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HomeProduct name listalpha-Angelica lactone

alpha-Angelica lactone

Synonym(s):4-Hydroxy-3-pentenoic acid γ-lactone;5-Methyl-2(3H)-furanone;alpha-Angelica lactone

  • CAS NO.:591-12-8
  • Empirical Formula: C5H6O2
  • Molecular Weight: 98.1
  • MDL number: MFCD00005375
  • EINECS: 209-701-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-13 18:13:23
alpha-Angelica lactone Structural

What is alpha-Angelica lactone?

Chemical properties

clear colorless to straw yellow liquid

Chemical properties

α-Angelica lactone has a sweet, herbaceous odor reminiscent of tobacco.

Occurrence

Reported found in grape, white bread, soy bean and licorice.

The Uses of alpha-Angelica lactone

alpha-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.

Preparation

By dry distillation of levulinic acid

Definition

ChEBI: 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.

What are the applications of Application

alpha-Angelica lactone finds occasional use in the reconstitution of essential oils. lts intensely sweet-herbaceous, almost tobacco-like odor makes this chemical interesting for application in new fragrance types. However, it would be wise to investigate its pharmacological and dermatological properties first.

Taste threshold values

Taste characteristics at 100 ppm: sweet, creamy, coconut, vanilla hay and coumarin-like nuances

General Description

α-Angelica lactone, a cyclic lactone that occurs naturally in tobacco, is generally used in tobacco flavoring.

Biochem/physiol Actions

Plant-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 Profile

Moderately toxic by ingestion andintraperitoneal routes. When heated to decomposition itemits acrid smoke and irritating fumes.

Properties of alpha-Angelica lactone

Melting point: 13-17 °C(lit.)
Boiling point: 55-56 °C12 mm Hg(lit.)
Density  1.092 g/mL at 25 °C(lit.)
refractive index  n20/D 1.448(lit.)
FEMA  3293 | 4-HYDROXY-3-PENTENOIC ACID LACTONE
Flash point: 155 °F
storage temp.  2-8°C
solubility  Chloroform, Ethyl Acetate
form  Oil
pka pK1:4.3 (25°C)
Specific Gravity 1.101.092
color  Clear Light Yellow
Odor at 10.00 % in dipropylene glycol. sweet solvent nutty tonka coumarin tobacco
Water Solubility  5 g/100 mL (25 ºC)
Merck  14,647
JECFA Number 221
BRN  108394
CAS DataBase Reference 591-12-8(CAS DataBase Reference)
NIST Chemistry Reference 2(3H)-Furanone, 5-methyl-(591-12-8)
EPA Substance Registry System 5-Methyl-2(3H)-furanone (591-12-8)

Safety information for alpha-Angelica lactone

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H227:Flammable liquids
H303:Acute toxicity,oral
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P403+P235:Store in a well-ventilated place. Keep cool.
P501:Dispose of contents/container to..…

Computed Descriptors for alpha-Angelica lactone

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