5-Ethenyl-4,6-dimethoxy-1-benzofuran

Details

• Internal ID: 9608cd11-93c3-480f-b2a6-dc9b9552ac51
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 5-ethenyl-4,6-dimethoxy-1-benzofuran
• SMILES (Canonical): COC1=C(C(=C2C=COC2=C1)OC)C=C
• SMILES (Isomeric): COC1=C(C(=C2C=COC2=C1)OC)C=C
• InChI: InChI=1S/C12H12O3/c1-4-8-10(13-2)7-11-9(5-6-15-11)12(8)14-3/h4-7H,1H2,2-3H3
• InChI Key: DJTVRBJOMCDZFQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.22 g/mol
• Exact Mass: 204.078644241 g/mol
• Topological Polar Surface Area (TPSA): 31.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.7406	74.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5595	55.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9881	98.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8017	80.17%
P-glycoprotein inhibitior	-	0.9089	90.89%
P-glycoprotein substrate	-	0.8618	86.18%
CYP3A4 substrate	-	0.5814	58.14%
CYP2C9 substrate	-	0.8224	82.24%
CYP2D6 substrate	-	0.6616	66.16%
CYP3A4 inhibition	-	0.6696	66.96%
CYP2C9 inhibition	-	0.6951	69.51%
CYP2C19 inhibition	+	0.7373	73.73%
CYP2D6 inhibition	-	0.8877	88.77%
CYP1A2 inhibition	+	0.9517	95.17%
CYP2C8 inhibition	+	0.5739	57.39%
CYP inhibitory promiscuity	+	0.8825	88.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8448	84.48%
Carcinogenicity (trinary)	Non-required	0.4348	43.48%
Eye corrosion	-	0.8938	89.38%
Eye irritation	+	0.8962	89.62%
Skin irritation	-	0.6954	69.54%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4013	40.13%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.5280	52.80%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8810	88.10%
Acute Oral Toxicity (c)	III	0.5356	53.56%
Estrogen receptor binding	+	0.6494	64.94%
Androgen receptor binding	+	0.7072	70.72%
Thyroid receptor binding	-	0.5778	57.78%
Glucocorticoid receptor binding	-	0.7801	78.01%
Aromatase binding	+	0.6291	62.91%
PPAR gamma	-	0.6101	61.01%
Honey bee toxicity	-	0.8037	80.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9785	97.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	93.65%	94.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.91%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.83%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.86%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.74%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.24%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.23%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.05%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	82.61%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.49%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.59%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.24%	96.09%

Plants that contains it

• Dorstenia barnimiana

Cross-Links

• PubChem: 14018773
• LOTUS: LTS0217582
• wikiData: Q104982824