Stilbostemin A

Details

• Internal ID: 8420dc96-4298-4dd3-b173-014850ec5e57
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(2-methoxyphenyl)ethyl]benzene-1,3-diol
• SMILES (Canonical): COC1=CC=CC=C1CCC2=CC(=CC(=C2)O)O
• SMILES (Isomeric): COC1=CC=CC=C1CCC2=CC(=CC(=C2)O)O
• InChI: InChI=1S/C15H16O3/c1-18-15-5-3-2-4-12(15)7-6-11-8-13(16)10-14(17)9-11/h2-5,8-10,16-17H,6-7H2,1H3
• InChI Key: ZXGSOIIHJOKSSX-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL464899
• InChI=1/C15H16O3/c1-18-15-5-3-2-4-12(15)7-6-11-8-13(16)10-14(17)9-11/h2-5,8-10,16-17H,6-7H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9510	95.10%
Caco-2	+	0.9242	92.42%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8909	89.09%
OATP2B1 inhibitior	-	0.8478	84.78%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7729	77.29%
P-glycoprotein inhibitior	-	0.9381	93.81%
P-glycoprotein substrate	-	0.5869	58.69%
CYP3A4 substrate	-	0.5225	52.25%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.6735	67.35%
CYP2C9 inhibition	+	0.7727	77.27%
CYP2C19 inhibition	+	0.8831	88.31%
CYP2D6 inhibition	-	0.7836	78.36%
CYP1A2 inhibition	+	0.8216	82.16%
CYP2C8 inhibition	+	0.7716	77.16%
CYP inhibitory promiscuity	+	0.8938	89.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7334	73.34%
Carcinogenicity (trinary)	Non-required	0.6270	62.70%
Eye corrosion	-	0.9458	94.58%
Eye irritation	+	0.8270	82.70%
Skin irritation	-	0.5737	57.37%
Skin corrosion	-	0.5863	58.63%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8443	84.43%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6050	60.50%
skin sensitisation	-	0.7302	73.02%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5745	57.45%
Acute Oral Toxicity (c)	III	0.6324	63.24%
Estrogen receptor binding	+	0.8605	86.05%
Androgen receptor binding	-	0.5075	50.75%
Thyroid receptor binding	+	0.7065	70.65%
Glucocorticoid receptor binding	-	0.6406	64.06%
Aromatase binding	+	0.6858	68.58%
PPAR gamma	+	0.6993	69.93%
Honey bee toxicity	-	0.8853	88.53%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.8887	88.87%

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	96.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.22%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.38%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL2535	P11166	Glucose transporter	91.36%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.21%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.83%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	85.59%	90.20%
CHEMBL4208	P20618	Proteasome component C5	83.43%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.31%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.78%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.01%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.84%	89.62%

Plants that contains it

• Stemona collinsae

Cross-Links

• PubChem: 11806868
• LOTUS: LTS0155434
• wikiData: Q105385529