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: 2024-11-19 15:53:33
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 | n |
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) |
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
New Products
4-Aminotetrahydropyran-4-carbonitrile Hydrochloride (R)-3-Aminobutanenitrile Hydrochloride 4-AMINO-TETRAHYDRO-PYRAN-4-CARBOXYLIC ACID HCL 4-(Dimethylamino)tetrahydro-2H-pyran-4-carbonitrile 3-((Dimethylamino)methyl)-5-methylhexan-2-one oxalate 1,4-Dioxa-8-azaspiro[4.5]decane 5-Bromo-2-nitropyridine Nimesulide BP Aceclofenac IP/BP/EP Diclofenac Sodium IP/BP/EP/USP Mefenamic Acid IP/BP/EP/USP Ornidazole IP Diclofenac Potassium SODIUM AAS SOLUTION ZINC AAS SOLUTION BUFFER SOLUTION PH 10.0(BORATE) GOOCH CRUCIBLE SINTERED AQUANIL 5 BERYLLIUM AAS SOLUTION 2-Bromo-1-(bromomethyl)-3-chloro-5-nitrobenzene 2-Bromo-3-nitroaniline N-(3-Hydroxypropyl)-N-methylacetamide 3-Bromo-6-chloropyridazine 4-ethyl-3-nitrobenzoic acidRelated products of tetrahydrofuran
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