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Details

Stereochemistry ACHIRAL
Molecular Formula C12H18O2
Molecular Weight 194.2701
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HEXYLRESORCINOL

SMILES

CCCCCCC1=CC=C(O)C=C1O

InChI

InChIKey=WFJIVOKAWHGMBH-UHFFFAOYSA-N
InChI=1S/C12H18O2/c1-2-3-4-5-6-10-7-8-11(13)9-12(10)14/h7-9,13-14H,2-6H2,1H3

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/international/hexylresorcinol.html

Hexylresorcinol is an organic compound with local anaesthetic, antiseptic and anthelmintic properties. It is available for use topically on small skin infections, or as an ingredient in throat lozenges. Hexylresorcinol may be used as a cosmetic biocide. Hexylresorcinol was introduced by Leonard as a urinary antiseptic with great possibilities. Used in alkaline solution it promised success in experiments in vitro. Boots Hexylresorcinol 2.4mg Throat Lozenges, marketed in UK, are used to relieve sore throat pain. Hexylresorcinol has being shown to be useful for the topical treatment of hyperpigmentation.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.8 µM [IC50]
Target ID: Parainfluenza virus type 3
94.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Boots Hexylresorcinol 2.4mg Throat Lozenges Blackcurrant

Approved Use

As an antiseptic and local anaesthetic for the relief of sore throat and its associated pain.

Launch Date

1.1434176E12
Primary
Unknown

Approved Use

Unknown
Curative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Sensitization to resorcinol in a prescription verrucide preparation: unusual systemic clinical features and prevalence].
2001 May
[Synthesis of anabiosis autoinducers in non-spore-forming bacteria as a mechanism regulating their activity in soil and subsoil sedimentary rocks].
2001 Sep-Oct
Polyphenol oxidases from latex of Hevea brasiliensis: purification and characterization.
2002 Sep
Effects of resveratrol and 4-hexylresorcinol on hydrogen peroxide-induced oxidative DNA damage in human lymphocytes.
2003 May
[Induction of SOS-response of cells exposed to autoregulatory factors of microorganisms].
2003 Sep
Inhibitory effects of hexylresorcinol and dodecylresorcinol on mushroom (Agaricus bisporus) tyrosinase.
2004 Feb
[Effect of a chemical analogue of autoinducers of microbial anabiosis on the Ca2+ response of mycelial fungi].
2004 Nov-Dec
[Hexylresorcinol induces chromosome aberrations in mouse peripheral blood cells].
2005 Aug
[Determination of 4-hexylresorcinol residues in prawns and crabs].
2005 Dec
Role of sulfites and 4-hexylresorcinol in microbial growth and melanosis prevention of deepwater pink shrimp (Parapenaeus longirostris) using a controlled atmosphere.
2005 Jan
Management of urinary tract infections: historical perspective and current strategies: Part 1--Before antibiotics.
2005 Jan
[Effect of alkylhydroxybenzenes, microbial anabiosis inducers, on the structural organization of Pseudomonas aurantiaca DNA and on phenotypic dissociation induction].
2005 Mar-Apr
[Mechanisms of interaction between DNA and chemical analogues of microbial anabiosis autoinducers].
2005 Sep-Oct
Use of experimental design methodology to prepare Maillard reaction products from glucose and cysteine inhibitors of polyphenol oxidase from eggplant (Solanum melongena).
2006 Jul 12
[Non-species-specific effects of unacylated homoserine lactone and hexylresorcinol, low molecular weight autoregulators, on the growth and development of bacteria].
2006 Jul-Aug
[A comparative study of the inducing effect of homoserine lactone and hexylresorcinol on phenotypic dissociation in bacteria].
2006 Jul-Aug
Co-occurrence of the multicopper oxidases tyrosinase and laccase in lichens in sub-order peltigerineae.
2006 Nov
In vitro anthelmintic activity of Melia azedarach naturalized in Argentina.
2006 Nov
[Long-term preservation of DNA in aqueous solutions in the presence of the chemical analogues of microbial autoregulators].
2006 Sep-Oct
[Influence of chemical analogues of microbial autoregulators on the sensitivity of DNA to UV radiation].
2006 Sep-Oct
Oxyresveratrol as an antibrowning agent for cloudy apple juices and fresh-cut apples.
2007 Apr 4
[IR spectroscopic research on the impact of chemical analogues of autoregulatory d1 factors of microorganisms on structural changes in DNA].
2007 May-Jun
Browning prevention by ascorbic acid and 4-hexylresorcinol: different mechanisms of action on polyphenol oxidase in the presence and in the absence of substrates.
2007 Nov
Ascorbic acid and 4-hexylresorcinol effects on pear PPO and PPO catalyzed browning reaction.
2007 Oct
Effect of pyrophosphate and 4-hexylresorcinol pretreatment on quality of refrigerated white shrimp (Litopenaeus vannamei) kept under modified atmosphere packaging.
2008 Apr
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.
2008 Apr
Effect of natural antibrowning agents on color and related enzymes in fresh-cut Fuji apples as an alternative to the use of ascorbic acid.
2008 Aug
Solvent effects on the spectroscopic properties of 4-hexylresorcinol.
2008 Nov 15
[Modification of bacterial population structure on anti-lysozyme activity under the influence of hexylresorcinol].
2008 Nov-Dec
Harnessing gene expression to identify the genetic basis of drug resistance.
2009
Topical antiseptics for the treatment of sore throat block voltage-gated neuronal sodium channels in a local anaesthetic-like manner.
2009 Aug
Identification of xenoestrogens in food additives by an integrated in silico and in vitro approach.
2009 Jan
[Effect of a synthetic analogue of bacterial anabiosis autoinducers hexylresorcinol on the stability of membrane structures].
2009 Mar-Apr
Variations in IC(50) values with purity of mushroom tyrosinase.
2009 Sep 2
First evidence of laccase activity in the Pacific oyster Crassostrea gigas.
2010 Apr
4-Hexylresorcinol inhibits transglutaminase-2 activity and has synergistic effects along with cisplatin in KB cells.
2011 Jun
Patents

Sample Use Guides

For oral administration. Adults, the elderly and children 6 years and over: One lozenge dissolved slowly in the mouth every three hours or as required. Do not take more than 12 lozenges in 24 hours. Do not give to children under 6 years.
Route of Administration: Oral
In Vitro Use Guide
TNF-α protein levels were reduced following treatment with Hexylresorcinol at concentrations between 1 and 10μg/mL in RAW264.7 cells.
Name Type Language
HEXYLRESORCINOL
EP   HSDB   INCI   MART.   USP   USP-RS   WHO-DD  
INCI  
Official Name English
1,3-BENZENEDIOL, 4-HEXYL-
Systematic Name English
HEXYLRESORCINOL [USP MONOGRAPH]
Common Name English
HEXYLRESORCINOL [EP MONOGRAPH]
Common Name English
4-HEXYLRESORCINOL [FCC]
Common Name English
HEXYLRESORCINOL [USP-RS]
Common Name English
Hexylresorcinol [WHO-DD]
Common Name English
INS NO.586
Code English
4-HEXYL-1,3-BENZENEDIOL
Systematic Name English
HEXYLRESORCINOL [HSDB]
Common Name English
HEXYLRESORCINOL [EP IMPURITY]
Common Name English
HEXYLRESORCINOL [INCI]
Common Name English
4-HEXYLRESORCINOL [MI]
Common Name English
INS-586
Code English
4-Hexylresorcinol
FCC   MI  
Systematic Name English
HEXYLRESORCINOL [MART.]
Common Name English
E-586
Code English
Classification Tree Code System Code
WHO-VATC QR02AA12
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
NCI_THESAURUS C28394
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
EPA PESTICIDE CODE 71403
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
WHO-ATC R02AA12
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JECFA EVALUATION INS-586
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
Code System Code Type Description
ECHA (EC/EINECS)
205-257-4
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
PRIMARY
RXCUI
5321
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PRIMARY RxNorm
HSDB
566
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PRIMARY
EPA CompTox
DTXSID1020699
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PRIMARY
RS_ITEM_NUM
1308307
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PRIMARY
MESH
D006604
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PRIMARY
DRUG BANK
DB11254
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
PRIMARY
DAILYMED
R9QTB5E82N
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PRIMARY
MERCK INDEX
m6018
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PRIMARY Merck Index
PUBCHEM
3610
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PRIMARY
CAS
136-77-6
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PRIMARY
FDA UNII
R9QTB5E82N
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
PRIMARY
DRUG CENTRAL
1374
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PRIMARY
ChEMBL
CHEMBL443605
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
PRIMARY
NCI_THESAURUS
C29092
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
PRIMARY
EVMPD
SUB14103MIG
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
PRIMARY
WIKIPEDIA
HEXYLRESORCINOL
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
PRIMARY
SMS_ID
100000077923
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PRIMARY