Stilbostemin B

Details

• Internal ID: 0418c3a3-0ef5-44b4-81a0-8b85aecd5ad2
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-methyl-5-(2-phenylethyl)benzene-1,3-diol
• SMILES (Canonical): CC1=C(C=C(C=C1O)CCC2=CC=CC=C2)O
• SMILES (Isomeric): CC1=C(C=C(C=C1O)CCC2=CC=CC=C2)O
• InChI: InChI=1S/C15H16O2/c1-11-14(16)9-13(10-15(11)17)8-7-12-5-3-2-4-6-12/h2-6,9-10,16-17H,7-8H2,1H3
• InChI Key: ZGLHZPWZOCCDAY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29 g/mol
• Exact Mass: 228.115029749 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 162411-67-8
• 1,3-Benzenediol, 2-methyl-5-(2-phenylethyl)-
• 2-METHYL-5-(2-PHENYLETHYL)BENZENE-1,3-DIOL
• starbld0000814
• CHEMBL464662
• 3,5-dihydroxy-4-methylbibenzyl
• DTXSID20438942
• AKOS032948882

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9732	97.32%
Caco-2	+	0.8206	82.06%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8694	86.94%
OATP2B1 inhibitior	-	0.8470	84.70%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.9014	90.14%
P-glycoprotein substrate	-	0.9171	91.71%
CYP3A4 substrate	-	0.6696	66.96%
CYP2C9 substrate	-	0.7842	78.42%
CYP2D6 substrate	+	0.4159	41.59%
CYP3A4 inhibition	+	0.5507	55.07%
CYP2C9 inhibition	+	0.8999	89.99%
CYP2C19 inhibition	+	0.8908	89.08%
CYP2D6 inhibition	-	0.7470	74.70%
CYP1A2 inhibition	+	0.9091	90.91%
CYP2C8 inhibition	-	0.6545	65.45%
CYP inhibitory promiscuity	+	0.8969	89.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6911	69.11%
Carcinogenicity (trinary)	Non-required	0.6661	66.61%
Eye corrosion	-	0.8619	86.19%
Eye irritation	+	0.8837	88.37%
Skin irritation	+	0.5239	52.39%
Skin corrosion	+	0.8804	88.04%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4404	44.04%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6181	61.81%
skin sensitisation	+	0.7685	76.85%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7946	79.46%
Acute Oral Toxicity (c)	III	0.4760	47.60%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.7279	72.79%
Thyroid receptor binding	+	0.7039	70.39%
Glucocorticoid receptor binding	+	0.6256	62.56%
Aromatase binding	+	0.6569	65.69%
PPAR gamma	+	0.8137	81.37%
Honey bee toxicity	-	0.9633	96.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.8997	89.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.10%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.73%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.62%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.55%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.40%	94.62%
CHEMBL5805	Q9NR97	Toll-like receptor 8	86.31%	96.25%
CHEMBL240	Q12809	HERG	84.10%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.79%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.56%	96.95%
CHEMBL3902	P09211	Glutathione S-transferase Pi	82.19%	93.81%
CHEMBL4208	P20618	Proteasome component C5	81.72%	90.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.19%	100.00%

Plants that contains it

• Glechoma grandis
• Glechoma longituba
• Stemona collinsae
• Stemona pierrei
• Stemona tuberosa

Cross-Links

• PubChem: 10376477
• NPASS: NPC174981
• LOTUS: LTS0263685
• wikiData: Q72508945