3-(7-Methoxy-1-benzofuran-5-yl)prop-2-en-1-ol

Details

• Internal ID: d4356051-d4eb-4807-8607-91d09a80fd5d
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 3-(7-methoxy-1-benzofuran-5-yl)prop-2-en-1-ol
• SMILES (Canonical): COC1=C2C(=CC(=C1)C=CCO)C=CO2
• SMILES (Isomeric): COC1=C2C(=CC(=C1)C=CCO)C=CO2
• InChI: InChI=1S/C12H12O3/c1-14-11-8-9(3-2-5-13)7-10-4-6-15-12(10)11/h2-4,6-8,13H,5H2,1H3
• InChI Key: NMQOOBMDIGBWOU-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): 42.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.7050	70.50%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6023	60.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7618	76.18%
P-glycoprotein inhibitior	-	0.9395	93.95%
P-glycoprotein substrate	-	0.9415	94.15%
CYP3A4 substrate	-	0.6159	61.59%
CYP2C9 substrate	+	0.6095	60.95%
CYP2D6 substrate	-	0.6993	69.93%
CYP3A4 inhibition	-	0.8188	81.88%
CYP2C9 inhibition	-	0.7804	78.04%
CYP2C19 inhibition	-	0.5399	53.99%
CYP2D6 inhibition	-	0.8743	87.43%
CYP1A2 inhibition	+	0.8369	83.69%
CYP2C8 inhibition	+	0.4613	46.13%
CYP inhibitory promiscuity	+	0.7036	70.36%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8974	89.74%
Carcinogenicity (trinary)	Warning	0.3604	36.04%
Eye corrosion	-	0.9472	94.72%
Eye irritation	+	0.9011	90.11%
Skin irritation	-	0.6059	60.59%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5993	59.93%
Micronuclear	+	0.5240	52.40%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7693	76.93%
Estrogen receptor binding	+	0.7861	78.61%
Androgen receptor binding	+	0.6116	61.16%
Thyroid receptor binding	-	0.6180	61.80%
Glucocorticoid receptor binding	-	0.5802	58.02%
Aromatase binding	+	0.5328	53.28%
PPAR gamma	+	0.6483	64.83%
Honey bee toxicity	-	0.9224	92.24%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.3624	36.24%

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	95.84%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.01%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.99%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.25%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.91%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.95%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.56%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.05%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.30%	95.83%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.02%	93.99%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 162927958
• LOTUS: LTS0250822
• wikiData: Q105181926