Compounds > 3-phenoxybenzylalcohol
Page last updated: 2024-12-06

3-phenoxybenzylalcohol

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

Description

(3-phenoxyphenyl)methanol : A member of the class of benzyl alcohols that is benzyl alcohol bearing a phenoxy substituent at C-3. It is a metbaolite of the insecticide permethrin. [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 CID26295
CHEMBL ID1869836
CHEBI ID62527
SCHEMBL ID358425
MeSH IDM0178401

Synonyms (65)

Synonym
3-phenoxybenzyl alcohol
3-phenoxybenzylalcohol
brn 0475312
einecs 237-525-1
benzyl alcohol, m-phenoxy-
3-(hydroxymethyl)diphenyl ether
3-phenoxybenzylic alcohol
3-phenoxybenzenemethanol
m-phenoxybenzyl alcohol
benzenemethanol, 3-phenoxy-
3-phenoxybenzyl alcohol, 98%
NCGC00164079-01
13826-35-2
(3-phenoxyphenyl)methanol
DALC2-H_000047
AC-10911
AKOS000249474
inchi=1/c13h12o2/c14-10-11-5-4-8-13(9-11)15-12-6-2-1-3-7-12/h1-9,14h,10h2
[3-(phenoxy)phenyl]methanol
kganaerdzbaeck-uhfffaoysa-
P0979
A807364
3-phenoxylbenzyl alcohol
NCGC00164079-02
3-06-00-04545 (beilstein handbook reference)
04964j25dq ,
unii-04964j25dq
C19800
dtxsid7027756 ,
tox21_303571
dtxcid007756
NCGC00257439-01
cas-13826-35-2
NCGC00259024-01
tox21_201473
(3-phenoxy-phenyl)-methanol
3-pboh
1-hydroxymethyl-3-phenoxybenzene
CHEBI:62527 ,
FT-0616314
PS-4045
0oo ,
4EH7
3-phenoxy-benzyl alcohol
3-phenoxyphenyl methanol
m-phenoxy-benzyl alcohol
(3-(phenyloxy)phenyl)methanol
SCHEMBL358425
CHEMBL1869836
phenoxybenzyl alcohol, 3-
J-513024
3-phenoxybenzyl alcohol, purum, >=97.5% (gc)
mfcd00004636
J-007112
SY036130
CS-W015614
mpb-alcohol
m-phenoxybenzalcohol
Q18409953
permethrin ep impurity c
BCP31635
3-phenoxybenzyl alcohol;(3-phenoxyphenyl)methanol
AMY31482
CK2463
EN300-1868884

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Environmental Protection Agency (EPA) current standard operating procedures (SOP) for pet products (assuming 5% dermal absorption), although the maximum absorbed dosage of one child on one day was equivalent to the default value derived from the SOPs."( Cyphenothrin Flea and Tick Squeeze-On for Dogs: Evaluation of Potential Health Risks Based on the Results of Observational Biological Monitoring.
Carlson, D; Driver, JH; Holden, LR; Nouvel, L; Ross, JH; Selim, S; Sharp, JK, 2015)		0.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
marine xenobiotic metaboliteAny metabolite produced by metabolism of a xenobiotic compound in marine macro- and microorganisms.
[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
benzyl alcoholsCompounds containing a phenylmethanol skeleton.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
[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 (21)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency75.89010.007215.758889.3584AID1224835
RAR-related orphan receptor gammaMus musculus (house mouse)Potency30.63790.006038.004119,952.5996AID1159521
AR proteinHomo sapiens (human)Potency36.67440.000221.22318,912.5098AID1259243; AID1259247; AID743035; AID743054
estrogen receptor 2 (ER beta)Homo sapiens (human)Potency27.72310.000657.913322,387.1992AID1259378
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency51.22620.001022.650876.6163AID1224838; AID1224839; AID1224893
progesterone receptorHomo sapiens (human)Potency54.89880.000417.946075.1148AID1346795
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency3.54810.000214.376460.0339AID588533
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency32.33590.003041.611522,387.1992AID1159552; AID1159553; AID1159555
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency55.51500.001530.607315,848.9004AID1224841; AID1259401
pregnane X nuclear receptorHomo sapiens (human)Potency65.38390.005428.02631,258.9301AID1346982
estrogen nuclear receptor alphaHomo sapiens (human)Potency42.92210.000229.305416,493.5996AID743069; AID743075; AID743077; AID743079
peroxisome proliferator activated receptor gammaHomo sapiens (human)Potency49.75210.001019.414170.9645AID743191
[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)
Chain A, Mitogen-activated protein kinase 14Homo sapiens (human)IC50 (µMol)520.0000292.00001,327.00003,471.0000AID977608
Chain A, Mitogen-activated protein kinase 14Homo sapiens (human)IC50 (µMol)520.0000292.00001,327.00003,471.0000AID977608
Chain A, Mitogen-activated protein kinase 14Homo sapiens (human)IC50 (µMol)520.0000292.00001,327.00003,471.0000AID977608
Chain A, Mitogen-activated protein kinase 14Homo sapiens (human)IC50 (µMol)520.0000292.00001,327.00003,471.0000AID977608
Chain A, Mitogen-activated protein kinase 14Homo sapiens (human)IC50 (µMol)520.0000292.00001,327.00003,471.0000AID977608
Chain A, Mitogen-activated protein kinase 14Homo sapiens (human)IC50 (µMol)520.0000292.00001,327.00003,471.0000AID977608
Chain A, Mitogen-activated protein kinase 14Homo sapiens (human)IC50 (µMol)520.0000292.00001,327.00003,471.0000AID977608
Chain A, Mitogen-activated protein kinase 14Homo sapiens (human)IC50 (µMol)520.0000292.00001,327.00003,471.0000AID977608
Chain A, Mitogen-activated protein kinase 14Homo sapiens (human)IC50 (µMol)520.0000292.00001,327.00003,471.0000AID977608
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID977608Experimentally measured binding affinity data (IC50) for protein-ligand complexes derived from PDB2013Nature chemistry, Jan, Volume: 5, Issue:1
Natural-product-derived fragments for fragment-based ligand discovery.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (16)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (18.75)18.2507
2000's4 (25.00)29.6817
2010's9 (56.25)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.85

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 Index11.85 (24.57)
Research Supply Index2.89 (2.92)
Research Growth Index4.74 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.85)

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%
Observational1 (5.88%)0.25%
Other16 (94.12%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
1-butanol
1-Butanol: A four carbon linear hydrocarbon that has a hydroxy group at position 1.. butan-1-ol : A primary alcohol that is butane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It it produced in small amounts in humans by the gut microbes.		1.9710alkyl alcohol;
primary alcohol;
short-chain primary fatty alcohol		human metabolite;
mouse metabolite;
protic solvent
1-anilino-8-naphthalenesulfonate
1-anilino-8-naphthalenesulfonate: RN given refers to parent cpd. 8-anilinonaphthalene-1-sulfonic acid : A naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8.		2.0310aminonaphthalene;
naphthalenesulfonic acid		fluorescent probe
chlorpyrifos
Chlorpyrifos: An organothiophosphate cholinesterase inhibitor that is used as an insecticide and as an acaricide.. chlorpyrifos : An organic thiophosphate that is O,O-diethyl hydrogen phosphorothioate in which the hydrogen of the hydroxy group has been replaced by a 3,5,6-trichloropyridin-2-yl group.		2.0310chloropyridine;
organic thiophosphate		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
environmental contaminant;
insecticide;
xenobiotic
dichlorvos
Dichlorvos: An organophosphorus insecticide that inhibits ACETYLCHOLINESTERASE.. dichlorvos : An alkenyl phosphate that is the 2,2-dichloroethenyl ester of dimethyl phosphate.		2.0610alkenyl phosphate;
dialkyl phosphate;
organochlorine acaricide;
organophosphate insecticide		anthelminthic drug;
antibacterial agent;
antifungal agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor
fenvalerate
fenvalerate: synthetic pyrethroid; RN given refers to cpd without isomeric designation; structure. fenvalerate : A carboxylic ester obtained by formal condensation between 2-(4-chlorophenyl)-3-methylbutyric acid and cyano(3-phenoxyphenyl)methanol.		2.1310aromatic ether;
carboxylic ester;
monochlorobenzenes		pyrethroid ester acaricide;
pyrethroid ester insecticide
nicotinic acid benzyl ester
nicotinic acid benzyl ester: RN given refers to parent cpd; structure in Merck Index, 9th ed, #6344. benzyl nicotinate : A benzyl ester resulting from the formal condensation of the carboxy group of nicotinic acid with benzyl alcohol. It has been used as a rubefacient.		2.0810benzyl estervasodilator agent
3-phenoxybenzoic acid
3-phenoxybenzoic acid: metabolite associated with exposure to pyrethroid insecticides. 3-phenoxybenzoic acid : A phenoxybenzoic acid in which the phenoxy group is meta to the carboxy group. It is a metabolite of pyrethroid insecticides.		3.5680phenoxybenzoic acidhuman xenobiotic metabolite;
marine xenobiotic metabolite
o,o-diethyl o-3,5,6-trichloro-2-pyridyl phosphate
[no description available]		2.0310
cyphenothrin
cyphenothrin: RN given refers to unlabeled cpd without isomeric designation		2.1110cyclopropanecarboxylate esteragrochemical;
pyrethroid ester insecticide
3-phenoxybenzaldehyde
[no description available]		3.1450
permethrin
hemoglobin Atlanta-Coventry: Leu replaced by Pro at beta75 and Leu deleted at beta141		3.4370cyclopropanecarboxylate ester;
cyclopropanes		agrochemical;
ectoparasiticide;
pyrethroid ester acaricide;
pyrethroid ester insecticide;
scabicide
fluvalinate
fluvalinate: RN given refers to 2-cyano isomer (DL)-isomer		210(trifluoromethyl)benzenes;
aromatic ether;
monochlorobenzenes;
nitrile;
organochlorine acaricide;
organochlorine insecticide;
organofluorine acaricide;
organofluorine insecticide		agrochemical;
pyrethroid ester acaricide;
pyrethroid ester insecticide
n-benzoylpiperidine
[no description available]		2.0810benzamides;
N-acylpiperidine
4-nitroperbenzoic acid
[no description available]		2.0310
nicotinanilide
nicotinanilide: RN given refers to parent cpd		2.0810
valerates
Valerates: Derivatives of valeric acid, including its salts and esters.		2.0310short-chain fatty acid anion;
straight-chain saturated fatty acid anion		plant metabolite
bioresmethrin
bioresmethrin: RN given refers to (1R-trans)-isomer; structure		2.0310furans;
resmethrin		pyrethroid ester insecticide
naringenin
(S)-naringenin : The (S)-enantiomer of naringenin.		2.0810(2S)-flavan-4-one;
naringenin		expectorant;
plant metabolite
nadp
[no description available]		2.110
nad
NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.		1.9910organophosphate oxoanioncofactor;
human metabolite;
hydrogen acceptor;
Saccharomyces cerevisiae metabolite
pyrethrins
[no description available]		3.4270
ConditionIndicatedRelationship StrengthStudiesTrials
Breast Cancer
[description not available]		02.0510
Carcinoma, Anaplastic
[description not available]		02.0510
Delayed Puberty
[description not available]		02.0510
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.0510
Carcinoma
A malignant neoplasm made up of epithelial cells tending to infiltrate the surrounding tissues and give rise to metastases. It is a histological type of neoplasm and not a synonym for cancer.		02.0510
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.0310