5-[(1R,2S)-3-hydroxy-1-(4-hydroxyphenyl)-1-methoxypropan-2-yl]-2-methoxyphenol

Details

• Internal ID: cd17e53a-0d05-49ae-a138-2be6f1e82604
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[(1R,2S)-3-hydroxy-1-(4-hydroxyphenyl)-1-methoxypropan-2-yl]-2-methoxyphenol
• InChI: InChI=1S/C17H20O5/c1-21-16-8-5-12(9-15(16)20)14(10-18)17(22-2)11-3-6-13(19)7-4-11/h3-9,14,17-20H,10H2,1-2H3/t14-,17+/m1/s1
• InChI Key: IOFCTFGFCBIVAN-PBHICJAKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9690	96.90%
Caco-2	-	0.6030	60.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8386	83.86%
OATP2B1 inhibitior	-	0.8460	84.60%
OATP1B1 inhibitior	+	0.8258	82.58%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7177	71.77%
P-glycoprotein inhibitior	-	0.8825	88.25%
P-glycoprotein substrate	-	0.6519	65.19%
CYP3A4 substrate	-	0.5711	57.11%
CYP2C9 substrate	-	0.7752	77.52%
CYP2D6 substrate	+	0.3456	34.56%
CYP3A4 inhibition	-	0.7282	72.82%
CYP2C9 inhibition	-	0.7332	73.32%
CYP2C19 inhibition	+	0.6542	65.42%
CYP2D6 inhibition	-	0.8843	88.43%
CYP1A2 inhibition	+	0.6905	69.05%
CYP2C8 inhibition	-	0.5659	56.59%
CYP inhibitory promiscuity	+	0.7274	72.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7950	79.50%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9348	93.48%
Skin irritation	-	0.8014	80.14%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.7191	71.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4417	44.17%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.5899	58.99%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6494	64.94%
Acute Oral Toxicity (c)	III	0.7477	74.77%
Estrogen receptor binding	+	0.5984	59.84%
Androgen receptor binding	+	0.6563	65.63%
Thyroid receptor binding	+	0.6541	65.41%
Glucocorticoid receptor binding	+	0.6013	60.13%
Aromatase binding	-	0.5110	51.10%
PPAR gamma	-	0.5329	53.29%
Honey bee toxicity	-	0.8551	85.51%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.8864	88.64%

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	97.12%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	92.03%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.20%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	89.43%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.20%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.86%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.74%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.37%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.01%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.61%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.93%	95.56%
CHEMBL2535	P11166	Glucose transporter	83.80%	98.75%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.43%	91.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.04%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.02%	99.15%
CHEMBL3194	P02766	Transthyretin	80.87%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.15%	95.89%

Plants that contains it

• Carya cathayensis

Cross-Links

• PubChem: 162866825
• LOTUS: LTS0094600
• wikiData: Q105116620