1-[2-[(2S)-1,2-dihydroxypropan-2-yl]-1-benzofuran-5-yl]ethanone

Details

• Internal ID: fdf677da-01a3-448e-92ed-c4b417e96434
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[2-[(2S)-1,2-dihydroxypropan-2-yl]-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CC2=C(C=C1)OC(=C2)C(C)(CO)O
• SMILES (Isomeric): CC(=O)C1=CC2=C(C=C1)OC(=C2)[C@](C)(CO)O
• InChI: InChI=1S/C13H14O4/c1-8(15)9-3-4-11-10(5-9)6-12(17-11)13(2,16)7-14/h3-6,14,16H,7H2,1-2H3/t13-/m0/s1
• InChI Key: PZYMILRCTHGLHM-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9646	96.46%
Caco-2	+	0.5959	59.59%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5424	54.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8040	80.40%
P-glycoprotein inhibitior	-	0.9490	94.90%
P-glycoprotein substrate	-	0.8363	83.63%
CYP3A4 substrate	-	0.5726	57.26%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8258	82.58%
CYP3A4 inhibition	-	0.8068	80.68%
CYP2C9 inhibition	-	0.8758	87.58%
CYP2C19 inhibition	-	0.8313	83.13%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.5926	59.26%
CYP2C8 inhibition	-	0.6815	68.15%
CYP inhibitory promiscuity	-	0.8814	88.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5638	56.38%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.7025	70.25%
Skin irritation	-	0.7856	78.56%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6684	66.84%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7385	73.85%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6425	64.25%
Estrogen receptor binding	-	0.4823	48.23%
Androgen receptor binding	+	0.6137	61.37%
Thyroid receptor binding	-	0.5637	56.37%
Glucocorticoid receptor binding	+	0.6089	60.89%
Aromatase binding	+	0.6795	67.95%
PPAR gamma	+	0.7317	73.17%
Honey bee toxicity	-	0.9742	97.42%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.4125	41.25%

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	96.22%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	93.22%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.30%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.80%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.80%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.71%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.76%	81.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.63%	87.67%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.74%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.08%	96.95%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	81.66%	93.00%
CHEMBL2039	P27338	Monoamine oxidase B	81.29%	92.51%

Plants that contains it

• Ophryosporus charua

Cross-Links

• PubChem: 163041828
• LOTUS: LTS0012220
• wikiData: Q105217179