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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
Molecular Formula C12H18O2
Molecular Weight 194.2701
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 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.

Originator

Approval Year

1926
5
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 2.8 µM [IC50]
Parainfluenza virus type 3
1
Target ID: Parainfluenza virus type 3
Inhibitor
8297
Inhibitor
8297
 94.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
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
Preclinical
Unknown

Approved Use

Unknown
Curative
Preclinical
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
ABI Chem
AC1L2N8L
ABI Chem
AC1Q79ZK
ChemMol
99153870
http://www.chemmol.com/chemmol/99153870.html
Chemieliva Pharmaceutical Co., Ltd
PBCM1407503
Molcore
MC570269
https://www.molcore.com/product/7527-91-5
NovoSeek
24144
PubChem
24144
https://pubchem.ncbi.nlm.nih.gov/compound/24144
Smolecule
S517126
http://www.smolecule.com/products/s517126
THE BioTek
bt-257696
https://www.thebiotek.com/product/inhibitors/bt-257696
PubMed

PubMed

TitleDatePubMed
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
[Effect of a chemical analogue of autoinducers of microbial anabiosis on the Ca2+ response of mycelial fungi].
2004 Nov-Dec
[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
Co-occurrence of the multicopper oxidases tyrosinase and laccase in lichens in sub-order peltigerineae.
2006 Nov
[Long-term preservation of DNA in aqueous solutions in the presence of the chemical analogues of microbial autoregulators].
2006 Sep-Oct
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
Abstracts of the 2008 ISSOL Meeting. August 24-29, 2008. Florence, Italy.
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
4-Hexylresorcinol inhibits transglutaminase-2 activity and has synergistic effects along with cisplatin in KB cells.
2011 Jun
Patents

Patents

05675004
1
JP1031712A
7
JP2006327966A
1
JP2006528884A
4
JP2012500786A
2

Sample Use Guides

In Vivo Use Guide
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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:17:24 UTC 2023
Edited
by admin
on Fri Dec 15 15:17:24 UTC 2023
Record UNII
R9QTB5E82N
Record Status Validated (UNII)
Record Version
  • Download
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
Created by admin on Fri Dec 15 15:17:24 UTC 2023 , Edited by admin on Fri Dec 15 15:17:24 UTC 2023
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
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 RxNorm
HSDB
566
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
EPA CompTox
DTXSID1020699
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
RS_ITEM_NUM
1308307
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
MESH
D006604
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 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
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
MERCK INDEX
m6018
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 Merck Index
PUBCHEM
3610
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
CAS
136-77-6
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
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
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
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
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
Related Record Type Details
Structure of ACRISORCIN
SALT/SOLVATE -> PARENT
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Structure of PENTYLRESORCINOL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of Phenol
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 4-HEXANOYLRESORCINOL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of Resorcinol
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of HEXYLRESORCINOL
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