1,2,3-Trimethoxy-5-[2-(3,4,5-trimethoxyphenyl)ethyl]benzene

Details

• Internal ID: cc2e997f-a77a-4937-9ebe-832217554fcc
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 1,2,3-trimethoxy-5-[2-(3,4,5-trimethoxyphenyl)ethyl]benzene
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)CCC2=CC(=C(C(=C2)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)CCC2=CC(=C(C(=C2)OC)OC)OC
• InChI: InChI=1S/C20H26O6/c1-21-15-9-13(10-16(22-2)19(15)25-5)7-8-14-11-17(23-3)20(26-6)18(12-14)24-4/h9-12H,7-8H2,1-6H3
• InChI Key: UHUDTHVLRMAKJZ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

• NSC600172
• 33284-74-1
• CHEMBL85480
• SCHEMBL4464142
• 1,2,3-trimethoxy-5-[2-(3,4,5-trimethoxyphenyl)ethyl]benzene
• NSC-600172
• 1,1'-(1,2-Ethanediyl)bis(3,4,5-trimethoxybenzene)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.8734	87.34%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8676	86.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6061	60.61%
P-glycoprotein inhibitior	-	0.4811	48.11%
P-glycoprotein substrate	-	0.8774	87.74%
CYP3A4 substrate	-	0.6186	61.86%
CYP2C9 substrate	-	0.5942	59.42%
CYP2D6 substrate	+	0.5275	52.75%
CYP3A4 inhibition	-	0.7345	73.45%
CYP2C9 inhibition	-	0.8046	80.46%
CYP2C19 inhibition	+	0.7967	79.67%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	+	0.8321	83.21%
CYP2C8 inhibition	+	0.5965	59.65%
CYP inhibitory promiscuity	+	0.7924	79.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7143	71.43%
Carcinogenicity (trinary)	Non-required	0.5771	57.71%
Eye corrosion	-	0.9273	92.73%
Eye irritation	+	0.6277	62.77%
Skin irritation	-	0.8434	84.34%
Skin corrosion	-	0.9716	97.16%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8500	85.00%
Micronuclear	-	0.7267	72.67%
Hepatotoxicity	-	0.6091	60.91%
skin sensitisation	-	0.8838	88.38%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.7242	72.42%
Acute Oral Toxicity (c)	III	0.7147	71.47%
Estrogen receptor binding	+	0.8087	80.87%
Androgen receptor binding	-	0.6115	61.15%
Thyroid receptor binding	+	0.7606	76.06%
Glucocorticoid receptor binding	+	0.5956	59.56%
Aromatase binding	-	0.6024	60.24%
PPAR gamma	-	0.6036	60.36%
Honey bee toxicity	-	0.8215	82.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9310	93.10%

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	95.14%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.72%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.40%	99.17%
CHEMBL2581	P07339	Cathepsin D	82.91%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.84%	85.14%
CHEMBL2535	P11166	Glucose transporter	81.29%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.25%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	80.90%	90.20%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.42%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.38%	94.00%

Plants that contains it

• Frullania brittoniae

Cross-Links

• PubChem: 353077
• LOTUS: LTS0184911
• wikiData: Q105273092