Compounds > 2-pinene oxide
Page last updated: 2024-12-07

2-pinene oxide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2-Pinene oxide is a cyclic monoterpene oxide derived from α-pinene. It is a colorless liquid with a characteristic turpentine-like odor. The compound is found in the essential oils of various coniferous trees, such as pine, fir, and spruce. 2-Pinene oxide is known to exhibit various biological activities, including antimicrobial, antifungal, and insecticidal properties. It has also been shown to possess antioxidant and anti-inflammatory effects. The compound is often studied due to its potential applications in the pharmaceutical, agricultural, and food industries. Its synthesis can be achieved through the oxidation of α-pinene using various oxidizing agents, such as peracids or ozone. The compound's importance lies in its potential as a natural insecticide and antimicrobial agent, offering an alternative to synthetic pesticides. 2-Pinene oxide is also being investigated for its therapeutic properties, particularly its anti-inflammatory and neuroprotective effects.'

alpha-pinene oxide : An epoxide of alpha-pinene. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID91508
CHEMBL ID274511
CHEBI ID29060
SCHEMBL ID93429
MeSH IDM0152741

Synonyms (56)

Synonym
1686-14-2
.alpha.-pinene epoxide
.alpha.-pinene oxide
nsc5609
nsc-5609
3-oxatricyclo[4.1.1.02, 2,7,7-trimethyl-
pinane,3-epoxy-, (-)-
pinane,3-epoxy-
2,3-epoxypinane
2-pinene oxide
alpha-pinene epoxide
2,7,7-trimethyl-3-oxatricyclo[4.1.1.0(2,4)]octane
alpha-pinene oxide
CHEBI:29060 ,
pinene oxide
alpha-pinene 2,3-oxide
2,3-epoxy-pinane
2,7,7-trimethyl-3-oxatricyclo[4.1.1.02,4]octane
nsc12148
nsc-12148
3-oxatricyclo[4.1.1.0(2,4)]octane, 2,7,7-trimethyl-
pinane, 2,3-epoxy-, (-)-
2,7,7-trimethyl-3-oxatricyclo[4.1.1.0~2,4~]octane
pinane, 2,3-epoxy-
{3-oxatricyclo[4.1.1.02,4]octane,} 2,7,7-trimethyl-
3-oxatricyclo(4.1.1.0(sup 2,4))octane, 2,7,7-trimethyl-
brn 0080362
ccris 3762
3-oxatricyclo(4.1.1.02,4)octane, 2,7,7-trimethyl-
2,7,7-trimethyl-3-oxatricyclo(4.1.1.0(sup 2,4))octane
nsc 12148
2,7,7-trimethyl-3-oxatricyclo(4.1.1.02,4)octane
einecs 216-869-6
nsc 5609
nsc407160
nsc-407160
218308_ALDRICH ,
CHEMBL274511
BMSE000491
3-oxatricyclo[4.1.1.02,4]octane, 2,7,7-trimethyl-
FT-0691487
P1362
alpha-pinane oxide
5-17-01-00426 (beilstein handbook reference)
AKOS015916312
SCHEMBL93429
.alpha.-pinene 2,3-oxide
DTXSID5051781
alpha-pineneoxide
W-109695
2,7,7-trimethyl-3-oxatricyclo[4.1.1.0(2),?]octane
AS-68305
CS-0188178
Q27104051
D97335
i+/--pinene oxide
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
fragranceA substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.
bacterial xenobiotic metaboliteAny bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
pinane monoterpenoidA monoterpenoid based on a pinane skeleton (2,6,6-trimethylbicyclo[3.1.1]heptane) skeleton and its substituted derivatives.
epoxideAny cyclic ether in which the oxygen atom forms part of a 3-membered ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID1080459Antifeedant activity against apterous adult stage of Lipaphis erysimi (mustard aphids) in compound pre-treated cabbage leaves assessed as antifeedant ratio measured after 48 hr2008Journal of agricultural and food chemistry, Dec-10, Volume: 56, Issue:23
Quantitative structure-activity relationship of terpenoid aphid antifeedants.
AID331812Mosquito repellent activity in white mouse assessed as ratio of number of biting mosquito in treated to untreated control at 1.5 hrs2008Bioorganic & medicinal chemistry letters, May-01, Volume: 18, Issue:9
QSAR study of mosquito repellents from terpenoid with a six-member-ring.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (5.56)18.7374
1990's1 (5.56)18.2507
2000's10 (55.56)29.6817
2010's3 (16.67)24.3611
2020's3 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.45

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.45 (24.57)
Research Supply Index3.00 (2.92)
Research Growth Index5.44 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.45)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other19 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
sarcosine
cocobetaine: N-alkyl-betaine; cause of shampoo dermatitis		2.0410N-alkylglycine zwitterion;
N-alkylglycine;
N-methyl-amino acid;
N-methylglycines		Escherichia coli metabolite;
glycine receptor agonist;
glycine transporter 1 inhibitor;
human metabolite;
mouse metabolite
menthol
Menthol: A monoterpene cyclohexanol produced from mint oils.		2.4420p-menthane monoterpenoid;
secondary alcohol		volatile oil component
mannitol
[no description available]		2.0410mannitolallergen;
antiglaucoma drug;
compatible osmolytes;
Escherichia coli metabolite;
food anticaking agent;
food bulking agent;
food humectant;
food stabiliser;
food thickening agent;
hapten;
metabolite;
osmotic diuretic;
sweetening agent
alpha-pinene
[no description available]		2.9640pineneplant metabolite
carveol
carveol: structure given in first source; prolongs tumor latency and decreases tumor yield. carveol : A limonene monoterpenoid that is cyclohex-2-en-1-ol substituted by a methyl group at position 2 and a prop-1-en-2-yl group at position 5.		2.2510limonene monoterpenoidplant metabolite;
volatile oil component
gamma-terpinene
gamma-terpinene: RN given refers to gamma-terpinene; structure. gamma-terpinene : One of three isomeric monoterpenes differing in the positions of their two double bonds (alpha- and beta-terpinene being the others). In gamma-terpinene the double bonds are at the 1- and 4-positions of the p-menthane skeleton.		2.1310cyclohexadiene;
monoterpene		antioxidant;
human xenobiotic metabolite;
plant metabolite;
volatile oil component
ethyl sebacate
ethyl sebacate: causes contact dermatitis		2.0410fatty acid ester
hexylamine
hexylamine: RN given refers to parent cpd; structure. 1-hexanamine : A 6-carbon primary aliphatic amine.		2.0410primary aliphatic aminemetabolite
decyltrimethylammonium
decyltrimethylammonium ion : A quarternary ammonium cation having one decyl and three methyl substituents around the central nitrogen.		2.0410quaternary ammonium ion
ozone
Ozone: The unstable triatomic form of oxygen, O3. It is a powerful oxidant that is produced for various chemical and industrial uses. Its production is also catalyzed in the ATMOSPHERE by ULTRAVIOLET RAY irradiation of oxygen or other ozone precursors such as VOLATILE ORGANIC COMPOUNDS and NITROGEN OXIDES. About 90% of the ozone in the atmosphere exists in the stratosphere (STRATOSPHERIC OZONE).. ozone : An elemental molecule with formula O3. An explosive, pale blue gas (b.p. -112degreeC) that has a characteristic, pungent odour, it is continuously produced in the upper atmosphere by the action of solar ultraviolet radiation on atmospheric oxygen. It is an antimicrobial agent used in the production of bottled water, as well as in the treatment of meat, poultry and other foodstuffs.		2.4720elemental molecule;
gas molecular entity;
reactive oxygen species;
triatomic oxygen		antiseptic drug;
disinfectant;
electrophilic reagent;
greenhouse gas;
mutagen;
oxidising agent;
tracer
beta-eudesmol
beta-eudesmol: found in Atractylodes and other plants; RN given refers to (2R-(2alpha,4aalpha,8abeta))-isomer. beta-eudesmol : A carbobicyclic compound that is trans-decalin substituted at positions 2, 4a, and 8 by 2-hydroxypropan-2-yl, methyl and methylidene groups, respectively (the 2R,4aR,8aS-diastereoisomer).		2.1310carbobicyclic compound;
eudesmane sesquiterpenoid;
tertiary alcohol		volatile oil component
vinblastine
sobrerol: RN given is for parent cpd; structure		2.0410p-menthane monoterpenoid
alpha-eudesmol
alpha-eudesmol: RN refers to (2alpha,4aalpha,8abeta)-isomer; from Juniperus virginiana; inhibits omega-agatoxin IVA-sensitive Ca2+ currents and synaptosomal Ca2+ uptake; structure in first source. alpha-eudesmol : A eudesmane sesquiterpenoid in which the eudesmane skeleton carries a hydroxy substituent at C-11 and has a double bond between C-3 and C-4.		2.1310eudesmane sesquiterpenoid;
octahydronaphthalenes;
tertiary alcohol		volatile oil component
organophosphonates
hydrogenphosphite : A divalent inorganic anion resulting from the removal of a proton from two of the hydroxy groups of phosphorous acid.		2.2510divalent inorganic anion;
phosphite ion
sorbic acid
Sorbic Acid: Mold and yeast inhibitor. Used as a fungistatic agent for foods, especially cheeses.. (2E,4E)-hexa-2,4-dienoic acid : A sorbic acid having trans-double bonds at positions 2 and 4; a food preservative that can induce cutaneous vasodilation and stinging upon topical application to humans. It is the most thermodynamically stable of the four possible geometric isomers possible, as well as the one with the highest antimicrobial activity.. sorbic acid : A hexadienoic acid with double bonds at C-2 and C-4; it has four geometrical isomers, of which the trans,trans-form is naturally occurring.		2.0410alpha,beta-unsaturated monocarboxylic acid;
sorbic acid
sesquiterpenes
[no description available]		2.1310
sodium dodecyl sulfate
Sodium Dodecyl Sulfate: An anionic surfactant, usually a mixture of sodium alkyl sulfates, mainly the lauryl; lowers surface tension of aqueous solutions; used as fat emulsifier, wetting agent, detergent in cosmetics, pharmaceuticals and toothpastes; also as research tool in protein biochemistry.. sodium dodecyl sulfate : An organic sodium salt that is the sodium salt of dodecyl hydrogen sulfate.		2.0410organic sodium saltdetergent;
protein denaturant
humulene
humulene: structure given in first source. (1E,4E,8E)-alpha-humulene : The (1E,4E,8E)-isomer of alpha-humulene.		2.1310alpha-humulene
isonovalal
isonovalal: structure in first source. (2E)-5-isopropyl-2-methylhexa-2,5-dienal : A hexadienal that is hexa-2,5-dienal substituted by a an isopropyl group at position 5 and a methy group at position 2 (the 2E-stereoisomer).		2.9440hexadienal
gamma-eudesmol
gamma-eudesmol: isomer of beta-eudesmol; found in plants and fungi. gamma-eudesmol : A eudesmane sesquiterpenoid in which the eudesmane skeleton carries a hydroxy substituent at C-11 and has a double bond between C-4 and C-5.		2.1310eudesmane sesquiterpenoidvolatile oil component
sarkosyl
sarkosyl: RN given is for sarkosyl L, the parent cpd; structure		2.0410
dodecyl polyoxyethylene sulfuric acid, sodium salt
sodium laureth sulfate: do not confuse with sodium lauryl sulfate, which is also known by this name		2.0410
ConditionIndicatedRelationship StrengthStudiesTrials
Bites
[description not available]		02.0410