(3R)-2,2,3-trimethyl-5-[(E)-prop-1-enyl]-3H-1-benzofuran

Details

• Internal ID: a014f429-6846-41c3-9f1e-8190bc5e0be4
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (3R)-2,2,3-trimethyl-5-[(E)-prop-1-enyl]-3H-1-benzofuran
• SMILES (Canonical): CC=CC1=CC2=C(C=C1)OC(C2C)(C)C
• SMILES (Isomeric): C/C=C/C1=CC2=C(C=C1)OC([C@@H]2C)(C)C
• InChI: InChI=1S/C14H18O/c1-5-6-11-7-8-13-12(9-11)10(2)14(3,4)15-13/h5-10H,1-4H3/b6-5+/t10-/m1/s1
• InChI Key: YXEPEHFXXORWGP-BRAIEQGRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O
• Molecular Weight: 202.29 g/mol
• Exact Mass: 202.135765193 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 1

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	+	0.8903	89.03%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5041	50.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6163	61.63%
P-glycoprotein inhibitior	-	0.9533	95.33%
P-glycoprotein substrate	-	0.8662	86.62%
CYP3A4 substrate	-	0.5274	52.74%
CYP2C9 substrate	+	0.6124	61.24%
CYP2D6 substrate	-	0.6772	67.72%
CYP3A4 inhibition	-	0.8590	85.90%
CYP2C9 inhibition	-	0.7124	71.24%
CYP2C19 inhibition	+	0.5654	56.54%
CYP2D6 inhibition	-	0.8674	86.74%
CYP1A2 inhibition	+	0.8676	86.76%
CYP2C8 inhibition	+	0.5051	50.51%
CYP inhibitory promiscuity	+	0.8910	89.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Warning	0.3970	39.70%
Eye corrosion	-	0.8501	85.01%
Eye irritation	-	0.8711	87.11%
Skin irritation	+	0.5985	59.85%
Skin corrosion	-	0.8236	82.36%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7052	70.52%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	+	0.7218	72.18%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.5562	55.62%
Acute Oral Toxicity (c)	III	0.7682	76.82%
Estrogen receptor binding	+	0.5709	57.09%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6475	64.75%
Glucocorticoid receptor binding	-	0.8144	81.44%
Aromatase binding	-	0.6452	64.52%
PPAR gamma	-	0.6879	68.79%
Honey bee toxicity	-	0.8419	84.19%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9590	95.90%

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	97.30%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.41%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.93%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.67%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.98%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.42%	96.00%
CHEMBL2581	P07339	Cathepsin D	83.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.76%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.65%	94.80%

Plants that contains it

• Illicium verum

Cross-Links

• PubChem: 154496153
• LOTUS: LTS0211949
• wikiData: Q105367535