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41442-57-3

41442-57-3 structure
41442-57-3 structure
  • Name: 5-Heptadecyl-1,3-benzenediol
  • Chemical Name: 5-heptadecylbenzene-1,3-diol
  • CAS Number: 41442-57-3
  • Molecular Formula: C23H40O2
  • Molecular Weight: 348.56
  • Catalog: Natural product Phenols
  • Create Date: 2018-04-14 08:00:00
  • Modify Date: 2024-01-10 19:57:15
  • 5-Heptadecylresorcinol (AR-C17), a phenolic lipid component, is also an orally active mitochondrial protector. 5-Heptadecylresorcinol improves mitochondrial function via sirtuin3 signaling pathway, thus alleviates endothelial cell damage and apoptosis. 5-Heptadecylresorcinol induces sirtuin3-mediated autophagy. 5-Heptadecylresorcinol reduces the atherosclerotic plaques in the aortic root region of mice heart. 5-Heptadecylresorcinol can be used for research of atherosclerosis prevention and obesity[1][2].

Name 5-heptadecylbenzene-1,3-diol
Synonyms 5-Heptadecyl-1,3-dihydroxybenzene
5-Heptadecyl-1,3-benzenediol
5-N-Heptadecylresorcinol
1,3-DIHYDROXY-5-HEPTADECYLBENZEN
1,3-Benzenediol, 5-heptadecyl-
5-heptadecylbenzene-1,3-diol
5-Heptadecylresorcinol
Description 5-Heptadecylresorcinol (AR-C17), a phenolic lipid component, is also an orally active mitochondrial protector. 5-Heptadecylresorcinol improves mitochondrial function via sirtuin3 signaling pathway, thus alleviates endothelial cell damage and apoptosis. 5-Heptadecylresorcinol induces sirtuin3-mediated autophagy. 5-Heptadecylresorcinol reduces the atherosclerotic plaques in the aortic root region of mice heart. 5-Heptadecylresorcinol can be used for research of atherosclerosis prevention and obesity[1][2].
Related Catalog
Target

SIRT3

In Vitro 5-Heptadecylresorcinol(0、0.5、1 和 2 µM;24 小时)通过上调 HUVEC 中的 SIRT3 减轻线粒体功能障碍[1]。 5-Heptadecylresorcinol 减轻了炎症条件培养基 (CM) 诱导的脂肪细胞脂肪分解和线粒体损伤,同时减弱了线粒体活性氧的产生和线粒体膜去极化[2]。 5-Heptadecylresorcinol(5、10 和 15 μM;24 小时)通过减少 3T3-L1 脂肪细胞中甘油的释放显着防止 CM 诱导的脂肪细胞脂肪分解[2]。 5-Heptadecylresorcinol(5、10 和 15 μM;24 小时)改善 CM 诱导的脂肪细胞线粒体功能障碍[2]。 Western Blot Analysis[2] Cell Line: 3T3-L1 adipocytes Concentration: 5, 10 and 15 μM Incubation Time: 24 hours Result: Increased the expression of UCP1, COX IV, PGC-1α, DRP1 and MFN2 proteins.
In Vivo 5-Heptadecylresorcinol(30 mg/kg、150 mg/kg;每日口服,持续 16 周)改善高脂饮食喂养的 ApoE−/− 小鼠的脂质代谢[1]。 5-Heptadecylresorcinol(30 mg/kg、150 mg/kg;每天口服,持续 16 周)增加小鼠体重,减轻脂肪组织巨噬细胞浸润和线粒体功能障碍[2]。 Animal Model: C57BL/6J mice[1][2] Dosage: 30 mg/kg, 150 mg/kg Administration: PO; daily for 16 weeks Result: Lowered serum total cholesterol, triglyceride, VLDL-C, and LDL-C levels[1]. Reduced adipose tissue macrophage infiltration from high-fat diet induced obese C57BL/6J mice[2].
References

[1]. Rakshit D, et al. The Pharmacological Activity of Garlic (Allium sativum) in Parkinson's Disease: From Molecular Mechanisms to the Therapeutic Potential. ACS Chem Neurosci. 2023 Mar 15;14(6):1033-1044.  

[2]. Yoo DY, et al. Neuroprotective effects of Z-ajoene, an organosulfur compound derived from oil-macerated garlic, in the gerbil hippocampal CA1 region after transient forebrain ischemia. Food Chem Toxicol. 2014 Oct;72:1-7.  

Density 1.0±0.1 g/cm3
Boiling Point 478.0±15.0 °C at 760 mmHg
Molecular Formula C23H40O2
Molecular Weight 348.56
Flash Point 202.6±15.0 °C
Exact Mass 348.302826
PSA 40.46000
LogP 9.72
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.507
Storage condition 2-8°C
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H319
Precautionary Statements P305 + P351 + P338
Hazard Codes Xi
Risk Phrases 36
Safety Phrases 26
RIDADR NONH for all modes of transport
HS Code 2907299090

~94%

41442-57-3 structure

41442-57-3

Literature: Zhu, Yingdong; Soroka, Dominique N.; Sang, Shengmin Journal of Agricultural and Food Chemistry, 2012 , vol. 60, # 35 p. 8624 - 8631

~77%

41442-57-3 structure

41442-57-3

Literature: Wu, Li-Qiang; Yang, Chun-Guang; Yang, Li-Ming; Yang, Li-Juan Journal of Chemical Research, 2009 , # 3 p. 183 - 185

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41442-57-3 structure

41442-57-3

Literature: Arisawa; Ohmura; Kobayashi; Morita Chemical and Pharmaceutical Bulletin, 1989 , vol. 37, # 9 p. 2431 - 2434

~%

41442-57-3 structure

41442-57-3

Literature: Arisawa; Ohmura; Kobayashi; Morita Chemical and Pharmaceutical Bulletin, 1989 , vol. 37, # 9 p. 2431 - 2434

~%

41442-57-3 structure

41442-57-3

Literature: Arisawa; Ohmura; Kobayashi; Morita Chemical and Pharmaceutical Bulletin, 1989 , vol. 37, # 9 p. 2431 - 2434
Precursor  3

DownStream  0

HS Code 2907299090
Summary 2907299090 polyphenols; phenol-alcohols。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:5.5%。general tariff:30.0%