5-Heptadecyl-1,3-benzenediol

Modify Date: 2024-01-10 19:57:15

5-Heptadecyl-1,3-benzenediol structure	Common Name	5-Heptadecyl-1,3-benzenediol
	CAS Number	41442-57-3	Molecular Weight	348.56
	Density	1.0±0.1 g/cm3	Boiling Point	478.0±15.0 °C at 760 mmHg
	Molecular Formula	C₂₃H₄₀O₂	Melting Point	N/A
	MSDS	Chinese USA	Flash Point	202.6±15.0 °C
	Symbol	GHS07	Signal Word	Warning

Use of 5-Heptadecyl-1,3-benzenediol

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
Synonym	More Synonyms

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	Signaling Pathways >> Epigenetics >> Sirtuin Research Areas >> Cardiovascular Disease Signaling Pathways >> Cell Cycle/DNA Damage >> Sirtuin Research Areas >> Metabolic Disease
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

5-Heptadecyl-1,3-benzenediol MSDS(Chinese)

Symbol	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

1-heptadecyl-3,...

CAS#:41395-17-9

~94%

5-Heptadecyl-1,...

CAS#:41442-57-3

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

(((5-(heptadec-...

CAS#:1190372-76-9

~77%

5-Heptadecyl-1,...

CAS#: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

1-(3',5'-Dimeth...

CAS#:52483-25-7

5-Heptadecyl-1,...

CAS#:41442-57-3

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

Hexadecylbromom...

CAS#:872-26-4

5-Heptadecyl-1,...

CAS#:41442-57-3

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

3,5-DIMETHOXYBE...

CAS#:17213-57-9

5-Heptadecyl-1,...

CAS#:41442-57-3

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

Precursor 3
CAS#:41395-17-9 1-heptadecyl-3,... CAS#:872-26-4 Hexadecylbromom... CAS#:17213-57-9 3,5-DIMETHOXYBE...
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%

Characterisation of triterpenes and new phenolic lipids in Cameroonian propolis.

Phytochemistry 106 , 156-63, (2014)

Chemical investigation of a sample of propolis originating from North-Western Cameroon led to the isolation of thirteen alk(en)ylphenols (1-13) (inseparable mixture) along with α-amyrin (14), β-amyrin...

5-alk(en)ylresorcinols as the major active components in wheat bran inhibit human colon cancer cell growth.

Bioorg. Med. Chem. 19 , 3973-82, (2011)

We and others have found that wheat bran oil is the active constituent in wheat bran for colon cancer prevention. However, the active components in wheat bran oil are still unknown. Using human colon ...

5-alkylresorcinols from Merulius incarnatus.

J. Nat. Prod. 69 , 704-6, (2006)

Two new, 5-heptadeca-8'Z,11'Z,16-trienylresorcinol (1) and 5-heptadeca-9'E,11'Z,16-trienylresorcinol (2), and six known 5-alkylresorcinols (3-8) were isolated from the mushroom Merulius incarnatus. Co...

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