alpha-Angelica lactone

alpha-Angelica lactone Basic information
Product Name:alpha-Angelica lactone
Synonyms:3-PENTEN-4-OLIDE;4-HYDROXY-3-PENTANOIC ACID GAMMA-LACTONE;4-HYDROXY-3-PENTENOIC ACID GAMMA-LACTONE;4-HYDROXY-3-PENTENOIC ACID G-LACTONE;4-HYDROXY-3-PENTENOIC ACID LACTONE;2,3-Dihydro-5-methyl-2-furanone;3-Pentenoic acid, 4-hydroxy-, gamma-lactone;4-hydroxy-3-pentenoicacigamma-lactone
CAS:591-12-8
MF:C5H6O2
MW:98.1
EINECS:209-701-8
Product Categories:Miscellaneous Natural Products
Mol File:591-12-8.mol
alpha-Angelica lactone Structure
alpha-Angelica lactone Chemical Properties
Melting point 13-17 °C(lit.)
Boiling point 55-56 °C12 mm Hg(lit.)
density 1.092 g/mL at 25 °C(lit.)
FEMA 3293 | 4-HYDROXY-3-PENTENOIC ACID LACTONE
refractive index n20/D 1.448(lit.)
Fp 155 °F
storage temp. 2-8°C
solubility Chloroform, Ethyl Acetate
pkapK1:4.3 (25°C)
form Oil
color Clear Light Yellow
Specific Gravity1.101.092
Odorat 10.00 % in dipropylene glycol. sweet solvent nutty tonka coumarin tobacco
Odor Typecoconut
Water Solubility 5 g/100 mL (25 ºC)
Merck 14,647
JECFA Number221
BRN 108394
LogP0.84
CAS DataBase Reference591-12-8(CAS DataBase Reference)
NIST Chemistry Reference2(3H)-Furanone, 5-methyl-(591-12-8)
EPA Substance Registry System5-Methyl-2(3H)-furanone (591-12-8)
Safety Information
Safety Statements 24/25
RIDADR NA 1993 / PGIII
WGK Germany 2
RTECS LU5075000
10-21
TSCA Yes
HS Code 29322090
ToxicityLD50 orl-mus: 2800 mg/kg DCTODJ 3,249,80
MSDS Information
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alpha-Angelica lactone Usage And Synthesis
Chemical Propertiesclear colorless to straw yellow liquid
Chemical Propertiesα-Angelica lactone has a sweet, herbaceous odor reminiscent of tobacco.
OccurrenceReported found in grape, white bread, soy bean and licorice.
Usesalpha-Angelicalactone acts as acancer chemopreventive agent. It is used in the synthesis of glutathione and the activity of glutathione-S-transferase and UDP-glucunonosyltransferase detoxification enzymes in esophagus, stomach, intestine, and liver. It is used in oral care formulations to round out mint notes and in coffee flavors.
PreparationBy dry distillation of levulinic acid
DefinitionChEBI: Alpha-angelica lactone is an angelica lactone and a butenolide. It is functionally related to a but-3-en-4-olide. It is a tautomer of a beta-angelica lactone.
Taste threshold valuesTaste characteristics at 100 ppm: sweet, creamy, coconut, vanilla hay and coumarin-like nuances
General Descriptionα-Angelica lactone, a cyclic lactone that occurs naturally in tobacco, is generally used in tobacco flavoring.
Biochem/physiol ActionsPlant-derived cancer chemopreventive agent. Increases the synthesis of glutathione and the activity of glutathione-S-transferase and UDP-glucunonosyltransferase detoxification enzymes in esophagus, stomach, intestine, and liver.
Safety ProfileModerately toxic by ingestion andintraperitoneal routes. When heated to decomposition itemits acrid smoke and irritating fumes.
alpha-Angelica lactone Preparation Products And Raw materials
Preparation Products5-methylenefuran-2(5H)-one-->2-Ethylfuran
Methylparaben Methyl Bensulfuron methyl Hydroxy silicone oil ANGELICA Parathion-methyl 2-Methylfuran D-(+)-Glucono-1,5-lactone Kresoxim-methyl 4-Cyanophenol ANGELICASINENSIS Furazolidone Methyl acrylate Methyl bromide 3-Methylfuran METHYL THIOPHENE-2-CARBOXYLATE Spironolactone Furan

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