5-(3,5-Dimethyl-1-benzofuran-6-yl)-5-hydroxypentan-2-one

Details

• Internal ID: b47497cf-c540-42d6-b897-f98ae4619953
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 5-(3,5-dimethyl-1-benzofuran-6-yl)-5-hydroxypentan-2-one
• SMILES (Canonical): CC1=CC2=C(C=C1C(CCC(=O)C)O)OC=C2C
• SMILES (Isomeric): CC1=CC2=C(C=C1C(CCC(=O)C)O)OC=C2C
• InChI: InChI=1S/C15H18O3/c1-9-6-13-10(2)8-18-15(13)7-12(9)14(17)5-4-11(3)16/h6-8,14,17H,4-5H2,1-3H3
• InChI Key: ZBUBJXXTGLTVJY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7300	73.00%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6082	60.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9361	93.61%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7067	70.67%
P-glycoprotein inhibitior	-	0.9339	93.39%
P-glycoprotein substrate	-	0.8281	82.81%
CYP3A4 substrate	-	0.5076	50.76%
CYP2C9 substrate	-	0.5820	58.20%
CYP2D6 substrate	-	0.6580	65.80%
CYP3A4 inhibition	-	0.8215	82.15%
CYP2C9 inhibition	-	0.8839	88.39%
CYP2C19 inhibition	-	0.8308	83.08%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	+	0.6383	63.83%
CYP2C8 inhibition	-	0.8158	81.58%
CYP inhibitory promiscuity	-	0.8562	85.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6116	61.16%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9348	93.48%
Skin irritation	-	0.6171	61.71%
Skin corrosion	-	0.8941	89.41%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4869	48.69%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5181	51.81%
skin sensitisation	-	0.5598	55.98%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7975	79.75%
Acute Oral Toxicity (c)	III	0.6361	63.61%
Estrogen receptor binding	+	0.5326	53.26%
Androgen receptor binding	-	0.5610	56.10%
Thyroid receptor binding	-	0.6467	64.67%
Glucocorticoid receptor binding	+	0.5529	55.29%
Aromatase binding	-	0.6869	68.69%
PPAR gamma	-	0.5332	53.32%
Honey bee toxicity	-	0.9104	91.04%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9218	92.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.35%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.93%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.26%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.79%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.44%	96.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.80%	93.65%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.83%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.22%	96.09%

Plants that contains it

• Euryops jacksonii

Cross-Links

• PubChem: 14890359
• LOTUS: LTS0089854
• wikiData: Q105370862