4-[3-(5-Hydroxy-2-methoxyphenyl)propyl]-2-methoxyphenol

Details

• Internal ID: 680f17ae-bf47-4269-9375-68f3ccb4f221
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 4-[3-(5-hydroxy-2-methoxyphenyl)propyl]-2-methoxyphenol
• InChI: InChI=1S/C17H20O4/c1-20-16-9-7-14(18)11-13(16)5-3-4-12-6-8-15(19)17(10-12)21-2/h6-11,18-19H,3-5H2,1-2H3
• InChI Key: GDFQDNKQRITJNI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9286	92.86%
Caco-2	+	0.9266	92.66%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.9034	90.34%
OATP2B1 inhibitior	-	0.8463	84.63%
OATP1B1 inhibitior	+	0.8965	89.65%
OATP1B3 inhibitior	+	0.9179	91.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7656	76.56%
P-glycoprotein inhibitior	-	0.7336	73.36%
P-glycoprotein substrate	-	0.6286	62.86%
CYP3A4 substrate	+	0.5396	53.96%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.8276	82.76%
CYP2C9 inhibition	+	0.7058	70.58%
CYP2C19 inhibition	+	0.8758	87.58%
CYP2D6 inhibition	-	0.7324	73.24%
CYP1A2 inhibition	+	0.7270	72.70%
CYP2C8 inhibition	+	0.9418	94.18%
CYP inhibitory promiscuity	+	0.7988	79.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7043	70.43%
Carcinogenicity (trinary)	Non-required	0.6299	62.99%
Eye corrosion	-	0.9594	95.94%
Eye irritation	+	0.8539	85.39%
Skin irritation	-	0.7138	71.38%
Skin corrosion	-	0.9025	90.25%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5142	51.42%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8115	81.15%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7632	76.32%
Acute Oral Toxicity (c)	III	0.7743	77.43%
Estrogen receptor binding	+	0.9114	91.14%
Androgen receptor binding	+	0.7223	72.23%
Thyroid receptor binding	+	0.7560	75.60%
Glucocorticoid receptor binding	+	0.7728	77.28%
Aromatase binding	+	0.5650	56.50%
PPAR gamma	-	0.6126	61.26%
Honey bee toxicity	-	0.8931	89.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5751	57.51%
Fish aquatic toxicity	+	0.9306	93.06%

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	96.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.35%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.22%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	92.78%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.93%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.92%	95.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	90.65%	96.09%
CHEMBL2535	P11166	Glucose transporter	88.23%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.11%	89.62%
CHEMBL3194	P02766	Transthyretin	85.78%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.63%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.62%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.76%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.75%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.33%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.27%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.96%	95.56%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 162971055
• LOTUS: LTS0030400
• wikiData: Q105006688