5-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]-2-(2-hydroxyethyl)benzene-1,3-diol

Details

• Internal ID: a2976fd2-f843-4461-a6af-305ff092229e
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]-2-(2-hydroxyethyl)benzene-1,3-diol
• InChI: InChI=1S/C18H20O5/c1-22-14-7-12(8-15(11-14)23-2)3-4-13-9-17(20)16(5-6-19)18(21)10-13/h3-4,7-11,19-21H,5-6H2,1-2H3/b4-3+
• InChI Key: ASTBSZWPSFQWBN-ONEGZZNKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9456	94.56%
Caco-2	+	0.5630	56.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8181	81.81%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.8318	83.18%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	-	0.4682	46.82%
P-glycoprotein inhibitior	-	0.7058	70.58%
P-glycoprotein substrate	-	0.9395	93.95%
CYP3A4 substrate	-	0.6262	62.62%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	+	0.3553	35.53%
CYP3A4 inhibition	+	0.5816	58.16%
CYP2C9 inhibition	-	0.6563	65.63%
CYP2C19 inhibition	+	0.5236	52.36%
CYP2D6 inhibition	-	0.7992	79.92%
CYP1A2 inhibition	+	0.8404	84.04%
CYP2C8 inhibition	-	0.6535	65.35%
CYP inhibitory promiscuity	+	0.6250	62.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.7959	79.59%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.6814	68.14%
Skin irritation	-	0.8037	80.37%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7676	76.76%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7359	73.59%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6690	66.90%
Acute Oral Toxicity (c)	III	0.7549	75.49%
Estrogen receptor binding	+	0.9144	91.44%
Androgen receptor binding	+	0.7802	78.02%
Thyroid receptor binding	+	0.7321	73.21%
Glucocorticoid receptor binding	+	0.7095	70.95%
Aromatase binding	+	0.8505	85.05%
PPAR gamma	+	0.8812	88.12%
Honey bee toxicity	-	0.9390	93.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8242	82.42%

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	97.36%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.63%	86.92%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	95.09%	92.68%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.26%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.43%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	89.54%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.84%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.34%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.13%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	85.70%	94.73%
CHEMBL3194	P02766	Transthyretin	85.23%	90.71%
CHEMBL3650	P11362	Fibroblast growth factor receptor 1	83.83%	98.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.49%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.23%	96.12%
CHEMBL2581	P07339	Cathepsin D	81.46%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.23%	93.99%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.13%	91.71%

Plants that contains it

• Arundina graminifolia

Cross-Links

• PubChem: 72702681
• LOTUS: LTS0154326
• wikiData: Q104918050