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W265624

Sigma-Aldrich

Maltol

greener alternative

natural, FG

Synonym(s):

3-Hydroxy-2-methyl-4-pyrone, 3-Hydroxy-2-methyl-4H-pyran-4-one, Larixinic acid, Maltol

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About This Item

Empirical Formula (Hill Notation):
C6H6O3
CAS Number:
118-71-8
Molecular Weight:
126.11
FEMA Number:
2656
Beilstein:
112169
EC Number:
204-271-8
MDL number:
MFCD00006578
UNSPSC Code:
12164502
PubChem Substance ID:
24901224
Flavis number:
7.014
NACRES:
NA.21

biological source

sugar cane

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher
natural

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117

autoignition temp.

1364 °F

expl. lim.

25 %

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

mp

160-164 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

greener alternative category

Aligned

Organoleptic

caramel; jam; fruity; sweet

SMILES string

CC1=C(O)C(=O)C=CO1

InChI

1S/C6H6O3/c1-4-6(8)5(7)2-3-9-4/h2-3,8H,1H3

InChI key

XPCTZQVDEJYUGT-UHFFFAOYSA-N

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Related Categories

General description

Maltol is a food flavor enhancing agent, which enhances sweetness. It is also used as food antioxidant due to its high antioxidant activity.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product is a Biobased products, showing key improvements in Green Chemistry Principles “Less Hazardous Chemical Syntheses” and “Use of Renewable Feedstock”.

Application


  • The Importance and Essentiality of Natural and Synthetic Chelators in Medicine: Increased Prospects for the Effective Treatment of Iron Overload and Iron Deficiency.: This review discusses the use of natural and synthetic chelators, including maltol, in treating iron overload and deficiency, emphasizing its medicinal potential and application in biochemistry (Kontoghiorghes, 2024).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Biotic Type Antioxidants: The Prospective Search Area for Novel Chemical Drugs, 464-464 (2000)
Basic Food Chemistry, 254-254 (2012)
Katherine H Thompson et al.
Chemical Society reviews, 35(6), 545-556 (2006-05-27)
The family of hydroxypyrones and close congeners, the hydroxypyridinones, is a particularly versatile class of ligands. The most widely investigated for medicinal applications are the 3-hydroxy-4-pyrones and the 1,2- 3,2- and 3,4-hydroxypyridinones. Key features of these ligands are: a six-membered
Huansong Wang et al.
Free radical research, 41(4), 479-488 (2007-04-25)
Soy sauce is a traditional fermented seasoning in Asian countries, that has high antioxidant activity in vitro and some antioxidant activity in vivo. We attempted to identify the major antioxidants present, using the 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assay as a guide.
Wolfgang Kandioller et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(45), 12283-12291 (2009-10-13)
Organometallic ruthenium-arene compounds bearing a maltol ligand have been shown to be nearly inactive in in vitro anticancer assays, presumably due to the formation of dimeric Ru(II) species in aqueous solutions. In an attempt to stabilize such complexes, [Ru(eta(6)-p-cymene)(XY)Cl] (XY=pyrones
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