5-[(E)-2-[3-hydroxy-4-(2-hydroxyethyl)-5-methoxyphenyl]ethenyl]benzene-1,3-diol

Details

• Internal ID: 46f97efe-e223-43e6-90a1-5935448f4c2b
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[(E)-2-[3-hydroxy-4-(2-hydroxyethyl)-5-methoxyphenyl]ethenyl]benzene-1,3-diol
• InChI: InChI=1S/C17H18O5/c1-22-17-9-12(8-16(21)15(17)4-5-18)3-2-11-6-13(19)10-14(20)7-11/h2-3,6-10,18-21H,4-5H2,1H3/b3-2+
• InChI Key: ALEUEDXIZPZRRD-NSCUHMNNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9359	93.59%
Caco-2	+	0.5883	58.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8105	81.05%
OATP2B1 inhibitior	-	0.5677	56.77%
OATP1B1 inhibitior	+	0.8738	87.38%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8088	80.88%
BSEP inhibitior	+	0.6493	64.93%
P-glycoprotein inhibitior	-	0.8242	82.42%
P-glycoprotein substrate	-	0.8654	86.54%
CYP3A4 substrate	-	0.5666	56.66%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	+	0.3553	35.53%
CYP3A4 inhibition	+	0.5571	55.71%
CYP2C9 inhibition	-	0.6298	62.98%
CYP2C19 inhibition	-	0.5624	56.24%
CYP2D6 inhibition	-	0.8568	85.68%
CYP1A2 inhibition	+	0.7922	79.22%
CYP2C8 inhibition	+	0.7457	74.57%
CYP inhibitory promiscuity	+	0.6541	65.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.7534	75.34%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.7536	75.36%
Skin irritation	-	0.7464	74.64%
Skin corrosion	-	0.9155	91.55%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8175	81.75%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6497	64.97%
skin sensitisation	-	0.7014	70.14%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6201	62.01%
Acute Oral Toxicity (c)	III	0.7472	74.72%
Estrogen receptor binding	+	0.9149	91.49%
Androgen receptor binding	+	0.6592	65.92%
Thyroid receptor binding	+	0.6959	69.59%
Glucocorticoid receptor binding	+	0.7324	73.24%
Aromatase binding	+	0.8072	80.72%
PPAR gamma	+	0.8821	88.21%
Honey bee toxicity	-	0.9011	90.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7984	79.84%

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	95.85%	91.11%
CHEMBL3194	P02766	Transthyretin	95.18%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.29%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.93%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.13%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.05%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.12%	92.68%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.41%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.95%	99.17%
CHEMBL2581	P07339	Cathepsin D	83.88%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.07%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.98%	89.62%

Plants that contains it

• Arundina graminifolia

Cross-Links

• PubChem: 72702680
• LOTUS: LTS0268620
• wikiData: Q104914075