1-[4-[1,3-Dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]ethanone

Details

• Internal ID: 1176de29-ec6d-46ee-92da-a61c4896fbb3
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 1-[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]ethanone
• SMILES (Canonical): CC(=O)C1=CC(=C(C(=C1)OC)OC(CO)C(C2=CC(=C(C=C2)O)OC)O)OC
• SMILES (Isomeric): CC(=O)C1=CC(=C(C(=C1)OC)OC(CO)C(C2=CC(=C(C=C2)O)OC)O)OC
• InChI: InChI=1S/C20H24O8/c1-11(22)13-8-16(26-3)20(17(9-13)27-4)28-18(10-21)19(24)12-5-6-14(23)15(7-12)25-2/h5-9,18-19,21,23-24H,10H2,1-4H3
• InChI Key: JMORGSSZTVVOFT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₈
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.14711772 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9581	95.81%
Caco-2	+	0.5221	52.21%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7871	78.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9275	92.75%
OATP1B3 inhibitior	+	0.8507	85.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5996	59.96%
P-glycoprotein inhibitior	+	0.7825	78.25%
P-glycoprotein substrate	-	0.7164	71.64%
CYP3A4 substrate	-	0.5400	54.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7483	74.83%
CYP3A4 inhibition	-	0.5462	54.62%
CYP2C9 inhibition	-	0.7670	76.70%
CYP2C19 inhibition	-	0.5512	55.12%
CYP2D6 inhibition	-	0.8868	88.68%
CYP1A2 inhibition	+	0.6560	65.60%
CYP2C8 inhibition	-	0.6387	63.87%
CYP inhibitory promiscuity	-	0.5644	56.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8723	87.23%
Carcinogenicity (trinary)	Non-required	0.7750	77.50%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8533	85.33%
Skin irritation	-	0.8538	85.38%
Skin corrosion	-	0.9705	97.05%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6540	65.40%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7874	78.74%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8219	82.19%
Acute Oral Toxicity (c)	III	0.7535	75.35%
Estrogen receptor binding	+	0.8162	81.62%
Androgen receptor binding	-	0.5081	50.81%
Thyroid receptor binding	+	0.6878	68.78%
Glucocorticoid receptor binding	+	0.7715	77.15%
Aromatase binding	-	0.6239	62.39%
PPAR gamma	-	0.5697	56.97%
Honey bee toxicity	-	0.9053	90.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.8229	82.29%

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	97.54%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.17%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.62%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.09%	85.14%
CHEMBL2535	P11166	Glucose transporter	91.46%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	91.31%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.20%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.63%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.43%	99.15%
CHEMBL4208	P20618	Proteasome component C5	88.36%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.36%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.69%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.58%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.08%	89.00%

Plants that contains it

• Echinacea purpurea

Cross-Links

• PubChem: 12189821
• LOTUS: LTS0074365
• wikiData: Q105131571