2-(3-Hydroxy-5-methoxyphenyl)-3-methoxyfuro[2,3-h]chromen-4-one

Details

• Internal ID: 5b533c83-6146-42df-87cb-c87900ac571c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Furanoflavones
• IUPAC Name: 2-(3-hydroxy-5-methoxyphenyl)-3-methoxyfuro[2,3-h]chromen-4-one
• SMILES (Canonical): COC1=CC(=CC(=C1)O)C2=C(C(=O)C3=C(O2)C4=C(C=C3)OC=C4)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1)O)C2=C(C(=O)C3=C(O2)C4=C(C=C3)OC=C4)OC
• InChI: InChI=1S/C19H14O6/c1-22-12-8-10(7-11(20)9-12)17-19(23-2)16(21)14-3-4-15-13(5-6-24-15)18(14)25-17/h3-9,20H,1-2H3
• InChI Key: WMVUNKYYHUBTIU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₄O₆
• Molecular Weight: 338.30 g/mol
• Exact Mass: 338.07903816 g/mol
• Topological Polar Surface Area (TPSA): 78.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.6635	66.35%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8338	83.38%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.9319	93.19%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4663	46.63%
P-glycoprotein inhibitior	+	0.8679	86.79%
P-glycoprotein substrate	-	0.7260	72.60%
CYP3A4 substrate	+	0.5484	54.84%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.8197	81.97%
CYP2C9 inhibition	+	0.7136	71.36%
CYP2C19 inhibition	+	0.9530	95.30%
CYP2D6 inhibition	+	0.5323	53.23%
CYP1A2 inhibition	+	0.8197	81.97%
CYP2C8 inhibition	+	0.6993	69.93%
CYP inhibitory promiscuity	+	0.8082	80.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.3719	37.19%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.7320	73.20%
Skin irritation	-	0.6966	69.66%
Skin corrosion	-	0.9746	97.46%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4165	41.65%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8707	87.07%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6122	61.22%
Acute Oral Toxicity (c)	III	0.5032	50.32%
Estrogen receptor binding	+	0.8886	88.86%
Androgen receptor binding	+	0.8829	88.29%
Thyroid receptor binding	+	0.6663	66.63%
Glucocorticoid receptor binding	+	0.8145	81.45%
Aromatase binding	+	0.6463	64.63%
PPAR gamma	+	0.7994	79.94%
Honey bee toxicity	-	0.8605	86.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8922	89.22%

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	99.35%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.50%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.28%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.67%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.27%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.87%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	91.56%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.16%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.09%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.77%	99.17%
CHEMBL2535	P11166	Glucose transporter	88.27%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.23%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.64%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.40%	94.42%

Plants that contains it

• Pongamia pinnata

Cross-Links

• PubChem: 12135220
• LOTUS: LTS0212226
• wikiData: Q105308879