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Chemical Structure| 118-71-8 Chemical Structure| 118-71-8

Structure of Maltol
CAS No.: 118-71-8

Chemical Structure| 118-71-8

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Maltol is used as a flavour enhancer or flavouring agent that can be found in various foods like milk, breads and heated butter etc. Maltol also has a role as a metabolite.

Synonyms: Larixinic acid; Palatone; Veltol

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Product Details of Maltol

CAS No. :118-71-8
Formula : C6H6O3
M.W : 126.11
SMILES Code : O=C1C(O)=C(C)OC=C1
Synonyms :
Larixinic acid; Palatone; Veltol
MDL No. :MFCD00006578
InChI Key :XPCTZQVDEJYUGT-UHFFFAOYSA-N
Pubchem ID :8369

Safety of Maltol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H341
Precautionary Statements:P501-P270-P202-P201-P264-P280-P302+P352-P308+P313-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330-P405

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Bone marrow-derived macrophages (BMDMs) 20 mM 1-6 hours Maltol inhibited the activation of NLRP3 and NC inflammasomes, but it did not alter the other inflammasomes. Antioxidants (Basel). 2022 Sep 28;11(10):1923.
Human chondrocytes 0, 20, 40, 60 µM 24 hours To evaluate the effect of maltol on IL-1β-induced inflammatory response and extracellular matrix degradation. Results showed that maltol significantly inhibited the production of inflammatory factors (e.g., PGE2, NO, TNF-α, IL-6) and reduced extracellular matrix degradation (e.g., degradation of collagen II and aggrecan). J Cell Mol Med. 2021 Jan;25(1):499-509.
U937 cells 10 µM 24 hours To investigate the effects of maltol on c-MYC protein expression in U937 cells, results showed that maltol treatment led to downregulation of c-MYC protein expression. Cancer Gene Ther. 2023 May;30(5):671-682.
Jurkat cells 10 µM 24 hours To investigate the effects of maltol on c-MYC protein expression in Jurkat cells, results showed that maltol treatment led to downregulation of c-MYC protein expression. Cancer Gene Ther. 2023 May;30(5):671-682.
K562 cells 10 µM 24 hours To investigate the effects of maltol on c-MYC protein expression in K562 cells, results showed that maltol treatment led to downregulation of c-MYC protein expression. Cancer Gene Ther. 2023 May;30(5):671-682.
HL60 cells 10 µM 24 hours To investigate the effects of maltol on c-MYC protein expression in HL60 cells, results showed that maltol treatment led to downregulation of c-MYC protein expression. Cancer Gene Ther. 2023 May;30(5):671-682.
NB4 cells 10 µM 24 hours To investigate the effects of maltol on the gene expression profile of NB4 cells, results showed that maltol treatment led to the downregulation of 551 genes and upregulation of 288 genes, and induced upregulation of interferon alpha and gamma response and downregulation of c-MYC target genes. Cancer Gene Ther. 2023 May;30(5):671-682.
Rat nucleus pulposus cells 5, 10, 20 µM 24 hours To investigate the effect of maltol on IL-1β-induced ECM degradation in nucleus pulposus cells. Results showed that maltol inhibited ECM degradation and inflammatory response, increased the expression of anabolic proteins, decreased the expression of catabolic proteins, and reduced the secretion of inflammatory mediators. Inflammopharmacology. 2023 Feb;31(1):369-384.
RSC96 cells 1, 5, 10, 20, 40, 80 µM 24 hours To evaluate the protective effect of maltol on the viability of RSC96 cells, results showed no significant cytotoxicity at concentrations ranging from 1 to 40 µM Pharmaceuticals (Basel). 2024 Aug 29;17(9):1139.
PC12 cells 700 µM 24 hours To investigate the neurotoxic effects of aluminium maltolate (Al(mal)3) on PC12 cells and the protective mechanism of Andrographolide (Andro). Results showed that 700 μM Al(mal)3 significantly reduced cell viability to approximately 60%, while Andro (5, 10 μM) significantly increased cell viability to 91.9% and 91.2%, and regulated the expression of APP, BACE1, Tau, Nrf2, Keap1, p62, and LC3. Pharm Biol. 2021 Dec;59(1):232-241.
HEK293 cells 25, 50, 100 µM 24 hours To investigate the protective effect of maltol on cisplatin-induced cytotoxicity in HEK293 cells. Results showed that maltol pretreatment significantly improved the viability of HEK293 cells after cisplatin exposure. Sci Rep. 2018 Oct 29;8(1):15922.
SH-SY5Y cells 0.5, 1.0, 2.0, 4.0 mM 24 hours To investigate the protective effect of maltol on OGD-induced damage in SH-SY5Y cells. Results showed that maltol significantly inhibited OGD-induced cell death and chromatinolysis. Mol Med Rep. 2023 Mar;27(3):75.
Human dermal fibroblasts 25-15000 µM 24-72 hours Evaluate the effects of maltol on cell proliferation and collagen synthesis. Results showed that 25 μM and 50 μM maltol did not significantly affect cell proliferation, but 100 μM maltol significantly slowed proliferation after Day 1. Collagen synthesis in the 25 μM maltol group was similar to the control, while the 50 μM maltol group showed reduced collagen synthesis after Day 3. Bioact Mater. 2024 Sep 10;42:433-448.
B16F10 cells 50 μg/mL and above 48 hours Maltol inhibited the proliferation of B16F10 cells in a concentration-dependent manner and showed a stronger inhibitory effect when combined with cisplatin. Front Pharmacol. 2023 Sep 5;14:1255586.
B16F10 cells 10 μg/mL 72 hours Maltol significantly reduced α-MSH-induced melanin content and tyrosinase activity, and decreased the expression levels of tyrosinase and TYRP1. Front Pharmacol. 2023 Sep 5;14:1255586.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6 mice LPS and NG-induced inflammasome activation model Intraperitoneal injection 100 mg/kg Single injection or daily oral administration for 7 days Maltol significantly attenuated the peritoneal IL-1β secretion induced by LPS and NG. Antioxidants (Basel). 2022 Sep 28;11(10):1923.
C57BL/6 mice S. aureus-induced peritonitis model Oral and intraperitoneal administration 100 mg/kg Single dose To evaluate the effect of maltol on IL-1β and IL-6 secretion in S. aureus-induced peritonitis model. Results showed that maltol significantly reduced peritoneal IL-1β and IL-6 secretion. J Ginseng Res. 2024 Nov;48(6):609-615
ICR mice CCl4-induced acute liver injury model Oral gavage 100 mg/kg Once daily for 15 days Maltol significantly ameliorated CCl4-induced acute liver injury by inhibiting apoptosis and inflammatory responses, reducing serum ALT and AST activities, and suppressing oxidative stress and inflammatory cytokine expression. Molecules. 2018 Aug 23;23(9):2120
C57BL/6 male mice Destabilization of the medial meniscus (DMM)-induced osteoarthritis model Oral gavage 100 mg/kg/day Once daily for 8 weeks To evaluate the protective effect of maltol on DMM-induced osteoarthritis progression. Results showed that maltol significantly alleviated joint space narrowing, cartilage erosion, and proteoglycan loss, and reduced OARSI scores. J Cell Mol Med. 2021 Jan;25(1):499-509.
ICR mice Alcohol-induced acute oxidative damage model Gastric intubation 12.5, 25, 50 mg/kg Once daily for 15 consecutive days To evaluate the hepatoprotective effect of maltol on alcohol-induced acute oxidative damage. Results showed that maltol pretreatment significantly prevented the elevated activities of AST, ALT, ALP and TG in serum and reduced the levels of MDA, TNF-α, and IL-1β in liver tissue, while increasing the activities of CAT, SOD, and GSH-Px. Histopathological examination revealed that maltol pretreatment significantly inhibited alcohol-induced hepatocyte apoptosis and fatty degeneration. Nutrients. 2015 Jan 20;7(1):682-96
Mice Lumbar spine instability model Gavage 15 mg/kg and 30 mg/kg Twice a week for 12 weeks To investigate the protective effect of maltol on intervertebral disc degeneration in a mouse lumbar instability model. Results showed that maltol improved tissue disorder and degradation of the intervertebral disc, reduced the loss of proteoglycan and glycosaminoglycan, and inhibited intervertebral disc inflammation. Inflammopharmacology. 2023 Feb;31(1):369-384.
Sprague-Dawley rats Streptozocin-induced diabetic peripheral neuropathy model Oral 25 mg/kg and 100 mg/kg Once daily for 12 weeks To assess maltol's effects on peripheral nerve function in diabetic rats, results showed maltol significantly increased withdrawal threshold and latency in response to mechanical and thermal stimulation, improved motor nerve conduction velocity and Na+-K+-ATPase activity Pharmaceuticals (Basel). 2024 Aug 29;17(9):1139.
ICR mice Cisplatin-induced nephrotoxicity model Oral gavage 50 and 100 mg/kg Once daily for ten days To investigate the protective effect of maltol on cisplatin-induced nephrotoxicity. Results showed that maltol pretreatment significantly reduced the cisplatin-induced increases in serum creatinine, BUN, and NGAL levels, alleviated oxidative stress and inflammation, and inhibited renal cell apoptosis. Sci Rep. 2018 Oct 29;8(1):15922.
ICR mice APAP-induced acute liver injury model Oral 50 and 100 mg/kg Once daily for 7 consecutive days Maltol ameliorates APAP-induced hepatotoxicity by inhibiting oxidative stress and inflammation response via NF-κB and PI3K/Akt signal pathways. Antioxidants (Basel). 2019 Sep 12;8(9):395

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

7.93mL

1.59mL

0.79mL

39.65mL

7.93mL

3.96mL

79.30mL

15.86mL

7.93mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2
The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1

References

 

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