stilbostemin N

Details

• Internal ID: b23acec2-4c9d-4bc5-a917-8201d07b9c14
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 3-methoxy-5-[2-(2-methoxyphenyl)ethyl]phenol
• SMILES (Canonical): COC1=CC=CC=C1CCC2=CC(=CC(=C2)OC)O
• SMILES (Isomeric): COC1=CC=CC=C1CCC2=CC(=CC(=C2)OC)O
• InChI: InChI=1S/C16H18O3/c1-18-15-10-12(9-14(17)11-15)7-8-13-5-3-4-6-16(13)19-2/h3-6,9-11,17H,7-8H2,1-2H3
• InChI Key: CTQWBUQUEQSOJO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 1000676-45-8
• 3-methoxy-5-[2-(2-methoxyphenyl)ethyl]phenol
• 3-Methoxy-5-(2-methoxyphenethyl)phenol
• starbld0000799
• CHEMBL1761959
• AKOS040762378
• FT-0701172

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.9469	94.69%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9300	93.00%
OATP2B1 inhibitior	-	0.8493	84.93%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9625	96.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7137	71.37%
P-glycoprotein inhibitior	-	0.8411	84.11%
P-glycoprotein substrate	+	0.5183	51.83%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.8764	87.64%
CYP2C9 inhibition	-	0.6757	67.57%
CYP2C19 inhibition	+	0.8882	88.82%
CYP2D6 inhibition	-	0.8331	83.31%
CYP1A2 inhibition	+	0.7565	75.65%
CYP2C8 inhibition	+	0.7609	76.09%
CYP inhibitory promiscuity	+	0.7821	78.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6754	67.54%
Carcinogenicity (trinary)	Non-required	0.6174	61.74%
Eye corrosion	-	0.9365	93.65%
Eye irritation	+	0.6680	66.80%
Skin irritation	-	0.6662	66.62%
Skin corrosion	-	0.8662	86.62%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8410	84.10%
Micronuclear	-	0.7226	72.26%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8174	81.74%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5791	57.91%
Acute Oral Toxicity (c)	III	0.6591	65.91%
Estrogen receptor binding	+	0.8359	83.59%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6975	69.75%
Glucocorticoid receptor binding	-	0.5499	54.99%
Aromatase binding	+	0.7086	70.86%
PPAR gamma	+	0.5188	51.88%
Honey bee toxicity	-	0.8353	83.53%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9240	92.40%

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	97.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.17%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.24%	86.33%
CHEMBL2535	P11166	Glucose transporter	92.66%	98.75%
CHEMBL240	Q12809	HERG	92.54%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.47%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.04%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.05%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.65%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.69%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.03%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.37%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.16%	99.15%

Plants that contains it

• Dioscorea japonica
• Stemona tuberosa

Cross-Links

• PubChem: 23630996
• NPASS: NPC33270
• LOTUS: LTS0031258
• wikiData: Q104969998