2',6'-Dihydroxy-3,4,4'-trimethoxydihydrochalcone

Details

• Internal ID: c40c7943-6d2e-4047-98f1-24b5373a163a
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 1-(2,6-dihydroxy-4-methoxyphenyl)-3-(3,4-dimethoxyphenyl)propan-1-one
• SMILES (Canonical): COC1=C(C=C(C=C1)CCC(=O)C2=C(C=C(C=C2O)OC)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)CCC(=O)C2=C(C=C(C=C2O)OC)O)OC
• InChI: InChI=1S/C18H20O6/c1-22-12-9-14(20)18(15(21)10-12)13(19)6-4-11-5-7-16(23-2)17(8-11)24-3/h5,7-10,20-21H,4,6H2,1-3H3
• InChI Key: VYYJLXHPEJDQOW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₆
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.12598835 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• LMPK12120547

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8899	88.99%
Caco-2	+	0.8855	88.55%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8518	85.18%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.8841	88.41%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4600	46.00%
P-glycoprotein inhibitior	-	0.5241	52.41%
P-glycoprotein substrate	-	0.7525	75.25%
CYP3A4 substrate	-	0.5182	51.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7565	75.65%
CYP3A4 inhibition	+	0.5407	54.07%
CYP2C9 inhibition	+	0.6006	60.06%
CYP2C19 inhibition	+	0.8812	88.12%
CYP2D6 inhibition	-	0.6036	60.36%
CYP1A2 inhibition	+	0.8494	84.94%
CYP2C8 inhibition	+	0.8856	88.56%
CYP inhibitory promiscuity	+	0.6777	67.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8134	81.34%
Carcinogenicity (trinary)	Non-required	0.7385	73.85%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.5699	56.99%
Skin irritation	-	0.7886	78.86%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3967	39.67%
Micronuclear	-	0.6182	61.82%
Hepatotoxicity	-	0.6914	69.14%
skin sensitisation	-	0.8754	87.54%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7199	71.99%
Acute Oral Toxicity (c)	III	0.7464	74.64%
Estrogen receptor binding	+	0.9228	92.28%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6332	63.32%
Glucocorticoid receptor binding	+	0.7250	72.50%
Aromatase binding	+	0.6755	67.55%
PPAR gamma	+	0.7452	74.52%
Honey bee toxicity	-	0.9255	92.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5404	54.04%
Fish aquatic toxicity	+	0.8549	85.49%

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	97.63%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.72%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	92.78%	90.20%
CHEMBL2581	P07339	Cathepsin D	92.59%	98.95%
CHEMBL2535	P11166	Glucose transporter	91.47%	98.75%
CHEMBL4208	P20618	Proteasome component C5	91.26%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.46%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.82%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.15%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.28%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.51%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.26%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.21%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.93%	99.15%

Plants that contains it

• Pityrogramma ebenea

Cross-Links

• PubChem: 42607708
• LOTUS: LTS0224260
• wikiData: Q105299558