1-[5-Hydroxy-2-(1,2,3-trihydroxypropan-2-yl)-1-benzofuran-6-yl]ethanone

Details

• Internal ID: 297bf154-3c28-4c9f-a464-8853bc71a879
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[5-hydroxy-2-(1,2,3-trihydroxypropan-2-yl)-1-benzofuran-6-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C=C2C=C(OC2=C1)C(CO)(CO)O)O
• SMILES (Isomeric): CC(=O)C1=C(C=C2C=C(OC2=C1)C(CO)(CO)O)O
• InChI: InChI=1S/C13H14O6/c1-7(16)9-4-11-8(2-10(9)17)3-12(19-11)13(18,5-14)6-15/h2-4,14-15,17-18H,5-6H2,1H3
• InChI Key: MQQQXBUOJBTWKM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₆
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.07903816 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.51
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9494	94.94%
Caco-2	-	0.5903	59.03%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6202	62.02%
OATP2B1 inhibitior	-	0.7119	71.19%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7426	74.26%
P-glycoprotein inhibitior	-	0.9121	91.21%
P-glycoprotein substrate	-	0.7668	76.68%
CYP3A4 substrate	-	0.5339	53.39%
CYP2C9 substrate	-	0.6013	60.13%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.9430	94.30%
CYP2C9 inhibition	-	0.9294	92.94%
CYP2C19 inhibition	-	0.8800	88.00%
CYP2D6 inhibition	-	0.9556	95.56%
CYP1A2 inhibition	-	0.6293	62.93%
CYP2C8 inhibition	-	0.8677	86.77%
CYP inhibitory promiscuity	-	0.8641	86.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5361	53.61%
Eye corrosion	-	0.9918	99.18%
Eye irritation	+	0.6834	68.34%
Skin irritation	-	0.7472	74.72%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7295	72.95%
Micronuclear	+	0.5440	54.40%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7267	72.67%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6242	62.42%
Acute Oral Toxicity (c)	III	0.5661	56.61%
Estrogen receptor binding	+	0.6931	69.31%
Androgen receptor binding	+	0.6498	64.98%
Thyroid receptor binding	-	0.6252	62.52%
Glucocorticoid receptor binding	+	0.8321	83.21%
Aromatase binding	+	0.7149	71.49%
PPAR gamma	+	0.8992	89.92%
Honey bee toxicity	-	0.9470	94.70%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.3954	39.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.83%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.09%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.14%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.13%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.10%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.94%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.68%	86.33%

Plants that contains it

• Miyamayomena koraiensis

Cross-Links

• PubChem: 163192551
• LOTUS: LTS0275572
• wikiData: Q105170217