace%
Data  GC  Search Trop  Picture
 polyalthia australis (benth.) jessup leaf oil australia @ 0.30%
Data  GC  Search Trop  Picture
 prangos uloptera dc. oil iran @ 0.40%
Data  GC  Search Trop  Picture
 prangos uloptera dc. seed oil iran @ 0.90%
Data  GC  Search Trop  Picture
 protium heptaphyllum (aubl.) march resin oil brazil @ 0.30%
Data  GC  Search Trop  Picture
 ravintsara leaf oil @ 0.08%%
Data  GC  Search  Picture
 rosemary
Search Trop  Picture
 sage clary sage
Search Trop  Picture
 sage leaf oil
Search Trop  Picture
 sage oil albania @ trace%
Data  GC  Search Trop  Picture
 satureja viminea l. oil costa rica @ trace%
Data  GC  Search Trop  Picture
 savory winter savory plant
Search Trop  Picture
 spearmint leaf
Search Trop  Picture
 spearmint oil
Search Trop  Picture
 spearmint oil america @ 0.91-1.24%
Data  GC  Search Trop  Picture
 stachys recta l. oil serbia @ 2.90%
Data  GC  Search Trop  Picture
 tansy oil canada @ 0.10%
Data  GC  Search Trop  Picture
 thyme oil red spain @ trace%
Data  GC  Search Trop  Picture
 thyme oil wild or creeping france @ 0.24%
Data  GC  Search Trop  Picture
 thymus richardii pers. subsp. nitidus (guss.) jalas oil italy @ 0.60%
Data  GC  Search Trop  Picture
 xylopia aromatica (lam.) mart. leaf oil cuba @ 0.10%
Data  GC  Search Trop  Picture
 zanthoxylum bracchyacanthum l. leaf oil australia @ trace%
Data  GC  Search Trop  Picture
Synonyms   Articles   Notes   Search   Top
Synonyms:
.beta.-bourbonene
(-)-beta-bourbonene
4(15)-bourbonene
b-bourbonene
 cyclobuta[1,2:3,4]dicyclopentene, 1,2,3,3a,3bβ,4,5,6,6aβ,6ba-decahydro-1a-isopropyl-3aa-methyl-6-methylene-
 cyclobuta[1,2:3,4]dicyclopentene, decahydro-3a-methyl-6-methylene-1-(1-methylethyl)-, [1S-(1a,3aa,3bβ,6aβ,6ba)]-
1,2,3,3a, 3bbeta, 4,5,6,6abeta, 6balpha-decahydro-1alpha-isopropyl-3aalpha-methyl-6-methylene cyclobuta(1,2:3,4)dicyclopentene
(1S- (1alpha, 3aalpha, 3bbeta, 6abeta, 6balpha))-decahydro-3a-methyl-6-cyclobuta(1,2:3,4)dicyclopentene
 decahydroisopropyl methyl methylene cyclobuta(1,2:3,4)dicyclopentene
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Assessment of the chemical composition and in vitro antimicrobial potential of extracts of the liverwort Scapania aspera.
PubMed: A chemometrics as a powerful tool in the elucidation of the role of metals in the biosynthesis of volatile organic compounds in Hungarian thyme samples.
PubMed: Pachydictyols B and C: new diterpenes from Dictyota dichotoma Hudson.
PubMed: Variability of essential oils of Betonica officinalis (Lamiaceae) from different wild populations in Kosovo.
PubMed: Isoiridomyrmecin rich essential oil from Nepeta erecta Benth. and its antioxidant activity.
PubMed: The effect of temperature on the essential oil components of Salvia potentillifolia obtained by various methods.
PubMed: Composition of essential oils from leaves and flowers of Stachys germanica subsp. salviifolia (Ten.) gams (Labiatae) and related secretory structures.
PubMed: Identification of volatile components in Phyllanthus emblica L. and their antimicrobial activity.
PubMed: In situ seasonal study of the volatile production of almonds (Prunus dulcis) var. 'Nonpareil' and relationship to navel orangeworm.
PubMed: Chemical composition, antimicrobial and antioxidant activities of Centaurea ensiformis Hub.-Mor. (Asteraceae), a species endemic to Mugla (Turkey).
PubMed: Chemical composition and in vitro antimicrobial activity of the essential oils of two Helichrysum species from Tanzania.
PubMed: Antiectoparasitic activity of the gum resin, gum haggar, from the East African plant, Commiphora holtziana.
PubMed: Essential oil composition of Pimpinella anisum L. fruits from various European countries.
PubMed: [Gas chromatography for analysis of essential oils. Characteristics of essential oil of Dracocephalum species and the influence of extraction method on its composition].
PubMed: Analysis by gas chromatography-mass spectrometry of essential oil from seeds and aerial parts of Ferulago angulata (Schlecht.) Boiss gathered in Nevakoh and Shahoo, Zagross mountain, West of Iran.
PubMed: Comparison of different extraction methods for the analysis of volatile secondary metabolites of Lippia alba (Mill.) N.E. Brown, grown in Colombia, and evaluation of its in vitro antioxidant activity.
PubMed: Essential oil analysis of Eusteralis deccanensis Panigrahi (Lamiaceae).
PubMed: Chemical variability of the volatile metabolites from the Caribbean corals of the genus Gorgonia.
PubMed: [Sesquiterpene hydrocarbons from grapes (author's transl)].
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