Maltol

Details

Top
Internal ID 9dba57d4-02cd-4fe9-a41e-ce901859554d
Taxonomy Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
IUPAC Name 3-hydroxy-2-methylpyran-4-one
SMILES (Canonical) CC1=C(C(=O)C=CO1)O
SMILES (Isomeric) CC1=C(C(=O)C=CO1)O
InChI InChI=1S/C6H6O3/c1-4-6(8)5(7)2-3-9-4/h2-3,8H,1H3
InChI Key XPCTZQVDEJYUGT-UHFFFAOYSA-N
Popularity 1,151 references in papers

Physical and Chemical Properties

Top
Molecular Formula C6H6O3
Molecular Weight 126.11 g/mol
Exact Mass 126.031694049 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.65
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

Top
118-71-8
3-Hydroxy-2-methyl-4-pyrone
3-Hydroxy-2-methyl-4H-pyran-4-one
Larixinic acid
Palatone
Larixic acid
Talmon
Vetol
Veltol
Corps praline
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Maltol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9873 98.73%
Caco-2 + 0.6725 67.25%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.7286 72.86%
Subcellular localzation Mitochondria 0.8807 88.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9413 94.13%
OATP1B3 inhibitior + 0.9915 99.15%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9367 93.67%
P-glycoprotein inhibitior - 0.9835 98.35%
P-glycoprotein substrate - 0.9898 98.98%
CYP3A4 substrate - 0.6707 67.07%
CYP2C9 substrate - 0.8164 81.64%
CYP2D6 substrate - 0.8588 85.88%
CYP3A4 inhibition - 0.9377 93.77%
CYP2C9 inhibition - 0.9778 97.78%
CYP2C19 inhibition - 0.8305 83.05%
CYP2D6 inhibition - 0.9701 97.01%
CYP1A2 inhibition + 0.5062 50.62%
CYP2C8 inhibition - 0.9536 95.36%
CYP inhibitory promiscuity - 0.8264 82.64%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8711 87.11%
Carcinogenicity (trinary) Non-required 0.6509 65.09%
Eye corrosion + 0.7693 76.93%
Eye irritation + 0.9629 96.29%
Skin irritation + 0.8894 88.94%
Skin corrosion - 0.7999 79.99%
Ames mutagenesis + 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8499 84.99%
Micronuclear + 0.8740 87.40%
Hepatotoxicity + 0.7908 79.08%
skin sensitisation + 0.5327 53.27%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.8125 81.25%
Nephrotoxicity + 0.4524 45.24%
Acute Oral Toxicity (c) III 0.8431 84.31%
Estrogen receptor binding - 0.9545 95.45%
Androgen receptor binding - 0.7987 79.87%
Thyroid receptor binding - 0.8547 85.47%
Glucocorticoid receptor binding - 0.8321 83.21%
Aromatase binding - 0.8511 85.11%
PPAR gamma - 0.8466 84.66%
Honey bee toxicity - 0.9881 98.81%
Biodegradation + 0.6000 60.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity - 0.4924 49.24%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1293226 B2RXH2 Lysine-specific demethylase 4D-like 15848.9 nM
35481.3 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL1293235 P02545 Prelamin-A/C 7943.3 nM
Potency
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1951 P21397 Monoamine oxidase A 95.12% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.43% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.42% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 86.49% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.15% 89.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 85.13% 93.65%
CHEMBL2581 P07339 Cathepsin D 83.21% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.01% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.94% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.82% 94.00%

Cross-Links

Top
PubChem 8369
NPASS NPC158853
ChEMBL CHEMBL31422
LOTUS LTS0152081
wikiData Q420648