Stilbostemin C

Details

• Internal ID: 6d2d890e-79bf-4f59-a5fa-f58fd2072101
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(2-hydroxyphenyl)ethyl]-2-methylbenzene-1,3-diol
• SMILES (Canonical): CC1=C(C=C(C=C1O)CCC2=CC=CC=C2O)O
• SMILES (Isomeric): CC1=C(C=C(C=C1O)CCC2=CC=CC=C2O)O
• InChI: InChI=1S/C15H16O3/c1-10-14(17)8-11(9-15(10)18)6-7-12-4-2-3-5-13(12)16/h2-5,8-9,16-18H,6-7H2,1H3
• InChI Key: CDXBTBHBQAGTSP-UHFFFAOYSA-N
• Popularity: 2 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): 60.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• CHEMBL464291
• InChI=1/C15H16O3/c1-10-14(17)8-11(9-15(10)18)6-7-12-4-2-3-5-13(12)16/h2-5,8-9,16-18H,6-7H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9646	96.46%
Caco-2	+	0.8319	83.19%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9038	90.38%
OATP2B1 inhibitior	-	0.5640	56.40%
OATP1B1 inhibitior	+	0.9226	92.26%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6359	63.59%
P-glycoprotein inhibitior	-	0.9389	93.89%
P-glycoprotein substrate	-	0.8917	89.17%
CYP3A4 substrate	-	0.6095	60.95%
CYP2C9 substrate	-	0.7842	78.42%
CYP2D6 substrate	+	0.4159	41.59%
CYP3A4 inhibition	-	0.5463	54.63%
CYP2C9 inhibition	+	0.8803	88.03%
CYP2C19 inhibition	+	0.8653	86.53%
CYP2D6 inhibition	-	0.8094	80.94%
CYP1A2 inhibition	+	0.8155	81.55%
CYP2C8 inhibition	-	0.6881	68.81%
CYP inhibitory promiscuity	+	0.8130	81.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7534	75.34%
Carcinogenicity (trinary)	Non-required	0.6744	67.44%
Eye corrosion	-	0.9326	93.26%
Eye irritation	+	0.8291	82.91%
Skin irritation	+	0.5000	50.00%
Skin corrosion	+	0.6924	69.24%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4569	45.69%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5069	50.69%
skin sensitisation	+	0.5714	57.14%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7390	73.90%
Acute Oral Toxicity (c)	III	0.6132	61.32%
Estrogen receptor binding	+	0.7538	75.38%
Androgen receptor binding	+	0.8304	83.04%
Thyroid receptor binding	+	0.7524	75.24%
Glucocorticoid receptor binding	+	0.6619	66.19%
Aromatase binding	+	0.5208	52.08%
PPAR gamma	+	0.8305	83.05%
Honey bee toxicity	-	0.9394	93.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9408	94.08%

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	96.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.54%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.92%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.99%	96.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.94%	83.57%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.44%	93.99%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.52%	96.95%
CHEMBL4208	P20618	Proteasome component C5	82.57%	90.00%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.79%	93.81%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.41%	96.09%

Plants that contains it

• Stemona collinsae

Cross-Links

• PubChem: 5324629
• LOTUS: LTS0255138
• wikiData: Q104955282