1-[6-Hydroxy-2-(2-hydroxypropan-2-yl)-4-methoxy-1-benzofuran-5-yl]ethanone

Details

• Internal ID: 8da96c18-202b-4c66-9cd9-c40f9ba0ee02
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[6-hydroxy-2-(2-hydroxypropan-2-yl)-4-methoxy-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C2=C(C=C1O)OC(=C2)C(C)(C)O)OC
• SMILES (Isomeric): CC(=O)C1=C(C2=C(C=C1O)OC(=C2)C(C)(C)O)OC
• InChI: InChI=1S/C14H16O5/c1-7(15)12-9(16)6-10-8(13(12)18-4)5-11(19-10)14(2,3)17/h5-6,16-17H,1-4H3
• InChI Key: NHLPQZFMYMAMRT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.7007	70.07%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7746	77.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8153	81.53%
P-glycoprotein inhibitior	-	0.8150	81.50%
P-glycoprotein substrate	-	0.8656	86.56%
CYP3A4 substrate	+	0.5159	51.59%
CYP2C9 substrate	-	0.6037	60.37%
CYP2D6 substrate	-	0.8372	83.72%
CYP3A4 inhibition	-	0.6945	69.45%
CYP2C9 inhibition	-	0.7630	76.30%
CYP2C19 inhibition	-	0.5260	52.60%
CYP2D6 inhibition	-	0.7926	79.26%
CYP1A2 inhibition	+	0.7422	74.22%
CYP2C8 inhibition	-	0.7090	70.90%
CYP inhibitory promiscuity	+	0.5134	51.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4618	46.18%
Eye corrosion	-	0.9750	97.50%
Eye irritation	+	0.7147	71.47%
Skin irritation	-	0.7374	73.74%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4735	47.35%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8373	83.73%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6840	68.40%
Acute Oral Toxicity (c)	III	0.5671	56.71%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	+	0.5783	57.83%
Thyroid receptor binding	+	0.6459	64.59%
Glucocorticoid receptor binding	-	0.4644	46.44%
Aromatase binding	+	0.6952	69.52%
PPAR gamma	+	0.8131	81.31%
Honey bee toxicity	-	0.9103	91.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9315	93.15%

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	99.04%	91.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.06%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.28%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.01%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.93%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.82%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.15%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.81%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.12%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.63%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.85%	95.56%

Plants that contains it

• Dinosperma stipitata

Cross-Links

• PubChem: 101673731
• LOTUS: LTS0269164
• wikiData: Q105179454