1-[(3S)-3,5-dihydroxy-3-(3-hydroxyprop-1-en-2-yl)-2H-1-benzofuran-6-yl]ethanone

Details

• Internal ID: 83f25104-fd16-4ce4-9992-2a09992ceed1
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[(3S)-3,5-dihydroxy-3-(3-hydroxyprop-1-en-2-yl)-2H-1-benzofuran-6-yl]ethanone
• InChI: InChI=1S/C13H14O5/c1-7(5-14)13(17)6-18-12-3-9(8(2)15)11(16)4-10(12)13/h3-4,14,16-17H,1,5-6H2,2H3/t13-/m0/s1
• InChI Key: MLSNTSVOEPOVLB-ZDUSSCGKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9714	97.14%
Caco-2	+	0.5083	50.83%
Blood Brain Barrier	+	0.6106	61.06%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6481	64.81%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9327	93.27%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6787	67.87%
P-glycoprotein inhibitior	-	0.9461	94.61%
P-glycoprotein substrate	-	0.6345	63.45%
CYP3A4 substrate	-	0.5225	52.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.9266	92.66%
CYP2C9 inhibition	-	0.7561	75.61%
CYP2C19 inhibition	-	0.6948	69.48%
CYP2D6 inhibition	-	0.8993	89.93%
CYP1A2 inhibition	-	0.6626	66.26%
CYP2C8 inhibition	-	0.8501	85.01%
CYP inhibitory promiscuity	-	0.5266	52.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5619	56.19%
Eye corrosion	-	0.9872	98.72%
Eye irritation	+	0.8656	86.56%
Skin irritation	-	0.7222	72.22%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7240	72.40%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6859	68.59%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6731	67.31%
Acute Oral Toxicity (c)	III	0.5400	54.00%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5198	51.98%
Thyroid receptor binding	-	0.5974	59.74%
Glucocorticoid receptor binding	-	0.4796	47.96%
Aromatase binding	+	0.5936	59.36%
PPAR gamma	+	0.6830	68.30%
Honey bee toxicity	-	0.9352	93.52%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9194	91.94%

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	98.90%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.88%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.66%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.13%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.79%	91.07%
CHEMBL4208	P20618	Proteasome component C5	83.19%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.74%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.33%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.01%	86.33%

Plants that contains it

• Oreoseris gossypina

Cross-Links

• PubChem: 162932135
• LOTUS: LTS0245041
• wikiData: Q105167043