7-Methoxy-8-phenylfuro[3,2-h]chromen-6-one

Details

• Internal ID: e39de510-2bd8-45dc-98ab-bec31bf08df8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Furanoflavones
• IUPAC Name: 7-methoxy-8-phenylfuro[3,2-h]chromen-6-one
• SMILES (Canonical): COC1=C(OC2=C(C1=O)C=CC3=C2OC=C3)C4=CC=CC=C4
• SMILES (Isomeric): COC1=C(OC2=C(C1=O)C=CC3=C2OC=C3)C4=CC=CC=C4
• InChI: InChI=1S/C18H12O4/c1-20-18-14(19)13-8-7-12-9-10-21-15(12)17(13)22-16(18)11-5-3-2-4-6-11/h2-10H,1H3
• InChI Key: JANBLZHPNGBWAO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₄
• Molecular Weight: 292.30 g/mol
• Exact Mass: 292.07355886 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.21
• 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	+	0.9949	99.49%
Caco-2	+	0.5387	53.87%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7839	78.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9663	96.63%
OATP1B3 inhibitior	+	0.9954	99.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7171	71.71%
P-glycoprotein inhibitior	+	0.6692	66.92%
P-glycoprotein substrate	-	0.8530	85.30%
CYP3A4 substrate	-	0.5555	55.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	+	0.8752	87.52%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.9851	98.51%
CYP2D6 inhibition	+	0.5703	57.03%
CYP1A2 inhibition	+	0.9641	96.41%
CYP2C8 inhibition	+	0.5467	54.67%
CYP inhibitory promiscuity	+	0.9181	91.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Warning	0.4021	40.21%
Eye corrosion	-	0.9709	97.09%
Eye irritation	-	0.7929	79.29%
Skin irritation	-	0.6442	64.42%
Skin corrosion	-	0.9724	97.24%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4853	48.53%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8528	85.28%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6390	63.90%
Acute Oral Toxicity (c)	III	0.7380	73.80%
Estrogen receptor binding	+	0.9068	90.68%
Androgen receptor binding	+	0.8760	87.60%
Thyroid receptor binding	+	0.5402	54.02%
Glucocorticoid receptor binding	+	0.7901	79.01%
Aromatase binding	+	0.8934	89.34%
PPAR gamma	+	0.6022	60.22%
Honey bee toxicity	-	0.9067	90.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9043	90.43%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2231	P04798	Cytochrome P450 1A1	19 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.46%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.82%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.35%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.58%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.33%	94.00%
CHEMBL3959	P16083	Quinone reductase 2	88.44%	89.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.94%	95.50%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.73%	94.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.11%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.39%	96.67%

Plants that contains it

• Pongamia pinnata

Cross-Links

• PubChem: 11208566
• LOTUS: LTS0004306
• wikiData: Q105123872