10-(3,4-Dimethoxyphenyl)-6-hydroxyfuro[3',4':6,7]naphtho[1,2-d]-1,3-dioxol-9(7h)-one

Details

• Internal ID: da3094f9-fefb-4edf-b503-2d082939db4a
• Taxonomy: Lignans, neolignans and related compounds > Arylnaphthalene lignans
• IUPAC Name: 10-(3,4-dimethoxyphenyl)-6-hydroxy-7H-[2]benzofuro[5,6-g][1,3]benzodioxol-9-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=C3C(=C(C4=C2C5=C(C=C4)OCO5)O)COC3=O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=C3C(=C(C4=C2C5=C(C=C4)OCO5)O)COC3=O)OC
• InChI: InChI=1S/C21H16O7/c1-24-13-5-3-10(7-15(13)25-2)16-17-11(4-6-14-20(17)28-9-27-14)19(22)12-8-26-21(23)18(12)16/h3-7,22H,8-9H2,1-2H3
• InChI Key: VSWNHKHZAVUEON-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₆O₇
• Molecular Weight: 380.30 g/mol
• Exact Mass: 380.08960285 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 7
• 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	+	0.9886	98.86%
Caco-2	+	0.7477	74.77%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7932	79.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9048	90.48%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9012	90.12%
P-glycoprotein inhibitior	+	0.6158	61.58%
P-glycoprotein substrate	-	0.7598	75.98%
CYP3A4 substrate	+	0.6002	60.02%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8332	83.32%
CYP3A4 inhibition	+	0.8578	85.78%
CYP2C9 inhibition	+	0.9389	93.89%
CYP2C19 inhibition	+	0.9332	93.32%
CYP2D6 inhibition	-	0.7537	75.37%
CYP1A2 inhibition	-	0.8550	85.50%
CYP2C8 inhibition	+	0.6673	66.73%
CYP inhibitory promiscuity	+	0.7841	78.41%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4425	44.25%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.5553	55.53%
Skin irritation	-	0.7847	78.47%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5814	58.14%
Micronuclear	+	0.8974	89.74%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7316	73.16%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4620	46.20%
Acute Oral Toxicity (c)	III	0.6180	61.80%
Estrogen receptor binding	+	0.8803	88.03%
Androgen receptor binding	+	0.7779	77.79%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.9231	92.31%
Aromatase binding	+	0.5617	56.17%
PPAR gamma	+	0.8116	81.16%
Honey bee toxicity	-	0.7806	78.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9563	95.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.40%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.33%	91.11%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	97.23%	98.21%
CHEMBL2581	P07339	Cathepsin D	97.01%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.15%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.34%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.73%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.21%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.43%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.18%	91.49%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	89.83%	85.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.55%	92.62%
CHEMBL3438	Q05513	Protein kinase C zeta	87.31%	88.48%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.94%	98.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.19%	92.94%
CHEMBL2535	P11166	Glucose transporter	86.06%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.72%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.67%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.24%	85.14%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.55%	82.67%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.38%	96.21%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.22%	94.80%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.20%	92.38%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.76%	83.10%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.11%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.10%	95.78%
CHEMBL4208	P20618	Proteasome component C5	80.37%	90.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.19%	95.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.09%	99.23%

Plants that contains it

• Bupleurum marginatum

Cross-Links

• PubChem: 13910850
• LOTUS: LTS0242328
• wikiData: Q105292574