4,6-Dimethoxy-2-propan-2-ylidene-1-benzofuran-3-one

Details

• Internal ID: 4739c8e8-fdbd-4ca2-863e-33b46a7ca18e
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 4,6-dimethoxy-2-propan-2-ylidene-1-benzofuran-3-one
• SMILES (Canonical): CC(=C1C(=O)C2=C(O1)C=C(C=C2OC)OC)C
• SMILES (Isomeric): CC(=C1C(=O)C2=C(O1)C=C(C=C2OC)OC)C
• InChI: InChI=1S/C13H14O4/c1-7(2)13-12(14)11-9(16-4)5-8(15-3)6-10(11)17-13/h5-6H,1-4H3
• InChI Key: XISYSKLNGHSBJN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.57
• 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	+	1.0000	100.00%
Caco-2	+	0.6956	69.56%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6889	68.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9446	94.46%
OATP1B3 inhibitior	+	0.9788	97.88%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6496	64.96%
P-glycoprotein inhibitior	-	0.8683	86.83%
P-glycoprotein substrate	-	0.9730	97.30%
CYP3A4 substrate	-	0.5771	57.71%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	+	0.5678	56.78%
CYP2C9 inhibition	-	0.6952	69.52%
CYP2C19 inhibition	+	0.9104	91.04%
CYP2D6 inhibition	-	0.8745	87.45%
CYP1A2 inhibition	+	0.9502	95.02%
CYP2C8 inhibition	-	0.8503	85.03%
CYP inhibitory promiscuity	+	0.9292	92.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4646	46.46%
Eye corrosion	-	0.9400	94.00%
Eye irritation	+	0.9319	93.19%
Skin irritation	-	0.7508	75.08%
Skin corrosion	-	0.9743	97.43%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6466	64.66%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5216	52.16%
skin sensitisation	-	0.6442	64.42%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7234	72.34%
Acute Oral Toxicity (c)	II	0.4498	44.98%
Estrogen receptor binding	+	0.6399	63.99%
Androgen receptor binding	-	0.5662	56.62%
Thyroid receptor binding	-	0.5646	56.46%
Glucocorticoid receptor binding	-	0.5764	57.64%
Aromatase binding	+	0.6631	66.31%
PPAR gamma	-	0.4870	48.70%
Honey bee toxicity	-	0.8727	87.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.9692	96.92%

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	93.98%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.51%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.79%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.28%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.86%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.82%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.34%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.40%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.64%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.62%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.34%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.09%	96.00%

Plants that contains it

• Calea jamaicensis

Cross-Links

• PubChem: 163050155
• LOTUS: LTS0232471
• wikiData: Q105328737