Compounds > 2-allylphenol
Page last updated: 2024-12-05

2-allylphenol

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

Description

2-Allylphenol is an organic compound with the formula C9H10O. It is a colorless liquid that is soluble in organic solvents. It is a natural product found in various plants and is also synthesized commercially. 2-allylphenol is used as an intermediate in the production of pharmaceuticals, pesticides, and other fine chemicals. It has also been investigated for its potential biological activity, including antibacterial, antifungal, and antioxidant properties. The compound's structure features a phenolic ring and an allyl group, which contributes to its reactivity and biological activity. Research into 2-allylphenol focuses on its synthesis, reactivity, biological activity, and potential applications. Studies aim to optimize synthesis methods, understand its interactions with biological systems, and evaluate its potential therapeutic and industrial uses.'

2-allylphenol: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

2-allylphenol : A member of the class of phenols that is phenol carrying an allyl group at position 2. [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 CID15624
CHEMBL ID1229950
CHEBI ID39826
SCHEMBL ID160157
MeSH IDM0260734

Synonyms (69)

Synonym
CHEMBL1229950
chebi:39826 ,
nsc1538
nsc-1538
2-allylphenol
phenol, 2-(2-propenyl)-
o-allylphenol
wln: qr b2u1
phenol, o-allyl-
1745-81-9
2-prop-2-en-1-ylphenol
2-(2-propenyl)phenol
ai3-17107
brn 0742121
einecs 217-119-0
nsc 1538
1-allyl,2-hydroxy-benzene
inchi=1/c9h10o/c1-2-5-8-6-3-4-7-9(8)10/h2-4,6-7,10h,1,5h
2-allylphenol, 98%
DB02534
A0233
AKOS000274969
2-prop-2-enylphenol
STK802467
2-(prop-2-en-1-yl)phenol
2-allyl-phenol
phenol, 2-(2-propen-1-yl)-
unii-o04f145zjz
o04f145zjz ,
4-06-00-03807 (beilstein handbook reference)
tox21_302056
NCGC00255154-01
dtxcid802164
cas-1745-81-9
dtxsid3022164 ,
t5721bh5z4 ,
unii-t5721bh5z4
26761-75-1
phenol, (2-propenyl)-
(2-propenyl)phenol
FT-0610996
alprenolol hydrochloride impurity b [ep impurity]
2-(prop-2-enyl)phenol
o-(2-propenyl)phenol
yinguo
phenol, 2-(propenyl)-
BBL027374
SCHEMBL160157
2-allyl phenol
ortho-allyl phenol
allyl phenol
3-(2-hydroxyphenyl)propene
2-(2-propenyl)-phenol
J-507716
F2137-0011
allylphenol
mfcd00002250
bdbm50490554
F18833
Q27093513
AS-17714
AMY30934
2-(2-propenyl)-pheno
27924-98-7
CS-0074162
EN300-21161
2-allyphenol
PD007888
Z104493210
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
antifungal agrochemicalAny substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties.
[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 (1)

ClassDescription
phenolsOrganic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene 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]

Protein Targets (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency27.30600.003041.611522,387.1992AID1159552; AID1159555
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency1.38010.001024.504861.6448AID743212
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
EndolysinTequatrovirus T4Kd72.00003.00003.00003.0000AID728450
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (22)

Assay IDTitleYearJournalArticle
AID1104270Induction of cyanide-resistant respiration in Magnaporthe grisea mycelium assessed as recovery of rate of oxygen consumption at 100 mg/L by oxygen electrode recording analysis in presence of 1 mM cytochrome-C oxidase inhibitor, KCN2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104248Fungicidal activity against Botryotinia fuckeliana grown in liquid medium assessed as inhibition of mycelial growth at 80 mg/L after 12 hr2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104267Induction of respiratory activity in Botryotinia fuckeliana mycelium assessed as rate of oxygen consumption at 10 mg/L after 2 min by Clark-type oxygen electrode recording analysis2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104246Fungistatic activity against Botryotinia fuckeliana grown in liquid medium assessed as increase in mycelium dry weight at 80 mg/L incubated for 24 hr prior to transferring mycelium to drug-free MYS medium measured after 12 hr2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104272Induction of cyanide-resistant respiration in Magnaporthe grisea mycelium assessed as recovery of rate of oxygen consumption at 100 mg/L after 3 to 36 hr by oxygen electrode recording analysis2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104271Induction of cyanide-resistant respiration in Magnaporthe grisea mycelium assessed as rate of oxygen consumption at 100 mg/L by oxygen electrode recording analysis in presence of 2 mM mitochondrial alternative oxidase inhibitor, SHAM2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104274Fungicidal activity against Botryotinia fuckeliana grown on PDA medium assessed as inhibition of mycelial growth incubated for 4 to 7 days at 25 degC in presence of 10 mg/L mitochondrial alternative oxidase inhibitor, SHAM2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104273Fungicidal activity against Magnaporthe grisea grown on PDA medium assessed as inhibition of mycelial growth incubated for 4 to 7 days at 25 degC in presence of 10 mg/L mitochondrial alternative oxidase inhibitor, SHAM2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104250Depletion of total adenylate pool in Botryotinia fuckeliana mycelium at 80 mg/L after 24 to 48 hr by reverse phase HPLC analysis2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104251Depletion of ATP content in Botryotinia fuckeliana mycelium at 80 mg/L after 24 to 48 hr by reverse phase HPLC analysis2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID728450Binding affinity to Enterobacteria phage T4 lysozyme L99A/M102H double mutant expressed in Escherichia coli BL21(DE3) by isothermal titration calorimetry2013Journal of medicinal chemistry, Apr-11, Volume: 56, Issue:7
The impact of introducing a histidine into an apolar cavity site on docking and ligand recognition.
AID728442Binding affinity to Enterobacteria phage T4 lysozyme L99A/M102H double mutant expressed in Escherichia coli BL21(DE3) assessed as change in melting temperature at 2 mM at pH 5.4 by circular dichroism analysis2013Journal of medicinal chemistry, Apr-11, Volume: 56, Issue:7
The impact of introducing a histidine into an apolar cavity site on docking and ligand recognition.
AID1104268Inhibition of respiratory activity in Botryotinia fuckeliana mycelium assessed as rate of oxygen consumption at 100 mg/L after 2 min by Clark-type oxygen electrode recording analysis2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104253Inhibition of respiratory activity in Botryotinia fuckeliana mycelium assessed as rate of oxygen consumption at 100 mg/L by Clark-type oxygen electrode recording analysis in presence of succinate and 2 mM mitochondrial alternative oxidase inhibitor, SHAM2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104275Fungicidal activity against Botryotinia fuckeliana grown on YgA medium assessed as inhibition of mycelial growth incubated for 4 days in the dark at 25 degC in presence of fermentable carbon source, glucose2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104252Depletion of ATP content in Botryotinia fuckeliana mycelium at 80 mg/L after 6 hr by reverse phase HPLC analysis2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104262Inhibition of respiratory activity in Botryotinia fuckeliana mycelium assessed as decrease in rate of oxygen consumption at 100 mg/L by Clark-type oxygen electrode recording analysis in presence of glucose (Rvb = 0%)2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104247Fungistatic activity against Botryotinia fuckeliana grown in liquid medium assessed as increase in mycelium dry weight at 80 mg/L incubated for 24 hr prior to transferring mycelium to drug-free MYS medium measured after 6 hr2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104261Inhibition of respiratory activity in Botryotinia fuckeliana mycelium assessed as decrease in rate of oxygen consumption at 100 mg/L by Clark-type oxygen electrode recording analysis in presence of succinate (Rvb = 0%)2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104249Fungicidal activity against Botryotinia fuckeliana grown in liquid medium assessed as inhibition of mycelial growth after 24 hr2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104254Inhibition of respiratory activity in Botryotinia fuckeliana mycelium assessed as rate of oxygen consumption at 100 mg/L by Clark-type oxygen electrode recording analysis in presence of glucose and 2 mM mitochondrial alternative oxidase inhibitor, SHAM2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
AID1104276Fungicidal activity against Botryotinia fuckeliana grown on YGA medium assessed as inhibition of mycelial growth incubated for 4 days in the dark at 25 degC in presence of non-fermentable carbon source, glycerol2009Pest management science, Dec, Volume: 65, Issue:12
Inhibitory effect of bionic fungicide 2-allylphenol on Botrytis cinerea (Pers. ex Fr.) in vitro.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (7.69)18.2507
2000's4 (30.77)29.6817
2010's6 (46.15)24.3611
2020's2 (15.38)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 40.28

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index40.28 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index5.10 (4.65)
Search Engine Demand Index47.07 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (40.28)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
acetone
methyl ketone : A ketone of formula RC(=O)CH3 (R =/= H).		2.0210ketone body;
methyl ketone;
propanones;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
human metabolite;
polar aprotic solvent
benzene
[no description available]		2.0810aromatic annulene;
benzenes;
volatile organic compound		carcinogenic agent;
environmental contaminant;
non-polar solvent
carbon monoxide
Carbon Monoxide: Carbon monoxide (CO). A poisonous colorless, odorless, tasteless gas. It combines with hemoglobin to form carboxyhemoglobin, which has no oxygen carrying capacity. The resultant oxygen deprivation causes headache, dizziness, decreased pulse and respiratory rates, unconsciousness, and death. (From Merck Index, 11th ed). carbon monoxide : A one-carbon compound in which the carbon is joined only to a single oxygen. It is a colourless, odourless, tasteless, toxic gas.		2.1310carbon oxide;
gas molecular entity;
one-carbon compound		biomarker;
EC 1.9.3.1 (cytochrome c oxidase) inhibitor;
human metabolite;
ligand;
metabolite;
mitochondrial respiratory-chain inhibitor;
mouse metabolite;
neurotoxin;
neurotransmitter;
P450 inhibitor;
probe;
signalling molecule;
vasodilator agent
formic acid
formic acid: RN given refers to parent cpd. formic acid : The simplest carboxylic acid, containing a single carbon. Occurs naturally in various sources including the venom of bee and ant stings, and is a useful organic synthetic reagent. Principally used as a preservative and antibacterial agent in livestock feed. Induces severe metabolic acidosis and ocular injury in human subjects.		2.1310monocarboxylic acidantibacterial agent;
astringent;
metabolite;
protic solvent;
solvent
hydroxide ion
[no description available]		2.0210oxygen hydridemouse metabolite
4-nitrophenol
4-nitrophenol: RN given refers to parent cpd. mononitrophenol : A nitrophenol that is phenol carrying a single nitro substituent at unspecified position.. 4-nitrophenol : A member of the class of 4-nitrophenols that is phenol in which the hydrogen that is para to the hydroxy group has been replaced by a nitro group.		2.08104-nitrophenolshuman xenobiotic metabolite;
mouse metabolite
phenol
[no description available]		7.5820phenolsantiseptic drug;
disinfectant;
human xenobiotic metabolite;
mouse metabolite
pyridine
azine : An organonitrogen compound of general structure RCH=N-N=CHR or RR'C=N-N=CRR'.		2.0810azaarene;
mancude organic heteromonocyclic parent;
monocyclic heteroarene;
pyridines		environmental contaminant;
NMR chemical shift reference compound
toluene
methylbenzene : Any alkylbenzene that is benzene substituted with one or more methyl groups.		2.0810methylbenzene;
toluenes;
volatile organic compound		cholinergic antagonist;
fuel additive;
neurotoxin;
non-polar solvent
mercaptoethanol
Mercaptoethanol: A water-soluble thiol derived from hydrogen sulfide and ethanol. It is used as a reducing agent for disulfide bonds and to protect sulfhydryl groups from oxidation.		2.0810alkanethiol;
primary alcohol		geroprotector
3-phenyllactic acid
3-phenyllactic acid: alpha-hydroxy analog of phenylalanine; RN given refers to cpd without isomeric designation. 3-phenyllactic acid : A 2-hydroxy monocarboxylic acid that is lactic acid in which one of the methyl hydrogens is substituted by a phenyl group.		2.21102-hydroxy monocarboxylic acidhuman metabolite
aniline
[no description available]		2.0810anilines;
primary arylamine
3,5-dimethylpyrazole
3,5-dimethylpyrazole: RN given refers to parent cpd		2.0810
trifluoroacetic acid
Trifluoroacetic Acid: A very strong halogenated derivative of acetic acid. It is used in acid catalyzed reactions, especially those where an ester is cleaved in peptide synthesis.. trifluoroacetic acid : A monocarboxylic acid that is the trifluoro derivative of acetic acid.		2.0810fluoroalkanoic acidhuman xenobiotic metabolite;
NMR chemical shift reference compound;
reagent
methyleugenol
methyleugenol: structure		2.4120phenylpropanoid
nitrobenzene
nitrobenzene : A nitroarene consisting of benzene carrying a single nitro substituent. An industrial chemical used widely in the production of aniline.		2.0810nitroarene;
nitrobenzenes
4-hydroxyacetophenone
4-hydroxyacetophenone: promotes secretion of bile & bile salts, which promotes griseofulvin absorption in the duodenum. 4'-hydroxyacetophenone : A monohydroxyacetophenone carrying a hydroxy substituent at position 4'.		2.0810monohydroxyacetophenonefungal metabolite;
mouse metabolite;
plant metabolite
ethylbenzene
[no description available]		2.0810alkylbenzene
4-xylene
p-xylene : A xylene with methyl groups at positions 1 and 4.		2.0810xylene
2,4-dichlorophenol
2,4-dichlorophenol: RN given refers to unlabeled parent+ cpd; structure. 2,4-dichlorophenol : A dichlorophenol that is phenol carrying chloro substituents at positions 2 and 4.		7.610dichlorophenol
estragole
estragole : A phenylpropanoid that is chavicol in which the hydroxy group is replaced by a methoxy group.		2.2110alkenylbenzene;
monomethoxybenzene;
phenylpropanoid		carcinogenic agent;
flavouring agent;
genotoxin;
insect attractant;
plant metabolite
potassium cyanide
[no description available]		2.0510cyanide salt;
one-carbon compound;
potassium salt		EC 1.15.1.1 (superoxide dismutase) inhibitor;
EC 1.9.3.1 (cytochrome c oxidase) inhibitor;
neurotoxin
2-cyanophenol
2-cyanophenol: structure in first source		2.0810benzenes;
nitrile
2-propylphenol
2-propylphenol : A member of the class of phenols that is phenol which is substituted by a propyl group at position 2.		2.0810phenolsflavouring agent;
plant metabolite
4-propylphenol
4-propylphenol: structure given in first source		1.9910alkylbenzene
2-phenylpropanol
2-phenylpropanol-1: RN given refers to cpd without isomeric designation		2.0810benzenes
antimycin a
[no description available]		2.0510benzamides;
formamides;
macrodiolide;
phenols		antifungal agent;
mitochondrial respiratory-chain inhibitor;
piscicide
n-isopropylacrylamide
N-isopropylacrylamide: can polymerize with glycidyl acrylate to form reactive water-soluble polymer that can react with the amino groups of enzymes-proteins or other ligands		7.610
palladium
Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.		2.1310metal allergen;
nickel group element atom;
platinum group metal atom
salicylhydroxamic acid
[no description available]		2.0510hydroxamic acid;
phenols		antibacterial drug;
EC 1.11.2.2 (myeloperoxidase) inhibitor;
EC 3.5.1.5 (urease) inhibitor;
trypanocidal drug
1,2-benzisoxazole
1,2-benzisoxazole: structure in first source. 1,2-benzoxazole : A benzoxazole in which the benzene ring is fused to a 1,2-oxazole ring across positions 4 and 5.. benzisoxazole : Compounds based on a fused 1,2-oxazole and benzene bicyclic ring skeleton.		2.08101,2-benzoxazoles;
mancude organic heterobicyclic parent
4-chloro-3-ethylphenol
[no description available]		2.0810
isoeugenol
trans-isoeugenol : The trans-stereoisomer of isoeugenol.		1.9910isoeugenolplant metabolite
coniferyl alcohol
coniferyl alcohol: structure. coniferol : A phenylpropanoid that is one of the main monolignols, produced by the reduction of the carboxy functional group in cinnamic acid and the addition of a hydroxy and a methoxy substituent to the aromatic ring.		2.0210guaiacols;
phenylpropanoid		animal metabolite;
monolignol;
mouse metabolite;
pheromone;
plant metabolite;
volatile oil component
2-ethynylaniline
2-ethynylaniline: structure in first source		2.0810
ConditionIndicatedRelationship StrengthStudiesTrials