4-(3-Hydroxy-3-methylbutyl)-5-(2-phenylethyl)benzene-1,2,3-triol

Details

• Internal ID: a9a094f6-6ae6-41f4-af0f-0054efbdbc5b
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-(3-hydroxy-3-methylbutyl)-5-(2-phenylethyl)benzene-1,2,3-triol
• SMILES (Canonical): CC(C)(CCC1=C(C(=C(C=C1CCC2=CC=CC=C2)O)O)O)O
• SMILES (Isomeric): CC(C)(CCC1=C(C(=C(C=C1CCC2=CC=CC=C2)O)O)O)O
• InChI: InChI=1S/C19H24O4/c1-19(2,23)11-10-15-14(12-16(20)18(22)17(15)21)9-8-13-6-4-3-5-7-13/h3-7,12,20-23H,8-11H2,1-2H3
• InChI Key: MXHQUNFQIBEKCQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.16745924 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9610	96.10%
Caco-2	+	0.5305	53.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8548	85.48%
OATP2B1 inhibitior	-	0.5677	56.77%
OATP1B1 inhibitior	+	0.8050	80.50%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6944	69.44%
P-glycoprotein inhibitior	-	0.6254	62.54%
P-glycoprotein substrate	-	0.7112	71.12%
CYP3A4 substrate	-	0.5725	57.25%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.6796	67.96%
CYP3A4 inhibition	-	0.7980	79.80%
CYP2C9 inhibition	-	0.7067	70.67%
CYP2C19 inhibition	-	0.7680	76.80%
CYP2D6 inhibition	-	0.8817	88.17%
CYP1A2 inhibition	-	0.6249	62.49%
CYP2C8 inhibition	+	0.6267	62.67%
CYP inhibitory promiscuity	-	0.8993	89.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.7117	71.17%
Eye corrosion	-	0.9885	98.85%
Eye irritation	+	0.5855	58.55%
Skin irritation	-	0.6873	68.73%
Skin corrosion	-	0.8431	84.31%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6891	68.91%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6301	63.01%
skin sensitisation	-	0.6822	68.22%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8874	88.74%
Acute Oral Toxicity (c)	III	0.7480	74.80%
Estrogen receptor binding	+	0.8883	88.83%
Androgen receptor binding	+	0.7730	77.30%
Thyroid receptor binding	+	0.8146	81.46%
Glucocorticoid receptor binding	+	0.8382	83.82%
Aromatase binding	+	0.6743	67.43%
PPAR gamma	+	0.9014	90.14%
Honey bee toxicity	-	0.9266	92.66%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9949	99.49%

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	98.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.09%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.31%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.24%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.14%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.97%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.77%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.29%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.71%	96.95%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.46%	96.25%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.17%	100.00%

Plants that contains it

• Radula perrottetii

Cross-Links

• PubChem: 101594595
• LOTUS: LTS0124028
• wikiData: Q105174151