[(2R,3S)-6-acetyl-5-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl] acetate

Details

• Internal ID: 53234382-916a-4c92-a54b-c9b8847ce81c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: [(2R,3S)-6-acetyl-5-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl] acetate
• SMILES (Canonical): CC(=C)C1C(C2=CC(=C(C=C2O1)C(=O)C)O)OC(=O)C
• SMILES (Isomeric): CC(=C)[C@@H]1[C@H](C2=CC(=C(C=C2O1)C(=O)C)O)OC(=O)C
• InChI: InChI=1S/C15H16O5/c1-7(2)14-15(19-9(4)17)11-5-12(18)10(8(3)16)6-13(11)20-14/h5-6,14-15,18H,1H2,2-4H3/t14-,15+/m1/s1
• InChI Key: SGPSGBFHWJXVRR-CABCVRRESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• 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	+	0.9902	99.02%
Caco-2	+	0.6529	65.29%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7054	70.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.8983	89.83%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8389	83.89%
P-glycoprotein inhibitior	-	0.8358	83.58%
P-glycoprotein substrate	-	0.8141	81.41%
CYP3A4 substrate	+	0.5087	50.87%
CYP2C9 substrate	+	0.6021	60.21%
CYP2D6 substrate	-	0.8658	86.58%
CYP3A4 inhibition	-	0.7072	70.72%
CYP2C9 inhibition	-	0.7457	74.57%
CYP2C19 inhibition	+	0.5410	54.10%
CYP2D6 inhibition	-	0.9600	96.00%
CYP1A2 inhibition	+	0.7188	71.88%
CYP2C8 inhibition	-	0.6442	64.42%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.4281	42.81%
Eye corrosion	-	0.9561	95.61%
Eye irritation	+	0.6792	67.92%
Skin irritation	-	0.6560	65.60%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6051	60.51%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.5953	59.53%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4494	44.94%
Acute Oral Toxicity (c)	II	0.4637	46.37%
Estrogen receptor binding	+	0.5583	55.83%
Androgen receptor binding	-	0.6402	64.02%
Thyroid receptor binding	-	0.5688	56.88%
Glucocorticoid receptor binding	-	0.7596	75.96%
Aromatase binding	-	0.7128	71.28%
PPAR gamma	-	0.6671	66.71%
Honey bee toxicity	-	0.7232	72.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	+	0.9944	99.44%

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	98.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.69%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.75%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	87.82%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.78%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.54%	94.80%
CHEMBL2581	P07339	Cathepsin D	86.26%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.43%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.26%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.88%	86.33%

Plants that contains it

• Baccharis calvescens

Cross-Links

• PubChem: 163018089
• LOTUS: LTS0204824
• wikiData: Q105252490