U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of SALICYL ALCOHOL

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

HIDE SMILES / InChI

Molecular Formula C7H8O2
Molecular Weight 124.1372
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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.

Originator

Curator's Comment: In 1830 found that salicyn that he extracted from the the willow tree bark is a glycoside of salicyl alcohol

Approval Year

Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system.
1998 Apr 23
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
A sterically hindered N,N,O tripod ligand and its zinc complex chemistry.
2001 May 7
Evaluation of salicin as an antipyretic prodrug that does not cause gastric injury.
2002 Aug
Flash photolytic generation and study of 5-methoxy-o-quinone alpha-phenylethidet in aqueous solution: comparison of cis and trans isomer reactivity.
2002 Jan
Characterization of an extracellular salicyl alcohol oxidase from larval defensive secretions of Chrysomela populi and Phratora vitellinae (Chrysomelina).
2002 Nov
cycloSal-d4TMP pronucleotides structural variations, mechanistic insights and antiviral activity.
2002 Oct
Rapid syntheses of benzopyrans from o-OBOC salicylaldehydes and salicyl alcohols: a three-component reaction.
2002 Oct 4
Early-late heterobimetallic alkoxides as model systems for late-transition-metal catalysts supported on titania.
2003 Feb 3
Glucuronuria in the koala.
2003 Jun
Simple synthesis of beta-D-glycopyranosides using beta-glycosidase from almonds.
2004 Feb
Utilization of aminoaromatic acids by a methanogenic enrichment culture and by a novel Citrobacter freundii strain.
2004 Feb
Kinetic and regiospecific interrogation of covalent intermediates in the nonribosomal peptide synthesis of yersiniabactin.
2004 Oct 20
Enzymatic synthesis and anti-coagulant effect of salicin analogs by using the Leuconostoc mesenteroides glucansucrase acceptor reaction.
2005 Apr 20
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
The phenylic hydroxyl group is essential for the induction of stress response by sodium salicylate.
2006 Nov 10
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
A scalable machine-learning approach to recognize chemical names within large text databases.
2006 Sep 6
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
Antioxidant activity and free radical scavenging reactions of hydroxybenzyl alcohols. Biochemical and pulse radiolysis studies.
2009 Dec 10
2-Hydroxy-benzyl alcohol-phenanthroline (1/1).
2009 Oct 31
Proteomics of plant pathogenic fungi.
2010
Cresyl saligenin phosphate makes multiple adducts on free histidine, but does not form an adduct on histidine 438 of human butyrylcholinesterase.
2013 Mar 25
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:21:35 GMT 2023
Edited
by admin
on Fri Dec 15 15:21:35 GMT 2023
Record UNII
FA1N0842KB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SALICYL ALCOHOL
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
SALICYL ALCOHOL [USAN]
Common Name English
SALICYL ALCOHOL [MI]
Common Name English
NSC-3814
Code English
BENZENEMETHANOL, 2-HYDROXY-
Systematic Name English
SALIGENIN
Systematic Name English
SALIGENOL
Common Name English
O-Hydroxybenzyl alcohol
Common Name English
Salicyl alcohol [WHO-DD]
Common Name English
SALICAIN
Common Name English
SALICYL ALCOHOL [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
Code System Code Type Description
RXCUI
1363054
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY RxNorm
MESH
C010631
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
PUBCHEM
5146
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
EVMPD
SUB15177MIG
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-960-5
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
MERCK INDEX
m9731
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY Merck Index
SMS_ID
100000078389
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
WIKIPEDIA
Salicyl alcohol
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
CHEBI
16464
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
ChEMBL
CHEMBL280802
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
NSC
3814
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
FDA UNII
FA1N0842KB
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
CAS
90-01-7
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
EPA CompTox
DTXSID9045843
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
DAILYMED
FA1N0842KB
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
NCI_THESAURUS
C81408
Created by admin on Fri Dec 15 15:21:35 GMT 2023 , Edited by admin on Fri Dec 15 15:21:35 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY