1-(4-Hydroxy-3,5-dimethoxyphenyl)-2-(4-hydroxy-3-methoxyphenyl)ethane-1,2-dione

Details

• Internal ID: ac747a74-f15f-4d60-a81a-fe408ce5ac90
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(4-hydroxy-3-methoxyphenyl)ethane-1,2-dione
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C(=O)C(=O)C2=CC(=C(C=C2)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C(=O)C(=O)C2=CC(=C(C=C2)O)OC
• InChI: InChI=1S/C17H16O7/c1-22-12-6-9(4-5-11(12)18)15(19)16(20)10-7-13(23-2)17(21)14(8-10)24-3/h4-8,18,21H,1-3H3
• InChI Key: BMDWDCLIBDTASJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9762	97.62%
Caco-2	+	0.6459	64.59%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8758	87.58%
OATP2B1 inhibitior	-	0.5794	57.94%
OATP1B1 inhibitior	+	0.9462	94.62%
OATP1B3 inhibitior	-	0.2711	27.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7891	78.91%
P-glycoprotein inhibitior	-	0.7917	79.17%
P-glycoprotein substrate	-	0.9240	92.40%
CYP3A4 substrate	-	0.6290	62.90%
CYP2C9 substrate	-	0.8153	81.53%
CYP2D6 substrate	-	0.6845	68.45%
CYP3A4 inhibition	-	0.8647	86.47%
CYP2C9 inhibition	-	0.8974	89.74%
CYP2C19 inhibition	-	0.6544	65.44%
CYP2D6 inhibition	-	0.7762	77.62%
CYP1A2 inhibition	+	0.7522	75.22%
CYP2C8 inhibition	+	0.7408	74.08%
CYP inhibitory promiscuity	-	0.6885	68.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7328	73.28%
Carcinogenicity (trinary)	Non-required	0.6514	65.14%
Eye corrosion	-	0.9670	96.70%
Eye irritation	+	0.9310	93.10%
Skin irritation	-	0.7921	79.21%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8924	89.24%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9287	92.87%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.7653	76.53%
Acute Oral Toxicity (c)	III	0.5604	56.04%
Estrogen receptor binding	+	0.8228	82.28%
Androgen receptor binding	+	0.5495	54.95%
Thyroid receptor binding	+	0.6998	69.98%
Glucocorticoid receptor binding	+	0.6865	68.65%
Aromatase binding	-	0.6064	60.64%
PPAR gamma	-	0.5491	54.91%
Honey bee toxicity	-	0.9681	96.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7015	70.15%
Fish aquatic toxicity	+	0.9757	97.57%

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	97.47%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.20%	86.33%
CHEMBL4208	P20618	Proteasome component C5	91.02%	90.00%
CHEMBL2535	P11166	Glucose transporter	90.79%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.76%	99.17%
CHEMBL3194	P02766	Transthyretin	90.32%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.96%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.05%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	85.46%	90.20%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.06%	98.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.62%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.58%	94.00%

Plants that contains it

• Dendrobium loddigesii

Cross-Links

• PubChem: 46211449
• LOTUS: LTS0253619
• wikiData: Q27270921