ChemicalBook--->CAS DataBase List--->521-52-8

521-52-8

521-52-8 Structure

521-52-8 Structure
IdentificationBack Directory
[Name]

VULPINIC ACID
[CAS]

521-52-8
[Synonyms]

VULPIC ACID
VULPINIC ACID
VULPINIC ACID(P)
VULPINIC ACID 90+%
PULVINIC ACID METHYL ESTER
methyl 2-(3,5-dioxo-4-phenyl-2-furylidene)-2-phenylacetate
(3-hydroxy-5-oxo-4-phenyl-2(5h)-furylidene)phenyl-aceticacimethylester
alpha)-furanaceticacid,3-hydroxy-5-oxo-alpha,4-diphenyl-delta(sup2(5hmet
2,4-hexadienedioicacid,3,4-dihydroxy-2,5-diphenyl-,mono-gamma-lactone,met
methyl (E)-2-(3-hydroxy-5-oxo-4-phenylfuran-2(5H)-ylidene)-2-phenylacetate
3,4-DIHYDROXY-2,5-DIPHENYL-2,4-HEXA-DIENEDIOIC ACID METHYL ESTER 3,6-LACTONE
α-[(2E)-3-Hydroxy-5-oxo-4-phenylfuran-2(5H)-ylidene]benzeneacetic acid methyl ester
(aE)-a-(3-Hydroxy-5-oxo-4-phenyl-2(5H)-furanylidene)benzeneacetic Acid Methyl Ester
(αE)-α-[3-Hydroxy-4-phenyl-5-oxofuran-2(5H)-ylidene]benzeneacetic acid methyl ester
[(2E)-3-Hydroxy-4-phenyl-5-oxo-2,5-dihydrofuran-2-ylidene]phenylacetic acid methyl ester
Phenyl[(2E)-3-hydroxy-4-phenyl-5-oxo-2,5-dihydrofuran-2-ylidene]acetic acid methyl ester
Benzeneacetic acid, α-(3-hydroxy-5-oxo-4-phenyl-2(5H)-furanylidene)-, methyl ester, (αE)-
[EINECS(EC#)]

208-314-1
[Molecular Formula]

C19H14O5
[MDL Number]

MFCD00075804
[MOL File]

521-52-8.mol
[Molecular Weight]

322.31
Chemical PropertiesBack Directory
[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)
Safety DataBack Directory
[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.
Hazard InformationBack Directory
[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]

A lichen metabolite with anti-inflammatory properties.
[Uses]

antiinflammatory, antibacterial, plant growth inhibitor
[Definition]

ChEBI: Vulpinic acid is a butenolide.
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