[4-[(3,4-Dimethoxyphenyl)methyl]-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methyl 2-methylbut-2-enoate

Details

• Internal ID: bbaf76a2-dcf3-42e2-be49-5b8fa299be57
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
• IUPAC Name: [4-[(3,4-dimethoxyphenyl)methyl]-2-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methyl 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1C(COC1C2=CC(=C(C(=C2)OC)OC)OC)CC3=CC(=C(C=C3)OC)OC
• SMILES (Isomeric): CC=C(C)C(=O)OCC1C(COC1C2=CC(=C(C(=C2)OC)OC)OC)CC3=CC(=C(C=C3)OC)OC
• InChI: InChI=1S/C28H36O8/c1-8-17(2)28(29)36-16-21-20(11-18-9-10-22(30-3)23(12-18)31-4)15-35-26(21)19-13-24(32-5)27(34-7)25(14-19)33-6/h8-10,12-14,20-21,26H,11,15-16H2,1-7H3
• InChI Key: TZENRVOKDBSTKN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₈
• Molecular Weight: 500.60 g/mol
• Exact Mass: 500.24101810 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.5647	56.47%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8686	86.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9751	97.51%
P-glycoprotein inhibitior	+	0.8938	89.38%
P-glycoprotein substrate	-	0.6283	62.83%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	0.5609	56.09%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	+	0.7410	74.10%
CYP2C9 inhibition	+	0.7063	70.63%
CYP2C19 inhibition	+	0.9291	92.91%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	+	0.7536	75.36%
CYP2C8 inhibition	+	0.7607	76.07%
CYP inhibitory promiscuity	+	0.9727	97.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.5648	56.48%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8951	89.51%
Skin irritation	-	0.8658	86.58%
Skin corrosion	-	0.9778	97.78%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8844	88.44%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7375	73.75%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5974	59.74%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8399	83.99%
Acute Oral Toxicity (c)	III	0.5445	54.45%
Estrogen receptor binding	+	0.8483	84.83%
Androgen receptor binding	+	0.6756	67.56%
Thyroid receptor binding	+	0.6772	67.72%
Glucocorticoid receptor binding	+	0.8467	84.67%
Aromatase binding	-	0.5321	53.21%
PPAR gamma	+	0.5672	56.72%
Honey bee toxicity	-	0.7786	77.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.06%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.87%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.91%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.36%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.38%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	89.66%	92.98%
CHEMBL2535	P11166	Glucose transporter	87.31%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.12%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.63%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.76%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.51%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.92%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.83%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.79%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.36%	92.94%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.29%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.10%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.77%	85.49%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.73%	89.44%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.47%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.00%	97.14%

Plants that contains it

• Filago congesta

Cross-Links

• PubChem: 76003355
• LOTUS: LTS0214497
• wikiData: Q105268085