4,4'-Dihydroxy-3,3',9-Trimethoxy-9,9'epoxylignan

Details

• Internal ID: 15ebf35f-9785-439e-905e-463f9b58588f
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans
• IUPAC Name: 4-[[4-[(4-hydroxy-3-methoxyphenyl)methyl]-5-methoxyoxolan-3-yl]methyl]-2-methoxyphenol
• SMILES (Canonical): COC1C(C(CO1)CC2=CC(=C(C=C2)O)OC)CC3=CC(=C(C=C3)O)OC
• SMILES (Isomeric): COC1C(C(CO1)CC2=CC(=C(C=C2)O)OC)CC3=CC(=C(C=C3)O)OC
• InChI: InChI=1S/C21H26O6/c1-24-19-10-13(4-6-17(19)22)8-15-12-27-21(26-3)16(15)9-14-5-7-18(23)20(11-14)25-2/h4-7,10-11,15-16,21-23H,8-9,12H2,1-3H3
• InChI Key: ORNYSHCOXNAFIY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.17293854 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9383	93.83%
Caco-2	+	0.7417	74.17%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8763	87.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	+	0.8320	83.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7512	75.12%
P-glycoprotein inhibitior	+	0.7262	72.62%
P-glycoprotein substrate	-	0.7258	72.58%
CYP3A4 substrate	+	0.5318	53.18%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.6582	65.82%
CYP3A4 inhibition	+	0.7933	79.33%
CYP2C9 inhibition	+	0.7988	79.88%
CYP2C19 inhibition	+	0.8089	80.89%
CYP2D6 inhibition	-	0.8640	86.40%
CYP1A2 inhibition	+	0.8015	80.15%
CYP2C8 inhibition	+	0.7046	70.46%
CYP inhibitory promiscuity	+	0.9095	90.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8725	87.25%
Carcinogenicity (trinary)	Non-required	0.5512	55.12%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8652	86.52%
Skin irritation	-	0.8736	87.36%
Skin corrosion	-	0.9783	97.83%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8583	85.83%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8348	83.48%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9167	91.67%
Acute Oral Toxicity (c)	III	0.6755	67.55%
Estrogen receptor binding	+	0.9136	91.36%
Androgen receptor binding	+	0.6810	68.10%
Thyroid receptor binding	+	0.7642	76.42%
Glucocorticoid receptor binding	+	0.8126	81.26%
Aromatase binding	+	0.7345	73.45%
PPAR gamma	+	0.5341	53.41%
Honey bee toxicity	-	0.8939	89.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5551	55.51%
Fish aquatic toxicity	+	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.44%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.40%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.08%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.92%	92.62%
CHEMBL2581	P07339	Cathepsin D	88.52%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.99%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.68%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.51%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.26%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.68%	89.62%
CHEMBL4208	P20618	Proteasome component C5	82.14%	90.00%

Plants that contains it

• Viburnum foetidum

Cross-Links

• PubChem: 75031600
• LOTUS: LTS0251443
• wikiData: Q105198064