3',5'-Dihydroxy-2',4',6'-trimethoxydihydrochalcone

Details

• Internal ID: f7ca104a-e61e-4d79-9ab8-bbdb5ad33085
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 1-(3,5-dihydroxy-2,4,6-trimethoxyphenyl)-3-phenylpropan-1-one
• SMILES (Canonical): COC1=C(C(=C(C(=C1O)OC)O)OC)C(=O)CCC2=CC=CC=C2
• SMILES (Isomeric): COC1=C(C(=C(C(=C1O)OC)O)OC)C(=O)CCC2=CC=CC=C2
• InChI: InChI=1S/C18H20O6/c1-22-16-13(12(19)10-9-11-7-5-4-6-8-11)17(23-2)15(21)18(24-3)14(16)20/h4-8,20-21H,9-10H2,1-3H3
• InChI Key: SUSGJBHGRXXLLU-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: 2.70
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• LMPK12120564

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9482	94.82%
Caco-2	+	0.6602	66.02%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8526	85.26%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.8443	84.43%
OATP1B3 inhibitior	+	0.8360	83.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4820	48.20%
P-glycoprotein inhibitior	-	0.4301	43.01%
P-glycoprotein substrate	-	0.8683	86.83%
CYP3A4 substrate	-	0.5649	56.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6710	67.10%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.5169	51.69%
CYP2C19 inhibition	+	0.8113	81.13%
CYP2D6 inhibition	-	0.7272	72.72%
CYP1A2 inhibition	+	0.7893	78.93%
CYP2C8 inhibition	+	0.5911	59.11%
CYP inhibitory promiscuity	+	0.5872	58.72%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8234	82.34%
Carcinogenicity (trinary)	Non-required	0.7499	74.99%
Eye corrosion	-	0.9729	97.29%
Eye irritation	+	0.7325	73.25%
Skin irritation	-	0.8130	81.30%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5722	57.22%
Micronuclear	-	0.6082	60.82%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.8579	85.79%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.9087	90.87%
Acute Oral Toxicity (c)	III	0.7826	78.26%
Estrogen receptor binding	+	0.7812	78.12%
Androgen receptor binding	-	0.6216	62.16%
Thyroid receptor binding	+	0.6112	61.12%
Glucocorticoid receptor binding	+	0.8417	84.17%
Aromatase binding	-	0.7326	73.26%
PPAR gamma	+	0.7695	76.95%
Honey bee toxicity	-	0.9618	96.18%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.8450	84.50%

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	95.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.56%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.32%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.23%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.77%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.97%	94.08%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.47%	92.67%
CHEMBL1255126	O15151	Protein Mdm4	80.46%	90.20%

Plants that contains it

• Lindera lucida

Cross-Links

• PubChem: 15837698
• LOTUS: LTS0067910
• wikiData: Q105261357