1-[4-Hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-7-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: a255c07a-4d39-461c-b024-5c43e27b2fab
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: 1-[4-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-7-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C20H20O5/c1-20(2,24)18-11-15-17(23)10-8-14(19(15)25-18)16(22)9-5-12-3-6-13(21)7-4-12/h3-10,18,21,23-24H,11H2,1-2H3
• InChI Key: SUKRWJWSDOFKRU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.5653	56.53%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7709	77.09%
OATP2B1 inhibitior	+	0.5598	55.98%
OATP1B1 inhibitior	+	0.9172	91.72%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7423	74.23%
P-glycoprotein inhibitior	-	0.6470	64.70%
P-glycoprotein substrate	-	0.7916	79.16%
CYP3A4 substrate	+	0.5378	53.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8043	80.43%
CYP3A4 inhibition	-	0.7725	77.25%
CYP2C9 inhibition	-	0.5319	53.19%
CYP2C19 inhibition	-	0.5418	54.18%
CYP2D6 inhibition	-	0.7630	76.30%
CYP1A2 inhibition	+	0.7115	71.15%
CYP2C8 inhibition	+	0.6499	64.99%
CYP inhibitory promiscuity	+	0.5689	56.89%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4506	45.06%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.4845	48.45%
Skin irritation	-	0.7026	70.26%
Skin corrosion	-	0.9063	90.63%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5739	57.39%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	-	0.6028	60.28%
skin sensitisation	-	0.6385	63.85%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5738	57.38%
Acute Oral Toxicity (c)	III	0.6187	61.87%
Estrogen receptor binding	+	0.9127	91.27%
Androgen receptor binding	+	0.7634	76.34%
Thyroid receptor binding	+	0.7565	75.65%
Glucocorticoid receptor binding	+	0.8377	83.77%
Aromatase binding	+	0.7766	77.66%
PPAR gamma	+	0.9021	90.21%
Honey bee toxicity	-	0.8865	88.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9847	98.47%

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	98.33%	91.11%
CHEMBL3194	P02766	Transthyretin	91.66%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	90.79%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.66%	86.33%
CHEMBL206	P03372	Estrogen receptor alpha	88.88%	97.64%
CHEMBL3401	O75469	Pregnane X receptor	88.65%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.52%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.48%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.40%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.47%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.71%	85.00%
CHEMBL2581	P07339	Cathepsin D	80.01%	98.95%

Plants that contains it

• Lespedeza cyrtobotrya

Cross-Links

• PubChem: 74429379
• LOTUS: LTS0192285
• wikiData: Q105261037