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Key Documents

209465

Sigma-Aldrich

4-Hexylresorcinol

98%

Synonym(s):

Antascarin, Ascarinol, 4-Hexyl-1,3-dihydroxybenzene

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About This Item

Linear Formula:
CH3(CH2)5C6H3-1,3-(OH)2
CAS Number:
Molecular Weight:
194.27
Beilstein:
2048312
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

98%

bp

333-335 °C (lit.)

mp

65-67 °C (lit.)

solubility

water: soluble 2000 part(lit.)
acetone: soluble(lit.)
alcohol: soluble(lit.)
chloroform: soluble(lit.)
diethyl ether: soluble(lit.)
petroleum ether: slightly soluble(lit.)
vegetable oils: soluble(lit.)

SMILES string

CCCCCCc1ccc(O)cc1O

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

InChI key

WFJIVOKAWHGMBH-UHFFFAOYSA-N

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Application

4-Hexylresorcinol is used as the starting material to synthesize a potent immune suppressor, celastramycin A.[1] It is a precursor to prepare resorcinol-sn-glycerol derivatives, that exhibit high affinity for cannabinoid type 1 receptor.[2] It can also be incorporated as a linker while building catenanes.[3]

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

388.4 °F

Flash Point(C)

198 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Translational isomerizations in [2] catenanes with unsymmetrically substituted resorcinol-based tethers.
Halterman R L and Martyn D E
The Journal of Organic Chemistry, 72(21), 7841-7848 (2007)
R Thepnuan et al.
Journal of food science, 73(3), S124-S133 (2008-04-05)
The effect of pretreatment with pyrophosphate and 4-hexylresorcinol in combination with modified atmosphere packaging (MAP) (80% CO(2), 10% O(2), 10% N(2), or 80% CO(2), 20% N(2)) on the quality of white shrimp during storage at 4 degrees C was investigated.
Seong-Gon Kim et al.
Oncology reports, 29(5), 1835-1840 (2013-02-22)
The bacterial dormancy-inducing factor 4-hexylresorcinol (4-HR) has been shown to have synergistic antitumor effects when used in combination with cisplatin. In the present study, 4-HR was used as a single agent in the squamous carcinoma cell line SCC-9. The results
E Arias et al.
Journal of food science, 72(9), C464-C470 (2007-11-24)
We have investigated the mechanism of action of 4-hexylresorcinol (4-HR) and ascorbic acid (AA) on the polyphenol oxidase (PPO) catalyzed oxidation of phenolic substrates. Incubation of PPO with 4-HR diminishes strongly PPO activity. This effect can be erroneously interpreted, due
Tobias Mann et al.
International journal of molecular sciences, 19(3) (2018-03-03)
Tyrosinase inhibitors are of great clinical interest as agents for the treatment of hyperpigmentary disorders; however, most compounds described in the literature lack clinical efficiency due to insufficient inhibitory activity against human tyrosinase (hTyr). Recently, we reported that thiazolyl resorcinols

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