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

Details

• Internal ID: 8856e73f-ffe1-4dbd-891c-d690ce0da740
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Furanoflavones
• IUPAC Name: 2-(3,4-dihydroxyphenyl)furo[2,3-h]chromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C4=C(C=C3)OC=C4)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C4=C(C=C3)OC=C4)O)O
• InChI: InChI=1S/C17H10O5/c18-12-3-1-9(7-14(12)20)16-8-13(19)10-2-4-15-11(5-6-21-15)17(10)22-16/h1-8,18,20H
• InChI Key: HQXNJTYEMIKUKO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₀O₅
• Molecular Weight: 294.26 g/mol
• Exact Mass: 294.05282342 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	-	0.8257	82.57%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8259	82.59%
OATP2B1 inhibitior	-	0.5669	56.69%
OATP1B1 inhibitior	+	0.9571	95.71%
OATP1B3 inhibitior	+	0.9772	97.72%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6714	67.14%
P-glycoprotein inhibitior	-	0.8428	84.28%
P-glycoprotein substrate	-	0.8630	86.30%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8321	83.21%
CYP2D6 substrate	-	0.8118	81.18%
CYP3A4 inhibition	+	0.5233	52.33%
CYP2C9 inhibition	+	0.8855	88.55%
CYP2C19 inhibition	+	0.5775	57.75%
CYP2D6 inhibition	-	0.8078	80.78%
CYP1A2 inhibition	+	0.9047	90.47%
CYP2C8 inhibition	+	0.6825	68.25%
CYP inhibitory promiscuity	+	0.5690	56.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5239	52.39%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.8074	80.74%
Skin irritation	+	0.5181	51.81%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8356	83.56%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5575	55.75%
skin sensitisation	-	0.7854	78.54%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8477	84.77%
Acute Oral Toxicity (c)	II	0.6759	67.59%
Estrogen receptor binding	+	0.8633	86.33%
Androgen receptor binding	+	0.9414	94.14%
Thyroid receptor binding	+	0.5872	58.72%
Glucocorticoid receptor binding	+	0.9151	91.51%
Aromatase binding	+	0.7188	71.88%
PPAR gamma	+	0.9362	93.62%
Honey bee toxicity	-	0.8231	82.31%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9358	93.58%

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	99.52%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.44%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.53%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.53%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.24%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.39%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.58%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.02%	94.45%
CHEMBL3194	P02766	Transthyretin	84.32%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.79%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.41%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.96%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.40%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.31%	93.65%

Plants that contains it

• Pongamia pinnata
• Pongamia pinnata var. pinnata

Cross-Links

• PubChem: 44537938
• NPASS: NPC38914
• LOTUS: LTS0073340
• wikiData: Q105032485