Phoyunbene A

Details

• Internal ID: 10731811-a1cf-45d9-b41c-511bc06c47e1
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 3-[(E)-2-(3-hydroxy-5-methoxyphenyl)ethenyl]-2,6-dimethoxyphenol
• InChI: InChI=1S/C17H18O5/c1-20-14-9-11(8-13(18)10-14)4-5-12-6-7-15(21-2)16(19)17(12)22-3/h4-10,18-19H,1-3H3/b5-4+
• InChI Key: DYWOJJOORBDHBP-SNAWJCMRSA-N
• Popularity: 3 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): 68.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEBI:66753
• 3-[(E)-2-(3-hydroxy-5-methoxyphenyl)ethenyl]-2,6-dimethoxyphenol
• CHEMBL2012416
• trans-3,3'-Dihydroxy-2',4',5-trimethoxystilbene
• Q27135378

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.8677	86.77%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7082	70.82%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4748	47.48%
P-glycoprotein inhibitior	-	0.7037	70.37%
P-glycoprotein substrate	-	0.9391	93.91%
CYP3A4 substrate	-	0.5282	52.82%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.6581	65.81%
CYP3A4 inhibition	-	0.5720	57.20%
CYP2C9 inhibition	-	0.8139	81.39%
CYP2C19 inhibition	+	0.5428	54.28%
CYP2D6 inhibition	-	0.8375	83.75%
CYP1A2 inhibition	+	0.7662	76.62%
CYP2C8 inhibition	+	0.6954	69.54%
CYP inhibitory promiscuity	+	0.7778	77.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7621	76.21%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9762	97.62%
Eye irritation	+	0.7911	79.11%
Skin irritation	-	0.7816	78.16%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4935	49.35%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5067	50.67%
skin sensitisation	-	0.7496	74.96%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.7253	72.53%
Acute Oral Toxicity (c)	III	0.6055	60.55%
Estrogen receptor binding	+	0.8347	83.47%
Androgen receptor binding	+	0.7306	73.06%
Thyroid receptor binding	+	0.8248	82.48%
Glucocorticoid receptor binding	+	0.6433	64.33%
Aromatase binding	+	0.8130	81.30%
PPAR gamma	+	0.6598	65.98%
Honey bee toxicity	-	0.9027	90.27%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9806	98.06%

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	97.56%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.71%	96.00%
CHEMBL3194	P02766	Transthyretin	94.78%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.93%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	93.34%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.35%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.46%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.48%	99.17%
CHEMBL2581	P07339	Cathepsin D	83.03%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.95%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.80%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.78%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.61%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.49%	98.75%
CHEMBL2487	P05067	Beta amyloid A4 protein	82.10%	96.74%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	82.03%	92.86%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.28%	99.15%

Plants that contains it

• Coelogyne kouytcheensis

Cross-Links

• PubChem: 11522311
• LOTUS: LTS0249746
• wikiData: Q27135378