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HTHQ

Names

[ CAS No. ]:
148081-72-5

[ Name ]:
HTHQ

[Synonym ]:
3-Hydroxy-6-hexyloxy-1.2.4-trimethyl-benzol
HTHQ
DSSTox_CID_697
1-O-n-hexyl-2,3,5-trimethylhydroquinone
4-Hexyloxy-2,3,6-trimethyl-phenol
1-O-Hexyl-2,3,5-trimethylhydroquinone
HTHQ-2,3,5

Biological Activity

[Description]:

HTHQ, which is a hydroquinone monoalkyl ether, is a potent anti-oxidative agent, even at low dose levels.HTHQ is found to be a potent anti-lipid-peroxidative compound and its antioxidation activity to be extremely elevated in biological systems, such as that of liver microsomes via the generation of stable free radicals. In vitro: HTHQ exhibits a similar anti-oxidative activity to that of D,L-alpha-tocopherol against lipid peroxidation in linolate micelles initiated by addition of Fe2+. HTHQ exhibits approximately 4.8-fold higher anti-lipid-peroxidation activity than that of D,L-alpha-tocopherol against the peroxidation in phosphatidylcholine liposomes initiated by addition of Fe2+. [1] up to 0.125% HTHQ significantly reduced the effects of 0.02% Glu-P-1 or 0.03% MeIQx on the number and area of foci. [2]In vivo: Treatment with HTHQ potently inhibits PhIP-induced mammary carcinogenesis in female rats without prior initiation treatment. . HTHQ administration shows reduced mRNA level of PDGF (Plateletderived growth factor) , α-SMA (α-smooth muscle actin) and TGF-β (transforming growth factor-β) than DMN-induced hepetic fibrosis animals in the liver tissue. In this study, we showed that HTHQ improves against DMN-induced liver fibrosis in male SD rats.[3]

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Others

[References]

[1]. Hino T et al. HTHQ (1-O-hexyl-2,3,5-trimethylhydroquinone), an anti-lipid-peroxidative compound: its chemical and biochemical characterizations. Biochim Biophys Acta. 1998 Sep 16;1425(1):47-60.

[2]. Hirose M et al. Inhibitory effects of 1-O-hexyl-2,3,5-trimethylhydroquinone (HTHQ), green tea catechins and other antioxidants on 2-amino-6-methyldipyrido[1,2-a:3',2'-d]imidazole (Glu-P-1)-induced rat hepatocarcinogenesis and dose-dependent inhibition by HTHQ of lesion induction by Glu-P-1 or 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx). Carcinogenesis. 1995 Dec;16(12):3049-55.

[3]. Jung YR et al. Inhibitory Effect of 1-O-Hexyl-2,3,5-Trimethylhydroquinone on Dimethylnitrosamine-induced Liver Fibrosis in Male SD Rats. Toxicol Res. 2010 Sep;26(3):193-201.


[Related Small Molecules]

Captisol | Cyclosporin A | H2DCFDA | 0MPTP hydrochloride | GW4869 | Etomoxir | TD139 | Mitoquinone mesylate | GSK2795039 | JC-1 | BAPTA-AM | AP 20187 | Setanaxib (GKT137831) | D-Luciferin | Crotaline

Chemical & Physical Properties

[ Density]:
0.971g/cm3

[ Boiling Point ]:
357.8ºC at 760mmHg

[ Melting Point ]:
72.5-73ºC

[ Molecular Formula ]:
C15H24O2

[ Molecular Weight ]:
236.35

[ Flash Point ]:
154.4ºC

[ PSA ]:
29.46000

[ LogP ]:
3.60910

[ Vapour Pressure ]:
1.29E-05mmHg at 25°C

[ Index of Refraction ]:
1.507

[ Storage condition ]:
-20℃

Synthetic Route

Precursor & DownStream


Related Compounds