4,4'-((1r,2s)-3-Hydroxy-1-methoxypropane-1,2-diyl)bis(2-methoxyphenol)

Details

• Internal ID: 8e03c8d4-5ea5-4b9b-8f7b-869a96a584d1
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[(1R,2S)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-methoxypropan-2-yl]-2-methoxyphenol
• InChI: InChI=1S/C18H22O6/c1-22-16-8-11(4-6-14(16)20)13(10-19)18(24-3)12-5-7-15(21)17(9-12)23-2/h4-9,13,18-21H,10H2,1-3H3/t13-,18+/m1/s1
• InChI Key: WMARSCBYNGLIIG-ACJLOTCBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₆
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.14163842 g/mol
• Topological Polar Surface Area (TPSA): 88.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• 4,4'-((1r,2s)-3-hydroxy-1-methoxypropane-1,2-diyl)bis(2-methoxyphenol)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9685	96.85%
Caco-2	+	0.6451	64.51%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8278	82.78%
OATP2B1 inhibitior	-	0.8444	84.44%
OATP1B1 inhibitior	+	0.8510	85.10%
OATP1B3 inhibitior	+	0.8400	84.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6114	61.14%
P-glycoprotein inhibitior	-	0.6480	64.80%
P-glycoprotein substrate	-	0.8079	80.79%
CYP3A4 substrate	-	0.6471	64.71%
CYP2C9 substrate	-	0.7752	77.52%
CYP2D6 substrate	+	0.3456	34.56%
CYP3A4 inhibition	-	0.6665	66.65%
CYP2C9 inhibition	-	0.7854	78.54%
CYP2C19 inhibition	+	0.6038	60.38%
CYP2D6 inhibition	-	0.8920	89.20%
CYP1A2 inhibition	+	0.6132	61.32%
CYP2C8 inhibition	-	0.8074	80.74%
CYP inhibitory promiscuity	+	0.6799	67.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7850	78.50%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8203	82.03%
Skin irritation	-	0.8496	84.96%
Skin corrosion	-	0.9731	97.31%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.6831	68.31%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7177	71.77%
Acute Oral Toxicity (c)	III	0.7166	71.66%
Estrogen receptor binding	+	0.6729	67.29%
Androgen receptor binding	+	0.5992	59.92%
Thyroid receptor binding	+	0.8217	82.17%
Glucocorticoid receptor binding	+	0.7720	77.20%
Aromatase binding	-	0.6080	60.80%
PPAR gamma	+	0.5602	56.02%
Honey bee toxicity	-	0.9075	90.75%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8895	88.95%

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	96.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.09%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.05%	94.45%
CHEMBL4208	P20618	Proteasome component C5	88.53%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.21%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.77%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	87.39%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.87%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.43%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.76%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.77%	96.00%
CHEMBL2535	P11166	Glucose transporter	80.31%	98.75%

Plants that contains it

• Aralia bipinnata

Cross-Links

• PubChem: 162949248
• LOTUS: LTS0262839
• wikiData: Q105308417