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

Details

• Internal ID: d6af8f27-f9c8-45dc-a5a3-c3f64a889253
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1R,2R)-2-[4-[(2R)-2,3-dihydroxypropyl]-2-methoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol
• InChI: InChI=1S/C20H26O8/c1-26-17-9-13(4-5-15(17)24)20(25)19(11-22)28-16-6-3-12(7-14(23)10-21)8-18(16)27-2/h3-6,8-9,14,19-25H,7,10-11H2,1-2H3/t14-,19-,20-/m1/s1
• InChI Key: PRWONPKNTLADRL-JSNMRZPZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₈
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.16276778 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8881	88.81%
Caco-2	-	0.6110	61.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7047	70.47%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6129	61.29%
P-glycoprotein inhibitior	+	0.6408	64.08%
P-glycoprotein substrate	-	0.5227	52.27%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3947	39.47%
CYP3A4 inhibition	-	0.8535	85.35%
CYP2C9 inhibition	-	0.9120	91.20%
CYP2C19 inhibition	-	0.8529	85.29%
CYP2D6 inhibition	-	0.9125	91.25%
CYP1A2 inhibition	+	0.6566	65.66%
CYP2C8 inhibition	+	0.4458	44.58%
CYP inhibitory promiscuity	-	0.8402	84.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7151	71.51%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9231	92.31%
Skin irritation	-	0.8279	82.79%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4071	40.71%
Micronuclear	-	0.5867	58.67%
Hepatotoxicity	-	0.5446	54.46%
skin sensitisation	-	0.6488	64.88%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9109	91.09%
Acute Oral Toxicity (c)	III	0.8412	84.12%
Estrogen receptor binding	+	0.8194	81.94%
Androgen receptor binding	+	0.5693	56.93%
Thyroid receptor binding	+	0.6959	69.59%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.4893	48.93%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.6688	66.88%

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	98.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.67%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	93.88%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.30%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.65%	99.17%
CHEMBL2535	P11166	Glucose transporter	89.85%	98.75%
CHEMBL4208	P20618	Proteasome component C5	88.43%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.41%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.94%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.68%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.78%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.48%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.32%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.11%	95.56%

Plants that contains it

• Zantedeschia aethiopica

Cross-Links

• PubChem: 162861017
• LOTUS: LTS0069567
• wikiData: Q105213949