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VULPINIC ACID

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VULPINIC ACID Basic information

Product Name:
VULPINIC ACID
Synonyms:
  • 3,4-DIHYDROXY-2,5-DIPHENYL-2,4-HEXA-DIENEDIOIC ACID METHYL ESTER 3,6-LACTONE
  • VULPIC ACID
  • VULPINIC ACID
  • (3-hydroxy-5-oxo-4-phenyl-2(5h)-furylidene)phenyl-aceticacimethylester
  • 2,4-hexadienedioicacid,3,4-dihydroxy-2,5-diphenyl-,mono-gamma-lactone,met
  • alpha)-furanaceticacid,3-hydroxy-5-oxo-alpha,4-diphenyl-delta(sup2(5hmet
  • PULVINIC ACID METHYL ESTER
  • methyl 2-(3,5-dioxo-4-phenyl-2-furylidene)-2-phenylacetate
CAS:
521-52-8
MF:
C19H14O5
MW:
322.31
EINECS:
208-314-1
Product Categories:
  • Aromatics
  • Heterocycles
  • Various Metabolites and Impurities
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
Mol File:
521-52-8.mol
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VULPINIC ACID Chemical Properties

Melting point:
146-148°C
storage temp. 
-20°C Freezer
solubility 
Acetonitrile (Slightly, Heated), Chloroform (Slightly), DMSO (Slightly)
form 
Solid
color 
Yellow
LogP
2.540 (est)
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Safety Information

Risk Statements 
28
Safety Statements 
1-22-45
RIDADR 
3172
Toxicity
mouse,LD50,intraperitoneal,75mg/kg (75mg/kg),Acta Pharmacologica et Toxicologica. Vol. 2, Pg. 109, 1946.
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VULPINIC ACID Usage And Synthesis

Description

Vulpinic acid is a lichen metabolite that has been found in L. vulpina and has diverse biological activities. It is active against C. perfringens, B. vulgatus, B. fragilis, B. loescheii, P. acnes, E. faecium, and methicillin-susceptible and -resistant S. aureus (MICs = 4-16 μg/ml). Vulpinic acid (25-800 μM) prevents UVB-induced apoptosis, cytotoxicity, and cytoskeletal modifications in HaCaT human keratinocytes. It also increases scratch wound healing of HaCaT cells. Vulpinic acid (15 μM) reduces hydrogen peroxide-induced production of reactive oxygen species (ROS) and cytotoxicity in human umbilical vein endothelial cells (HUVECs).

Chemical Properties

Yellow Solid

Uses

A lichen metabolite with anti-inflammatory properties.

Uses

antiinflammatory, antibacterial, plant growth inhibitor

Definition

ChEBI: Vulpinic acid is a butenolide.

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