2-[5-(3-Methoxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol

Details

• Internal ID: 42175757-d274-45c0-bd13-e53437aa2a59
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 2-[5-(3-methoxyprop-1-enyl)-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=CC(=C2)C=CCOC)O
• SMILES (Isomeric): CC(C)(C1CC2=C(O1)C=CC(=C2)C=CCOC)O
• InChI: InChI=1S/C15H20O3/c1-15(2,16)14-10-12-9-11(5-4-8-17-3)6-7-13(12)18-14/h4-7,9,14,16H,8,10H2,1-3H3
• InChI Key: QBBUCBIAPOTHGJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8049	80.49%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6882	68.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8947	89.47%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5837	58.37%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.8863	88.63%
CYP3A4 substrate	+	0.5196	51.96%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.6634	66.34%
CYP3A4 inhibition	-	0.6134	61.34%
CYP2C9 inhibition	-	0.6152	61.52%
CYP2C19 inhibition	-	0.5632	56.32%
CYP2D6 inhibition	-	0.8024	80.24%
CYP1A2 inhibition	+	0.6080	60.80%
CYP2C8 inhibition	-	0.5856	58.56%
CYP inhibitory promiscuity	-	0.5404	54.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5176	51.76%
Eye corrosion	-	0.9783	97.83%
Eye irritation	-	0.6221	62.21%
Skin irritation	-	0.7795	77.95%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4338	43.38%
Micronuclear	-	0.7919	79.19%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.5702	57.02%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8095	80.95%
Acute Oral Toxicity (c)	III	0.6511	65.11%
Estrogen receptor binding	+	0.8286	82.86%
Androgen receptor binding	-	0.5208	52.08%
Thyroid receptor binding	-	0.5415	54.15%
Glucocorticoid receptor binding	-	0.4792	47.92%
Aromatase binding	+	0.7837	78.37%
PPAR gamma	+	0.5420	54.20%
Honey bee toxicity	-	0.8789	87.89%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8616	86.16%

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	98.26%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.48%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.68%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.51%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.44%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.58%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.09%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.79%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.27%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.19%	92.62%
CHEMBL2581	P07339	Cathepsin D	85.09%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.14%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.61%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.09%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.47%	93.99%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.27%	100.00%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 162914649
• LOTUS: LTS0215918
• wikiData: Q105217720