(E)-1-[(3R)-3,5-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: 46897513-b2f3-4a72-9ff7-3f6fff2f8b72
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-1-[(3R)-3,5-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C20H20O5/c1-20(2)18(23)11-15-17(25-20)10-8-14(19(15)24)16(22)9-5-12-3-6-13(21)7-4-12/h3-10,18,21,23-24H,11H2,1-2H3/b9-5+/t18-/m1/s1
• InChI Key: FLBNWTQYELEITH-QKYXPGDISA-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: 3.50
• Atomic LogP (AlogP): 3.07
• 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	+	0.9945	99.45%
Caco-2	+	0.5430	54.30%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6807	68.07%
OATP2B1 inhibitior	-	0.5730	57.30%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.9729	97.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7266	72.66%
P-glycoprotein inhibitior	-	0.6453	64.53%
P-glycoprotein substrate	-	0.7551	75.51%
CYP3A4 substrate	+	0.5724	57.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8224	82.24%
CYP3A4 inhibition	-	0.7298	72.98%
CYP2C9 inhibition	-	0.7576	75.76%
CYP2C19 inhibition	-	0.6461	64.61%
CYP2D6 inhibition	-	0.7676	76.76%
CYP1A2 inhibition	+	0.6587	65.87%
CYP2C8 inhibition	+	0.7207	72.07%
CYP inhibitory promiscuity	-	0.7920	79.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6044	60.44%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.7219	72.19%
Skin irritation	-	0.6725	67.25%
Skin corrosion	-	0.8923	89.23%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6387	63.87%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.6560	65.60%
skin sensitisation	-	0.6775	67.75%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5548	55.48%
Acute Oral Toxicity (c)	III	0.6425	64.25%
Estrogen receptor binding	+	0.8780	87.80%
Androgen receptor binding	+	0.8180	81.80%
Thyroid receptor binding	+	0.6893	68.93%
Glucocorticoid receptor binding	+	0.8479	84.79%
Aromatase binding	+	0.7067	70.67%
PPAR gamma	+	0.8503	85.03%
Honey bee toxicity	-	0.8569	85.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9663	96.63%

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	98.97%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.01%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.90%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL206	P03372	Estrogen receptor alpha	90.99%	97.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.95%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.47%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.03%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.21%	100.00%
CHEMBL3194	P02766	Transthyretin	83.42%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.94%	85.00%

Plants that contains it

• Dorstenia zenkeri

Cross-Links

• PubChem: 163190234
• LOTUS: LTS0196878
• wikiData: Q104996913