2-[5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-1-benzofuran-2-yl]propan-2-ol

Details

• Internal ID: bbaceed0-487a-4289-b0ad-3437107f3873
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 2-[5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-1-benzofuran-2-yl]propan-2-ol
• SMILES (Canonical): CC(C)(C1=CC2=C(O1)C(=CC(=C2)C=CCO)OC)O
• SMILES (Isomeric): CC(C)(C1=CC2=C(O1)C(=CC(=C2)/C=C/CO)OC)O
• InChI: InChI=1S/C15H18O4/c1-15(2,17)13-9-11-7-10(5-4-6-16)8-12(18-3)14(11)19-13/h4-5,7-9,16-17H,6H2,1-3H3/b5-4+
• InChI Key: QQEOBOKORZCMKJ-SNAWJCMRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 62.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9826	98.26%
Caco-2	+	0.7442	74.42%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6980	69.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.8993	89.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5826	58.26%
P-glycoprotein inhibitior	-	0.8321	83.21%
P-glycoprotein substrate	-	0.8640	86.40%
CYP3A4 substrate	-	0.5155	51.55%
CYP2C9 substrate	-	0.6085	60.85%
CYP2D6 substrate	-	0.7593	75.93%
CYP3A4 inhibition	+	0.5960	59.60%
CYP2C9 inhibition	-	0.6416	64.16%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8129	81.29%
CYP1A2 inhibition	+	0.6205	62.05%
CYP2C8 inhibition	-	0.6028	60.28%
CYP inhibitory promiscuity	+	0.6986	69.86%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9124	91.24%
Carcinogenicity (trinary)	Non-required	0.4570	45.70%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.6007	60.07%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4500	45.00%
Micronuclear	-	0.5819	58.19%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.6841	68.41%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4849	48.49%
Acute Oral Toxicity (c)	III	0.6555	65.55%
Estrogen receptor binding	+	0.9180	91.80%
Androgen receptor binding	+	0.6898	68.98%
Thyroid receptor binding	+	0.6545	65.45%
Glucocorticoid receptor binding	+	0.7895	78.95%
Aromatase binding	+	0.8175	81.75%
PPAR gamma	+	0.8572	85.72%
Honey bee toxicity	-	0.8833	88.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8236	82.36%

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	97.05%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.40%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	92.58%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.46%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.14%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.69%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.56%	95.56%
CHEMBL2581	P07339	Cathepsin D	80.02%	98.95%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 102394899
• LOTUS: LTS0064021
• wikiData: Q105225784