6-Acetyl-8-methoxy-2,3-dimethylchromen-4-one

Details

• Internal ID: 952baef9-d50d-4e8c-b144-d7b11ebc9693
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 6-acetyl-8-methoxy-2,3-dimethylchromen-4-one
• SMILES (Canonical): CC1=C(OC2=C(C1=O)C=C(C=C2OC)C(=O)C)C
• SMILES (Isomeric): CC1=C(OC2=C(C1=O)C=C(C=C2OC)C(=O)C)C
• InChI: InChI=1S/C14H14O4/c1-7-9(3)18-14-11(13(7)16)5-10(8(2)15)6-12(14)17-4/h5-6H,1-4H3
• InChI Key: QVHWRCXJIIASOF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9812	98.12%
Caco-2	+	0.7335	73.35%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6112	61.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9437	94.37%
OATP1B3 inhibitior	+	0.9943	99.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7366	73.66%
P-glycoprotein inhibitior	-	0.8080	80.80%
P-glycoprotein substrate	-	0.8508	85.08%
CYP3A4 substrate	-	0.5400	54.00%
CYP2C9 substrate	-	0.6196	61.96%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.6697	66.97%
CYP2C9 inhibition	-	0.9545	95.45%
CYP2C19 inhibition	-	0.7766	77.66%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	+	0.9885	98.85%
CYP2C8 inhibition	-	0.7005	70.05%
CYP inhibitory promiscuity	+	0.5226	52.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9625	96.25%
Eye irritation	+	0.6449	64.49%
Skin irritation	-	0.7733	77.33%
Skin corrosion	-	0.9784	97.84%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4013	40.13%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9286	92.86%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6314	63.14%
Acute Oral Toxicity (c)	II	0.6416	64.16%
Estrogen receptor binding	+	0.5452	54.52%
Androgen receptor binding	-	0.5265	52.65%
Thyroid receptor binding	-	0.6484	64.84%
Glucocorticoid receptor binding	-	0.6619	66.19%
Aromatase binding	-	0.5678	56.78%
PPAR gamma	-	0.6886	68.86%
Honey bee toxicity	-	0.8824	88.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9256	92.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.01%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.38%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.32%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.56%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.58%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.11%	94.00%
CHEMBL2535	P11166	Glucose transporter	87.61%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.39%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.65%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.59%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.45%	97.21%
CHEMBL2581	P07339	Cathepsin D	82.31%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.78%	87.67%

Plants that contains it

• Ligularia macrophylla

Cross-Links

• PubChem: 24778007
• LOTUS: LTS0060069
• wikiData: Q105228671