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

Details

• Internal ID: 04589629-0b9e-4240-97ef-3709258b85a6
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 10-hydroxy-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=C3O
• SMILES (Isomeric): CC(=C)C1=CC2=C(O1)C(=O)C3=C(C2=O)C=C4C=COC4=C3O
• InChI: InChI=1S/C17H10O5/c1-7(2)11-6-10-13(18)9-5-8-3-4-21-16(8)14(19)12(9)15(20)17(10)22-11/h3-6,19H,1H2,2H3
• InChI Key: UIPQLRGGCGCEKR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₀O₅
• Molecular Weight: 294.26 g/mol
• Exact Mass: 294.05282342 g/mol
• Topological Polar Surface Area (TPSA): 80.60 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.5700	57.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7884	78.84%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9335	93.35%
P-glycoprotein inhibitior	-	0.7035	70.35%
P-glycoprotein substrate	-	0.8586	85.86%
CYP3A4 substrate	+	0.5231	52.31%
CYP2C9 substrate	-	0.6368	63.68%
CYP2D6 substrate	-	0.8542	85.42%
CYP3A4 inhibition	+	0.5181	51.81%
CYP2C9 inhibition	+	0.8282	82.82%
CYP2C19 inhibition	+	0.6909	69.09%
CYP2D6 inhibition	-	0.8496	84.96%
CYP1A2 inhibition	+	0.8934	89.34%
CYP2C8 inhibition	-	0.6016	60.16%
CYP inhibitory promiscuity	+	0.7599	75.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Danger	0.4132	41.32%
Eye corrosion	-	0.9777	97.77%
Eye irritation	+	0.5744	57.44%
Skin irritation	-	0.5828	58.28%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6318	63.18%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.4780	47.80%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6340	63.40%
Acute Oral Toxicity (c)	II	0.4798	47.98%
Estrogen receptor binding	+	0.6046	60.46%
Androgen receptor binding	+	0.6701	67.01%
Thyroid receptor binding	-	0.5285	52.85%
Glucocorticoid receptor binding	+	0.6745	67.45%
Aromatase binding	+	0.6950	69.50%
PPAR gamma	+	0.6965	69.65%
Honey bee toxicity	-	0.8676	86.76%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.18%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.67%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.73%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.03%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.40%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.35%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.26%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.02%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.93%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.70%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.64%	96.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.30%	99.15%

Plants that contains it

• Plumbago zeylanica

Cross-Links

• PubChem: 162982307
• LOTUS: LTS0035285
• wikiData: Q105273530