(1S,2R)-2-[4-[(2S)-2,3-dihydroxypropyl]-2,6-dimethoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

Details

• Internal ID: d5d96288-61e1-4f36-b0b2-4e9d57c3d212
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1S,2R)-2-[4-[(2S)-2,3-dihydroxypropyl]-2,6-dimethoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol
• InChI: InChI=1S/C21H28O9/c1-27-16-9-13(4-5-15(16)25)20(26)19(11-23)30-21-17(28-2)7-12(6-14(24)10-22)8-18(21)29-3/h4-5,7-9,14,19-20,22-26H,6,10-11H2,1-3H3/t14-,19+,20-/m0/s1
• InChI Key: BTLCLDUGJQOENR-KPOBHBOGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₉
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.17333247 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8923	89.23%
Caco-2	-	0.6061	60.61%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6963	69.63%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5481	54.81%
P-glycoprotein inhibitior	+	0.6503	65.03%
P-glycoprotein substrate	-	0.6513	65.13%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3947	39.47%
CYP3A4 inhibition	-	0.8249	82.49%
CYP2C9 inhibition	-	0.9213	92.13%
CYP2C19 inhibition	-	0.8575	85.75%
CYP2D6 inhibition	-	0.9192	91.92%
CYP1A2 inhibition	+	0.5256	52.56%
CYP2C8 inhibition	+	0.5186	51.86%
CYP inhibitory promiscuity	-	0.8589	85.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7010	70.10%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.8945	89.45%
Skin irritation	-	0.8501	85.01%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4677	46.77%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6989	69.89%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8638	86.38%
Acute Oral Toxicity (c)	III	0.8272	82.72%
Estrogen receptor binding	+	0.8176	81.76%
Androgen receptor binding	-	0.4941	49.41%
Thyroid receptor binding	+	0.7090	70.90%
Glucocorticoid receptor binding	+	0.5930	59.30%
Aromatase binding	-	0.5144	51.44%
PPAR gamma	+	0.5375	53.75%
Honey bee toxicity	-	0.8688	86.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6740	67.40%

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	98.01%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.72%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.31%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.92%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.77%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.03%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	91.76%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.70%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.98%	94.45%
CHEMBL2535	P11166	Glucose transporter	88.80%	98.75%
CHEMBL4208	P20618	Proteasome component C5	88.41%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.85%	92.68%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.27%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%

Plants that contains it

• Casearia sylvestris

Cross-Links

• PubChem: 163186315
• LOTUS: LTS0002143
• wikiData: Q104945700