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

Details

• Internal ID: a797d53b-59cb-4c73-8cf7-410bb5eb4f45
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1S,2R)-2-[4-[(1S,2R)-2-[4-[(2S)-2,3-dihydroxypropyl]-2,6-dimethoxyphenoxy]-1,3-dihydroxypropyl]-2,6-dimethoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol
• InChI: InChI=1S/C32H42O14/c1-40-22-11-18(6-7-21(22)37)29(38)27(15-34)45-32-25(43-4)12-19(13-26(32)44-5)30(39)28(16-35)46-31-23(41-2)9-17(8-20(36)14-33)10-24(31)42-3/h6-7,9-13,20,27-30,33-39H,8,14-16H2,1-5H3/t20-,27+,28+,29-,30-/m0/s1
• InChI Key: WYAIUBCJWVTHTL-WNHFSZNFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₄
• Molecular Weight: 650.70 g/mol
• Exact Mass: 650.25745601 g/mol
• Topological Polar Surface Area (TPSA): 206.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 18

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	-	0.8312	83.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6963	69.63%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8803	88.03%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7768	77.68%
P-glycoprotein inhibitior	+	0.7662	76.62%
P-glycoprotein substrate	-	0.6304	63.04%
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	+	0.5287	52.87%
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	-	0.8956	89.56%
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	+	0.6849	68.49%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6989	69.89%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8617	86.17%
Acute Oral Toxicity (c)	III	0.8272	82.72%
Estrogen receptor binding	+	0.7923	79.23%
Androgen receptor binding	+	0.6523	65.23%
Thyroid receptor binding	+	0.5700	57.00%
Glucocorticoid receptor binding	+	0.6467	64.67%
Aromatase binding	+	0.5697	56.97%
PPAR gamma	+	0.6385	63.85%
Honey bee toxicity	-	0.8680	86.80%
Biodegradation	-	0.8250	82.50%
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	98.10%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.02%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.77%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.58%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.03%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	91.69%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.62%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.40%	94.45%
CHEMBL2535	P11166	Glucose transporter	88.80%	98.75%
CHEMBL4208	P20618	Proteasome component C5	88.41%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.16%	92.68%

Plants that contains it

• Casearia sylvestris

Cross-Links

• PubChem: 163000167
• LOTUS: LTS0007006
• wikiData: Q105322019