3,6-Dimethoxy-2-phenylfuro[2,3-h]chromen-4-one

Details

• Internal ID: b46e06e0-8fc2-46a3-bc04-b9f4ef90539a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Furanoflavones
• IUPAC Name: 3,6-dimethoxy-2-phenylfuro[2,3-h]chromen-4-one
• SMILES (Canonical): COC1=C2C(=C3C(=C1)C(=O)C(=C(O3)C4=CC=CC=C4)OC)C=CO2
• SMILES (Isomeric): COC1=C2C(=C3C(=C1)C(=O)C(=C(O3)C4=CC=CC=C4)OC)C=CO2
• InChI: InChI=1S/C19H14O5/c1-21-14-10-13-15(20)19(22-2)16(11-6-4-3-5-7-11)24-17(13)12-8-9-23-18(12)14/h3-10H,1-2H3
• InChI Key: KCWWSQYZOFTDDH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₄O₅
• Molecular Weight: 322.30 g/mol
• Exact Mass: 322.08412354 g/mol
• Topological Polar Surface Area (TPSA): 57.90 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.22
• 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	+	0.9933	99.33%
Caco-2	+	0.6891	68.91%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7757	77.57%
OATP2B1 inhibitior	-	0.8657	86.57%
OATP1B1 inhibitior	+	0.9611	96.11%
OATP1B3 inhibitior	+	0.9790	97.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5891	58.91%
P-glycoprotein inhibitior	+	0.9360	93.60%
P-glycoprotein substrate	-	0.8283	82.83%
CYP3A4 substrate	-	0.5162	51.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	+	0.8966	89.66%
CYP2C9 inhibition	+	0.7746	77.46%
CYP2C19 inhibition	+	0.9817	98.17%
CYP2D6 inhibition	+	0.5240	52.40%
CYP1A2 inhibition	+	0.9428	94.28%
CYP2C8 inhibition	+	0.6054	60.54%
CYP inhibitory promiscuity	+	0.9179	91.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.3920	39.20%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.7204	72.04%
Skin irritation	-	0.7148	71.48%
Skin corrosion	-	0.9743	97.43%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7311	73.11%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8398	83.98%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4523	45.23%
Acute Oral Toxicity (c)	III	0.5620	56.20%
Estrogen receptor binding	+	0.8948	89.48%
Androgen receptor binding	+	0.8489	84.89%
Thyroid receptor binding	+	0.5836	58.36%
Glucocorticoid receptor binding	+	0.8507	85.07%
Aromatase binding	+	0.8101	81.01%
PPAR gamma	+	0.6978	69.78%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9209	92.09%

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	97.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.11%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	93.39%	94.03%
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.87%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.48%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.09%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.10%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.98%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.22%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.83%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.37%	97.14%
CHEMBL2535	P11166	Glucose transporter	80.53%	98.75%

Plants that contains it

• Millettia ichthyochtona

Cross-Links

• PubChem: 15389442
• LOTUS: LTS0067725
• wikiData: Q105138991