5-Hydroxy-7-methoxy-3-methylchromen-4-one

Details

• Internal ID: aba4dfd4-80f6-4b75-a54d-a6f3a06e6d2a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-7-methoxy-3-methylchromen-4-one
• SMILES (Canonical): CC1=COC2=CC(=CC(=C2C1=O)O)OC
• SMILES (Isomeric): CC1=COC2=CC(=CC(=C2C1=O)O)OC
• InChI: InChI=1S/C11H10O4/c1-6-5-15-9-4-7(14-2)3-8(12)10(9)11(6)13/h3-5,12H,1-2H3
• InChI Key: ZMWUSDGUVPWHDE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.19 g/mol
• Exact Mass: 206.05790880 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.5968	59.68%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7286	72.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	+	0.9964	99.64%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8385	83.85%
P-glycoprotein inhibitior	-	0.9061	90.61%
P-glycoprotein substrate	-	0.9622	96.22%
CYP3A4 substrate	-	0.5361	53.61%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.5225	52.25%
CYP2C9 inhibition	-	0.7256	72.56%
CYP2C19 inhibition	+	0.7578	75.78%
CYP2D6 inhibition	-	0.7931	79.31%
CYP1A2 inhibition	+	0.9732	97.32%
CYP2C8 inhibition	-	0.7462	74.62%
CYP inhibitory promiscuity	+	0.5763	57.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6403	64.03%
Eye corrosion	-	0.9602	96.02%
Eye irritation	+	0.9674	96.74%
Skin irritation	-	0.6216	62.16%
Skin corrosion	-	0.9870	98.70%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7096	70.96%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.9467	94.67%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4902	49.02%
Acute Oral Toxicity (c)	III	0.4908	49.08%
Estrogen receptor binding	+	0.7140	71.40%
Androgen receptor binding	+	0.7362	73.62%
Thyroid receptor binding	-	0.5664	56.64%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.7736	77.36%
PPAR gamma	+	0.6731	67.31%
Honey bee toxicity	-	0.9333	93.33%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8863	88.63%

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	97.46%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.06%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.41%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.55%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.42%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.49%	93.65%
CHEMBL4208	P20618	Proteasome component C5	87.59%	90.00%
CHEMBL2581	P07339	Cathepsin D	86.42%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.33%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.66%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.26%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.47%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.10%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.67%	99.23%

Plants that contains it

• Hypericum perforatum

Cross-Links

• PubChem: 25243499
• LOTUS: LTS0028850
• wikiData: Q105379774