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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

Leroux, H. at Vitry le François
1
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

2011
587
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
SALIGENIN

Approved Use

Unknown
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
Diglucosylation of salicyl alcohol by cell suspension cultures of Solanum laciniatum.
2001
Occupational allergic contact dermatitis caused by wood dusts.
2001 Apr
Evaluation of salicin as an antipyretic prodrug that does not cause gastric injury.
2002 Aug
cycloSal-d4TMP pronucleotides structural variations, mechanistic insights and antiviral activity.
2002 Oct
Early-late heterobimetallic alkoxides as model systems for late-transition-metal catalysts supported on titania.
2003 Feb 3
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
Stable isotope characterization of the ortho-oxygenated phenylpropanoids: coumarin and melilotol.
2005 Nov 30
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
Willow bark extract (BNO1455) and its fractions suppress growth and induce apoptosis in human colon and lung cancer cells.
2007
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
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
Glycosylation-mediated phenylpropanoid partitioning in Populus tremuloides cell cultures.
2009 Dec 29
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
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
Patents

Patents

04146650
4
04351962
1
04780251
2
04918081
1
07038077
2
07998988
3
20010004644
50
JP1065176A
1
JPH01110641A
1
JPH10195092A
1
JPS55124728A
5
JPS61286341A
1

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
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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
Structure of SALICYL ALCOHOL
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