4,2',5'-Trihydroxychalcone

Details

• Internal ID: 7e7b69a8-0126-4908-9ef1-5c8f7032e60e
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 1-(2,5-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-7-14(18)13-9-12(17)6-8-15(13)19/h1-9,16-17,19H
• InChI Key: NMANELLSWUVZNL-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 2-Propen-1-one, 1-(2,5-dihydroxyphenyl)-3-(4-hydroxyphenyl)-
• 1-(2,5-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
• DTXSID70398446

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	-	0.5294	52.94%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8645	86.45%
OATP2B1 inhibitior	-	0.5787	57.87%
OATP1B1 inhibitior	+	0.9401	94.01%
OATP1B3 inhibitior	+	0.9725	97.25%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5808	58.08%
P-glycoprotein inhibitior	-	0.9597	95.97%
P-glycoprotein substrate	-	0.9651	96.51%
CYP3A4 substrate	-	0.6966	69.66%
CYP2C9 substrate	-	0.6211	62.11%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.5328	53.28%
CYP2C9 inhibition	+	0.7802	78.02%
CYP2C19 inhibition	+	0.8952	89.52%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	+	0.8942	89.42%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7735	77.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6785	67.85%
Carcinogenicity (trinary)	Non-required	0.6137	61.37%
Eye corrosion	-	0.9745	97.45%
Eye irritation	+	0.9416	94.16%
Skin irritation	+	0.7052	70.52%
Skin corrosion	-	0.9812	98.12%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8549	85.49%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.7120	71.20%
skin sensitisation	+	0.7993	79.93%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6688	66.88%
Acute Oral Toxicity (c)	III	0.7740	77.40%
Estrogen receptor binding	+	0.8784	87.84%
Androgen receptor binding	+	0.9041	90.41%
Thyroid receptor binding	+	0.6172	61.72%
Glucocorticoid receptor binding	+	0.8426	84.26%
Aromatase binding	+	0.8960	89.60%
PPAR gamma	+	0.8645	86.45%
Honey bee toxicity	-	0.9068	90.68%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	97.29%	91.11%
CHEMBL3194	P02766	Transthyretin	95.24%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.99%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	86.83%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.45%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.00%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.56%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.45%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.78%	99.17%
CHEMBL2535	P11166	Glucose transporter	80.77%	98.75%
CHEMBL4208	P20618	Proteasome component C5	80.47%	90.00%

Plants that contains it

• Mimosa tenuiflora

Cross-Links

• PubChem: 3995255
• LOTUS: LTS0239173
• wikiData: Q82200406