3,5-Dimethyl-6-(pent-3-en-1-yl)benzofuran-7-ol

Details

• Internal ID: d482089f-dc06-455d-bf86-8b9569d204cb
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran-7-ol
• SMILES (Canonical): CC=CCCC1=C(C2=C(C=C1C)C(=CO2)C)O
• SMILES (Isomeric): C/C=C/CCC1=C(C2=C(C=C1C)C(=CO2)C)O
• InChI: InChI=1S/C15H18O2/c1-4-5-6-7-12-10(2)8-13-11(3)9-17-15(13)14(12)16/h4-5,8-9,16H,6-7H2,1-3H3/b5-4+
• InChI Key: YUHGYYHCMKCXAZ-SNAWJCMRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 3,5-Dimethyl-6-(pent-3-en-1-yl)benzofuran-7-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.8632	86.32%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6291	62.91%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	-	0.3358	33.58%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6333	63.33%
P-glycoprotein inhibitior	-	0.9252	92.52%
P-glycoprotein substrate	-	0.8676	86.76%
CYP3A4 substrate	-	0.5240	52.40%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	+	0.3466	34.66%
CYP3A4 inhibition	-	0.8480	84.80%
CYP2C9 inhibition	-	0.6604	66.04%
CYP2C19 inhibition	+	0.5633	56.33%
CYP2D6 inhibition	-	0.8796	87.96%
CYP1A2 inhibition	+	0.8995	89.95%
CYP2C8 inhibition	+	0.4835	48.35%
CYP inhibitory promiscuity	+	0.7773	77.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.4112	41.12%
Eye corrosion	-	0.9694	96.94%
Eye irritation	-	0.9147	91.47%
Skin irritation	-	0.5664	56.64%
Skin corrosion	-	0.7625	76.25%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3910	39.10%
Micronuclear	-	0.8441	84.41%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.4927	49.27%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9600	96.00%
Acute Oral Toxicity (c)	III	0.6773	67.73%
Estrogen receptor binding	+	0.7203	72.03%
Androgen receptor binding	+	0.5762	57.62%
Thyroid receptor binding	-	0.5394	53.94%
Glucocorticoid receptor binding	+	0.6501	65.01%
Aromatase binding	+	0.5180	51.80%
PPAR gamma	+	0.7139	71.39%
Honey bee toxicity	-	0.9418	94.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9599	95.99%

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	97.80%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.07%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.24%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.87%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.08%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.70%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.80%	89.34%

Plants that contains it

• Ligularia virgaurea

Cross-Links

• PubChem: 10421381
• LOTUS: LTS0147318
• wikiData: Q105362907