3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran

Details

• Internal ID: 099dbb21-ccd6-424d-887a-99dc522eb5c5
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran
• SMILES (Canonical): CC=CCCC1=CC2=C(C=C1C)C(=CO2)C
• SMILES (Isomeric): C/C=C/CCC1=CC2=C(C=C1C)C(=CO2)C
• InChI: InChI=1S/C15H18O/c1-4-5-6-7-13-9-15-14(8-11(13)2)12(3)10-16-15/h4-5,8-10H,6-7H2,1-3H3/b5-4+
• InChI Key: YSEAISJCEBJBPG-SNAWJCMRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O
• Molecular Weight: 214.30 g/mol
• Exact Mass: 214.135765193 g/mol
• Topological Polar Surface Area (TPSA): 13.10 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8569	85.69%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.3493	34.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8153	81.53%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5303	53.03%
P-glycoprotein inhibitior	-	0.9283	92.83%
P-glycoprotein substrate	-	0.8579	85.79%
CYP3A4 substrate	-	0.5478	54.78%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	+	0.3501	35.01%
CYP3A4 inhibition	-	0.9488	94.88%
CYP2C9 inhibition	-	0.8465	84.65%
CYP2C19 inhibition	+	0.5910	59.10%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	+	0.8213	82.13%
CYP2C8 inhibition	-	0.7056	70.56%
CYP inhibitory promiscuity	+	0.7879	78.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Danger	0.4656	46.56%
Eye corrosion	-	0.9494	94.94%
Eye irritation	-	0.8906	89.06%
Skin irritation	+	0.5533	55.33%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7093	70.93%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.7541	75.41%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.8635	86.35%
Acute Oral Toxicity (c)	III	0.5609	56.09%
Estrogen receptor binding	+	0.6709	67.09%
Androgen receptor binding	+	0.5696	56.96%
Thyroid receptor binding	-	0.5838	58.38%
Glucocorticoid receptor binding	-	0.5298	52.98%
Aromatase binding	+	0.5861	58.61%
PPAR gamma	-	0.5557	55.57%
Honey bee toxicity	-	0.8657	86.57%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9511	95.11%

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	95.56%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.52%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	85.13%	93.31%
CHEMBL2581	P07339	Cathepsin D	83.94%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.56%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.44%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.98%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.26%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.26%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.53%	94.80%

Plants that contains it

• Farfugium japonicum

Cross-Links

• PubChem: 5317317
• NPASS: NPC55278
• LOTUS: LTS0210605
• wikiData: Q105359535