2-[(3,3-Dimethyloxiran-2-yl)methyl]-5-(2-phenylethyl)benzene-1,3-diol

Details

• Internal ID: 41a16fee-a8ce-4bf8-acd7-8dc5bcf76a83
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-[(3,3-dimethyloxiran-2-yl)methyl]-5-(2-phenylethyl)benzene-1,3-diol
• SMILES (Canonical): CC1(C(O1)CC2=C(C=C(C=C2O)CCC3=CC=CC=C3)O)C
• SMILES (Isomeric): CC1(C(O1)CC2=C(C=C(C=C2O)CCC3=CC=CC=C3)O)C
• InChI: InChI=1S/C19H22O3/c1-19(2)18(22-19)12-15-16(20)10-14(11-17(15)21)9-8-13-6-4-3-5-7-13/h3-7,10-11,18,20-21H,8-9,12H2,1-2H3
• InChI Key: KOXIWQGJNSDVNL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₃
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.15689456 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9654	96.54%
Caco-2	-	0.6347	63.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8180	81.80%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9467	94.67%
P-glycoprotein inhibitior	-	0.5352	53.52%
P-glycoprotein substrate	-	0.7358	73.58%
CYP3A4 substrate	-	0.5267	52.67%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.6558	65.58%
CYP3A4 inhibition	-	0.6179	61.79%
CYP2C9 inhibition	+	0.6556	65.56%
CYP2C19 inhibition	+	0.5308	53.08%
CYP2D6 inhibition	-	0.8611	86.11%
CYP1A2 inhibition	-	0.6218	62.18%
CYP2C8 inhibition	+	0.7635	76.35%
CYP inhibitory promiscuity	+	0.6145	61.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8911	89.11%
Carcinogenicity (trinary)	Non-required	0.6270	62.70%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.6019	60.19%
Skin irritation	-	0.7310	73.10%
Skin corrosion	-	0.8359	83.59%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7033	70.33%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.6376	63.76%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7562	75.62%
Acute Oral Toxicity (c)	III	0.7012	70.12%
Estrogen receptor binding	+	0.9536	95.36%
Androgen receptor binding	+	0.7768	77.68%
Thyroid receptor binding	+	0.6761	67.61%
Glucocorticoid receptor binding	+	0.8430	84.30%
Aromatase binding	+	0.6341	63.41%
PPAR gamma	+	0.9305	93.05%
Honey bee toxicity	-	0.8744	87.44%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9324	93.24%

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	98.12%	91.11%
CHEMBL240	Q12809	HERG	96.07%	89.76%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.44%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.96%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.19%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.18%	94.62%
CHEMBL233	P35372	Mu opioid receptor	85.80%	97.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.28%	95.56%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.04%	100.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.59%	96.25%
CHEMBL221	P23219	Cyclooxygenase-1	80.89%	90.17%

Plants that contains it

• Radula complanata

Cross-Links

• PubChem: 129709890
• LOTUS: LTS0033570
• wikiData: Q105144039