(3S)-5,7-dimethoxy-3-methyl-3H-2-benzofuran-1-one

Details

• Internal ID: 03601b37-2dce-480a-917f-e2ff88012bb4
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3S)-5,7-dimethoxy-3-methyl-3H-2-benzofuran-1-one
• SMILES (Canonical): CC1C2=C(C(=CC(=C2)OC)OC)C(=O)O1
• SMILES (Isomeric): C[C@H]1C2=C(C(=CC(=C2)OC)OC)C(=O)O1
• InChI: InChI=1S/C11H12O4/c1-6-8-4-7(13-2)5-9(14-3)10(8)11(12)15-6/h4-6H,1-3H3/t6-/m0/s1
• InChI Key: KZXFFWHBUZGTRE-LURJTMIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.07355886 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 4
• 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	+	0.9951	99.51%
Caco-2	+	0.6797	67.97%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5619	56.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9212	92.12%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9143	91.43%
P-glycoprotein inhibitior	-	0.9091	90.91%
P-glycoprotein substrate	-	0.9495	94.95%
CYP3A4 substrate	-	0.5257	52.57%
CYP2C9 substrate	-	0.8141	81.41%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.8049	80.49%
CYP2C9 inhibition	-	0.8045	80.45%
CYP2C19 inhibition	-	0.5798	57.98%
CYP2D6 inhibition	-	0.8961	89.61%
CYP1A2 inhibition	+	0.9450	94.50%
CYP2C8 inhibition	-	0.8098	80.98%
CYP inhibitory promiscuity	+	0.5467	54.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8719	87.19%
Carcinogenicity (trinary)	Non-required	0.5227	52.27%
Eye corrosion	-	0.7502	75.02%
Eye irritation	+	0.8648	86.48%
Skin irritation	-	0.8102	81.02%
Skin corrosion	-	0.9869	98.69%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6845	68.45%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5835	58.35%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7045	70.45%
Acute Oral Toxicity (c)	II	0.5849	58.49%
Estrogen receptor binding	-	0.6474	64.74%
Androgen receptor binding	-	0.6070	60.70%
Thyroid receptor binding	-	0.5311	53.11%
Glucocorticoid receptor binding	-	0.7756	77.56%
Aromatase binding	+	0.5298	52.98%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8492	84.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8800	88.00%

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	93.38%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.96%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.45%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.29%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.97%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.44%	98.95%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.16%	96.86%
CHEMBL2535	P11166	Glucose transporter	83.06%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.94%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.71%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	81.91%	93.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.59%	91.07%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.01%	96.09%
CHEMBL4208	P20618	Proteasome component C5	80.05%	90.00%

Plants that contains it

• Picea glauca

Cross-Links

• PubChem: 163189303
• LOTUS: LTS0042479
• wikiData: Q105148492