2-(3-Hydroxyphenyl)furo[2,3-h]chromen-4-one

Details

• Internal ID: 1b9628ff-a4c2-44c1-9123-bb230d407484
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Furanoflavones
• IUPAC Name: 2-(3-hydroxyphenyl)furo[2,3-h]chromen-4-one
• SMILES (Canonical): C1=CC(=CC(=C1)O)C2=CC(=O)C3=C(O2)C4=C(C=C3)OC=C4
• SMILES (Isomeric): C1=CC(=CC(=C1)O)C2=CC(=O)C3=C(O2)C4=C(C=C3)OC=C4
• InChI: InChI=1S/C17H10O4/c18-11-3-1-2-10(8-11)16-9-14(19)12-4-5-15-13(6-7-20-15)17(12)21-16/h1-9,18H
• InChI Key: DPEBAAUPCCEJDT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₀O₄
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.05790880 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• BDBM50548263

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.5198	51.98%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7316	73.16%
OATP2B1 inhibitior	-	0.7212	72.12%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	+	0.9781	97.81%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4689	46.89%
P-glycoprotein inhibitior	-	0.6936	69.36%
P-glycoprotein substrate	-	0.7054	70.54%
CYP3A4 substrate	+	0.5230	52.30%
CYP2C9 substrate	-	0.8209	82.09%
CYP2D6 substrate	-	0.8000	80.00%
CYP3A4 inhibition	+	0.8870	88.70%
CYP2C9 inhibition	+	0.8616	86.16%
CYP2C19 inhibition	+	0.7321	73.21%
CYP2D6 inhibition	-	0.6619	66.19%
CYP1A2 inhibition	+	0.9216	92.16%
CYP2C8 inhibition	+	0.6612	66.12%
CYP inhibitory promiscuity	+	0.5378	53.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.3917	39.17%
Eye corrosion	-	0.9771	97.71%
Eye irritation	+	0.7467	74.67%
Skin irritation	+	0.6040	60.40%
Skin corrosion	-	0.9863	98.63%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7004	70.04%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5099	50.99%
skin sensitisation	-	0.8843	88.43%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8106	81.06%
Acute Oral Toxicity (c)	III	0.5272	52.72%
Estrogen receptor binding	+	0.9002	90.02%
Androgen receptor binding	+	0.9562	95.62%
Thyroid receptor binding	+	0.6885	68.85%
Glucocorticoid receptor binding	+	0.8567	85.67%
Aromatase binding	+	0.8810	88.10%
PPAR gamma	+	0.9540	95.40%
Honey bee toxicity	-	0.8500	85.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8643	86.43%

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	98.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.94%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.42%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.84%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.52%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.06%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.07%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.26%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.20%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.31%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	82.71%	94.73%
CHEMBL1811	P34995	Prostanoid EP1 receptor	81.29%	95.71%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.11%	94.03%

Plants that contains it

• Pongamia pinnata

Cross-Links

• PubChem: 11054992
• LOTUS: LTS0271787
• wikiData: Q105104218