(E)-3-(4-hydroxyphenyl)-1-[(2R)-4-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one

Details

• Internal ID: e9bd2f47-1c5b-4f85-94c2-6f34bc23ef78
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Furanochalcones
• IUPAC Name: (E)-3-(4-hydroxyphenyl)-1-[(2R)-4-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one
• InChI: InChI=1S/C20H18O4/c1-12(2)19-11-16-18(24-19)10-8-15(20(16)23)17(22)9-5-13-3-6-14(21)7-4-13/h3-10,19,21,23H,1,11H2,2H3/b9-5+/t19-/m1/s1
• InChI Key: RBLMKCOUXAFRRX-NTPDMAOXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₄
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 4
• 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	+	1.0000	100.00%
Caco-2	-	0.5794	57.94%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7151	71.51%
OATP2B1 inhibitior	-	0.5805	58.05%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5670	56.70%
P-glycoprotein inhibitior	-	0.5800	58.00%
P-glycoprotein substrate	-	0.7430	74.30%
CYP3A4 substrate	+	0.5273	52.73%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8304	83.04%
CYP3A4 inhibition	-	0.7193	71.93%
CYP2C9 inhibition	+	0.7525	75.25%
CYP2C19 inhibition	+	0.7975	79.75%
CYP2D6 inhibition	-	0.8718	87.18%
CYP1A2 inhibition	+	0.9366	93.66%
CYP2C8 inhibition	+	0.5115	51.15%
CYP inhibitory promiscuity	+	0.8589	85.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4816	48.16%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.7001	70.01%
Skin irritation	-	0.6338	63.38%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6376	63.76%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	-	0.5870	58.70%
skin sensitisation	-	0.5867	58.67%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3591	35.91%
Estrogen receptor binding	+	0.7757	77.57%
Androgen receptor binding	+	0.8007	80.07%
Thyroid receptor binding	+	0.6661	66.61%
Glucocorticoid receptor binding	+	0.7323	73.23%
Aromatase binding	+	0.7827	78.27%
PPAR gamma	+	0.8515	85.15%
Honey bee toxicity	-	0.7716	77.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	97.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.97%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.84%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.20%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.62%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.12%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.76%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.61%	94.80%
CHEMBL206	P03372	Estrogen receptor alpha	86.35%	97.64%
CHEMBL1951	P21397	Monoamine oxidase A	85.26%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.84%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.16%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.78%	85.00%

Plants that contains it

• Lespedeza cyrtobotrya

Cross-Links

• PubChem: 163084794
• LOTUS: LTS0143330
• wikiData: Q105233173