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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:
136-77-6
Molecular Weight:
194.27
Beilstein/REAXYS Number:
2048312
EC Number:
205-257-4
MDL number:
MFCD00002284
UNSPSC Code:
12352100
PubChem Substance ID:
24852569
NACRES:
NA.22

Quality Level

100

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. It is a precursor to prepare resorcinol-sn-glycerol derivatives, that exhibit high affinity for cannabinoid type 1 receptor. It can also be incorporated as a linker while building catenanes.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

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

wgk_germany

WGK 3

flash_point_f

388.4 °F

flash_point_c

198 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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4-Hexylresorcinol, a Potent Inhibitor of Mushroom Tyrosinase.
DAWLEY RM and FLURKEY WH.
Journal of Food Science, 58(3), 609-610 (1993)
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
Yunbin Hao et al.
Molecules (Basel, Switzerland), 23(9) (2018-08-31)
A method for the rapid determination of 4-hexylresorcinol (4-HR) residue in shrimp by solid phase extraction (SPE) ultra-high performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) was established. 4-HR was extracted twice with methanol, and the extract was formulated into methanol-water solution
E Arias et al.
Journal of food science, 72(8), C422-C429 (2007-11-13)
The effects of ascorbic acid (AA) and 4-hexylresorcinol (4-HR) on pear polyphenoloxidase (PPO) activity and stability have been investigated in vitro. AA does not interact directly with PPO but prevents browning by reducing oxidized substrates. The 4-HR exerts a dual
Alexander A Kamnev et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 172, 77-82 (2016-05-01)
In the emission (57Co) variant of Mössbauer spectroscopy (EMS), the 57Co radionuclide (with a half-life of 9months) is used that undergoes a nuclear decay 57Co→57Fe via electron capture followed by the emission of a γ-quantum, the energy of which is
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