Compounds > 4-acetylanisole
Page last updated: 2024-12-05

4-acetylanisole

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

Description

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

4-methoxyacetophenone : A member of the class of acetophenones that is acetophenone substituted by a methoxy group at position 4. [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 CID7476
CHEMBL ID401912
CHEBI ID86567
SCHEMBL ID41285
SCHEMBL ID12015229
MeSH IDM0133543

Synonyms (98)

Synonym
BB 0258870
1-(4-methoxyphenyl)-ethanone
acetophenone, 4'-methoxy-
acetanisole
nsc5601
novatone
p-methoxyphenyl methyl ketone
methyl p-methoxyphenyl ketone
p-acetylanisole
linarodin
p-methoxyacetophenone
4-acetylanisole
vananote
nsc-5601
4-methoxyphenyl methyl ketone
100-06-1
ethanone, 1-(4-methoxyphenyl)-
wln: 1vr do1
4'-methoxyacetophenone
methyl 4-methoxyphenyl ketone
ai3-00227
4-methoxyacetofenon [czech]
anisyl, p-, methyl ketone
4-methoxyacetophenone
fema no. 2005
einecs 202-815-9
nsc 209523
AB-131/40174083
nsc-209523
nsc209523
1-(4-methoxyphenyl)ethanone
inchi=1/c9h10o2/c1-7(10)8-3-5-9(11-2)6-4-8/h3-6h,1-2h
acetanisole, >=98%, fcc, fg
4'-methoxyacetophenone, 99%
STK498196
AC-10916
chebi:86567 ,
CHEMBL401912 ,
BMSE010024
M0105
4-acetoanisole
AKOS000119536
NCGC00188270-02
NCGC00188270-01
0irh2br587 ,
unii-0irh2br587
hsdb 8319
4-methoxyacetofenon
ec 202-815-9
dtxsid2044347 ,
tox21_300687
NCGC00254595-01
dtxcid0024347
cas-100-06-1
bdbm50376209
1-(4-methoxyphenyl)ethan-1-one
fema 2005
FT-0618906
PS-3395
1-[4-(methyloxy)phenyl]ethanone
p-methoxy acetophenone
p -methoxyacetophenone
4-methoxy acetophenone
4'-methoxy-acetophenone
p-methoxyactophenone
paramethoxyacetophenone
1-(4-methoxyphenyl) ethanone
1-(4-methoxy-phenyl)ethanone
1-(4-methoxy-phenyl)-ethanone
SCHEMBL41285
acetanisole [fcc]
4-methoxy-acetophenone
acetylanisole
acetanisole [fhfi]
p-metoxyacetophenone
1-(4-methoxyphenyl)ethanone #
acetophenone, p-methoxy-
para-methoxyacetophenone
SCHEMBL12015229
STR00157
W-108978
mfcd00008745
F0001-0007
Z53832960
4'-methoxyacetophenone, purum, >=99.0% (gc)
4'-methoxyacetophenone, analytical standard
D71251
4-methoxyphenylacetone; mebeverine hydrochloride imp. a (pharmeuropa)
p-methoxy-acetophenone
CS-0008322
Q229995
1804943-43-8
AMY21966
4-methoxyacetophenone (d3)
EN300-16104
1-(4-methoxyphenyl)ethanone-ocd3
4-acetylanisole 4'-methoxyacetophenone 1-(4-methoxyphenyl)ethanone acetanisole novatone 4-acetylanisole linarodin vananote acetophenone, 4'-methoxy- ethanone, 1-(4-methoxyphenyl)- p-methoxyacetophenone
O9F ,
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
monomethoxybenzeneCompounds containing a benzene skeleton substituted with one methoxy group.
acetophenonesA class or aromatic ketone consisting of acetophenone, PhC(=O)CH3, and its substituted derivatives.
[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 (4)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
retinoid X nuclear receptor alphaHomo sapiens (human)Potency22.54850.000817.505159.3239AID1159527; AID1159531
estrogen nuclear receptor alphaHomo sapiens (human)Potency46.59000.000229.305416,493.5996AID743078; AID743079
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyphenol oxidase 2Agaricus bisporusIC50 (µMol)2,000.00000.03403.987110.0000AID327624
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

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

Bioassays (28)

Assay IDTitleYearJournalArticle
AID1101831Phytotoxicity against Physalis ixocarpa assessed as inhibition of root development during seeding stage after 120 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101839Phytotoxicity against Lactuca sativa (lettuce) assessed as inhibition of seed germination after 48 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101813Phytotoxicity against Physalis ixocarpa assessed as inhibition of seed respiration during germination after 72 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101834Phytotoxicity against Lactuca sativa (lettuce) assessed as inhibition of shoot development during seeding stage after 120 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101806Inhibition of H+ uptake in Spinacia oleracea (spinach) chloroplasts2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101832Phytotoxicity against Physalis ixocarpa assessed as inhibition of shoot development during seeding stage after 120 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID323691Activity of rat liver 3-alpha-HSD assessed as formation of corresponding (S)-alcohol products2008Bioorganic & medicinal chemistry, Feb-01, Volume: 16, Issue:3
Electronic effects of para-substitution on acetophenones in the reaction of rat liver 3alpha-hydroxysteroid dehydrogenase.
AID1101817Phytotoxicity against Lolium multiflorum (Italian ryegrass) assessed as inhibition of seed respiration during germination after 72 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101814Phytotoxicity against Lactuca sativa (lettuce) assessed as inhibition of seed respiration during germination after 72 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101833Phytotoxicity against Lactuca sativa (lettuce) assessed as inhibition of root development during seeding stage after 120 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID327626Inhibition of mushroom tyrosinase at 2 mM2008Bioorganic & medicinal chemistry, Feb-01, Volume: 16, Issue:3
1-(1-Arylethylidene)thiosemicarbazide derivatives: a new class of tyrosinase inhibitors.
AID1101829Phytotoxicity against Trifolium pratense (red clover) assessed as inhibition of root development during seeding stage after 120 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101830Phytotoxicity against Trifolium pratense (red clover) assessed as inhibition of shoot development during seeding stage after 120 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101838Phytotoxicity against Physalis ixocarpa assessed as inhibition of seed germination after 48 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101837Phytotoxicity against Trifolium pratense (red clover) assessed as inhibition of seed germination after 48 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101805Inhibition of ATP synthesis in Spinacia oleracea (spinach) chloroplasts2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID323693Activity of rat liver 3-alpha-HSD assessed as formation of corresponding (S)-alcohol products per mg of protein2008Bioorganic & medicinal chemistry, Feb-01, Volume: 16, Issue:3
Electronic effects of para-substitution on acetophenones in the reaction of rat liver 3alpha-hydroxysteroid dehydrogenase.
AID323692Ratio of Vmax to Km for rat liver 3-alpha-HSD for formation of corresponding (S)-alcohol products2008Bioorganic & medicinal chemistry, Feb-01, Volume: 16, Issue:3
Electronic effects of para-substitution on acetophenones in the reaction of rat liver 3alpha-hydroxysteroid dehydrogenase.
AID1101840Phytotoxicity against Lolium multiflorum (Italian ryegrass) assessed as inhibition of seed germination after 48 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101835Phytotoxicity against Lolium multiflorum (Italian ryegrass) assessed as inhibition of root development during seeding stage after 120 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101803Antioxidant activity assessed as DPPH free radical scavenging activity after 30 min by TLC autographic assay2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101807Inhibition of mitochondrial respiration in Phaseolus vulgaris root mitochondria assessed as reduction of oxygen uptake2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID327624Inhibition of mushroom tyrosinase2008Bioorganic & medicinal chemistry, Feb-01, Volume: 16, Issue:3
1-(1-Arylethylidene)thiosemicarbazide derivatives: a new class of tyrosinase inhibitors.
AID1101836Phytotoxicity against Lolium multiflorum (Italian ryegrass) assessed as inhibition of shoot development during seeding stage after 120 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1101811Phytotoxicity against Trifolium pratense (red clover) assessed as inhibition of seed respiration during germination after 72 hr2002Journal of agricultural and food chemistry, Apr-10, Volume: 50, Issue:8
Plant growth inhibitory activity of p-hydroxyacetophenones and tremetones from Chilean endemic Baccharis species and some analogous: a comparative study.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (9.09)18.7374
1990's0 (0.00)18.2507
2000's5 (45.45)29.6817
2010's3 (27.27)24.3611
2020's2 (18.18)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.12

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

MetricThis Compound (vs All)
Research Demand Index21.12 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.31 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.12)

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%
Other11 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
hydrogen sulfide
Hydrogen Sulfide: A flammable, poisonous gas with a characteristic odor of rotten eggs. It is used in the manufacture of chemicals, in metallurgy, and as an analytical reagent. (From Merck Index, 11th ed). hydrogen sulfide : A sulfur hydride consisting of a single sulfur atom bonded to two hydrogen atoms. A highly poisonous, flammable gas with a characteristic odour of rotten eggs, it is often produced by bacterial decomposition of organic matter in the absence of oxygen.. thiol : An organosulfur compound in which a thiol group, -SH, is attached to a carbon atom of any aliphatic or aromatic moiety.		2.2110gas molecular entity;
hydracid;
mononuclear parent hydride;
sulfur hydride		Escherichia coli metabolite;
genotoxin;
metabolite;
signalling molecule;
toxin;
vasodilator agent
hydroxylamine
amino alcohol : An alcohol containing an amino functional group in addition to the alcohol-defining hydroxy group.		2.0410hydroxylaminesalgal metabolite;
bacterial xenobiotic metabolite;
EC 1.1.3.13 (alcohol oxidase) inhibitor;
EC 4.2.1.22 (cystathionine beta-synthase) inhibitor;
EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor;
nitric oxide donor;
nucleophilic reagent
anethole trithione
Anethole Trithione: Choleretic used to allay dry mouth and constipation due to tranquilizers.		2.2110methoxybenzenes
kojic acid
[no description available]		2.04104-pyranones;
enol;
primary alcohol		Aspergillus metabolite;
EC 1.10.3.1 (catechol oxidase) inhibitor;
EC 1.10.3.2 (laccase) inhibitor;
EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 1.4.3.3 (D-amino-acid oxidase) inhibitor;
NF-kappaB inhibitor;
skin lightening agent
tetrahydroxy-1,4-quinone
tetrahydroxy-1,4-quinone: structure. tetrahydroxy-1,4-benzoquinone : A hydroxybenzoquinone in which all four protons of the benzoquinone structure are substituted by hydroxy groups. A systemic keratolytic, it is normally supplied as its hydrate (CHEBI:137471).		2.0110hydroxybenzoquinonekeratolytic drug
2-acetylthiophene
2-acetylthiophene: structure in first source		2.0410aromatic ketone
acetophenone
acetophenone : A methyl ketone that is acetone in which one of the methyl groups has been replaced by a phenyl group.		2.7230acetophenonesanimal metabolite;
photosensitizing agent;
xenobiotic
4-bromoacetophenone
[no description available]		2.4320
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'.		2.4320monohydroxyacetophenonefungal metabolite;
mouse metabolite;
plant metabolite
4-nitroacetophenone
4-nitroacetophenone : A member of the class of acetophenones that is acetophenone substituted at the para-position by a nitro group.		2.0410acetophenones;
C-nitro compound
thiophenes
Thiophenes: A monocyclic heteroarene furan in which the oxygen atom is replaced by a sulfur.. thiophenes : Compounds containing at least one thiophene ring.		2.0410mancude organic heteromonocyclic parent;
monocyclic heteroarene;
thiophenes;
volatile organic compound		non-polar solvent
tropolone
Tropolone: A seven-membered aromatic ring compound. It is structurally related to a number of naturally occurring antifungal compounds (ANTIFUNGAL AGENTS).. tropolone : A cyclic ketone that is cyclohepta-2,4,6-trien-1-one substituted by a hydroxy group at position 2. It is a toxin produced by the agricultural pathogen Burkholderia plantarii.		2.0410alpha-hydroxy ketone;
cyclic ketone;
enol		bacterial metabolite;
fungicide;
toxin
1-benzylimidazole
1-benzylimidazole: inhibits human thromboxane synthetase		2.2110
picein
picein: RN given refers to (beta-D)-isomer		2.0110glycoside
arbutin
hydroquinone O-beta-D-glucopyranoside : A monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage.		2.0410beta-D-glucoside;
monosaccharide derivative		Escherichia coli metabolite;
plant metabolite
sesquiterpenes
[no description available]		2.0510
4-methoxycinnamic acid
[no description available]		2.0410cinnamic acids
thiosemicarbazide
thiosemicarbazide: glutamate decarboxylase antagonist; structure given in first source. hydrazinecarbothioamide : A member of the class of thioureas that is thiourea in which a hydrogen of one of the amino groups is replaced by an amino group.		2.0410hydrazines;
thiocarboxamide;
thioureas
nadp
[no description available]		2.2110
ConditionIndicatedRelationship StrengthStudiesTrials