10-Methoxy-7-prop-1-en-2-yl-[1]benzofuro[5,6-f][1]benzofuran-5,9-dione

Details

• Internal ID: 3b53ae52-e5a8-4dcb-b26a-62bba1bbe053
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 10-methoxy-7-prop-1-en-2-yl-[1]benzofuro[5,6-f][1]benzofuran-5,9-dione
• SMILES (Canonical): CC(=C)C1=CC2=C(O1)C(=O)C3=C(C2=O)C=C4C=COC4=C3OC
• SMILES (Isomeric): CC(=C)C1=CC2=C(O1)C(=O)C3=C(C2=O)C=C4C=COC4=C3OC
• InChI: InChI=1S/C18H12O5/c1-8(2)12-7-11-14(19)10-6-9-4-5-22-16(9)18(21-3)13(10)15(20)17(11)23-12/h4-7H,1H2,2-3H3
• InChI Key: NBMULISIGBEJFJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₅
• Molecular Weight: 308.30 g/mol
• Exact Mass: 308.06847348 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6851	68.51%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7345	73.45%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8333	83.33%
P-glycoprotein inhibitior	+	0.6283	62.83%
P-glycoprotein substrate	-	0.8651	86.51%
CYP3A4 substrate	+	0.5223	52.23%
CYP2C9 substrate	-	0.8079	80.79%
CYP2D6 substrate	-	0.7809	78.09%
CYP3A4 inhibition	+	0.8848	88.48%
CYP2C9 inhibition	+	0.5980	59.80%
CYP2C19 inhibition	+	0.9026	90.26%
CYP2D6 inhibition	-	0.7140	71.40%
CYP1A2 inhibition	+	0.8733	87.33%
CYP2C8 inhibition	-	0.5584	55.84%
CYP inhibitory promiscuity	+	0.9290	92.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4375	43.75%
Eye corrosion	-	0.9722	97.22%
Eye irritation	-	0.5586	55.86%
Skin irritation	-	0.7508	75.08%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7098	70.98%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6059	60.59%
Acute Oral Toxicity (c)	II	0.5216	52.16%
Estrogen receptor binding	+	0.6827	68.27%
Androgen receptor binding	+	0.7055	70.55%
Thyroid receptor binding	+	0.5505	55.05%
Glucocorticoid receptor binding	+	0.7412	74.12%
Aromatase binding	+	0.7070	70.70%
PPAR gamma	+	0.6089	60.89%
Honey bee toxicity	-	0.7941	79.41%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9922	99.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.08%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.99%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.95%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.70%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.32%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.01%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.26%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.02%	99.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.81%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.68%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.45%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.06%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.96%	89.00%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	82.55%	81.14%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.28%	96.67%

Plants that contains it

• Plumbago zeylanica

Cross-Links

• PubChem: 163049531
• LOTUS: LTS0226402
• wikiData: Q105176846