5-(4-Hydroxy-3-methoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(8h)-one

Details

• Internal ID: 2d526767-935c-41ae-b6ef-3073c6508d91
• Taxonomy: Lignans, neolignans and related compounds > Arylnaphthalene lignans
• IUPAC Name: 5-(4-hydroxy-3-methoxyphenyl)-8H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=C3C=C4C(=CC3=CC5=C2C(=O)OC5)OCO4)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=C3C=C4C(=CC3=CC5=C2C(=O)OC5)OCO4)O
• InChI: InChI=1S/C20H14O6/c1-23-15-5-10(2-3-14(15)21)18-13-7-17-16(25-9-26-17)6-11(13)4-12-8-24-20(22)19(12)18/h2-7,21H,8-9H2,1H3
• InChI Key: XQEPRVSHRZTXLE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄O₆
• Molecular Weight: 350.30 g/mol
• Exact Mass: 350.07903816 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.6764	67.64%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8228	82.28%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9727	97.27%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8365	83.65%
P-glycoprotein inhibitior	-	0.6408	64.08%
P-glycoprotein substrate	-	0.8835	88.35%
CYP3A4 substrate	+	0.5319	53.19%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8332	83.32%
CYP3A4 inhibition	+	0.8291	82.91%
CYP2C9 inhibition	+	0.9545	95.45%
CYP2C19 inhibition	+	0.9104	91.04%
CYP2D6 inhibition	+	0.5133	51.33%
CYP1A2 inhibition	-	0.5481	54.81%
CYP2C8 inhibition	+	0.5753	57.53%
CYP inhibitory promiscuity	+	0.8458	84.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Warning	0.4194	41.94%
Eye corrosion	-	0.9848	98.48%
Eye irritation	+	0.5281	52.81%
Skin irritation	-	0.7410	74.10%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7061	70.61%
Micronuclear	+	0.8474	84.74%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7705	77.05%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6269	62.69%
Acute Oral Toxicity (c)	III	0.7061	70.61%
Estrogen receptor binding	+	0.9241	92.41%
Androgen receptor binding	+	0.7944	79.44%
Thyroid receptor binding	+	0.6065	60.65%
Glucocorticoid receptor binding	+	0.9232	92.32%
Aromatase binding	+	0.5440	54.40%
PPAR gamma	+	0.8160	81.60%
Honey bee toxicity	-	0.8430	84.30%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.9500	95.00%

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	99.34%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.25%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.06%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.00%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.71%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.65%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.57%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.90%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.87%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.85%	99.15%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.91%	96.77%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	88.66%	98.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.95%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.87%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.73%	96.09%
CHEMBL2535	P11166	Glucose transporter	84.91%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.74%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.59%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.56%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.35%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.31%	93.40%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.07%	96.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.67%	96.12%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.40%	82.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.85%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.79%	97.36%
CHEMBL1907	P15144	Aminopeptidase N	80.46%	93.31%

Plants that contains it

• Bupleurum marginatum

Cross-Links

• PubChem: 102034239
• LOTUS: LTS0139422
• wikiData: Q105339650