5-[2-(2,5-Dimethoxyphenyl)ethyl]benzene-1,3-diol

Details

• Internal ID: 540d7ffc-c18a-4f7e-b4a7-abab11a5f912
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(2,5-dimethoxyphenyl)ethyl]benzene-1,3-diol
• SMILES (Canonical): COC1=CC(=C(C=C1)OC)CCC2=CC(=CC(=C2)O)O
• SMILES (Isomeric): COC1=CC(=C(C=C1)OC)CCC2=CC(=CC(=C2)O)O
• InChI: InChI=1S/C16H18O4/c1-19-15-5-6-16(20-2)12(9-15)4-3-11-7-13(17)10-14(18)8-11/h5-10,17-18H,3-4H2,1-2H3
• InChI Key: YACSBTXOXDWGRS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 4
• 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	+	0.8886	88.86%
Caco-2	+	0.9686	96.86%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8688	86.88%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6587	65.87%
P-glycoprotein inhibitior	-	0.8916	89.16%
P-glycoprotein substrate	-	0.6456	64.56%
CYP3A4 substrate	-	0.5273	52.73%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.5638	56.38%
CYP2C9 inhibition	+	0.7086	70.86%
CYP2C19 inhibition	+	0.8787	87.87%
CYP2D6 inhibition	-	0.7106	71.06%
CYP1A2 inhibition	+	0.8331	83.31%
CYP2C8 inhibition	+	0.7844	78.44%
CYP inhibitory promiscuity	+	0.8879	88.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7334	73.34%
Carcinogenicity (trinary)	Non-required	0.7243	72.43%
Eye corrosion	-	0.9626	96.26%
Eye irritation	+	0.8052	80.52%
Skin irritation	-	0.7377	73.77%
Skin corrosion	-	0.7610	76.10%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8872	88.72%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.7070	70.70%
skin sensitisation	-	0.8035	80.35%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5745	57.45%
Acute Oral Toxicity (c)	III	0.7179	71.79%
Estrogen receptor binding	+	0.8533	85.33%
Androgen receptor binding	-	0.5274	52.74%
Thyroid receptor binding	+	0.5902	59.02%
Glucocorticoid receptor binding	-	0.5099	50.99%
Aromatase binding	+	0.6326	63.26%
PPAR gamma	+	0.5999	59.99%
Honey bee toxicity	-	0.9010	90.10%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5751	57.51%
Fish aquatic toxicity	+	0.9310	93.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.54%	91.11%
CHEMBL4208	P20618	Proteasome component C5	93.38%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.74%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.75%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.42%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.30%	98.95%
CHEMBL2535	P11166	Glucose transporter	87.13%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.44%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.08%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.76%	86.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.57%	92.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.23%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.69%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	82.29%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.67%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11708866
• NPASS: NPC42146