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W265608

Sigma-Aldrich

Maltol

≥99.0%, FCC, FG

Synonyme(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

Formule empirique (notation de Hill):
C6H6O3
Numéro CAS:
118-71-8
Poids moléculaire :
126.11
Numéro FEMA:
2656
Numéro Beilstein :
112169
Numéro CE :
204-271-8
Conseil de l'Europe Nº :
148
Numéro MDL:
MFCD00006578
Code UNSPSC :
12164502
ID de substance PubChem :
24901222
Numéro Flavis :
7.014
Nomenclature NACRES :
NA.21

Source biologique

synthetic

Niveau de qualité

400

Qualité

FG
Fragrance grade
Halal
Kosher

Agence

follows IFRA guidelines

Conformité réglementaire

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117
FDA 21 CFR 172.515

Pureté

≥99.0%

Température d'inflammation spontanée

1364 °F

Limite d'explosivité

25 %

Pf

160-164 °C (lit.)

Application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

Allergène alimentaire

no known allergens

Allergène de parfum

no known allergens

Propriétés organoleptiques

caramel; jam; fruity; sweet

Chaîne SMILES 

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

InChI

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

Clé InChI

XPCTZQVDEJYUGT-UHFFFAOYSA-N

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Application


  • Maltol prevents the progression of osteoarthritis by targeting PI3K/Akt/NF-κB pathway: In vitro and in vivo studies.: This article details the mechanisms through which maltol mitigates osteoarthritis, focusing on its effects on key signaling pathways which could be beneficial for therapeutic applications (Lu et al., 2021).

  • The Liver Protection Effects of Maltol, a Flavoring Agent, on Carbon Tetrachloride-Induced Acute Liver Injury in Mice via Inhibiting Apoptosis and Inflammatory Response.: This study explores maltol′s hepatoprotective properties, demonstrating its potential to inhibit apoptosis and inflammation in models of acute liver injury (Liu et al., 2018).

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Xiao-Jie Mi et al.
Journal of agricultural and food chemistry, 67(5), 1392-1401 (2019-01-16)
Our previous study has confirmed that maltol can attenuate alcohol-induced acute hepatic damage and prevent oxidative stress in mice. Therefore, maltol might have the capacity to improve thioacetamide (TAA)-induced liver fibrosis. The purpose of this work was to explore the
Anwar Anwar-Mohamed et al.
Toxicology in vitro : an international journal published in association with BIBRA, 21(4), 685-690 (2007-02-24)
Maltol is used extensively as a flavor-enhancing agent, food preservative, antioxidant, and also in cosmetic and pharmaceutical formulations. However, a number of studies have shown that maltol may induce carcinogenicity and toxicity but the mechanisms involved remain unknown. Therefore, we
Tamás Jakusch et al.
Dalton transactions (Cambridge, England : 2003), (13)(13), 2428-2437 (2009-03-18)
The interactions of various insulin mimetic oxovanadium(IV) compounds with serum proteins were studied in model systems and in ex vivo samples. For the modeling study, an earlier in situ method was extended and applied to the formation of ternary complexes
Sílvia Chaves et al.
Journal of inorganic biochemistry, 114, 38-46 (2012-06-13)
The O,S-donor analogues of maltol and deferiprone (DMHP), respectively, thiomaltol and DMHTP, have been investigated in solution for their iron-complexation ability, as well as their electrochemical behaviors, in the presence and absence of iron, aimed at the rationalization of their
Stefano Amatori et al.
The Journal of organic chemistry, 77(5), 2207-2218 (2012-02-03)
The N,N'-bis[(3-hydroxy-4-pyron-2-yl)methyl]-N,N'-dimethylethylendiamine (malten) and 4,10-bis[(3-hydroxy-4-pyron-2-yl)methyl]-1,7-dimethyl-1,4,7,10-tetraazacyclododecane (maltonis) were synthesized and characterized. The acid-base behavior, structural characterizations, and biochemical studies in aqueous solution were reported. Each compound contains two 3-hydroxy-2-methyl-4-pyrone units (maltol) symmetrically spaced by a polyamine fragment, the 1,4-dimethylethylendiamine (malten), or
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