Page last updated: 2024-12-08

4-methoxyhonokiol

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

Description

4-methoxyhonokiol: an NSAID isolated from Magnolia obovata; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
MagnoliagenusA plant genus of the family MAGNOLIACEAE. The germacranolide sesquiterpene lactones costunolide, parthenolide, and costunolide diepoxide have been isolated from the leaves. Bark contains honokiol and magnolol. Parts are an ingredient of Banxia Houpo Tang.[MeSH]MagnoliaceaeA plant family of the order Magnoliales, subclass Magnoliidae, class Magnoliopsida. They are trees and shrubs having an elongated conelike floral axis with fragrant flowers that have six tepals (sepals and petals that are not distinctly different) and many spirally arranged stamens.[MeSH]

Cross-References

ID SourceID
PubMed CID155160
CHEMBL ID89700
SCHEMBL ID12391677
MeSH IDM0524344

Synonyms (38)

Synonym
CHEMBL89700 ,
4-methoxyhonokiol
4'-o-methylhonokiol
methylhonokiol
4-o-methylhonokiol
nsc293101
68592-15-4
honokiol mono-methyl ether
nsc-293101
2-(4-methoxy-3-prop-2-enylphenyl)-4-prop-2-enylphenol
magreth-14a
5,3''-diallyl-4''-methoxy-biphenyl-2-ol
4'-o-methylhonokiol, mh
bdbm50295926
unii-tuh6b83hjw
(1,1'-biphenyl)-2-ol, 4'-methoxy-3',5-di-2-propenyl-
nsc 293101
tuh6b83hjw ,
4'-methoxy-3',5-di-2-propenyl-(1,1'-biphenyl)-2-ol
4-allyl-2-(3-allyl-4-methoxy-phenyl)phenol
DTXSID50218693
SCHEMBL12391677
AC-34332
4-o-methyl honokiol
AKOS028111321
Q4637186
[1,1'-biphenyl]-2-ol, 4'-methoxy-3',5-di-2-propenyl-
3,5'-diallyl-2'-hydroxy-4-methoxybiphenyl
CS-0035406
HY-U00450
AMY20701
MS-23982
4'-methoxy-3',5-bis(prop-2-en-1-yl)-[1,1'-biphenyl]-2-ol
F87297
131845-16-4
4'-methoxy-3',5-di-2-propen-1-yl[1,1'-biphenyl]-2-ol
[1,1'-biphenyl]-2-ol, 4'-methoxy-3',5-di-2-propen-1-yl-
2-(4-methoxy-3-prop-2-enyl-phenyl)-4-prop-2-enyl-phenol

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" 4-O-Methylhonokiol was rapidly metabolized and converted at least in part to honokiol in a concentration-dependent manner by cytochrome P450 in rat liver microsomes, predicting a high systemic clearance consistent with the pharmacokinetic results."( Pharmacokinetics and metabolism of 4-O-methylhonokiol in rats.
Han, SB; Hong, JT; Jung, JK; Kang, JS; Kim, HM; Kim, YH; Lee, K; Oh, SJ; Park, SK; Ryu, JK; Seo, SY; Yu, HE, 2014
)
0.4

Bioavailability

ExcerptReferenceRelevance
" In this study, the bioavailability of 4-O-methylhonokiol isolated from Magnolia officinalis was first demonstrated in the mouse embryos exposed to nicotine using a whole embryo culture system."( 4-O-methylhonokiol inhibits serious embryo anomalies caused by nicotine via modulations of oxidative stress, apoptosis, and inflammation.
Baek, IJ; Hong, JT; Jeong, J; Lee, BJ; Lee, JK; Lin, C; Nam, SY; Yon, JM; Yun, YW, 2014
)
0.4
" In this study, the exact modulation of MH on CB2 receptor activity was elucidated and its endocannabinoid substrate-specific inhibition (SSI) of cyclooxygenase-2 (COX-2) and CNS bioavailability are described for the first time."( 4'-O-methylhonokiol increases levels of 2-arachidonoyl glycerol in mouse brain via selective inhibition of its COX-2-mediated oxygenation.
Charles, RP; Chicca, A; Gachet, MS; Gertsch, J; Petrucci, V; Schuehly, W, 2015
)
0.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (8)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)IC50 (µMol)1.50000.00011.68479.3200AID427632
Cannabinoid receptor 1Homo sapiens (human)Ki0.84300.00010.50779.6000AID1799559
Cannabinoid receptor 2 Homo sapiens (human)Ki0.68320.00000.415610.0000AID1799559; AID731349
Prostaglandin G/H synthase 2Ovis aries (sheep)IC50 (µMol)0.06000.00101.453910.0000AID427630
G-protein coupled bile acid receptor 1Homo sapiens (human)Ki0.04400.00141.59915.6100AID731349
[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)
Cytochrome P450 3A4Homo sapiens (human)EC50 (µMol)27.20000.00010.23283.2000AID611249
Gamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)EC50 (µMol)27.20000.00112.000910.0000AID611249
Gamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)EC50 (µMol)27.20000.00141.776810.0000AID611249
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (102)

Processvia Protein(s)Taxonomy
lipid hydroxylationCytochrome P450 3A4Homo sapiens (human)
lipid metabolic processCytochrome P450 3A4Homo sapiens (human)
steroid catabolic processCytochrome P450 3A4Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 3A4Homo sapiens (human)
steroid metabolic processCytochrome P450 3A4Homo sapiens (human)
cholesterol metabolic processCytochrome P450 3A4Homo sapiens (human)
androgen metabolic processCytochrome P450 3A4Homo sapiens (human)
estrogen metabolic processCytochrome P450 3A4Homo sapiens (human)
alkaloid catabolic processCytochrome P450 3A4Homo sapiens (human)
monoterpenoid metabolic processCytochrome P450 3A4Homo sapiens (human)
calcitriol biosynthetic process from calciolCytochrome P450 3A4Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 3A4Homo sapiens (human)
vitamin D metabolic processCytochrome P450 3A4Homo sapiens (human)
vitamin D catabolic processCytochrome P450 3A4Homo sapiens (human)
retinol metabolic processCytochrome P450 3A4Homo sapiens (human)
retinoic acid metabolic processCytochrome P450 3A4Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 3A4Homo sapiens (human)
aflatoxin metabolic processCytochrome P450 3A4Homo sapiens (human)
oxidative demethylationCytochrome P450 3A4Homo sapiens (human)
negative regulation of endothelial cell proliferationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukocyte chemotaxis involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukocyte migration involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene production involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene metabolic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
humoral immune responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of angiogenesisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipoxygenase pathwayPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
positive regulation of bone mineralizationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
dendritic cell migrationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
glucose homeostasisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
long-chain fatty acid biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of fat cell differentiationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of insulin secretionPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of vascular wound healingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of wound healingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of inflammatory response to woundingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of cytokine production involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of cellular response to oxidative stressPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene A4 biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of reactive oxygen species biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of response to endoplasmic reticulum stressPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of sprouting angiogenesisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
positive regulation of leukocyte adhesion to arterial endothelial cellPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipoxin biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonic acid metabolic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipid oxidationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
gamma-aminobutyric acid signaling pathwayGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
synaptic transmission, GABAergicGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
chloride transmembrane transportGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
inhibitory synapse assemblyGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
regulation of postsynaptic membrane potentialGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
positive regulation of acute inflammatory response to antigenic stimulusCannabinoid receptor 1Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerCannabinoid receptor 1Homo sapiens (human)
adenylate cyclase-modulating G protein-coupled receptor signaling pathwayCannabinoid receptor 1Homo sapiens (human)
spermatogenesisCannabinoid receptor 1Homo sapiens (human)
axonal fasciculationCannabinoid receptor 1Homo sapiens (human)
response to nutrientCannabinoid receptor 1Homo sapiens (human)
memoryCannabinoid receptor 1Homo sapiens (human)
positive regulation of neuron projection developmentCannabinoid receptor 1Homo sapiens (human)
negative regulation of serotonin secretionCannabinoid receptor 1Homo sapiens (human)
positive regulation of fever generationCannabinoid receptor 1Homo sapiens (human)
negative regulation of fatty acid beta-oxidationCannabinoid receptor 1Homo sapiens (human)
regulation of synaptic transmission, GABAergicCannabinoid receptor 1Homo sapiens (human)
response to lipopolysaccharideCannabinoid receptor 1Homo sapiens (human)
negative regulation of mast cell activationCannabinoid receptor 1Homo sapiens (human)
negative regulation of dopamine secretionCannabinoid receptor 1Homo sapiens (human)
response to nicotineCannabinoid receptor 1Homo sapiens (human)
cannabinoid signaling pathwayCannabinoid receptor 1Homo sapiens (human)
response to cocaineCannabinoid receptor 1Homo sapiens (human)
glucose homeostasisCannabinoid receptor 1Homo sapiens (human)
positive regulation of apoptotic processCannabinoid receptor 1Homo sapiens (human)
response to ethanolCannabinoid receptor 1Homo sapiens (human)
negative regulation of action potentialCannabinoid receptor 1Homo sapiens (human)
negative regulation of blood pressureCannabinoid receptor 1Homo sapiens (human)
positive regulation of blood pressureCannabinoid receptor 1Homo sapiens (human)
regulation of insulin secretionCannabinoid receptor 1Homo sapiens (human)
regulation of synaptic transmission, glutamatergicCannabinoid receptor 1Homo sapiens (human)
maternal process involved in female pregnancyCannabinoid receptor 1Homo sapiens (human)
regulation of feeding behaviorCannabinoid receptor 1Homo sapiens (human)
regulation of penile erectionCannabinoid receptor 1Homo sapiens (human)
retrograde trans-synaptic signaling by endocannabinoidCannabinoid receptor 1Homo sapiens (human)
regulation of presynaptic cytosolic calcium ion concentrationCannabinoid receptor 1Homo sapiens (human)
trans-synaptic signaling by endocannabinoid, modulating synaptic transmissionCannabinoid receptor 1Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayCannabinoid receptor 1Homo sapiens (human)
regulation of metabolic processCannabinoid receptor 1Homo sapiens (human)
response to amphetamineCannabinoid receptor 2 Homo sapiens (human)
inflammatory responseCannabinoid receptor 2 Homo sapiens (human)
immune responseCannabinoid receptor 2 Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerCannabinoid receptor 2 Homo sapiens (human)
leukocyte chemotaxisCannabinoid receptor 2 Homo sapiens (human)
negative regulation of synaptic transmission, GABAergicCannabinoid receptor 2 Homo sapiens (human)
response to lipopolysaccharideCannabinoid receptor 2 Homo sapiens (human)
negative regulation of mast cell activationCannabinoid receptor 2 Homo sapiens (human)
cannabinoid signaling pathwayCannabinoid receptor 2 Homo sapiens (human)
negative regulation of action potentialCannabinoid receptor 2 Homo sapiens (human)
regulation of metabolic processCannabinoid receptor 2 Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayCannabinoid receptor 2 Homo sapiens (human)
gamma-aminobutyric acid signaling pathwayGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
chemical synaptic transmissionGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
synaptic transmission, GABAergicGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
regulation of postsynaptic membrane potentialGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
inner ear receptor cell developmentGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
innervationGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
cellular response to histamineGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
cochlea developmentGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
chloride transmembrane transportGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
inhibitory synapse assemblyGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
regulation of membrane potentialGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
cell surface bile acid receptor signaling pathwayG-protein coupled bile acid receptor 1Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeG-protein coupled bile acid receptor 1Homo sapiens (human)
cellular response to bile acidG-protein coupled bile acid receptor 1Homo sapiens (human)
positive regulation of cholangiocyte proliferationG-protein coupled bile acid receptor 1Homo sapiens (human)
regulation of bicellular tight junction assemblyG-protein coupled bile acid receptor 1Homo sapiens (human)
G protein-coupled receptor signaling pathwayG-protein coupled bile acid receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (39)

Processvia Protein(s)Taxonomy
monooxygenase activityCytochrome P450 3A4Homo sapiens (human)
steroid bindingCytochrome P450 3A4Homo sapiens (human)
iron ion bindingCytochrome P450 3A4Homo sapiens (human)
protein bindingCytochrome P450 3A4Homo sapiens (human)
steroid hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
retinoic acid 4-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
oxidoreductase activityCytochrome P450 3A4Homo sapiens (human)
oxygen bindingCytochrome P450 3A4Homo sapiens (human)
enzyme bindingCytochrome P450 3A4Homo sapiens (human)
heme bindingCytochrome P450 3A4Homo sapiens (human)
vitamin D3 25-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
caffeine oxidase activityCytochrome P450 3A4Homo sapiens (human)
quinine 3-monooxygenase activityCytochrome P450 3A4Homo sapiens (human)
testosterone 6-beta-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
1-alpha,25-dihydroxyvitamin D3 23-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
anandamide 8,9 epoxidase activityCytochrome P450 3A4Homo sapiens (human)
anandamide 11,12 epoxidase activityCytochrome P450 3A4Homo sapiens (human)
anandamide 14,15 epoxidase activityCytochrome P450 3A4Homo sapiens (human)
aromatase activityCytochrome P450 3A4Homo sapiens (human)
vitamin D 24-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
estrogen 16-alpha-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
estrogen 2-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
1,8-cineole 2-exo-monooxygenase activityCytochrome P450 3A4Homo sapiens (human)
arachidonate 5-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonate 12(S)-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
iron ion bindingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
protein bindingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
hydrolase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonate 8(S)-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
GABA receptor activityGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
GABA-gated chloride ion channel activityGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
GABA-A receptor activityGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
GABA-gated chloride ion channel activityGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
transmitter-gated monoatomic ion channel activity involved in regulation of postsynaptic membrane potentialGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
chloride channel activityGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
benzodiazepine receptor activityGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
GABA-A receptor activityGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
cannabinoid receptor activityCannabinoid receptor 1Homo sapiens (human)
protein bindingCannabinoid receptor 1Homo sapiens (human)
identical protein bindingCannabinoid receptor 1Homo sapiens (human)
G protein-coupled receptor activityCannabinoid receptor 1Homo sapiens (human)
protein bindingCannabinoid receptor 2 Homo sapiens (human)
cannabinoid receptor activityCannabinoid receptor 2 Homo sapiens (human)
GABA receptor activityGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
GABA-gated chloride ion channel activityGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
GABA-A receptor activityGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
chloride channel activityGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
transmitter-gated monoatomic ion channel activity involved in regulation of postsynaptic membrane potentialGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
neurotransmitter receptor activityGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
chloride channel activityGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
protein bindingG-protein coupled bile acid receptor 1Homo sapiens (human)
bile acid receptor activityG-protein coupled bile acid receptor 1Homo sapiens (human)
G protein-coupled bile acid receptor activityG-protein coupled bile acid receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (38)

Processvia Protein(s)Taxonomy
cytoplasmCytochrome P450 3A4Homo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 3A4Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 3A4Homo sapiens (human)
extracellular regionPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
extracellular spacePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelopePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelope lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nucleoplasmPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
cytosolPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear matrixPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear membranePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
secretory granule lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
perinuclear region of cytoplasmPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
ficolin-1-rich granule lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelopePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
cytoplasmic vesicle membraneGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
GABA-ergic synapseGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
postsynaptic specialization membraneGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
GABA-A receptor complexGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
chloride channel complexGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
GABA receptor complexGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
dendrite membraneGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
postsynapseGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
synapseGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
neuron projectionGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
transmembrane transporter complexGamma-aminobutyric acid receptor subunit alpha-1Homo sapiens (human)
mitochondrial outer membraneCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 1Homo sapiens (human)
actin cytoskeletonCannabinoid receptor 1Homo sapiens (human)
growth coneCannabinoid receptor 1Homo sapiens (human)
presynaptic membraneCannabinoid receptor 1Homo sapiens (human)
membrane raftCannabinoid receptor 1Homo sapiens (human)
glutamatergic synapseCannabinoid receptor 1Homo sapiens (human)
GABA-ergic synapseCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 1Homo sapiens (human)
cytoplasmCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 2 Homo sapiens (human)
dendriteCannabinoid receptor 2 Homo sapiens (human)
extrinsic component of cytoplasmic side of plasma membraneCannabinoid receptor 2 Homo sapiens (human)
perikaryonCannabinoid receptor 2 Homo sapiens (human)
endoplasmic reticulumCannabinoid receptor 2 Homo sapiens (human)
plasma membraneCannabinoid receptor 2 Homo sapiens (human)
cytoplasmCannabinoid receptor 2 Homo sapiens (human)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
cytoplasmic vesicle membraneGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
extracellular exosomeGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
GABA-ergic synapseGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
postsynaptic specialization membraneGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
GABA-A receptor complexGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
chloride channel complexGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
synapseGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
neuron projectionGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
transmembrane transporter complexGamma-aminobutyric acid receptor subunit beta-2Homo sapiens (human)
cytoplasmG-protein coupled bile acid receptor 1Homo sapiens (human)
plasma membraneG-protein coupled bile acid receptor 1Homo sapiens (human)
receptor complexG-protein coupled bile acid receptor 1Homo sapiens (human)
plasma membraneG-protein coupled bile acid receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (57)

Assay IDTitleYearJournalArticle
AID657686Cytotoxicity against human A549 cells by MTS assay2012Bioorganic & medicinal chemistry, May-15, Volume: 20, Issue:10
In vitro growth inhibition of human cancer cells by novel honokiol analogs.
AID620361Antimigratory activity against human HUVEC cells assessed as migration rate at 40 uM after 24 hrs by wound-healing assay relative to control2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.
AID196553Neurite length after administration (1 uM) in rat cortical neurons2004Bioorganic & medicinal chemistry letters, May-17, Volume: 14, Issue:10
Efficient synthesis and structure-activity relationship of honokiol, a neurotrophic biphenyl-type neolignan.
AID1681589Antiproliferative activity against human HT29 cells assessed as reduction in cell viability after 48 hrs by MTT assay2020Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20
Anticancer Effects of Honokiol via Mitochondrial Dysfunction Are Strongly Enhanced by the Mitochondria-Targeting Carrier Berberine.
AID620366Antiangiogenic activity in fli-1:enhanced GFP expressing transgenic zebrafish embryo assessed as inhibition of neovacularisation at 10 uM after 24 hrs relative to control2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.
AID657663Cytotoxicity against human UACC-903 cells after 72 hrs by MTS assay2012Bioorganic & medicinal chemistry, May-15, Volume: 20, Issue:10
In vitro growth inhibition of human cancer cells by novel honokiol analogs.
AID620208Antiangiogenic activity in fli-1:enhanced GFP expressing transgenic zebrafish embryo assessed as inhibition of neovacularisation at 40 uM after 24 hrs relative to control2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.
AID657664Cytotoxicity against human A549 cells after 24 hrs by MTS assay2012Bioorganic & medicinal chemistry, May-15, Volume: 20, Issue:10
In vitro growth inhibition of human cancer cells by novel honokiol analogs.
AID427630Inhibition of COX2 in sheep placental vesicle by enzyme immunoassay2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Design and synthesis of ten biphenyl-neolignan derivatives and their in vitro inhibitory potency against cyclooxygenase-1/2 activity and 5-lipoxygenase-mediated LTB4-formation.
AID611429Modulation of GABA Aalpha1beta2 receptor expressed in Xenopus laevis oocytes assessed as potentiation of GABA-induced chloride current at holding potential -70 mV at 30 uM by two-microelectrode voltage clamp technique relative to GABA2011Journal of medicinal chemistry, Aug-11, Volume: 54, Issue:15
Modulation of GABAA-receptors by honokiol and derivatives: subtype selectivity and structure-activity relationship.
AID427628Inhibition of COX2 in sheep placental vesicle at 8 uM by enzyme immunoassay2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Design and synthesis of ten biphenyl-neolignan derivatives and their in vitro inhibitory potency against cyclooxygenase-1/2 activity and 5-lipoxygenase-mediated LTB4-formation.
AID611251Octanol-water partition coefficient, log P of the compound2011Journal of medicinal chemistry, Aug-11, Volume: 54, Issue:15
Modulation of GABAA-receptors by honokiol and derivatives: subtype selectivity and structure-activity relationship.
AID611340Modulation of GABA Aalpha1beta2 receptor expressed in Xenopus laevis oocytes assessed as potentiation of GABA-induced chloride current at holding potential -70 mV by two-microelectrode voltage clamp technique relative to GABA2011Journal of medicinal chemistry, Aug-11, Volume: 54, Issue:15
Modulation of GABAA-receptors by honokiol and derivatives: subtype selectivity and structure-activity relationship.
AID731349Displacement of [3H]CP55,940 from recombinant human CB2 receptor expressed in CHO cells after 2 hrs by liquid scintillation counting2013ACS medicinal chemistry letters, Jan-10, Volume: 4, Issue:1
Magnolia Extract, Magnolol, and Metabolites: Activation of Cannabinoid CB2 Receptors and Blockade of the Related GPR55.
AID427632Inhibition of 5LOX-mediated LTB4 formation in stimulated human polymorphonuclear leukocytes2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Design and synthesis of ten biphenyl-neolignan derivatives and their in vitro inhibitory potency against cyclooxygenase-1/2 activity and 5-lipoxygenase-mediated LTB4-formation.
AID620211Antiproliferative activity against human HepG2 cells after 24 hrs by MTT assay2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.
AID620209Antiproliferative activity against human HUVEC cells after 24 hrs by MTT assay2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.
AID620210Antiproliferative activity against human A549 cells after 24 hrs by MTT assay2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.
AID620365Antiangiogenic activity in fli-1:enhanced GFP expressing transgenic zebrafish embryo assessed as inhibition of neovacularisation at 5 uM after 24 hrs relative to control2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.
AID657494Inhibition of LPS-induced COX2-mediated PGF1 production in mouse RAW264.7 cells at 100 nM after 24 hrs by EIA2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Design and synthesis of 4-O-methylhonokiol analogs as inhibitors of cyclooxygenase-2 (COX-2) and PGF₁ production.
AID1681588Antiproliferative activity against human HepG2 cells assessed as reduction in cell viability after 48 hrs by MTT assay2020Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20
Anticancer Effects of Honokiol via Mitochondrial Dysfunction Are Strongly Enhanced by the Mitochondria-Targeting Carrier Berberine.
AID1279207Antiinflammatory activity in human neutrophils assessed as inhibition of FMLP/CB-induced elastase release using MeO-Suc-Ala-Ala-Pro-Val-p-nitroanilide as substrate incubated for 5 mins by spectrophotometric analysis2016Bioorganic & medicinal chemistry, Apr-01, Volume: 24, Issue:7
Anti-inflammatory neolignans from the roots of Magnolia officinalis.
AID311630Cytotoxicity against human HeLa cells by MTT assay2007Journal of natural products, Oct, Volume: 70, Issue:10
Cytotoxic lignans from the stem bark of Magnolia officinalis.
AID427629Inhibition of COX1 in ram seminal vesicle by enzyme immunoassay2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Design and synthesis of ten biphenyl-neolignan derivatives and their in vitro inhibitory potency against cyclooxygenase-1/2 activity and 5-lipoxygenase-mediated LTB4-formation.
AID657493Inhibition of recombinant human COX2 using arachidonic acid as substrate at 100 nM preincubated for 10 mins prior substrate addition measured after 2 mins by EIA2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Design and synthesis of 4-O-methylhonokiol analogs as inhibitors of cyclooxygenase-2 (COX-2) and PGF₁ production.
AID1681591Antiproliferative activity against human PC-3 cells assessed as reduction in cell viability after 48 hrs by MTT assay2020Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20
Anticancer Effects of Honokiol via Mitochondrial Dysfunction Are Strongly Enhanced by the Mitochondria-Targeting Carrier Berberine.
AID1279204Antiinflammatory activity in human neutrophils assessed as inhibition of FMLP/CB-induced superoxide anion generation by measuring superoxide dismutase-inhibitable reduction of ferricytochrome c by spectrophotometric analysis2016Bioorganic & medicinal chemistry, Apr-01, Volume: 24, Issue:7
Anti-inflammatory neolignans from the roots of Magnolia officinalis.
AID657667Cytotoxicity against human HT-29 cells after 72 hrs by MTS assay2012Bioorganic & medicinal chemistry, May-15, Volume: 20, Issue:10
In vitro growth inhibition of human cancer cells by novel honokiol analogs.
AID657666Cytotoxicity against human HT-29 cells after 24 hrs by MTS assay2012Bioorganic & medicinal chemistry, May-15, Volume: 20, Issue:10
In vitro growth inhibition of human cancer cells by novel honokiol analogs.
AID657495Inhibition of LPS-induced NO production in mouse RAW264.7 cells after 24 hrs by Griess assay2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Design and synthesis of 4-O-methylhonokiol analogs as inhibitors of cyclooxygenase-2 (COX-2) and PGF₁ production.
AID1297972Agonist activity at human CB2 receptor expressed in CHO cell membranes after 90 mins by [35S]GTPgammaS binding assay2016European journal of medicinal chemistry, Jun-30, Volume: 116Synthesis and pharmacological evaluation of new biphenylic derivatives as CB2 receptor ligands.
AID657665Cytotoxicity against human A549 cells after 72 hrs by MTS assay2012Bioorganic & medicinal chemistry, May-15, Volume: 20, Issue:10
In vitro growth inhibition of human cancer cells by novel honokiol analogs.
AID657687Cytotoxicity against human HT-29 cells by MTS assay2012Bioorganic & medicinal chemistry, May-15, Volume: 20, Issue:10
In vitro growth inhibition of human cancer cells by novel honokiol analogs.
AID1681586Antiproliferative activity against human A549 cells assessed as reduction in cell viability after 48 hrs by MTT assay2020Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20
Anticancer Effects of Honokiol via Mitochondrial Dysfunction Are Strongly Enhanced by the Mitochondria-Targeting Carrier Berberine.
AID196552Neurite length after administration (0.1 uM) in rat cortical neurons2004Bioorganic & medicinal chemistry letters, May-17, Volume: 14, Issue:10
Efficient synthesis and structure-activity relationship of honokiol, a neurotrophic biphenyl-type neolignan.
AID657496Cytotoxicity against mouse RAW264.7 cells assessed as cell viability by propidium iodide staining based FACS-flow cytometry2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Design and synthesis of 4-O-methylhonokiol analogs as inhibitors of cyclooxygenase-2 (COX-2) and PGF₁ production.
AID620364Antiangiogenic activity against human HUVEC cells assessed as inhibition of tube formation at 20 uM after 12 hrs by matrigel-based assay2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.
AID657685Cytotoxicity against human UACC-903 cells by MTS assay2012Bioorganic & medicinal chemistry, May-15, Volume: 20, Issue:10
In vitro growth inhibition of human cancer cells by novel honokiol analogs.
AID1647066Antiproliferative activity against human CNE2Z cells assessed as growth inhibition after 72 hrs by MTT assay2020Bioorganic & medicinal chemistry letters, 01-15, Volume: 30, Issue:2
Synthesis and in vitro antitumor evaluation of honokiol derivatives.
AID311631Cytotoxicity against human A549 cells by MTT assay2007Journal of natural products, Oct, Volume: 70, Issue:10
Cytotoxic lignans from the stem bark of Magnolia officinalis.
AID1552550Partition coefficient, log P of the compound2019Bioorganic & medicinal chemistry, 08-15, Volume: 27, Issue:16
Anti-proliferative activity and structure-activity relationship of honokiol derivatives.
AID1681590Antiproliferative activity against human PANC1 cells assessed as reduction in cell viability after 48 hrs by MTT assay2020Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20
Anticancer Effects of Honokiol via Mitochondrial Dysfunction Are Strongly Enhanced by the Mitochondria-Targeting Carrier Berberine.
AID657662Cytotoxicity against human UACC-903 cells after 24 hrs by MTS assay2012Bioorganic & medicinal chemistry, May-15, Volume: 20, Issue:10
In vitro growth inhibition of human cancer cells by novel honokiol analogs.
AID611249Modulation of GABA Aalpha1beta2 receptor expressed in Xenopus laevis oocytes assessed as potentiation of GABA-induced chloride current at holding potential -70 mV by two-microelectrode voltage clamp technique2011Journal of medicinal chemistry, Aug-11, Volume: 54, Issue:15
Modulation of GABAA-receptors by honokiol and derivatives: subtype selectivity and structure-activity relationship.
AID311632Cytotoxicity against human K562 cells by MTT assay2007Journal of natural products, Oct, Volume: 70, Issue:10
Cytotoxic lignans from the stem bark of Magnolia officinalis.
AID620367Antiangiogenic activity in fli-1:enhanced GFP expressing transgenic zebrafish embryo assessed as inhibition of neovacularisation at 20 uM after 24 hrs relative to control2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.
AID620213Antimigratory activity against human HUVEC cells at 20 uM after 24 hrs by wound-healing assay2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.
AID427631Inhibition of 5LOX-mediated LTB4 formation in stimulated human polymorphonuclear leukocytes at 8 uM2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Design and synthesis of ten biphenyl-neolignan derivatives and their in vitro inhibitory potency against cyclooxygenase-1/2 activity and 5-lipoxygenase-mediated LTB4-formation.
AID620212Antiproliferative activity against mouse LL/2 cells after 24 hrs by MTT assay2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.
AID1647067Antiproliferative activity against mouse I10 cells assessed as growth inhibition after 72 hrs by MTT assay2020Bioorganic & medicinal chemistry letters, 01-15, Volume: 30, Issue:2
Synthesis and in vitro antitumor evaluation of honokiol derivatives.
AID1515003Cytotoxicity against LPS-stimulated mouse BV2 cells assessed as cell viability at 20 uM after 24 hrs by MTT assay relative to control2019Bioorganic & medicinal chemistry letters, 01-15, Volume: 29, Issue:2
Synthesis and anti-neuroinflammatory activity of N-heterocyclic analogs based on natural biphenyl-neolignan honokiol.
AID1515002Anti-inflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs by griess assay2019Bioorganic & medicinal chemistry letters, 01-15, Volume: 29, Issue:2
Synthesis and anti-neuroinflammatory activity of N-heterocyclic analogs based on natural biphenyl-neolignan honokiol.
AID1681587Antiproliferative activity against human A2780 cells assessed as reduction in cell viability after 48 hrs by MTT assay2020Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20
Anticancer Effects of Honokiol via Mitochondrial Dysfunction Are Strongly Enhanced by the Mitochondria-Targeting Carrier Berberine.
AID1647065Antiproliferative activity against human MCF7 cells assessed as growth inhibition after 72 hrs by MTT assay2020Bioorganic & medicinal chemistry letters, 01-15, Volume: 30, Issue:2
Synthesis and in vitro antitumor evaluation of honokiol derivatives.
AID1681592Antiproliferative activity against human L02 cells assessed as reduction in cell viability after 48 hrs by MTT assay2020Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20
Anticancer Effects of Honokiol via Mitochondrial Dysfunction Are Strongly Enhanced by the Mitochondria-Targeting Carrier Berberine.
AID427627Inhibition of COX1 in ram seminal vesicle at 8 uM by enzyme immunoassay2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Design and synthesis of ten biphenyl-neolignan derivatives and their in vitro inhibitory potency against cyclooxygenase-1/2 activity and 5-lipoxygenase-mediated LTB4-formation.
AID1799559Binding Assay from Article 10.1016/j.chembiol.2011.05.012: \\Mechanisms of Osteoclastogenesis Inhibition by a Novel Class of Biphenyl-Type Cannabinoid CB(2) Receptor Inverse Agonists.\\2011Chemistry & biology, Aug-26, Volume: 18, Issue:8
Mechanisms of osteoclastogenesis inhibition by a novel class of biphenyl-type cannabinoid CB(2) receptor inverse agonists.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (46)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's8 (17.39)29.6817
2010's35 (76.09)24.3611
2020's3 (6.52)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.18

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 Index11.18 (24.57)
Research Supply Index3.91 (2.92)
Research Growth Index5.09 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.18)

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%
Other49 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]