CID 54704427

Details

• Internal ID: e8cbbf10-fdcd-4e36-ba0a-7b2cdb09fc7e
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 4-hydroxy-6-methyl-3-(2-methylbutanoyl)-5-methylidenepyran-2-one
• SMILES (Canonical): CCC(C)C(=O)C1=C(C(=C)C(OC1=O)C)O
• SMILES (Isomeric): CCC(C)C(=O)C1=C(C(=C)C(OC1=O)C)O
• InChI: InChI=1S/C12H16O4/c1-5-6(2)10(13)9-11(14)7(3)8(4)16-12(9)15/h6,8,14H,3,5H2,1-2,4H3
• InChI Key: MBIXEABLQIFDCJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL452670
• SCHEMBL29855741
• CHEBI:197939
• 4-hydroxy-6-methyl-3-(2-methylbutanoyl)-5-methylene-pyran-2-one
• 4-hydroxy-6-methyl-3-(2-methylbutanoyl)-5-methylidenepyran-2-one
• 4-Hydroxy-6-methyl-3-(2-methylbutanoyl)-5-methylene-6H-pyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9504	95.04%
Caco-2	-	0.5220	52.20%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6803	68.03%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.7765	77.65%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8988	89.88%
P-glycoprotein inhibitior	-	0.8971	89.71%
P-glycoprotein substrate	-	0.8873	88.73%
CYP3A4 substrate	-	0.5805	58.05%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8977	89.77%
CYP3A4 inhibition	-	0.6294	62.94%
CYP2C9 inhibition	-	0.8412	84.12%
CYP2C19 inhibition	-	0.7062	70.62%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.9259	92.59%
CYP2C8 inhibition	-	0.9340	93.40%
CYP inhibitory promiscuity	-	0.9020	90.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.5604	56.04%
Eye corrosion	-	0.9385	93.85%
Eye irritation	+	0.6636	66.36%
Skin irritation	+	0.5423	54.23%
Skin corrosion	-	0.9121	91.21%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7591	75.91%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6214	62.14%
skin sensitisation	-	0.6225	62.25%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6079	60.79%
Acute Oral Toxicity (c)	II	0.4790	47.90%
Estrogen receptor binding	+	0.6418	64.18%
Androgen receptor binding	-	0.5123	51.23%
Thyroid receptor binding	+	0.6035	60.35%
Glucocorticoid receptor binding	-	0.6969	69.69%
Aromatase binding	-	0.6678	66.78%
PPAR gamma	-	0.6436	64.36%
Honey bee toxicity	-	0.9333	93.33%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9685	96.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.70%	83.57%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.03%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	90.36%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.93%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.45%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.70%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.15%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.31%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.25%	85.14%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.11%	96.37%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54704427
• LOTUS: LTS0129579
• wikiData: Q75057166