VULPINIC ACID

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
VULPINIC ACID Structure
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
LogP2.540 (est)
Safety Information
Risk Statements 28
Safety Statements 1-22-45
RIDADR 3172
Toxicitymouse,LD50,intraperitoneal,75mg/kg (75mg/kg),Acta Pharmacologica et Toxicologica. Vol. 2, Pg. 109, 1946.
MSDS Information
VULPINIC ACID Usage And Synthesis
DescriptionVulpinic 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 PropertiesYellow Solid
Usesantiinflammatory, antibacterial, plant growth inhibitor
UsesA lichen metabolite with anti-inflammatory properties.
DefinitionChEBI: Vulpinic acid is a butenolide.
VULPINIC ACID Preparation Products And Raw materials
Preparation Products(αE)-α-[3-Hydroxy-4-phenyl-5-oxofuran-2(5H)-ylidene]benzeneacetic acid
3-METHYL-2(5H)-FURANONE 4-HYDROXY-3-PHENYL-2(5H)-FURANONE 3-HYDROXY-2-PHENYL-PROPENAL CIS CIS-MUCONIC ACID 4-Hydroxy-2(5H)-furanone TRANS,TRANS-1,4-DIPHENYL-1,3-BUTADIENE Pulvinicanhydride Atropic acid methyl 3-methoxy-2-butenoate VINYL PHENYL ACETATE 5-methylenefuran-2(5H)-one CINNAMYL FORMATE VULPINIC ACID(REAGENT / STANDARD GRADE) VULPINIC ACID(RG) 2-PHENYL-ACRYLIC ACID METHYL ESTER VINYL METHACRYLATE VULPINIC ACID (2Z,4Z)-HEXA-2,4-DIENE-1,6-DIOL

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