2-(2,6-Dichloro-3,5-dimethoxyphenyl)furo[2,3-h]chromen-4-one

Details

• Internal ID: aab16b27-7da1-4696-8077-100d9515ca50
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Furanoflavones
• IUPAC Name: 2-(2,6-dichloro-3,5-dimethoxyphenyl)furo[2,3-h]chromen-4-one
• SMILES (Canonical): COC1=CC(=C(C(=C1Cl)C2=CC(=O)C3=C(O2)C4=C(C=C3)OC=C4)Cl)OC
• SMILES (Isomeric): COC1=CC(=C(C(=C1Cl)C2=CC(=O)C3=C(O2)C4=C(C=C3)OC=C4)Cl)OC
• InChI: InChI=1S/C19H12Cl2O5/c1-23-14-8-15(24-2)18(21)16(17(14)20)13-7-11(22)9-3-4-12-10(5-6-25-12)19(9)26-13/h3-8H,1-2H3
• InChI Key: NFOYTTCGQYDKJB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₂Cl₂O₅
• Molecular Weight: 391.20 g/mol
• Exact Mass: 390.0061789 g/mol
• Topological Polar Surface Area (TPSA): 57.90 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.53
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.5666	56.66%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5055	50.55%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9795	97.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8847	88.47%
P-glycoprotein inhibitior	+	0.8196	81.96%
P-glycoprotein substrate	-	0.7124	71.24%
CYP3A4 substrate	+	0.5826	58.26%
CYP2C9 substrate	-	0.8513	85.13%
CYP2D6 substrate	-	0.7869	78.69%
CYP3A4 inhibition	+	0.8115	81.15%
CYP2C9 inhibition	+	0.9281	92.81%
CYP2C19 inhibition	+	0.9622	96.22%
CYP2D6 inhibition	-	0.7950	79.50%
CYP1A2 inhibition	+	0.9085	90.85%
CYP2C8 inhibition	+	0.6859	68.59%
CYP inhibitory promiscuity	+	0.9425	94.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8057	80.57%
Carcinogenicity (trinary)	Danger	0.6015	60.15%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.8203	82.03%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4484	44.84%
Micronuclear	+	0.7148	71.48%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8605	86.05%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5726	57.26%
Acute Oral Toxicity (c)	III	0.3949	39.49%
Estrogen receptor binding	+	0.9439	94.39%
Androgen receptor binding	+	0.8955	89.55%
Thyroid receptor binding	+	0.7064	70.64%
Glucocorticoid receptor binding	+	0.8724	87.24%
Aromatase binding	+	0.5707	57.07%
PPAR gamma	+	0.8889	88.89%
Honey bee toxicity	-	0.8206	82.06%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6147	61.47%
Fish aquatic toxicity	+	0.9813	98.13%

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	98.51%	91.11%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	95.03%	94.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.00%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.64%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.44%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.35%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.13%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.89%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	87.59%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.45%	96.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.87%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.25%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.33%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.75%	99.17%

Plants that contains it

• Pongamia pinnata

Cross-Links

• PubChem: 122178618
• LOTUS: LTS0216285
• wikiData: Q105178601