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W329304

Sigma-Aldrich

α-Angelica lactone

98%, FG

Synonym(s):

4-Hydroxy-3-pentenoic acid γ-lactone, 5-Methyl-2(3H)-furanone

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About This Item

Empirical Formula (Hill Notation):
C5H6O2
CAS Number:
Molecular Weight:
98.10
FEMA Number:
3293
Beilstein:
108394
EC Number:
Council of Europe no.:
731
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
10.012
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

Assay

98%

refractive index

n20/D 1.448 (lit.)

bp

55-56 °C/12 mmHg (lit.)

mp

13-17 °C (lit.)

density

1.092 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

coconut; oily; sweet

SMILES string

CC1=CCC(=O)O1

InChI

1S/C5H6O2/c1-4-2-3-5(6)7-4/h2H,3H2,1H3

InChI key

QOTQFLOTGBBMEX-UHFFFAOYSA-N

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General description

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

Packaging

Packaged in glass bottles

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

154.4 °F - closed cup

Flash Point(C)

68 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chemical composition and carcinogenicity of smokeless tobacco.
Hoffmann D & Djordjevic MV.
Advances in Dental Research, 11(3), 322-329 (1997)
Efficient conversion of ?-angelica lactone into ?-valerolactone with ionic liquids at room temperature
Cao R, et al.
ACS sustainable chemistry & engineering, 2(4), 902-909 (2014)
Y M Ioannou et al.
Cancer research, 42(4), 1199-1204 (1982-04-01)
The effects of alpha-angelica lactone (alpha-AL), butylated hydroxyanisole (BHA), and beta-naphthoflavone (beta-NF) on the amount of benzo(alpha)pyrene (BP) metabolite:DNA adducts formed in the forestomach, lung, and liver of ICR/Ha mice were investigated 48 hr after p.o. administration of BP. BP
Lin Zhou et al.
Organic letters, 13(12), 3056-3059 (2011-05-21)
A direct highly diastereo- and enantioselective asymmetric vinylogous Mannich-type (AVM) reaction of aldimines with nonactivated natural α-angelica lactone has been successfully developed. It was demonstrated that the nonactivated natural α-angelica lactone is a useful vinylogous nucleophile to give the chiral
W A Nijhoff et al.
Carcinogenesis, 16(3), 607-612 (1995-03-01)
The naturally occurring anticarcinogens flavone and alpha-angelicalactone incorporated separately and simultaneously in the diet at 0.5, 0.1, 0.05 and 0.01% w/w, were studied with respect to their effects on oesophageal, gastric, intestinal, colonic and hepatic (i) glutathione S-transferase (GST) enzyme

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