EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

2-hydroxybenzyl alcohol
saligenin

Supplier Sponsors

Name:2-(hydroxymethyl)phenol
CAS Number: 90-01-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:201-960-5
FDA UNII: FA1N0842KB
Nikkaji Web:J4.312E
Beilstein Number:1907195
MDL:MFCD00004617
XlogP3:0.70 (est)
Molecular Weight:124.13916000
Formula:C7 H8 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
FDA Mainterm (IAUFC):90-01-7 ; SALIGENIN
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 87.00 °C. @ 760.00 mm Hg
Boiling Point: 238.60 °C. @ 760.00 mm Hg (est)
Flash Point: 239.00 °F. TCC ( 115.20 °C. ) (est)
logP (o/w): 0.730
Soluble in:
 water, 6.30E+04 mg/L @ 22 °C (exp)
 water, 2.836e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Salicyl alcohol > 95%
EMD Millipore
For experimental / research use only.
2-Hydroxybenzyl Alcohol
sds
ExtraSynthese
For experimental / research use only.
Salicyl Alcohol (GC) ≥90%
Glentham Life Sciences
2-Hydroxybenzyl alcohol
Santa Cruz Biotechnology
For experimental / research use only.
2-Hydroxybenzyl Alcohol
Sigma-Aldrich: Aldrich
For experimental / research use only.
2-Hydroxybenzyl Alcohol 99%
sds
TCI AMERICA
For experimental / research use only.
2-Hydroxybenzyl Alcohol >98.0%(GC)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for 2-hydroxybenzyl alcohol usage levels up to:
 not for fragrance use.
 
Recommendation for 2-hydroxybenzyl alcohol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):90-01-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5146
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-(hydroxymethyl)phenol
Chemidplus:0000090017
RTECS:DO6430000 for cas# 90-01-7
 
References:
 2-(hydroxymethyl)phenol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5146
Pubchem (sid):134970617
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Indirect Additives used in Food Contact Substances:View
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
KEGG (GenomeNet):C02323
HMDB (The Human Metabolome Database):HMDB59709
Export Tariff Code:2907.30.0000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
 diathesin
alpha,2-dihydroxytoluene
alpha-hydroxy-o-cresol
2-hydroxybenzene methanol
2-hydroxybenzenemethanol
o-hydroxybenzyl alcohol
2-hydroxymethyl phenol
2-(hydroxymethyl)phenol
o-(hydroxymethyl)phenol
2-hydroxymethylphenol
2-methylolphenol
o-methylolphenol
 salicyl alcohol
 saligenin
 saligenol
 

Articles:

PubMed:Structure of saligenin: microwave, UV and IR spectroscopy studies in a supersonic jet combined with quantum chemistry calculations.
PubMed:Independently recruited oxidases from the glucose-methanol-choline oxidoreductase family enabled chemical defences in leaf beetle larvae (subtribe Chrysomelina) to evolve.
PubMed:Synthetically modified bioisosteres of salicyl alcohol and their gastroulcerogenic assessment versus aspirin: biochemical and histological correlates.
PubMed:Comparative evaluation of gastroulcerogenic potential of nitrogen isoforms of salicyl alcohol and aspirin in rats: biochemical and histological study.
PubMed:Gastrodin production from p-2-hydroxybenzyl alcohol through biotransformation by cultured cells of Aspergillus foetidus and Penicillium cyclopium.
PubMed:Purification and characterization of an NAD+-dependent XylB-like aryl alcohol dehydrogenase identified in Acinetobacter baylyi ADP1.
PubMed:Precise RNAi-mediated silencing of metabolically active proteins in the defence secretions of juvenile leaf beetles.
PubMed:Novel neurological and immunological targets for salicylate-based phytopharmaceuticals and for the anti-depressant imipramine.
PubMed:Substoichiometric isotope dilution mass spectrometry of boron by the ion-pair extraction with halogenated salicyl alcohol derivatives and a quaternary ammonium salt.
PubMed:[The study of the secondary metabolites from fungus Paecilomyces sp].
PubMed:Exposure to tri-o-cresyl phosphate detected in jet airplane passengers.
PubMed:Predicting mixture toxicity of seven phenolic compounds with similar and dissimilar action mechanisms to Vibrio qinghaiensis sp.nov.Q67.
PubMed:To be or not to be convergent in salicin-based defence in chrysomeline leaf beetle larvae: evidence from Phratora vitellinae salicyl alcohol oxidase.
PubMed:Host plant shifts affect a major defense enzyme in Chrysomela lapponica.
PubMed:Phenolic glycosides of the Salicaceae and their role as anti-herbivore defenses.
PubMed:Development of a photolabile carbonyl-protecting group toolbox.
PubMed:Catechol, a bioactive degradation product of salicortin, reduces TNF-α induced ICAM-1 expression in human endothelial cells.
PubMed:Predicting the substrate specificity of a glycosyltransferase implicated in the production of phenolic volatiles in tomato fruit.
PubMed:Biosynthesis of phenolic glycosides from phenylpropanoid and benzenoid precursors in populus.
PubMed:Glycosylation-mediated phenylpropanoid partitioning in Populus tremuloides cell cultures.
PubMed:Liposomes by polymerization of an imidazolium ionic liquid: use as microreactors for gold-catalyzed alcohol oxidation.
PubMed:Antioxidant activity and free radical scavenging reactions of hydroxybenzyl alcohols. Biochemical and pulse radiolysis studies.
PubMed:Experimental stroke protection induced by 4-hydroxybenzyl alcohol is cancelled by bacitracin.
PubMed:Synthesis of nucleoside mono-, di-, and triphosphoramidates from solid-phase cyclosaligenyl phosphitylating reagents.
PubMed:Determination of pKa values of salicyl alcohol and phenol by capillary electrophoresis with amperometric detection.
PubMed:Studies on enzyme-cleavable dialkoxymethyl-cyclosaligenyl-2',3'-dideoxy-2',3'-didehydrothymidine monophosphates.
PubMed:Salicyl alcohol oxidase of the chemical defense secretion of two chrysomelid leaf beetles. Molecular and functional characterization of two new members of the glucose-methanol-choline oxidoreductase gene family.
PubMed:Antibodies to neural proteins in organophosphorus-induced delayed neuropathy (OPIDN) and its amelioration.
PubMed:Enzymatic synthesis of alpha-anomer-selective D-glucosides using maltose phosphorylase.
PubMed:Willow leaves' extracts contain anti-tumor agents effective against three cell types.
PubMed:Electronic speckle pattern interferometry: a novel non-invasive tool for studying drug transport rate through free films.
PubMed:A model for the drug release from a polymer matrix tablet--effects of swelling and dissolution.
PubMed:Application of the cycloSal-prodrug approach for improving the biological potential of phosphorylated biomolecules.
PubMed:The prediction of isotopic patterns in phenylpropanoids from their precursors and the mechanism of the NIH-shift: basis of the isotopic characteristics of natural aromatic compounds.
PubMed:Potential role for gut microbiota in cell wall digestion and glucoside detoxification in Tenebrio molitor larvae.
PubMed:Monitoring carbohydrate enzymatic reactions by quantitative in vitro microdialysis.
PubMed:Assessment of antibacterial activity of some topical otological solutions.
PubMed:cycloSal-PMEA and cycloAmb-PMEA: potentially new phosphonate prodrugs based on the cycloSal-pronucleotide approach.
PubMed:Stable isotope characterization of the ortho-oxygenated phenylpropanoids: coumarin and melilotol.
PubMed:Enzymatic synthesis and anti-coagulant effect of salicin analogs by using the Leuconostoc mesenteroides glucansucrase acceptor reaction.
PubMed:Allergic contact dermatitis from salicyl alcohol and salicylaldehyde in aspen bark (Populus tremula).
PubMed:Differentiation of extractive and synthetic salicin. The 2H aromatic pattern of natural 2-hydroxybenzyl alcohol.
PubMed:Kinetic and regiospecific interrogation of covalent intermediates in the nonribosomal peptide synthesis of yersiniabactin.
PubMed:Saturation mutagenesis of Burkholderia cepacia R34 2,4-dinitrotoluene dioxygenase at DntAc valine 350 for synthesizing nitrohydroquinone, methylhydroquinone, and methoxyhydroquinone.
PubMed:Enzymatic synthesis of two salicin analogues by reaction of salicyl alcohol with Bacillus macerans cyclomaltodextrin glucanyltransferase and Leuconostoc mesenteroides B-742CB dextransucrase.
PubMed:Simple synthesis of beta-D-glycopyranosides using beta-glycosidase from almonds.
PubMed:Utilization of aminoaromatic acids by a methanogenic enrichment culture and by a novel Citrobacter freundii strain.
PubMed:Glucuronuria in the koala.
PubMed:Early-late heterobimetallic alkoxides as model systems for late-transition-metal catalysts supported on titania.
PubMed:Characterization of an extracellular salicyl alcohol oxidase from larval defensive secretions of Chrysomela populi and Phratora vitellinae (Chrysomelina).
PubMed:Rapid syntheses of benzopyrans from o-OBOC salicylaldehydes and salicyl alcohols: a three-component reaction.
PubMed:Evaluation of salicin as an antipyretic prodrug that does not cause gastric injury.
PubMed:cycloSal-d4TMP pronucleotides structural variations, mechanistic insights and antiviral activity.
PubMed:Glycosides of benzyl and salicyl alcohols from Alangium chinense.
PubMed:Does excretion of secondary metabolites always involve a measurable metabolic cost? Fate of plant antifeedant salicin in common brushtail possum, Trichosurus vulpecula.
PubMed:Diglucosylation of salicyl alcohol by cell suspension cultures of Solanum laciniatum.
PubMed:Glucosylation of salicyl alcohol by cell suspension cultures of Solanum laciniatum.
PubMed:Occupational allergic contact dermatitis caused by wood dusts.
PubMed:Analysis of conformational states of Candida rugosa lipase in solution: implications for mechanism of interfacial activation and separation of open and closed forms.
PubMed:The salCAB operon of Azospirillum irakense, required for growth on salicin, is repressed by SalR, a transcriptional regulator that belongs to the Lacl/GalR family.
PubMed:Flash vacuum pyrolysis of methoxy-substituted lignin model compounds.
PubMed:The evolution of beta-agonists.
PubMed:Determination of salicin and related compounds in botanical dietary supplements by liquid chromatography with fluorescence detection.
PubMed:Contact allergy to salicyl alcohol in aspen bark.
PubMed:Catecholamine concentrations and contractile responses of isolated vessels from hens treated with cyclic phenyl saligenin phosphate or paraoxon in the presence or absence of verapamil.
PubMed:Enzymatic glucosylation of hydrophobic alcohols in organic medium by the reverse hydrolysis reaction using almond-beta-D-glucosidase.
PubMed:Carbohydrate mobilization following shoot defoliation and decapitation in hybrid poplar.
PubMed:Salicylate induction of antibiotic resistance in Escherichia coli: activation of the mar operon and a mar-independent pathway.
PubMed:DNA adduct formation in Salmonella typhimurium, cultured liver cells and in Fischer 344 rats treated with o-tolyl phosphates and their metabolites.
PubMed:Potential for carboxylation-dehydroxylation of phenolic compounds by a methanogenic consortium.
PubMed:Genotoxicity of neurotoxic triaryl phosphates: identification of DNA adducts of the ultimate metabolites, saligenin phosphates.
PubMed:Platelet aggregation inhibitors from Populus sieboldii Miquel.
PubMed:pH dependence and gene structure of inaA in Escherichia coli.
PubMed:Plant signal molecules activate the syrB gene, which is required for syringomycin production by Pseudomonas syringae pv. syringae.
PubMed:Potentiation by salicylate and salicyl alcohol of cadmium toxicity and accumulation in Escherichia coli.
PubMed:Potentiation of susceptibility to aminoglycosides by salicylate in Escherichia coli.
PubMed:[Anti-inflammatory, analgesic and antipyretic effect of various plant extracts and their combinations in an animal model].
PubMed:Sensitizing capacity of 2-methylol phenol, 4-methylol phenol and 2,4,6-trimethylol phenol in the guinea pig.
PubMed:The metabolism of salicylidene benzylamine, a pro-drug for salicylate, in rats and dogs.
PubMed:Development of insecticidal cyclic phosphoryl compounds through chemical and biochemical approaches.
PubMed:Fetal toxicity and hypocalcemia induced by acetylsalicylic acid analogues.
PubMed:Contact sensitization to 2-monomethylol phenol in phenol formaldehyde resin as an example of the recognition and prevention of industrial dermatoses.
PubMed:Beta 2 receptor agonist: metabolism and pharmacology.
PubMed:Inhibition of lymphocyte-mediated cytolysis by the local anesthetics benzyl and salicyl alcohol.
PubMed:Kinetics and mechanism of the salicyl alcohol-bisulfite reaction.
 
Notes:
saligenin is the aglycone of salicin; it is oxidatively metabolized to gentisic acid.
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