5-Methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-6-ol

Details

• Internal ID: 4232e4c8-7dc3-469e-a3fa-abb6e4a5952c
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 5-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-6-ol
• SMILES (Canonical): CC(=C)C1CC2=CC(=C(C=C2O1)O)OC
• SMILES (Isomeric): CC(=C)C1CC2=CC(=C(C=C2O1)O)OC
• InChI: InChI=1S/C12H14O3/c1-7(2)10-4-8-5-12(14-3)9(13)6-11(8)15-10/h5-6,10,13H,1,4H2,2-3H3
• InChI Key: BCZUFWGVITXBBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24 g/mol
• Exact Mass: 206.094294304 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.5777	57.77%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5784	57.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9158	91.58%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7938	79.38%
P-glycoprotein inhibitior	-	0.9640	96.40%
P-glycoprotein substrate	-	0.8397	83.97%
CYP3A4 substrate	-	0.5190	51.90%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.6015	60.15%
CYP2C9 inhibition	-	0.8177	81.77%
CYP2C19 inhibition	+	0.6466	64.66%
CYP2D6 inhibition	-	0.8972	89.72%
CYP1A2 inhibition	+	0.8574	85.74%
CYP2C8 inhibition	-	0.8562	85.62%
CYP inhibitory promiscuity	+	0.7498	74.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9008	90.08%
Carcinogenicity (trinary)	Non-required	0.5242	52.42%
Eye corrosion	-	0.9535	95.35%
Eye irritation	+	0.8167	81.67%
Skin irritation	-	0.6209	62.09%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5285	52.85%
Micronuclear	-	0.5082	50.82%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.5067	50.67%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5783	57.83%
Acute Oral Toxicity (c)	III	0.4872	48.72%
Estrogen receptor binding	-	0.8746	87.46%
Androgen receptor binding	-	0.8650	86.50%
Thyroid receptor binding	-	0.6973	69.73%
Glucocorticoid receptor binding	-	0.7027	70.27%
Aromatase binding	-	0.6919	69.19%
PPAR gamma	-	0.5894	58.94%
Honey bee toxicity	-	0.7319	73.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9362	93.62%

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	98.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.37%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.39%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.32%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	87.46%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.77%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.43%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.30%	99.17%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.20%	96.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.01%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.63%	94.00%
CHEMBL217	P14416	Dopamine D2 receptor	83.35%	95.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.90%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.87%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.56%	95.56%

Plants that contains it

• Ophryosporus heptanthus

Cross-Links

• PubChem: 14335218
• LOTUS: LTS0205461
• wikiData: Q104923762