Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H8O2 |
| Molecular Weight | 124.1372 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OCC1=CC=CC=C1O
InChI
InChIKey=CQRYARSYNCAZFO-UHFFFAOYSA-N
InChI=1S/C7H8O2/c8-5-6-3-1-2-4-7(6)9/h1-4,8-9H,5H2
DescriptionCurator's Comment: Description was created using several sources including:
http://www.botanical-dermatology-database.info/BotDermFolder/SALI.html;
http://www.ncbi.nlm.nih.gov/pubmed/15725287;
http://www.ncbi.nlm.nih.gov/pubmed/9455642;
https://www.ncbi.nlm.nih.gov/pubmed/19665455
Curator's Comment: Description was created using several sources including:
http://www.botanical-dermatology-database.info/BotDermFolder/SALI.html;
http://www.ncbi.nlm.nih.gov/pubmed/15725287;
http://www.ncbi.nlm.nih.gov/pubmed/9455642;
https://www.ncbi.nlm.nih.gov/pubmed/19665455
Salicyl alcohol is used as a local anesthetic and antiinflammatory. A light brown crystalline powder, stable, incompatible with acids, acid chlorides, acid anhydrides, strong oxidizing agents. It was found in bark of willow tree family and aspen Populus tremula. It is a well-known allergen in phenol-formaldehyde resins found to cause allergic contact dermatitis. Antioxidant activity of 2-hydroxybenzyl alcohol has been reported.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system. | 1998 Apr 23 |
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| Occupational allergic contact dermatitis caused by wood dusts. | 2001 Apr |
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| Analysis of conformational states of Candida rugosa lipase in solution: implications for mechanism of interfacial activation and separation of open and closed forms. | 2001 Jan 5 |
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| Glycosides of benzyl and salicyl alcohols from Alangium chinense. | 2001 Oct |
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| Evaluation of salicin as an antipyretic prodrug that does not cause gastric injury. | 2002 Aug |
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| Flash photolytic generation and study of 5-methoxy-o-quinone alpha-phenylethidet in aqueous solution: comparison of cis and trans isomer reactivity. | 2002 Jan |
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| cycloSal-d4TMP pronucleotides structural variations, mechanistic insights and antiviral activity. | 2002 Oct |
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| Rapid syntheses of benzopyrans from o-OBOC salicylaldehydes and salicyl alcohols: a three-component reaction. | 2002 Oct 4 |
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| Early-late heterobimetallic alkoxides as model systems for late-transition-metal catalysts supported on titania. | 2003 Feb 3 |
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| Glucuronuria in the koala. | 2003 Jun |
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| Differentiation of extractive and synthetic salicin. The 2H aromatic pattern of natural 2-hydroxybenzyl alcohol. | 2004 Dec 29 |
|
| Simple synthesis of beta-D-glycopyranosides using beta-glycosidase from almonds. | 2004 Feb |
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| Utilization of aminoaromatic acids by a methanogenic enrichment culture and by a novel Citrobacter freundii strain. | 2004 Feb |
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| Enzymatic synthesis of two salicin analogues by reaction of salicyl alcohol with Bacillus macerans cyclomaltodextrin glucanyltransferase and Leuconostoc mesenteroides B-742CB dextransucrase. | 2004 Jun 1 |
|
| Torsional barriers in aromatic molecular clusters as probe of the electronic properties of the chromophore. | 2004 Nov 12 |
|
| Assessment of antibacterial activity of some topical otological solutions. | 2005 |
|
| Enzymatic synthesis and anti-coagulant effect of salicin analogs by using the Leuconostoc mesenteroides glucansucrase acceptor reaction. | 2005 Apr 20 |
|
| cycloSal-PMEA and cycloAmb-PMEA: potentially new phosphonate prodrugs based on the cycloSal-pronucleotide approach. | 2005 Dec 15 |
|
| Allergic contact dermatitis from salicyl alcohol and salicylaldehyde in aspen bark (Populus tremula). | 2005 Feb |
|
| Stable isotope characterization of the ortho-oxygenated phenylpropanoids: coumarin and melilotol. | 2005 Nov 30 |
|
| A model for the drug release from a polymer matrix tablet--effects of swelling and dissolution. | 2006 Jul 20 |
|
| 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. | 2006 Jun |
|
| Potential role for gut microbiota in cell wall digestion and glucoside detoxification in Tenebrio molitor larvae. | 2006 Jun |
|
| Monitoring carbohydrate enzymatic reactions by quantitative in vitro microdialysis. | 2006 Jun 16 |
|
| Application of the cycloSal-prodrug approach for improving the biological potential of phosphorylated biomolecules. | 2006 Sep |
|
| Electronic speckle pattern interferometry: a novel non-invasive tool for studying drug transport rate through free films. | 2006 Sep 12 |
|
| Willow bark extract (BNO1455) and its fractions suppress growth and induce apoptosis in human colon and lung cancer cells. | 2007 |
|
| Synthesis and biological evaluation of phosphate prodrugs of 4-phospho-D-erythronohydroxamic acid, an inhibitor of 6-phosphogluconate dehydrogenase. | 2007 Aug |
|
| Willow leaves' extracts contain anti-tumor agents effective against three cell types. | 2007 Jan 31 |
|
| Accurate theoretical determination of the structure of aromatic complexes is complicated: the phenol dimer and phenol...methanol cases. | 2007 Jul 5 |
|
| Enzymatic synthesis of alpha-anomer-selective D-glucosides using maltose phosphorylase. | 2007 Jun |
|
| Determination of pKa values of salicyl alcohol and phenol by capillary electrophoresis with amperometric detection. | 2008 |
|
| Calorimetric studies on the phenolic glycoside D(-)-salicin. | 2008 Dec |
|
| 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. | 2008 Jul 11 |
|
| Using hydroxymethylphenoxy derivates with the SPOT technology to generate peptides with authentic C-termini. | 2008 Jul 15 |
|
| Antibodies to neural proteins in organophosphorus-induced delayed neuropathy (OPIDN) and its amelioration. | 2008 May-Jun |
|
| Studies on enzyme-cleavable dialkoxymethyl-cyclosaligenyl-2',3'-dideoxy-2',3'-didehydrothymidine monophosphates. | 2008 Nov 13 |
|
| Antioxidant activity and free radical scavenging reactions of hydroxybenzyl alcohols. Biochemical and pulse radiolysis studies. | 2009 Dec 10 |
|
| Glycosylation-mediated phenylpropanoid partitioning in Populus tremuloides cell cultures. | 2009 Dec 29 |
|
| Liposomes by polymerization of an imidazolium ionic liquid: use as microreactors for gold-catalyzed alcohol oxidation. | 2009 Dec 7 |
|
| Experimental stroke protection induced by 4-hydroxybenzyl alcohol is cancelled by bacitracin. | 2009 Jun |
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| Synthesis of nucleoside mono-, di-, and triphosphoramidates from solid-phase cyclosaligenyl phosphitylating reagents. | 2009 May 21 |
|
| 2-Hydroxy-benzyl alcohol-phenanthroline (1/1). | 2009 Oct 31 |
|
| Proteomics of plant pathogenic fungi. | 2010 |
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| Engineering of cyclodextrin glucanotransferases and the impact for biotechnological applications. | 2010 Jan |
|
| Photochemical formation and chemistry of long-lived adamantylidene-quinone methides and 2-adamantyl cations. | 2010 Jan 1 |
|
| Biosynthesis of phenolic glycosides from phenylpropanoid and benzenoid precursors in populus. | 2010 Mar |
|
| Cresyl saligenin phosphate makes multiple adducts on free histidine, but does not form an adduct on histidine 438 of human butyrylcholinesterase. | 2013 Mar 25 |
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NCI_THESAURUS |
C245
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1363054
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C010631
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5146
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SUB15177MIG
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201-960-5
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m9731
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100000078389
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Salicyl alcohol
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16464
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CHEMBL280802
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3814
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FA1N0842KB
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90-01-7
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DTXSID9045843
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FA1N0842KB
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C81408
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ACTIVE MOIETY
