5-[(2R,3R)-3-phenyloxiran-2-yl]-2-propan-2-ylbenzene-1,3-diol

Details

• Internal ID: 33d711a9-998b-467f-88dd-16200ee8a86a
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[(2R,3R)-3-phenyloxiran-2-yl]-2-propan-2-ylbenzene-1,3-diol
• InChI: InChI=1S/C17H18O3/c1-10(2)15-13(18)8-12(9-14(15)19)17-16(20-17)11-6-4-3-5-7-11/h3-10,16-19H,1-2H3/t16-,17-/m1/s1
• InChI Key: FTEQKHXIBAPNMM-IAGOWNOFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₃
• Molecular Weight: 270.32 g/mol
• Exact Mass: 270.125594432 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9832	98.32%
Caco-2	+	0.6356	63.56%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8625	86.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9175	91.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7511	75.11%
P-glycoprotein inhibitior	-	0.8076	80.76%
P-glycoprotein substrate	-	0.9679	96.79%
CYP3A4 substrate	-	0.6557	65.57%
CYP2C9 substrate	-	0.7433	74.33%
CYP2D6 substrate	-	0.7136	71.36%
CYP3A4 inhibition	-	0.6345	63.45%
CYP2C9 inhibition	+	0.8260	82.60%
CYP2C19 inhibition	+	0.8423	84.23%
CYP2D6 inhibition	-	0.8943	89.43%
CYP1A2 inhibition	+	0.7765	77.65%
CYP2C8 inhibition	-	0.7848	78.48%
CYP inhibitory promiscuity	+	0.8822	88.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8411	84.11%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9692	96.92%
Eye irritation	+	0.5503	55.03%
Skin irritation	-	0.7047	70.47%
Skin corrosion	-	0.7885	78.85%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7014	70.14%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.6018	60.18%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6503	65.03%
Estrogen receptor binding	+	0.6333	63.33%
Androgen receptor binding	+	0.5946	59.46%
Thyroid receptor binding	+	0.7453	74.53%
Glucocorticoid receptor binding	-	0.5431	54.31%
Aromatase binding	+	0.5852	58.52%
PPAR gamma	+	0.7508	75.08%
Honey bee toxicity	-	0.9616	96.16%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9605	96.05%

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	98.09%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.77%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.90%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.10%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.42%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.73%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.51%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	83.17%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.32%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9881891
• LOTUS: LTS0180785
• wikiData: Q105001011