4,2',4'-Trihydroxy-3-methoxydihydrochalcone

Details

• Internal ID: 73c2be70-f636-4564-b10c-69e419692170
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 1-(2,4-dihydroxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)propan-1-one
• InChI: InChI=1S/C16H16O5/c1-21-16-8-10(3-7-14(16)19)2-6-13(18)12-5-4-11(17)9-15(12)20/h3-5,7-9,17,19-20H,2,6H2,1H3
• InChI Key: NKLQEBAADGTJCF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• SCHEMBL1840837
• CHEBI:197220
• LMPK12120458
• 1-(2,4-dihydroxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)propan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8899	88.99%
Caco-2	+	0.9211	92.11%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8587	85.87%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6183	61.83%
P-glycoprotein inhibitior	-	0.9030	90.30%
P-glycoprotein substrate	-	0.6923	69.23%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7565	75.65%
CYP3A4 inhibition	+	0.5459	54.59%
CYP2C9 inhibition	+	0.8355	83.55%
CYP2C19 inhibition	+	0.8850	88.50%
CYP2D6 inhibition	-	0.7061	70.61%
CYP1A2 inhibition	+	0.9169	91.69%
CYP2C8 inhibition	+	0.9309	93.09%
CYP inhibitory promiscuity	+	0.7144	71.44%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8234	82.34%
Carcinogenicity (trinary)	Non-required	0.7110	71.10%
Eye corrosion	-	0.9718	97.18%
Eye irritation	+	0.8955	89.55%
Skin irritation	-	0.6586	65.86%
Skin corrosion	-	0.8672	86.72%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6844	68.44%
Micronuclear	-	0.5823	58.23%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8495	84.95%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7788	77.88%
Acute Oral Toxicity (c)	III	0.7709	77.09%
Estrogen receptor binding	+	0.9267	92.67%
Androgen receptor binding	+	0.5698	56.98%
Thyroid receptor binding	+	0.5746	57.46%
Glucocorticoid receptor binding	+	0.7116	71.16%
Aromatase binding	+	0.7064	70.64%
PPAR gamma	-	0.4950	49.50%
Honey bee toxicity	-	0.8893	88.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.8153	81.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.30%	99.17%
CHEMBL2535	P11166	Glucose transporter	93.10%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.82%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.78%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.68%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.41%	95.17%
CHEMBL1255126	O15151	Protein Mdm4	87.57%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.62%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.08%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.53%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.49%	99.15%

Plants that contains it

• Iryanthera polyneura

Cross-Links

• PubChem: 21722167
• LOTUS: LTS0058935
• wikiData: Q104172592