1-[5-Hydroxy-2-(1-hydroxyprop-1-enyl)-1-benzofuran-6-yl]ethanone

Details

• Internal ID: 09e68482-c47c-4919-8b5a-5239d1af0522
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[5-hydroxy-2-(1-hydroxyprop-1-enyl)-1-benzofuran-6-yl]ethanone
• SMILES (Canonical): CC=C(C1=CC2=CC(=C(C=C2O1)C(=O)C)O)O
• SMILES (Isomeric): CC=C(C1=CC2=CC(=C(C=C2O1)C(=O)C)O)O
• InChI: InChI=1S/C13H12O4/c1-3-10(15)13-5-8-4-11(16)9(7(2)14)6-12(8)17-13/h3-6,15-16H,1-2H3
• InChI Key: SEVJBEKDCXKOBA-UHFFFAOYSA-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): 70.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.7887	78.87%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7330	73.30%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6560	65.60%
P-glycoprotein inhibitior	-	0.9013	90.13%
P-glycoprotein substrate	-	0.8483	84.83%
CYP3A4 substrate	-	0.6421	64.21%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	-	0.6902	69.02%
CYP2C9 inhibition	+	0.5221	52.21%
CYP2C19 inhibition	+	0.6466	64.66%
CYP2D6 inhibition	-	0.8938	89.38%
CYP1A2 inhibition	+	0.9497	94.97%
CYP2C8 inhibition	-	0.7762	77.62%
CYP inhibitory promiscuity	+	0.8400	84.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4289	42.89%
Eye corrosion	-	0.9674	96.74%
Eye irritation	+	0.8629	86.29%
Skin irritation	+	0.5107	51.07%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6765	67.65%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6818	68.18%
Acute Oral Toxicity (c)	III	0.4674	46.74%
Estrogen receptor binding	+	0.8167	81.67%
Androgen receptor binding	-	0.5356	53.56%
Thyroid receptor binding	-	0.5827	58.27%
Glucocorticoid receptor binding	+	0.7946	79.46%
Aromatase binding	+	0.6301	63.01%
PPAR gamma	+	0.6630	66.30%
Honey bee toxicity	-	0.9249	92.49%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9816	98.16%

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	96.95%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.83%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.17%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.98%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.86%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.81%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.76%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.11%	95.50%

Plants that contains it

• Ageratum houstonianum

Cross-Links

• PubChem: 163192816
• LOTUS: LTS0242123
• wikiData: Q105251547