(1R,2R)-1-[4-(1,3-dihydroxypropan-2-yloxy)-3,5-dimethoxyphenyl]-2-[4-(3-hydroxypropyl)-2,6-dimethoxyphenoxy]propane-1,3-diol

Details

• Internal ID: 4c10bc01-2788-4287-83e4-63b501f4aea1
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1R,2R)-1-[4-(1,3-dihydroxypropan-2-yloxy)-3,5-dimethoxyphenyl]-2-[4-(3-hydroxypropyl)-2,6-dimethoxyphenoxy]propane-1,3-diol
• InChI: InChI=1S/C25H36O11/c1-31-18-8-15(6-5-7-26)9-19(32-2)25(18)36-22(14-29)23(30)16-10-20(33-3)24(21(11-16)34-4)35-17(12-27)13-28/h8-11,17,22-23,26-30H,5-7,12-14H2,1-4H3/t22-,23-/m1/s1
• InChI Key: WFBOEYGGPYVKBR-DHIUTWEWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₁₁
• Molecular Weight: 512.50 g/mol
• Exact Mass: 512.22576196 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9356	93.56%
Caco-2	-	0.6705	67.05%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7637	76.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7147	71.47%
P-glycoprotein inhibitior	+	0.7584	75.84%
P-glycoprotein substrate	-	0.5401	54.01%
CYP3A4 substrate	+	0.5522	55.22%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	+	0.4640	46.40%
CYP3A4 inhibition	-	0.7680	76.80%
CYP2C9 inhibition	-	0.7488	74.88%
CYP2C19 inhibition	-	0.7705	77.05%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	-	0.5077	50.77%
CYP2C8 inhibition	+	0.5551	55.51%
CYP inhibitory promiscuity	-	0.7565	75.65%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.7299	72.99%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8867	88.67%
Skin irritation	-	0.8289	82.89%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6660	66.60%
Micronuclear	-	0.7541	75.41%
Hepatotoxicity	-	0.5519	55.19%
skin sensitisation	-	0.7684	76.84%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8222	82.22%
Acute Oral Toxicity (c)	III	0.8252	82.52%
Estrogen receptor binding	+	0.8238	82.38%
Androgen receptor binding	+	0.5669	56.69%
Thyroid receptor binding	+	0.6647	66.47%
Glucocorticoid receptor binding	+	0.6775	67.75%
Aromatase binding	-	0.5165	51.65%
PPAR gamma	+	0.6185	61.85%
Honey bee toxicity	-	0.8683	86.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7355	73.55%
Fish aquatic toxicity	-	0.5115	51.15%

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	98.74%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.58%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.37%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.59%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.91%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	88.12%	90.20%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.45%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.52%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.43%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.00%	98.75%
CHEMBL2885	P07451	Carbonic anhydrase III	83.58%	87.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.33%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.13%	96.00%

Plants that contains it

• Illicium difengpi

Cross-Links

• PubChem: 46887052
• LOTUS: LTS0068377
• wikiData: Q105303745