2-[4-[1,3-Dihydroxy-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propyl]-2-methoxyphenoxy]oxane-3,4,5-triol

Details

• Internal ID: ec8ac499-6673-4035-8b85-7d16fe651305
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-[4-[1,3-dihydroxy-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propyl]-2-methoxyphenoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)CCCO)OC(CO)C(C2=CC(=C(C=C2)OC3C(C(C(CO3)O)O)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CCCO)OC(CO)C(C2=CC(=C(C=C2)OC3C(C(C(CO3)O)O)O)OC)O
• InChI: InChI=1S/C25H34O11/c1-32-19-10-14(4-3-9-26)5-7-17(19)35-21(12-27)22(29)15-6-8-18(20(11-15)33-2)36-25-24(31)23(30)16(28)13-34-25/h5-8,10-11,16,21-31H,3-4,9,12-13H2,1-2H3
• InChI Key: WKWOMGUCNMHNPD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₁₁
• Molecular Weight: 510.50 g/mol
• Exact Mass: 510.21011190 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.08
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7908	79.08%
Caco-2	-	0.7982	79.82%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6748	67.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8699	86.99%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6132	61.32%
P-glycoprotein inhibitior	+	0.6323	63.23%
P-glycoprotein substrate	+	0.7395	73.95%
CYP3A4 substrate	+	0.6451	64.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7653	76.53%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.8320	83.20%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	-	0.8452	84.52%
CYP2C8 inhibition	+	0.6051	60.51%
CYP inhibitory promiscuity	-	0.8645	86.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7258	72.58%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9335	93.35%
Skin irritation	-	0.8304	83.04%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8352	83.52%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8811	88.11%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9785	97.85%
Acute Oral Toxicity (c)	III	0.8103	81.03%
Estrogen receptor binding	+	0.8301	83.01%
Androgen receptor binding	+	0.5982	59.82%
Thyroid receptor binding	+	0.5396	53.96%
Glucocorticoid receptor binding	+	0.5772	57.72%
Aromatase binding	-	0.5836	58.36%
PPAR gamma	+	0.5511	55.11%
Honey bee toxicity	-	0.8049	80.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	-	0.6355	63.55%

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	99.60%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.39%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.03%	98.95%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	93.17%	87.16%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.24%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.12%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.87%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.43%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.25%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.35%	86.92%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.27%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.11%	86.33%
CHEMBL2535	P11166	Glucose transporter	90.07%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.64%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.95%	91.11%
CHEMBL5555	O00767	Acyl-CoA desaturase	85.37%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.89%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.95%	95.17%
CHEMBL4208	P20618	Proteasome component C5	82.79%	90.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.41%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.14%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.97%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.04%	97.09%

Plants that contains it

• Picea abies

Cross-Links

• PubChem: 162904113
• LOTUS: LTS0172831
• wikiData: Q105307768