3-Hydroxy-9-methoxy-5-methylbenzo[f][1]benzofuran-4-carbaldehyde

Details

• Internal ID: 24b898c1-8d49-4a7e-854b-05224f2cfaa7
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3-hydroxy-9-methoxy-5-methylbenzo[f][1]benzofuran-4-carbaldehyde
• InChI: InChI=1S/C15H12O4/c1-8-4-3-5-9-12(8)10(6-16)13-11(17)7-19-15(13)14(9)18-2/h3-7,17H,1-2H3
• InChI Key: ILYPEZUVDXEMGF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 4
• 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	+	0.9936	99.36%
Caco-2	-	0.5659	56.59%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6587	65.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8800	88.00%
OATP1B3 inhibitior	+	0.8653	86.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7307	73.07%
P-glycoprotein inhibitior	-	0.7863	78.63%
P-glycoprotein substrate	-	0.9037	90.37%
CYP3A4 substrate	+	0.5585	55.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7463	74.63%
CYP3A4 inhibition	+	0.6805	68.05%
CYP2C9 inhibition	-	0.6682	66.82%
CYP2C19 inhibition	+	0.7598	75.98%
CYP2D6 inhibition	-	0.5573	55.73%
CYP1A2 inhibition	+	0.9336	93.36%
CYP2C8 inhibition	+	0.5790	57.90%
CYP inhibitory promiscuity	+	0.6837	68.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Warning	0.4353	43.53%
Eye corrosion	-	0.9560	95.60%
Eye irritation	+	0.8847	88.47%
Skin irritation	-	0.6798	67.98%
Skin corrosion	-	0.9869	98.69%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5462	54.62%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8349	83.49%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8545	85.45%
Acute Oral Toxicity (c)	III	0.5858	58.58%
Estrogen receptor binding	+	0.6962	69.62%
Androgen receptor binding	-	0.5554	55.54%
Thyroid receptor binding	+	0.5479	54.79%
Glucocorticoid receptor binding	+	0.7979	79.79%
Aromatase binding	+	0.6902	69.02%
PPAR gamma	+	0.8328	83.28%
Honey bee toxicity	-	0.9173	91.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8664	86.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.46%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.63%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.18%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.37%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.79%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.49%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.87%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.99%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.98%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.09%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.20%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.33%	98.75%

Plants that contains it

• Senecio subsessilis

Cross-Links

• PubChem: 163007955
• LOTUS: LTS0264615
• wikiData: Q105115550