1-[7-(3-Hydroxy-3-methylbut-1-enyl)-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]ethanone

Details

• Internal ID: f9375c59-551b-4c8f-af12-5d0e1763f113
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[7-(3-hydroxy-3-methylbut-1-enyl)-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CC(=C2C(=C1)C=C(O2)C(C)(C)O)C=CC(C)(C)O
• SMILES (Isomeric): CC(=O)C1=CC(=C2C(=C1)C=C(O2)C(C)(C)O)C=CC(C)(C)O
• InChI: InChI=1S/C18H22O4/c1-11(19)13-8-12(6-7-17(2,3)20)16-14(9-13)10-15(22-16)18(4,5)21/h6-10,20-21H,1-5H3
• InChI Key: CWLFOPKCKPBCLF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₄
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.15180918 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5933	59.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7664	76.64%
P-glycoprotein substrate	-	0.8713	87.13%
CYP3A4 substrate	-	0.5077	50.77%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8326	83.26%
CYP3A4 inhibition	-	0.7433	74.33%
CYP2C9 inhibition	-	0.7535	75.35%
CYP2C19 inhibition	-	0.8327	83.27%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	+	0.5422	54.22%
CYP2C8 inhibition	-	0.7712	77.12%
CYP inhibitory promiscuity	-	0.5070	50.70%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7836	78.36%
Carcinogenicity (trinary)	Non-required	0.4450	44.50%
Eye corrosion	-	0.9770	97.70%
Eye irritation	+	0.7389	73.89%
Skin irritation	-	0.6768	67.68%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6347	63.47%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.5760	57.60%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4872	48.72%
Acute Oral Toxicity (c)	III	0.7949	79.49%
Estrogen receptor binding	+	0.8268	82.68%
Androgen receptor binding	+	0.5593	55.93%
Thyroid receptor binding	+	0.6385	63.85%
Glucocorticoid receptor binding	+	0.7442	74.42%
Aromatase binding	+	0.7988	79.88%
PPAR gamma	+	0.7381	73.81%
Honey bee toxicity	-	0.8802	88.02%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9465	94.65%

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	96.21%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.72%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	93.41%	94.73%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.17%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.11%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.82%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.56%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.89%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.26%	89.00%

Plants that contains it

• Ophryosporus macrodon

Cross-Links

• PubChem: 163004479
• LOTUS: LTS0242397
• wikiData: Q104971338