Vulpic acid

Names

[ CAS No. ]:
521-52-8

[ Name ]:
Vulpic acid

[Synonym ]:
vulpinic acid

Biological Activity

[Description]:

Vulpinic acid, a lichen metabolite, decreases H2O2-induced ROS production, oxidative stress and oxidative stress-related damages in human umbilical vein endothelial cells (HUVEC). Vulpinic acid is active against staphylococci, enterococci, and anaerobic bacteria.Vulpinic acid has the potential for atherosclerosis research[1][2].

[Related Catalog]:

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. E Sahin, et al. Vulpinic acid, a lichen metabolite, emerges as a potential drug candidate in the therapy of oxidative stress-related diseases, such as atherosclerosis. Hum Exp Toxicol. 2019 Jun;38(6):675-684.

[2]. M Lauterwein, et al. In vitro activities of the lichen secondary metabolites vulpinic acid, (+)-usnic acid, and (-)-usnic acid against aerobic and anaerobic microorganisms. Antimicrob Agents Chemother. 1995 Nov;39(11):2541-3.

Chemical & Physical Properties

[ Density]:
1.375g/cm3

[ Boiling Point ]:
568.8ºC at 760mmHg

[ Melting Point ]:
146-148ºC

[ Molecular Formula ]:
C₁₉H₁₄O₅

[ Molecular Weight ]:
322.31

[ Flash Point ]:
210.2ºC

[ Exact Mass ]:
322.08400

[ PSA ]:
72.83000

[ LogP ]:
3.09680

[ Index of Refraction ]:
1.656

[ Storage condition ]:
-20°C Freezer

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: HF3500000

CHEMICAL NAME :: Delta(sup 2(5H),alpha)-furanacetic acid, 3-hydroxy-5-oxo-alpha,4-diphenyl-, methyl ester

CAS REGISTRY NUMBER :: 521-52-8

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C19-H14-O5

MOLECULAR WEIGHT :: 322.33

WISWESSER LINE NOTATION :: T5VOYJ CUYR&VO1 DQ ER

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. (Washington, DC) Volume(issue)/page/year: 5,30,1953

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 75 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 2,109,1946

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 180 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#02804

Safety Information

[ Risk Phrases ]:
28

[ Safety Phrases ]:
1-22-45

[ RIDADR ]:
UN 3172

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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