1-[5-Hydroxy-2-(3-hydroxyprop-1-en-2-yl)-3-methoxy-2,3-dihydro-1-benzofuran-6-yl]ethanone

Details

• Internal ID: b19ea436-9b1c-47c8-97b5-977c6add5bad
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[5-hydroxy-2-(3-hydroxyprop-1-en-2-yl)-3-methoxy-2,3-dihydro-1-benzofuran-6-yl]ethanone
• InChI: InChI=1S/C14H16O5/c1-7(6-15)13-14(18-3)10-4-11(17)9(8(2)16)5-12(10)19-13/h4-5,13-15,17H,1,6H2,2-3H3
• InChI Key: MCRPKFMBAQSGDE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	-	0.5212	52.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7121	71.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9464	94.64%
P-glycoprotein inhibitior	-	0.8873	88.73%
P-glycoprotein substrate	-	0.7779	77.79%
CYP3A4 substrate	+	0.5264	52.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8321	83.21%
CYP3A4 inhibition	+	0.5555	55.55%
CYP2C9 inhibition	+	0.5452	54.52%
CYP2C19 inhibition	+	0.7290	72.90%
CYP2D6 inhibition	-	0.8610	86.10%
CYP1A2 inhibition	+	0.7509	75.09%
CYP2C8 inhibition	-	0.5674	56.74%
CYP inhibitory promiscuity	+	0.8626	86.26%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9340	93.40%
Carcinogenicity (trinary)	Non-required	0.6691	66.91%
Eye corrosion	-	0.9661	96.61%
Eye irritation	+	0.7089	70.89%
Skin irritation	-	0.7158	71.58%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5188	51.88%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	-	0.5375	53.75%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4752	47.52%
Acute Oral Toxicity (c)	III	0.4936	49.36%
Estrogen receptor binding	-	0.5548	55.48%
Androgen receptor binding	-	0.6927	69.27%
Thyroid receptor binding	-	0.4938	49.38%
Glucocorticoid receptor binding	-	0.5178	51.78%
Aromatase binding	-	0.5361	53.61%
PPAR gamma	-	0.6791	67.91%
Honey bee toxicity	-	0.7867	78.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9334	93.34%

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	98.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	91.45%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	90.27%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.52%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.97%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.74%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.40%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.95%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.59%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.72%	94.45%

Plants that contains it

• Microglossa pyrifolia

Cross-Links

• PubChem: 162959829
• LOTUS: LTS0007080
• wikiData: Q105161399