(E)-4-(2-hydroxy-3-methoxy-1-benzofuran-5-yl)but-3-en-2-one

Details

• Internal ID: 8f0446cc-37eb-483c-a493-b73744497264
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: (E)-4-(2-hydroxy-3-methoxy-1-benzofuran-5-yl)but-3-en-2-one
• SMILES (Canonical): CC(=O)C=CC1=CC2=C(C=C1)OC(=C2OC)O
• SMILES (Isomeric): CC(=O)/C=C/C1=CC2=C(C=C1)OC(=C2OC)O
• InChI: InChI=1S/C13H12O4/c1-8(14)3-4-9-5-6-11-10(7-9)12(16-2)13(15)17-11/h3-7,15H,1-2H3/b4-3+
• InChI Key: NGLQPPQDBIMYKL-ONEGZZNKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 4
• 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	+	0.9912	99.12%
Caco-2	+	0.8481	84.81%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6523	65.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9382	93.82%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5897	58.97%
P-glycoprotein inhibitior	-	0.8558	85.58%
P-glycoprotein substrate	-	0.9279	92.79%
CYP3A4 substrate	-	0.5226	52.26%
CYP2C9 substrate	-	0.6019	60.19%
CYP2D6 substrate	-	0.8128	81.28%
CYP3A4 inhibition	-	0.6188	61.88%
CYP2C9 inhibition	-	0.8419	84.19%
CYP2C19 inhibition	+	0.5646	56.46%
CYP2D6 inhibition	-	0.8664	86.64%
CYP1A2 inhibition	+	0.6242	62.42%
CYP2C8 inhibition	+	0.6384	63.84%
CYP inhibitory promiscuity	+	0.5597	55.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9240	92.40%
Carcinogenicity (trinary)	Danger	0.3648	36.48%
Eye corrosion	-	0.9465	94.65%
Eye irritation	+	0.6494	64.94%
Skin irritation	-	0.6308	63.08%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4478	44.78%
Micronuclear	+	0.8659	86.59%
Hepatotoxicity	-	0.5553	55.53%
skin sensitisation	-	0.7256	72.56%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8674	86.74%
Acute Oral Toxicity (c)	II	0.6396	63.96%
Estrogen receptor binding	+	0.6520	65.20%
Androgen receptor binding	+	0.7742	77.42%
Thyroid receptor binding	-	0.5799	57.99%
Glucocorticoid receptor binding	-	0.6176	61.76%
Aromatase binding	+	0.6743	67.43%
PPAR gamma	+	0.5272	52.72%
Honey bee toxicity	-	0.8668	86.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	+	0.9740	97.40%

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	98.94%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.80%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.30%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.21%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.37%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.57%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.77%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	84.81%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	81.92%	91.49%
CHEMBL2535	P11166	Glucose transporter	80.58%	98.75%
CHEMBL3194	P02766	Transthyretin	80.58%	90.71%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 5319960
• LOTUS: LTS0146642
• wikiData: Q105179003